Home Amines 59-33-6
59-33-6,MFCD00069333
Catalog No.:AA00IAEJ

59-33-6 | 1,2-Ethanediamine,N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-,(2Z)-2-butenedioate (1:1)

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5g
>98.0%(T)(HPLC)
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>98.0%(T)(HPLC)
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IAEJ
Chemical Name:
1,2-Ethanediamine,N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-,(2Z)-2-butenedioate (1:1)
CAS Number:
59-33-6
Molecular Formula:
C21H27N3O5
Molecular Weight:
401.4562
MDL Number:
MFCD00069333
SMILES:
OC(=O)C=CC(=O)O.COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
Properties
Properties
 
Form:
Solid  
MP:
99 - 102°C  
Storage:
Light sensitive;Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
396  
Covalently-Bonded Unit Count:
2  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
9  

Downstream Synthesis Route
59-33-6   
N-(4-hydroxybenzyl)-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediaminemaleate 

[1]EuropeanJournalofMedicinalChemistry,1987,vol.22,p.91-100

[1]EuropeanJournalofMedicinalChemistry,1987,vol.22,p.91-100

[1]EuropeanJournalofMedicinalChemistry,1987,vol.22,p.91-100

potassiumpentacyanonitrosylchromate(III)monohydrate 
  59-33-6   
{Cr(NO)(CN)2(mepyraminemaleate)2(H2O)} 

[1]SynthesisandReactivityinInorganicandMetal-OrganicChemistry,1991,vol.21,p.1447-1456

Literature

Title: Dopamine is involved in food-anticipatory activity in mice.

Journal: Journal of biological rhythms 20121001

Title: Influence of nitric oxide agents in the dorsal hippocampus of mice on anxiogenic-like effect induced by histamine.

Journal: Pharmacology, biochemistry, and behavior 20120901

Title: Investigation on signal transduction pathways after H(1) receptor activated by histamine in C6 glioma cells: involvement of phosphatidylinositol and arachidonic acid metabolisms.

Journal: Journal of the Chinese Medical Association : JCMA 20120401

Title: pH-dependent complexation of histamine H1 receptor antagonists and human serum albumin studied by UV resonance Raman spectroscopy.

Journal: The journal of physical chemistry. B 20120329

Title: A novel fluorescent histamine H(1) receptor antagonist demonstrates the advantage of using fluorescence correlation spectroscopy to study the binding of lipophilic ligands.

Journal: British journal of pharmacology 20120301

Title: Arousal effects of orexin A on acute alcohol intoxication-induced coma in rats.

Journal: Neuropharmacology 20120201

Title: Strain-dependent effects of the histamine H₄ receptor antagonist JNJ7777120 in a murine model of acute skin inflammation.

Journal: Experimental dermatology 20120101

Title: Inverse agonistic activity of antihistamines and suppression of histamine H1 receptor gene expression.

Journal: Journal of pharmacological sciences 20120101

Title: Opposite effects of mepyramine on JNJ 7777120-induced amelioration of experimentally induced asthma in mice in sensitization and provocation.

Journal: PloS one 20120101

Title: Persistent histamine excitation of glutamatergic preoptic neurons.

Journal: PloS one 20120101

Title: Influence of the N-terminus and the E2-loop onto the binding kinetics of the antagonist mepyramine and the partial agonist phenoprodifen to H(1)R.

Journal: Biochemical pharmacology 20111215

Title: Production of the stable human histamine H₁ receptor in Pichia pastoris for structural determination.

Journal: Methods (San Diego, Calif.) 20111201

Title: Mepyramine-JNJ7777120-hybrid compounds show high affinity to hH(1)R, but low affinity to hH(4)R.

Journal: Bioorganic & medicinal chemistry letters 20111101

Title: Pharmacological characterization of GSK1004723, a novel, long-acting antagonist at histamine H(1) and H(3) receptors.

Journal: British journal of pharmacology 20111101

Title: Pyrilamine-induced prolonged QT interval in adolescent with drug overdose.

Journal: Pediatric emergency care 20111001

Title: Mast cells drive mesenteric afferent signalling during acute intestinal ischaemia.

Journal: The Journal of physiology 20110801

Title: Synergistic relaxing effect of the paracetamol and pyrilamine combination in isolated human myometrium.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20110701

Title: Vasorelaxant and hypotensive effects of the extract and the isolated flavonoid rutin obtained from Polygala paniculata L.

Journal: The Journal of pharmacy and pharmacology 20110601

Title: Interaction of histamine and calcitonin gene-related peptide in the formalin induced pain perception in rats.

Journal: Biomedical research (Tokyo, Japan) 20110601

Title: Lipopolysaccharide induces H1 receptor expression and enhances histamine responsiveness in human coronary artery endothelial cells.

Journal: Immunology 20110401

Title: Activation of brain histaminergic neurotransmission: a mechanism for cognitive effects of memantine in Alzheimer's disease.

Journal: The Journal of pharmacology and experimental therapeutics 20110201

Title: [Roles of histamine in the exacerbated allergic dermatitis].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20110201

Title: Histamine H(4) receptor antagonism inhibits allergen-specific T-cell responses mediated by human dendritic cells.

Journal: European journal of pharmacology 20110125

Title: Histamine H(1) antagonist treatment with pyrilamine reduces nicotine self-administration in rats.

Journal: European journal of pharmacology 20110110

Title: Artificial neural network combined with principal component analysis for resolution of complex pharmaceutical formulations.

Journal: Chemical & pharmaceutical bulletin 20110101

Title: Interaction between histamine and morphine at the level of the hippocampus in the formalin-induced orofacial pain in rats.

Journal: Pharmacological reports : PR 20110101

Title: PPI deficit induced by amphetamine is attenuated by the histamine H1 antagonist pyrilamine, but is exacerbated by the serotonin 5-HT2 antagonist ketanserin.

Journal: Psychopharmacology 20101201

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Molecular signaling of pruritus induced by endothelin-1 in mice.

