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74115-01-8,MFCD00069235
Catalog No.:AA00FBZ2

74115-01-8 | (+/-)-chloro-APB

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5mg
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10mg
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25mg
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  • Technical Information
  • Properties
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00FBZ2
Chemical Name:
(+/-)-chloro-APB
CAS Number:
74115-01-8
Molecular Formula:
C19H21BrClNO2
Molecular Weight:
410.7325
MDL Number:
MFCD00069235
SMILES:
C=CCN1CCc2c(C(C1)c1ccccc1)cc(c(c2Cl)O)O.Br
Properties
Computed Properties
 
Complexity:
399  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
1  

Literature

Title: Increased dopamine receptor activity in the nucleus accumbens shell ameliorates anxiety during drug withdrawal.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20121001

Title: Patterns of brain glucose metabolism induced by phosphodiesterase 10A inhibitors in the mouse: a potential translational biomarker.

Journal: The Journal of pharmacology and experimental therapeutics 20111001

Title: Dopamine D1 receptor signaling system regulates ryanodine receptor expression after intermittent exposure to methamphetamine in primary cultures of midbrain and cerebral cortical neurons.

Journal: Journal of neurochemistry 20110901

Title: Molecular switch from L-type Ca v 1.3 to Ca v 1.2 Ca2+ channel signaling underlies long-term psychostimulant-induced behavioral and molecular plasticity.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20101215

Title: Inhibition of GSK3 attenuates dopamine D1 receptor agonist-induced hyperactivity in mice.

Journal: Brain research bulletin 20100531

Title: Selective D1 agonism but not D2 antagonism is reflected in cAMP and cGMP levels in rat CSF.

Journal: Brain research bulletin 20100405

Title: AMPA receptor subunit GluR1 downstream of D-1 dopamine receptor stimulation in nucleus accumbens shell mediates increased drug reward magnitude in food-restricted rats.

Journal: Neuroscience 20100217

Title: Inhibition of specific adenylyl cyclase isoforms by lithium and carbamazepine, but not valproate, may be related to their antidepressant effect.

Journal: Bipolar disorders 20091201

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

Journal: Nature chemical biology 20091001

Title: Blockade of neurokinin-3 receptors modulates dopamine-mediated behavioral hyperactivity.

Journal: Neuropharmacology 20090901

Title: Pharmacological characterization of harmaline-induced tremor activity in mice.

Journal: European journal of pharmacology 20090815

Title: Dopaminergic modulation of olfactory bulb processing affects odor discrimination learning in rats.

Journal: Behavioral neuroscience 20090801

Title: Anatomically dissociable effects of dopamine D1 receptor agonists on reward and relief of withdrawal in morphine-dependent rats.

Journal: Psychopharmacology 20090601

Title: D1/D2-dopamine receptor agonist dihydrexidine stimulates inspiratory motor output and depresses medullary expiratory neurons.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20090601

Title: Reward-potentiating effects of D-1 dopamine receptor agonist and AMPAR GluR1 antagonist in nucleus accumbens shell and their modulation by food restriction.

Journal: Psychopharmacology 20090301

Title: Dramatically decreased cocaine self-administration in dopamine but not serotonin transporter knock-out mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090128

Title: Age dependence of motor activity and sensitivity to dopamine receptor 1 agonist, SKF82958, of inbred AKR/J, BALB/c, C57BL/6J, SAMR1, and SAMP6 strains.

Journal: Brain research 20090123

Title: Effects of the MEK inhibitor, SL-327, on rewarding, motor- and cellular-activating effects of D-amphetamine and SKF-82958, and their augmentation by food restriction in rat.

Journal: Psychopharmacology 20090101

Title: Biperiden enhances L-DOPA methyl ester and dopamine D(l) receptor agonist SKF-82958 but antagonizes D(2)/D(3) receptor agonist rotigotine antihemiparkinsonian actions.

Journal: European journal of pharmacology 20081203

Title: Lithium preferentially inhibits adenylyl cyclase V and VII isoforms.