Journal: Experimental biology and medicine (Maywood, N.J.) 20101101

Title: Local histamine H(1-) and H(2)-receptor blockade reduces postexercise skeletal muscle interstitial glucose concentrations in humans.

Journal: Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme 20101001

Title: Primary dysmenorrhea among Mexican university students: prevalence, impact and treatment.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20100901

Title: The essential oil of Croton nepetaefolius selectively blocks histamine-augmented neuronal excitability in guinea-pig celiac ganglion.

Journal: The Journal of pharmacy and pharmacology 20100801

Title: Withdrawal from repeated administration of morphine alters histamine-induced anxiogenic effects produced by intra-ventral hippocampal microinjection.

Journal: Journal of psychopharmacology (Oxford, England) 20100601

Title: Repeated histamine pretreatment decreased amnesia induced by post-training administration of the drug in a step-down inhibitory avoidance test in mice.

Journal: Archives of Iranian medicine 20100501

Title: Effects of histamine H(1) receptor antagonists on delayed spatial win-shift task in rats.

Journal: European journal of pharmacology 20100410

Title: Involvement of histamine and histamine H2 receptors in nicotinamide-induced differentiation of human amniotic epithelial cells into insulin-producing cells.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20100301

Title: Effect of microinjection of histamine into the dorsal hippocampus on the orofacial formalin-induced pain in rats.

Journal: European journal of pharmacology 20100210

Title: Blockade of nucleus basalis magnocellularis or activation of insular cortex histamine receptors disrupts formation but not retrieval of aversive taste memory.

Journal: Neurobiology of learning and memory 20100201

Title: Anxiety-like behavior induced by histaminergic agents can be prevented by cannabinoidergic WIN55,212-2 injected into the dorsal hippocampus in mice.

Journal: Pharmacology, biochemistry, and behavior 20100101

Title: Nitric oxide and histamine signal attempts to swallow: A component of learning that food is inedible in Aplysia.

Journal: Learning & memory (Cold Spring Harbor, N.Y.) 20100101

Title: Ameliorative effect of a hippocampal metabotropic glutamate- receptor agonist on histamine H1 receptor antagonist-induced memory deficit in rats.

Journal: Journal of pharmacological sciences 20100101

Title: Efficacy of mepyramine maleate treatment in dogs with angioedema.

Journal: Polish journal of veterinary sciences 20100101

Title: Genetic deficiency of carnitine/organic cation transporter 2 (slc22a5) is associated with altered tissue distribution of its substrate pyrilamine in mice.

Journal: Biopharmaceutics & drug disposition 20091201

Title: Olanzapine-induced weight gain in the rat: role of 5-HT2C and histamine H1 receptors.

Journal: Psychopharmacology 20091101

Title: Histamine induces human beta-defensin-3 production in human keratinocytes.

Journal: Journal of dermatological science 20091101

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: The ameliorating effects of NMDA receptor agonists on histamine H1 antagonist-induced memory and hippocampal theta disruptions are prevented by the H3 receptor agonist in rats.

Journal: Brain research bulletin 20090814

Title: Ameliorative effects of histamine on spatial memory deficits induced by scopolamine infusion into bilateral dorsal or ventral hippocampus as evaluated by the radial arm maze task.

Journal: Clinical and experimental pharmacology & physiology 20090801

Title: Chewing rescues stress-suppressed hippocampal long-term potentiation via activation of histamine H1 receptor.

Journal: Neuroscience research 20090801

Title: Concurrent blockade of platelet-activating factor and histamine prevents life-threatening peanut-induced anaphylactic reactions.

Journal: The Journal of allergy and clinical immunology 20090801

Title: Reverse isotopic response: a rarely reported phenomenon.

Journal: International journal of dermatology 20090701

Title: Simultaneous determination of pseudoephdrine, pheniramine, guaifenisin, pyrilamine, chlorpheniramine and dextromethorphan in cough and cold medicines by high performance liquid chromatography.

Journal: Talanta 20090515

Title: Sigma1 receptor antagonists determine the behavioral pattern of the methamphetamine-induced stereotypy in mice.

Journal: Psychopharmacology 20090501

Title: Kujin suppresses histamine signaling at the transcriptional level in toluene 2,4-diisocyanate-sensitized rats.

Journal: Journal of pharmacological sciences 20090401

Title: Super-additive interaction of the reinforcing effects of cocaine and H1-antihistamines in rhesus monkeys.

Journal: Pharmacology, biochemistry, and behavior 20090201

Title: Pyrilamine in the horse: detection and pharmacokinetics of pyrilamine and its major urinary metabolite O-desmethylpyrilamine.

Journal: Journal of veterinary pharmacology and therapeutics 20090201

Title: Modification of the picryl chloride-induced allergic dermatitis model in mouse ear lobes by 12-O-tetradecanoylphorbol 13-acetate, and analysis of the role of histamine in the modified model.

Journal: International archives of allergy and immunology 20090101

Title: Salivary gland homogenates of Lutzomyia longipalpis and its vasodilatory peptide maxadilan cause plasma leakage via PAC1 receptor activation.

Journal: Journal of vascular research 20090101

Title: Evidence for histamine as a new modulator of carotid body chemoreception.

Journal: Advances in experimental medicine and biology 20090101

Title: Modulatory effects of histamine on cat carotid body chemoreception.

Journal: Respiratory physiology & neurobiology 20081231

Title: Myocardial ischemia-mediated excitatory reflexes: a new function for thromboxane A2?

Journal: American journal of physiology. Heart and circulatory physiology 20081201

Title: Effects of mepyramine and famotidine on the physostigmine-induced antinociception in the formalin test in rats.

Journal: Pakistan journal of biological sciences : PJBS 20081115

Title: Involvement of the pyrilamine transporter, a putative organic cation transporter, in blood-brain barrier transport of oxycodone.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081001

Title: Pyrilamine and O-desmethylpyrilamine detection in equine serum and urine.

Journal: Journal of analytical toxicology 20081001

Title: Apomorphine-induced turning behavior in 6-hydroxydopamine lesioned rats is increased by histidine and decreased by histidine decarboxylase, histamine H1 and H2 receptor antagonists, and an H3 receptor agonist.

Journal: Pharmacology, biochemistry, and behavior 20080901

Title: Phosphatidylinositol 4,5-bisphosphate hydrolysis mediates histamine-induced KCNQ/M current inhibition.

Journal: American journal of physiology. Cell physiology 20080701

Title: [Role of histamine H(1) and H(2) receptors in the modulation of respiratory rhythmical discharge in medulla oblongata slice preparation of neonatal rats].

Journal: Sheng li xue bao : [Acta physiologica Sinica] 20080625

Title: Antispasmodic activity of essential oil from Lippia dulcis Trev.

Journal: Journal of ethnopharmacology 20080417

Title: Histaminergic system of the lateral septum in the modulation of anxiety-like behaviour in rats.

Journal: European journal of pharmacology 20080331

Title: Participation of hippocampal ionotropic glutamate receptors in histamine H(1) antagonist-induced memory deficit in rats.

Journal: Psychopharmacology 20080301

Title: Compound 48/80 induces endothelium-dependent and histamine release-independent relaxation in rabbit aorta.

Journal: Nitric oxide : biology and chemistry 20080301

Title: Antihistamine mepyramine directly inhibits KCNQ/M channel and depolarizes rat superior cervical ganglion neurons.

Journal: Neuropharmacology 20080301

Title: Differential responses to various classes of drugs in a model of allergic rhinitis in guinea pigs.

Journal: Pulmonary pharmacology & therapeutics 20080101

Title: Pharmacological profile of histaprodifens at four recombinant histamine H1 receptor species isoforms.

Journal: The Journal of pharmacology and experimental therapeutics 20080101

Title: Nerve growth factor enhances neurokinin A-induced airway responses and exhaled nitric oxide via a histamine-dependent mechanism.

Journal: Pulmonary pharmacology & therapeutics 20080101

Title: Characterization of the effect of histamine on mouse corpus cavernosum.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20080101

Title: The synergistic effect of histamine and IL-6 on NGF secretion from cultured astrocytes is evoked by histamine stimulation of IL-6 secretion via H1-receptor-PKC-MAPK signalling pathway.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20080101

Title: GABA and histamine interaction in the basolateral amygdala of rats in the plus-maze test of anxiety-like behaviors.

Journal: Pharmacology 20080101

Title: Antinociception induced by central administration of histamine in the formalin test in rats.

Journal: Indian journal of physiology and pharmacology 20080101

Title: Degranulation of mast cells and histamine release involved in rat pain-related behaviors and edema induced by scorpion Buthus martensi Karch venom.

Journal: European journal of pharmacology 20071201

Title: A comparative study of histamine activities on differentiation of osteoblasts and osteoclasts.

Journal: The Journal of toxicological sciences 20071201

Title: Transport of carnitine and acetylcarnitine by carnitine/organic cation transporter (OCTN) 2 and OCTN3 into epididymal spermatozoa.

Journal: Reproduction (Cambridge, England) 20071101

Title: Histamine H1-receptors differentially mediate the action of amylin on hypothalamic neurons in control and in overweight rats.

Journal: Behavioural brain research 20070822

Title: Peripheral and central H1 histamine receptor occupancy by levocetirizine, a non-sedating antihistamine; a time course study in the guinea pig.

Journal: British journal of pharmacology 20070801

Title: Differential effects of histamine on Leydig cell and testicular macrophage activities in wall lizards: precise role of H1/H2 receptor subtypes.

Journal: The Journal of endocrinology 20070801

Title: Role of hippocampal H1 receptors in radial maze performance and hippocampal theta activity in rats.

Journal: Brain research bulletin 20070712

Title: In vitro pharmacology of clinically used central nervous system-active drugs as inverse H(1) receptor agonists.

Journal: The Journal of pharmacology and experimental therapeutics 20070701

Title: Deep brain stimulation of the posterior hypothalamus activates the histaminergic system to exert antiepileptic effect in rat pentylenetetrazol model.

Journal: Experimental neurology 20070501

Title: Histaminergic H1 receptors mediate L-histidine-induced anxiety in elevated plus-maze test in mice.

Journal: Behavioural pharmacology 20070501

Title: Blood-brain barrier transport of pramipexole, a dopamine D2 agonist.

Journal: Life sciences 20070403

Title: Potentiation by neuropeptide Y of histamine H1 receptor-mediated contraction in rat blood vessels.

Journal: Vascular pharmacology 20070401

Title: A comparison between the cardiovascular actions of urocortin 1 and urocortin 2 (stresscopin-related peptide) in conscious rats.

Journal: The Journal of pharmacology and experimental therapeutics 20070401

Title: Histamine H1 receptor involvement in prepulse inhibition and memory function: relevance for the antipsychotic actions of clozapine.

Journal: Pharmacology, biochemistry, and behavior 20070401

Title: Stimulation of histamine H1 receptor up-regulates histamine H1 receptor itself through activation of receptor gene transcription.

Journal: Journal of pharmacological sciences 20070401

Title: Neuroprotective effect of carnosine on necrotic cell death in PC12 cells.

Journal: Neuroscience letters 20070306

Title: Suppression of inflammatory cell recruitment by histamine receptor stimulation in ischemic rat brains.

Journal: European journal of pharmacology 20070227

Title: Ginkgo biloba extract improves spatial memory in rats mainly but not exclusively via a histaminergic mechanism.

Journal: Brain research 20070119

Title: Involvement of substance P and neurogenic inflammation in arsenic-induced early vascular dysfunction.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20070101

Title: Changes in self-reactive IgG antibody repertoire after treatment of experimental autoimmune encephalomyelitis with anti-allergic drugs.