Journal: The international journal of neuropsychopharmacology 20080601

Title: Augmented D1 dopamine receptor signaling and immediate-early gene induction in adult striatum after prenatal cocaine.

Journal: Biological psychiatry 20080601

Title: High ambient temperature increases intravenous methamphetamine self-administration on fixed and progressive ratio schedules in rats.

Journal: Journal of psychopharmacology (Oxford, England) 20080101

Title: Pharmacological characterization of the effects of dopamine D(1) agonists on eye blinking in rats.

Journal: Behavioural pharmacology 20071201

Title: Lack of self-administration of cocaine in dopamine D1 receptor knock-out mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20071128

Title: Activation of nigral and pallidal dopamine D1-like receptors modulates basal ganglia outflow in monkeys.

Journal: Journal of neurophysiology 20070901

Title: Activation of dopamine D1 receptors enhances cholinergic transmission and social cognition: a parallel dialysis and behavioural study in rats.

Journal: The international journal of neuropsychopharmacology 20070601

Title: Modulation of heroin and cocaine self-administration by dopamine D1- and D2-like receptor agonists in rhesus monkeys.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Delayed L-DOPA-induced hyperalgesia.

Journal: Pharmacology, biochemistry, and behavior 20061101

Title: Receptor recycling mediates plasma membrane recovery of dopamine D1 receptors in dendrites and axons after agonist-induced endocytosis in primary cultures of striatal neurons.

Journal: Synapse (New York, N.Y.) 20060901

Title: Behavioral and molecular effects of dopamine D1 receptor stimulation during naloxone-precipitated morphine withdrawal.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20060614

Title: Changes in accumbal and pallidal pCREB and deltaFosB in morphine-sensitized rats: correlations with receptor-evoked electrophysiological measures in the ventral pallidum.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20060601

Title: Effects of dopamine D1-like receptor agonists on food-maintained operant behavior in rats.

Journal: Behavioural pharmacology 20060601

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: The atypical dopamine D1 receptor agonist SKF 83959 induces striatal Fos expression in rats.

Journal: European journal of pharmacology 20051228

Title: Combined blockade of AMPA and NMDA glutamate receptors reduces levodopa-induced motor complications in animal models of PD.

Journal: Experimental neurology 20051201

Title: Comparison of basal and D-1 dopamine receptor agonist-stimulated neuropeptide gene expression in caudate-putamen and nucleus accumbens of ad libitum fed and food-restricted rats.

Journal: Brain research. Molecular brain research 20051130

Title: Differences between A 68930 and SKF 82958 could suggest synergistic roles of D1 and D5 receptors.

Journal: Pharmacology, biochemistry, and behavior 20051101

Title: The effects of antipsychotics on beta-catenin, glycogen synthase kinase-3 and dishevelled in the ventral midbrain of rats.

Journal: Journal of neurochemistry 20051001

Title: Serotonin 5-HT2A but not 5-HT2C receptor antagonism reduces hyperlocomotor activity induced in dopamine-depleted rats by striatal administration of the D1 agonist SKF 82958.

Journal: Neuropharmacology 20050901

Title: A comparison of the locomotor stimulant effects of D1-like receptor agonists in mice.

Journal: Pharmacology, biochemistry, and behavior 20050801

Title: D1-dopamine receptor agonists prevent and reverse opiate depression of breathing but not antinociception in the cat.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20050701

Title: Intrastriatal dopamine D1 receptor agonist-mediated motor behavior is reduced by local neurokinin 1 receptor antagonism.

Journal: Synapse (New York, N.Y.) 20050701

Title: Dopamine D1 receptor interaction with arrestin3 in neostriatal neurons.

Journal: Journal of neurochemistry 20050401

Title: Role of GABA(A) receptors in the retrorubral field and ventral pallidum in rat jaw movements elicited by dopaminergic stimulation of the nucleus accumbens shell.

Journal: European journal of pharmacology 20050307

Title: Role of dopamine in behavioral sensitization to ethanol in DBA/2J mice.

Journal: Alcohol (Fayetteville, N.Y.) 20050201

Title: Effects of NMDA and MK-801 injected into the substantia nigra pars reticulata on jaw movements evoked by dopamine D1-/D2 receptor stimulation in the ventrolateral striatum: studies in freely moving rats.

Journal: Methods and findings in experimental and clinical pharmacology 20050101

Title: Food restriction increases NMDA receptor-mediated calcium-calmodulin kinase II and NMDA receptor/extracellular signal-regulated kinase 1/2-mediated cyclic amp response element-binding protein phosphorylation in nucleus accumbens upon D-1 dopamine receptor stimulation in rats.

Journal: Neuroscience 20050101

Title: Bilateral control of brain activity by dopamine D1 receptors: evidence from induction patterns of regulator of G protein signaling 2 and c-fos mRNA in D1-challenged hemiparkinsonian rats.

Journal: Neuroscience 20050101

Title: Differential expression of striatal synaptotagmin mRNA isoforms in hemiparkinsonian rats.

Journal: Neuroscience 20050101

Title: Topographical effects of D1-like dopamine receptor agonists on orofacial movements in mice and their differential regulation via oppositional versus synergistic D1-like: D2-like interactions: cautionary observations on SK&F 82958 as an anomalous agent.

Journal: Journal of psychopharmacology (Oxford, England) 20041201

Title: Distinct patterns of Fos expression induced by systemic amphetamine in the striatal complex of C57BL/6JICo and DBA/2JICo inbred strains of mice.

Journal: Brain research 20041029

Title: Intranigral antagonism of neurokinin 1 and 3 receptors reduces intrastriatal dopamine D1 receptor-stimulated locomotion in the rat.

Journal: Brain research 20041008

Title: Differential effects of dopaminergic agents on locomotor sensitisation and on the reinstatement of cocaine-seeking and food-seeking behaviour.

Journal: Psychopharmacology 20041001

Title: The substantia nigra pars reticulata mediates the enhancement of startle by the dopamine D1 receptor agonist SKF 82958 in rats.

Journal: Psychopharmacology 20040701

Title: NMDA receptor blockade attenuates locomotion elicited by intrastriatal dopamine D1-receptor stimulation.

Journal: Synapse (New York, N.Y.) 20040701

Title: Induction of neurogenesis in the adult rat subventricular zone and neostriatum following dopamine D3 receptor stimulation.

Journal: The European journal of neuroscience 20040501

Title: Modification by dopaminergic drugs of choice behavior under concurrent schedules of intravenous saline and food delivery in monkeys.

Journal: The Journal of pharmacology and experimental therapeutics 20040101

Title: The effects of dopamine agonists and antagonists on the secretory responses in the salivary glands of the locust (Locusta migratoria).

Journal: Journal of insect physiology 20040101

Title: Effects of dopamine indirect agonists and selective D1-like and D2-like agonists and antagonists on cocaine self-administration and food maintained responding in rats.

Journal: Neuropharmacology 20040101

Title: Chromatin remodeling and neuronal response: multiple signaling pathways induce specific histone H3 modifications and early gene expression in hippocampal neurons.

Journal: Journal of cell science 20031215

Title: Opioid antagonists increase the dyskinetic response to dopaminergic agents in parkinsonian monkeys: interaction between dopamine and opioid systems.

Journal: Neuropharmacology 20031201

Title: Intrastriatal serotonin 5-HT2 receptors mediate dopamine D1-induced hyperlocomotion in 6-hydroxydopamine-lesioned rats.

Journal: Synapse (New York, N.Y.) 20031101

Title: Effects of naloxone-precipitated morphine withdrawal on glutamate-mediated signaling in striatal neurons in vitro.

Journal: Annals of the New York Academy of Sciences 20031101

Title: Correlating brain metabolism with stereotypic and locomotor behavior.

Journal: Behavior research methods, instruments, & computers : a journal of the Psychonomic Society, Inc 20030801

Title: Blunted metabolic response to SKF 82958 in the mesolimbic system following preweaning cocaine treatment.