Journal: Journal of neuroimmunology 20070101

Title: Effects of impromidine- and arpromidine-derived guanidines on recombinant human and guinea pig histamine H1 and H2 receptors.

Journal: Archiv der Pharmazie 20070101

Title: Striking differences of action of lisuride stereoisomers at histamine H1 receptors.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20061201

Title: Expression of histamine receptors and effect of histamine in the rat carotid body chemoafferent pathway.

Journal: The European journal of neuroscience 20061201

Title: Localized expression of histamine H1 receptors in syncytiotrophoblast cells of human placenta.

Journal: Journal of pharmacological sciences 20061101

Title: The effects of histaminergic agents in the dorsal hippocampus of rats in the elevated plus-maze test of anxiety.

Journal: Pharmacology, biochemistry, and behavior 20061101

Title: Novel ligands for the human histamine H1 receptor: synthesis, pharmacology, and comparative molecular field analysis studies of 2-dimethylamino-5-(6)-phenyl-1,2,3,4-tetrahydronaphthalenes.

Journal: Bioorganic & medicinal chemistry 20061001

Title: Mutation in an adaptor protein PDZK1 affects transport activity of organic cation transporter OCTNs and oligopeptide transporter PEPT2.

Journal: Drug metabolism and pharmacokinetics 20061001

Title: Histaminergic receptors of medial septum and conditioned place preference: D1 dopamine receptor mechanism.

Journal: Brain research 20060913

Title: Angiotensin II potentiates inflammatory edema in rats: Role of mast cell degranulation.

Journal: European journal of pharmacology 20060701

Title: Time-frequency analysis of spike-wave discharges using a modified wavelet transform.

Journal: Journal of neuroscience methods 20060630

Title: N1-(3-cyclohexylbutanoyl)-N2-[3-(1H-imidazol-4-yl)propyl]guanidine (UR-AK57), a potent partial agonist for the human histamine H1- and H2-receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20060601

Title: Histamine modulates mast cell degranulation through an indirect mechanism in a model IgE-mediated reaction.

Journal: European journal of immunology 20060601

Title: The effects of histaminergic agents in the ventral hippocampus of rats in the plus-maze test of anxiety-like behaviours.

Journal: Physiology & behavior 20060530

Title: Histamine-induced enhancement of vasopressin and oxytocin secretion in rat neurohypophyseal tissue cultures.

Journal: Regulatory peptides 20060515

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Mechanisms of the vasorelaxant effect of Danshen (Salvia miltiorrhiza) in rat knee joints.

Journal: Journal of ethnopharmacology 20060406

Title: Orally administered FPRL1 receptor agonist peptide MMK-1 inhibits etoposide-induced alopecia by a mechanism different from intraperitoneally administered MMK-1.

Journal: Peptides 20060401

Title: Mechanism of adenosine-induced airways obstruction in allergic guinea pigs.

Journal: British journal of pharmacology 20060401

Title: Minimal role for H1 and H2 histamine receptors in cutaneous thermal hyperemia to local heating in humans.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20060201

Title: Differential modulation of cell recruitment and acute edema in a model of Polybia paulista venom-induced inflammation.

Journal: International immunopharmacology 20060201

Title: Histamine increases sickle erythrocyte adherence to endothelium.

Journal: British journal of haematology 20060201

Title: Histaminergic neurons protect the developing hippocampus from kainic acid-induced neuronal damage in an organotypic coculture system.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20060125

Title: Scratching behavior in mice induced by the proteinase-activated receptor-2 agonist, SLIGRL-NH2.

Journal: European journal of pharmacology 20060120

Title: Involvement of skin barrier dysfunction in itch-related scratching in special diet-fed hairless mice.

Journal: European journal of pharmacology 20060113

Title: Cetirizine-induced dystonic movements.

Journal: Neurology 20060110

Title: Effects of intracerebroventricular administration of ultra low doses of histaminergic drugs on morphine state-dependent memory of passive avoidance in mice.

Journal: Behavioural brain research 20060106

Title: Enhanced histamine-mediated contraction of rabbit penile dorsal artery in diet-induced hypercholesterolemia.

Journal: Vascular pharmacology 20060101

Title: The effects of histaminergic agents in the central amygdala of rats in the elevated plus-maze test of anxiety.

Journal: Behavioural pharmacology 20051201

Title: Histamine ameliorates spatial memory deficits induced by MK-801 infusion into ventral hippocampus as evaluated by radial maze task in rats.

Journal: Acta pharmacologica Sinica 20051201

Title: Carnitine/organic cation transporter OCTN2-mediated transport of carnitine in primary-cultured epididymal epithelial cells.

Journal: Reproduction (Cambridge, England) 20051201

Title: Assessment of the influence of histaminergic actions on cocaine-like effects of 3alpha-diphenylmethoxytropane analogs.

Journal: The Journal of pharmacology and experimental therapeutics 20051101

Title: Intracerebroventricular effects of histaminergic agents on morphine-induced anxiolysis in the elevated plus-maze in rats.

Journal: Basic & clinical pharmacology & toxicology 20051101

Title: Effects of fexofenadine hydrochloride in a guinea pig model of antigen-induced rhinitis.

Journal: Pharmacology 20051001

Title: Cross state-dependent retrieval between histamine and lithium.

Journal: Physiology & behavior 20050915

Title: Mast cell mediators in citric acid-induced airway constriction of guinea pigs.

Journal: Toxicology and applied pharmacology 20050815

Title: Involvement of the βγ subunits of G proteins in the cAMP response induced by stimulation of the histamine H1 receptor.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20050801

Title: [3H]linopirdine binding to rat brain membranes is not relevant for M-channel interaction.

Journal: European journal of pharmacology 20050725

Title: Involvement of histamine H1 and H2 receptors in the regulation of STAT-1 phosphorylation: inverse agonism exhibited by the receptor antagonists.

Journal: International immunopharmacology 20050701

Title: Histamine excites noradrenergic neurons in locus coeruleus in rats.

Journal: Neuropharmacology 20050701

Title: Pharmacological differences between human and guinea pig histamine H1 receptors: Asn84 (2.61) as key residue within an additional binding pocket in the H1 receptor.

Journal: Molecular pharmacology 20050401

Title: Dual effect of pyrilamine on absence seizures in WAG/Rij rats.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20050401

Title: Prevention of brain infarction by postischemic administration of histidine in rats.

Journal: Brain research 20050328

Title: Central H1 and H2 receptor participation in the control of water and salt intake in rats.

Journal: Physiology & behavior 20050215

Title: Role of capsaicin-sensitive nerves and histamine H1, H2, and H3 receptors in the gastroprotective effect of histamine against stress ulcers in rats.

Journal: European journal of pharmacology 20050131

Title: Non-imidazole histamine NO-donor H3-antagonists.

Journal: Farmaco (Societa chimica italiana : 1989) 20050101

Title: Homologous and heterologous phosphorylations of human histamine H1 receptor in intact cells.

Journal: Journal of pharmacological sciences 20041201

Title: Homology modelling and binding site mapping of the human histamine H1 receptor.

Journal: European journal of medicinal chemistry 20041101

Title: Sex differences in mouse behavior following pyrilamine treatment: role of histamine 1 receptors in arousal.

Journal: Pharmacology, biochemistry, and behavior 20041101

Title: Role of the histamine system in nefopam-induced antinociception in mice.

Journal: European journal of pharmacology 20041025

Title: Domain swapping in the human histamine H1 receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20041001

Title: Ligand-directed functional heterogeneity of histamine H1 receptors: novel dual-function ligands selectively activate and block H1-mediated phospholipase C and adenylyl cyclase signaling.

Journal: The Journal of pharmacology and experimental therapeutics 20041001

Title: Degranulation of mast cells located in median eminence in response to compound 48/80 evokes adrenocortical secretion via histamine and CRF in dogs.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20041001

Title: Histaminergic H1 and H2 receptors located within the ventromedial hypothalamus regulate food and water intake in rats.

Journal: Pharmacology, biochemistry, and behavior 20040901

Title: Mechanism of the endothelium-dependent vasodilation and the antihypertensive effect of Brazilian red wine.

Journal: Journal of cardiovascular pharmacology 20040901

Title: Mepyramine, a histamine H1 receptor inverse agonist, binds preferentially to a G protein-coupled form of the receptor and sequesters G protein.

Journal: The Journal of biological chemistry 20040813

Title: Histamine H1 receptor down-regulation mediated by M3 muscarinic acetylcholine receptor subtype.

Journal: Journal of pharmacological sciences 20040801

Title: Glutamic acid and histamine-sensitive neurons in the ventral hippocampus and the basolateral amygdala of the rat: functional interaction on memory and learning processes.

Journal: Behavioural brain research 20040709

Title: Pharmacological and histopathological characterization of Bothrops lanceolatus (Fer de lance) venom-induced edema.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20040701

Title: Effects of second-generation histamine H1 receptor antagonists on the sleep-wakefulness cycle in rats.

Journal: European journal of pharmacology 20040628

Title: [Camouflaged H1-antihistaminic and road-traffic accident].

Journal: Medicina clinica 20040612

Title: ReN-1869 [(R)-1-(3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-propyl)-3-piperidine carboxylic acid], a novel histamine H1 receptor antagonist, produces potent and selective antinociceptive effects on dorsal horn neurons after inflammation and neuropathy.

Journal: The Journal of pharmacology and experimental therapeutics 20040601

Title: Cardiovascular effects of the toxin(s) of the Australian paralysis tick, Ixodes holocyclus, in the rat.

Journal: Toxicon : official journal of the International Society on Toxinology 20040601

Title: Identification of amino acid residues responsible for agonist-induced down-regulation of histamine H(1) receptors.

Journal: Journal of pharmacological sciences 20040401

Title: Beta(2)-adrenergic receptor-mediated histamine H(1) receptor down-regulation: another possible advantage of beta(2) agonists in asthmatic therapy.

Journal: Journal of pharmacological sciences 20040401

Title: Mutational analysis of the histamine H1-receptor binding pocket of histaprodifens.

Journal: European journal of pharmacology 20040308

Title: Novel dual acting molecules possessing 5-lipoxygenase enzyme inhibition and histamine H(1) receptor antagonist properties.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20040301

Title: Expression of histamine H(1) receptor in placenta.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20040301

Title: Alleviation of ischemic neuronal damage by postischemic loading with histidine in the rat striatum.

Journal: Brain research 20040213

Title: Anxiolytic-like effects of escitalopram, citalopram, and R-citalopram in maternally separated mouse pups.

Journal: The Journal of pharmacology and experimental therapeutics 20040201

Title: Inhibition of nitric oxide synthesis potentiates the colonic permeability increase triggered by luminal bile acids.

Journal: Acta physiologica Scandinavica 20040201

Title: Critical role of histamine H4 receptor in leukotriene B4 production and mast cell-dependent neutrophil recruitment induced by zymosan in vivo.

Journal: The Journal of pharmacology and experimental therapeutics 20031201

Title: Multiple cedar pollen challenge diminishes involvement of histamine in allergic conjunctivitis of Guinea pigs.

Journal: Biological & pharmaceutical bulletin 20031201

Title: Acquired nasal hyperresponsiveness aggravates antigen-induced rhinitis in the guinea pig.

Journal: Journal of pharmacological sciences 20031201

Title: Epileptogenic activity induced by histamine H(1) antagonists in amygdala-kindled rats.

Journal: Brain research 20031121

Title: Interactions of eosinophil granule proteins with skin: limits of detection, persistence, and vasopermeabilization.

Journal: The Journal of allergy and clinical immunology 20031101

Title: Direct phosphorylation of histamine H1 receptor by various protein kinases in vitro.

Journal: Methods and findings in experimental and clinical pharmacology 20031101

Title: Signaling via histamine receptors in cat duodenal smooth muscle cells.

Journal: Molecules and cells 20031031

Title: Interactions among three classes of mediators explain antigen-induced bronchoconstriction in the isolated perfused and ventilated guinea pig lung.

Journal: The Journal of pharmacology and experimental therapeutics 20031001

Title: Histamine and prostaglandin interaction in regulation of oxytocin and vasopressin secretion.

Journal: Journal of neuroendocrinology 20031001

Title: Submucosal microinfusion of endothelin and adrenaline mobilizes ECL-cell histamine in rat stomach, and causes mucosal damage: a microdialysis study.

Journal: British journal of pharmacology 20031001

Title: Pharmacological characterization of mouse hind paw oedema induced by Bothrops insularis (jararaca ilhoa) snake venom.

Journal: Toxicon : official journal of the International Society on Toxinology 20031001

Title: Effects of endogenous histamine on seizure development of pentylenetetrazole-induced kindling in rats.

Journal: Pharmacology 20030901

Title: Mechanism of anti-nociceptive effects of Asarum sieboldii Miq. radix: potential role of bradykinin, histamine and opioid receptor-mediated pathways.

Journal: Journal of ethnopharmacology 20030901

Title: Serotonergic and histaminergic mechanisms involved in intralipid drinking?

Journal: Pharmacology, biochemistry, and behavior 20030901

Title: Abolition of arteriolar dilation but not constriction to histamine in cremaster muscle of eNOS-/- mice.

Journal: American journal of physiology. Heart and circulatory physiology 20030801

Title: The effects of pyrilamine and cimetidine on mRNA C-fos expression and nociceptive flinching behavior in rats.

Journal: Anesthesia and analgesia 20030801

Title: Influence of histamine, cimetidine and pyrilamine on naloxone-induced jumping in morphine-dependent mice.

Journal: European journal of pharmacology 20030620

Title: Multiple differences in agonist and antagonist pharmacology between human and guinea pig histamine H1-receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20030601

Title: Molecular characterization of specific H1-receptor agonists histaprodifen and its Nalpha-substituted analogues on bovine aortic H1-receptors.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20030501

Title: The histamine H2-receptor antagonist, cimetidine, inhibits the articular osteopenia in rats with adjuvant-induced arthritis by suppressing the osteoclast differentiation induced by histamine.

Journal: Journal of pharmacological sciences 20030501

Title: Synthesis and pharmacological activity of fluorescent histamine H1 receptor antagonists related to mepyramine.

Journal: Bioorganic & medicinal chemistry letters 20030407

Title: Effect of histamine on the permeability of the nasal mucosa in vivo.

Journal: Acta oto-laryngologica 20030401

Title: Pro-cognitive effect of a selective histamine H1-receptor agonist, 2-(3-trifluoromethylphenyl)histamine, in the rat object recognition test.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20030401

Title: Thiomersal enhances the binding of histamine to the H1 receptor, but not histamine-stimulated inositol phosphate formation.

Journal: The Journal of pharmacy and pharmacology 20030401

Title: Effects of histamine and cholinergic systems on memory retention of passive avoidance learning in rats.

Journal: European journal of pharmacology 20030328

Title: Light induces cortical activation and yawning in rats.

Journal: Behavioural brain research 20030318

Title: Histaminergic modulation of the intact respiratory network of adult mice.

Journal: Pflugers Archiv : European journal of physiology 20030201

Title: Histamine H1 receptors in the ventromedial hypothalamus mediate the anorectic action of the pancreatic hormone amylin.

Journal: Peptides 20030101

Title: Possible mechanisms of hypotension produced 70% alcoholic extract of Terminalia arjuna (L.) in anaesthetized dogs.

Journal: BMC complementary and alternative medicine 20030101

Title: The role of histamine in dural vessel dilation.

Journal: Brain research 20021122

Title: Histamine H1 receptors in rat dorsal raphe nucleus: pharmacological characterisation and linking to increased neuronal activity.

Journal: Brain research 20021108

Title: LPS-induced platelet response and rapid shock in mice: contribution of O-antigen region of LPS and involvement of the lectin pathway of the complement system.

Journal: Blood 20021101

Title: Chlorpromazine inhibits the glucocorticoid receptor-mediated gene transcription in a calcium-dependent manner.

Journal: Neuropharmacology 20021101

Title: Histamine h(4) and h(2) receptors control histamine-induced interleukin-16 release from human CD8(+) T cells.

Journal: The Journal of pharmacology and experimental therapeutics 20021001

Title: Murine tumor necrosis factor-alpha sensitizes plasma corticosterone activity and the manifestation of shock: modulation by histamine.

Journal: Journal of neuroimmunology 20021001

Title: Mediators of adenosine- and ovalbumen-induced bronchoconstriction of sensitized guinea-pig isolated airways.

Journal: European journal of pharmacology 20020906

Title: Yawning/cortical activation induced by microinjection of histamine into the paraventricular nucleus of the rat.

Journal: Behavioural brain research 20020821

Title: Biochemical characterization of desloratadine, a potent antagonist of the human histamine H(1) receptor.

Journal: European journal of pharmacology 20020809

Title: The control effect of histamine on body temperature and respiratory function in IgE-dependent systemic anaphylaxis.

Journal: The Journal of allergy and clinical immunology 20020801

Title: A novel phenylaminotetralin radioligand reveals a subpopulation of histamine H(1) receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20020701

Title: GBR compounds and mepyramines as cocaine abuse therapeutics: chemometric studies on selectivity using grid independent descriptors (GRIND).

Journal: Journal of medicinal chemistry 20020411

Title: Effects of histidine, a precursor of histamine, on pentylenetetrazole-induced seizures in rats.

Journal: Acta pharmacologica Sinica 20020401

Title: Insulin-induced up-regulation of histamine H1-receptors.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20020401

Title: Mouse mammary epithelial cells bear histamine receptors.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20020401

Title: Elevated nasal mucosal G protein levels and histamine receptor affinity in a guinea pig model of nasal hyperresponsiveness.

Journal: International archives of allergy and immunology 20020401

Title: The initial inositol 1,4,5-trisphosphate response induced by histamine is strongly amplified by Ca(2+) release from internal stores in smooth muscle.

Journal: Cell calcium 20020401

Title: Effects of the NMDA antagonist MK-801 on radial maze performance in histidine-deficient rats.

Journal: Life sciences 20020322

Title: The recovery of the neurally evoked secretory response of rat colonic mucosa after irradiation is independent of mast cells.

Journal: Radiation research 20020301

Title: Role of Rho-associated protein kinase and histamine in lysophosphatidic acid-induced airway hyperresponsiveness in guinea pigs.

Journal: Japanese journal of pharmacology 20020301

Title: Orexins activate histaminergic neurons via the orexin 2 receptor.

Journal: Biochemical and biophysical research communications 20020201

Title: ReN 1869, a novel tricyclic antihistamine, is active against neurogenic pain and inflammation.

Journal: European journal of pharmacology 20020118

Title: Histamine-induced IL-6 and IL-8 production are differentially modulated by IFN-gamma and IL-4 in human keratinocytes.

Journal: Journal of dermatological science 20020101

Title: Antihistamine antinociception is mediated by Gi-protein activation.

Journal: Neuroscience 20020101

Title: Topically applied aspirin decreases histamine-induced wheal and flare reactions in normal and SLS-inflamed skin, but does not decrease itch. A randomized, double-blind and placebo-controlled human study.

Journal: Acta dermato-venereologica 20020101

Title: Histochemical and biochemical studies on the secretory mechanisms of some glands of guinea-pigs treated with histamine.

Journal: Folia histochemica et cytobiologica 20020101

Title: Suppression of spontaneous scratching in hairless rats by sedatives but not by antipruritics.

Journal: Skin pharmacology and applied skin physiology 20020101

Title: Does the neurotransmitter transporter underlie adaptation at a histaminergic photoreceptor synapse?

Journal: Visual neuroscience 20020101

Title: Characterization of nasal obstruction in the allergic guinea pig using the forced oscillation method.

Journal: Journal of pharmacological and toxicological methods 20020101

Title: Enhancement by histamine of vascular endothelial growth factor production in granulation tissue via H(2) receptors.

Journal: British journal of pharmacology 20011201

Title: Mechanism underlying histamine-induced intracellular Ca2+ movement in PC3 human prostate cancer cells.

Journal: Pharmacological research 20011201

Title: Dose-dependent inhibition of the CYP2D6 catalyzed oxidation of sparteine by mepyramine in healthy volunteers.

Journal: Pharmacology & toxicology 20011201

Title: Histamine H(1)-receptor activation of nuclear factor-kappa B: roles for G beta gamma- and G alpha(q/11)-subunits in constitutive and agonist-mediated signaling.

Journal: Molecular pharmacology 20011101

Title: Standard treatment: the role of antihistamines.

Journal: The journal of investigative dermatology. Symposium proceedings 20011101

Title: Histamine H1 receptor activation stimulates mitogenesis in human astrocytoma U373 MG cells.

Journal: Journal of neuro-oncology 20011101

Title: Preclinical comparison of ebastine and other second generation H1-antihistamines.

Journal: Pharmacology & toxicology 20011001

Title: Role of adenosine in ischemic preconditioning in rats depends critically on the duration of the stimulus and involves both A(1) and A(3) receptors.

Journal: Cardiovascular research 20010901

Title: The effects of histamine and its antagonists on the cochlear microphonic and the compound action potential of the guinea pig.

Journal: Auris, nasus, larynx 20010801

Title: Effects of vasopressin on histamine H(1) receptor antagonist-induced spatial memory deficits in rats.

Journal: European journal of pharmacology 20010706

Title: Identification of two distinct vasodilator pathways activated by ATP in the mesenteric bed of the rat.

Journal: British journal of pharmacology 20010701

Title: Effect of H1-antagonists on spatial memory deficit evaluated by 8-arm radial maze in rats.

Journal: Acta pharmacologica Sinica 20010701

Title: The H3 receptor is involved in cholecystokinin inhibition of food intake in rats.

Journal: Life sciences 20010615

Title: VUF-K-8788, a periphery-selective histamine H1 antagonist with anti-pruritic activities.

Journal: Japanese journal of pharmacology 20010501

Title: Localization of neurotensin NTS2 receptors in rat brain, using.

Journal: Neuroreport 20010417

Title: Cyclo-oxygenase and lipoxygenase pathways in mast cell dependent-neurogenic inflammation induced by electrical stimulation of the rat saphenous nerve.

Journal: British journal of pharmacology 20010401

Title: Effects of two newly synthesized analogues of lidocaine on rat arterial blood pressure and heart rate.

Journal: Pharmacological research 20010401

Title: Modulation of the immediate allergic wheal reaction in the skin by drugs inhibiting the effects of leukotriene C4 and prostaglandin D2.

Journal: European journal of clinical pharmacology 20010401

Title: Comparison of cedar pollen-induced allergic rhinitis in passively and actively sensitized guinea pigs.

Journal: Japanese journal of pharmacology 20010401

Title: Dopaminergic effects of histamine administration in the nucleus accumbens and the impact of H1-receptor blockade.

Journal: Neuropharmacology 20010301

Title: Regulation of parasympathetic neurons by mast cells and histamine in the guinea pig heart.

Journal: Autonomic neuroscience : basic & clinical 20010220

Title: Involvement of central histaminergic neurons in polypnea induced by hyperthermia in rabbits.

Journal: Neuroscience letters 20010202

Title: Histamine alters gene expression in cultured human nasal epithelial cells.

Journal: The Journal of allergy and clinical immunology 20010201

Title: Characterization of histamine-induced increases in intracellular free Ca2+ concentrations in Chang liver cells.

Journal: Journal of receptor and signal transduction research 20010201

Title: Mediator involvement in antigen-induced bronchospasm and microvascular leakage in the airways of ovalbumin sensitized Brown Norway rats.

Journal: British journal of pharmacology 20010101

Title: The major role of peripheral release of histamine and 5-hydroxytryptamine in formalin-induced nociception.

Journal: Neuroscience 20010101

Title: Role of mast cells in zymosan-induced peritoneal inflammation in Balb/c and mast cell-deficient WBB6F1 mice.

Journal: Journal of leukocyte biology 20010101

Title: Role of L-arginine/nitric oxide pathway in the antinociceptive activities of morphine and mepyramine in mice.

Journal: Arzneimittel-Forschung 20010101

Title: QSAR study on binding affinity of PATs (rodenticides) to the [3H]-mepyramine-labelled H1 receptor in rat and guinea pig brain.

Journal: SAR and QSAR in environmental research 20010101

Title: Effects of histamine on phosphoinositide metabolism in chick cerebral cortex.

Journal: Polish journal of pharmacology 20010101

Title: Identification of a histamine H(3)-like receptor in the zebrafish (Danio rerio) brain.

Journal: Journal of neurochemistry 20000801

Title: Antiamnesic effect of metoprine and of selective histamine H(1) receptor agonists in a modified mouse passive avoidance test.

Journal: Neuroscience letters 20000707

Title: A novel phenylaminotetralin (PAT) recognizes histamine H1 receptors and stimulates dopamine synthesis in vivo in rat brain.

Journal: Brain research 20000103

Title: Effect of interleukin-1beta on the ascending and descending reflex in rat small intestine.

Journal: European journal of pharmacology 19981023

Title: G proteins of the Gq family couple the H2 histamine receptor to phospholipase C.

Journal: Molecular endocrinology (Baltimore, Md.) 19961201

Title: Contribution of mast cell mediators to alterations in macrophage function after malathion administration.

Journal: Fundamental and applied toxicology : official journal of the Society of Toxicology 19960901

Title: Histamine-1 receptor blockade does not prevent nitroglycerin induced migraine. Support for the NO-hypothesis of migraine.

Journal: European journal of clinical pharmacology 19960101

Title: Dose-dependent mediation of leukotriene D4-induced airway microvascular leakage and bronchoconstriction in the guinea pig.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 19950601

Title: Stable expression of human H1-histamine-receptor cDNA in Chinese hamster ovary cells. Pharmacological characterisation of the protein, tissue distribution of messenger RNA and chromosomal localisation of the gene.

Journal: European journal of biochemistry 19940901

Title: The 5-lipoxygenase inhibitory activity of zileuton in in vitro and in vivo models of antigen-induced airway anaphylaxis.

Journal: Pulmonary pharmacology 19940401

Title: Role of cysteinyl-leukotrienes and histamine in mediating intrinsic tone in isolated human bronchi.

Journal: American journal of respiratory and critical care medicine 19940101

Title: Effects of capsaicin, bradykinin and prostaglandin E2 in the human skin.

Journal: The British journal of dermatology 19920201

Title: Decreased histamine H1 receptors in the frontal cortex of brains from patients with chronic schizophrenia.

Journal: Biological psychiatry 19910815

Title: Solubilization, characterization and partial purification of [3H]mepyramine-binding protein, a possible histamine H1 receptor, from rat liver membrane.

Journal: Japanese journal of pharmacology 19880201

Title: Antimuscarinic effects of antihistamines: quantitative evaluation by receptor-binding assay.

Journal: Japanese journal of pharmacology 19870301

Title: Pharmacologic analysis of LY188695 (KB-2413), 1-(2-ethoxyethyl)-2-(4-methyl-1-homopiperazinyl)-benzimidazole difumarate, a potent histamine1 receptor antagonist.

Journal: Agents and actions 19870201

Title: Regulation of membrane histamine H1-receptor binding sites by guanine nucleotides, mono- and divalent cations.

Journal: Agents and actions 19860401

Title: H1-histamine receptors on human astrocytoma cells.

Journal: Molecular pharmacology 19860201

Title: Effects of histamine antagonists on noradrenaline-stimulated blood flow and oxygen consumption of brown adipose tissue in the rat.

Journal: Pflugers Archiv : European journal of physiology 19841101

Title: Specific binding of [3H]mepyramine to histamine H1-receptors in vascular smooth muscle membranes.

Journal: Agents and actions 19830401

Title: The effect of antihistaminics on cataleptogenic action of analgesics and haloperidol.

Journal: Polish journal of pharmacology and pharmacy 19830101

Title: Fibrin-derived vasoactive peptides release histamine.

Journal: International journal of microcirculation, clinical and experimental 19830101

Title: Toxic encephalopathy related to antihistamine-barbiturate antiemetic medication.

Journal: American journal of diseases of children (1960) 19780101

Title: Hill SJ. Distribution, properties, and functional characteristics of three classes of histamine receptor. Pharmacol Rev. 1990 Mar;42(1):45-83.

Title: van der Goot H1, et al. Selective ligands as tools to study histamine receptors. Eur J Med Chem. 2000 Jan;35(1):5-20.

Title: Fitzsimons CP, et al. Mepyramine, a histamine H1 receptor inverse agonist, binds preferentially to a G protein-coupled form of the receptor and sequesters G protein. J Biol Chem. 2004 Aug 13;279(33):34431-9.

Title: Mojtahedin A, et al. Effects of mepyramine and famotidine on the physostigmine-induced antinociception in the formalin test in rats. Pak J Biol Sci. 2008 Nov 15;11(22):2573-8.

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Tags:59-33-6 Molecular Formula|59-33-6 MDL|59-33-6 SMILES|59-33-6 1,2-Ethanediamine,N-[(4-methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-,(2Z)-2-butenedioate (1:1)