Journal: Brain research. Developmental brain research 20030712

Title: Comparison of the discriminative-stimulus effects of SKF 38393 with those of other dopamine receptor agonists.

Journal: Behavioural pharmacology 20030501

Title: The superior colliculus contains a discrete region involved in the control of jaw movements: role of GABAA receptors.

Journal: European journal of pharmacology 20030319

Title: Combined intrastriatal dopamine D1 and serotonin 5-HT2 receptor stimulation reveals a mechanism for hyperlocomotion in 6-hydroxydopamine-lesioned rats.

Journal: Neuroscience 20030101

Title: Differential effects of direct and indirect dopamine agonists on prepulse inhibition: a study in D1 and D2 receptor knock-out mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20021101

Title: Cocaine and SKF-82958 potentiate brain stimulation reward in Swiss-Webster mice.

Journal: Psychopharmacology 20020901

Title: Dopamine modulates the function of group II and group III metabotropic glutamate receptors in the substantia nigra pars reticulata.

Journal: The Journal of pharmacology and experimental therapeutics 20020801

Title: Dopaminergic and cholinergic stimulation of the ventrolateral striatum elicit rat jaw movements that are funnelled via distinct efferents.

Journal: European journal of pharmacology 20020503

Title: Impaired preprodynorphin, but not preproenkephalin, mRNA induction in the striatum of mGluR1 mutant mice in response to acute administration of the full dopamine D(1) agonist SKF-82958.

Journal: Synapse (New York, N.Y.) 20020501

Title: Effects of individual and concurrent stimulation of striatal D1 and D2 dopamine receptors on electrophysiological and behavioral output from rat basal ganglia.

Journal: The Journal of pharmacology and experimental therapeutics 20020301

Title: Tacrolimus, a specific inhibitor of calcineurin, modifies the locomotor activity of quinpirole, but not that of SKF82958, in male rats.

Journal: European journal of pharmacology 20020301

Title: Antagonistic effects of dopaminergic signaling and ethanol on protein kinase A-mediated phosphorylation of DARPP-32 and the NR1 subunit of the NMDA receptor.

Journal: Alcoholism, clinical and experimental research 20020201

Title: SKF-82958 is a subtype-selective estrogen receptor-alpha (ERalpha ) agonist that induces functional interactions between ERalpha and AP-1.

Journal: The Journal of biological chemistry 20020118

Title: Alteration of glutamate receptors in the striatum of dyskinetic 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-treated monkeys following dopamine agonist treatment.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20020101

Title: Comparison of interactions of D1-like agonists, SKF 81297, SKF 82958 and A-77636, with cocaine: locomotor activity and drug discrimination studies in rodents.

Journal: Psychopharmacology 20020101

Title: Dose-related alteration in nitric oxide synthase mRNA expression induced by amphetamine and the full D1 dopamine receptor agonist SKF-82958 in mouse striatum.

Journal: Neuroscience letters 20010921

Title: kappa-Opioid receptor agonist-induced prolactin release in primates is blocked by dopamine D(2)-like receptor agonists.

Journal: European journal of pharmacology 20010706

Title: N-tert-butyl-alpha-phenylnitrone, a free radical scavenger with anticholinesterase activity does not improve the cognitive performance of scopolamine-challenged rats.

Journal: International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20010601

Title: Decreased striatal dopamine efflux after intrastriatal application of benzazepine-class D1 agonists is not mediated via dopamine receptors.

Journal: Brain research bulletin 20010401

Title: Previous exposure to amphetamine enhances the subsequent locomotor response to a D1 dopamine receptor agonist when glutamate reuptake is inhibited.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010301

Title: Influence of glucocorticoids on dopaminergic transmission in the rat dorsolateral striatum.

Journal: The European journal of neuroscience 20010201

Title: Intrastriatal GABA(A) receptor blockade does not alter dopamine D(1)/D(2) receptor interactions in the intact rat striatum.

Journal: Neuroscience 20010101

Title: Parafascicular thalamic nucleus deafferentation reduces c-fos expression induced by dopamine D-1 receptor stimulation in rat striatum.

Journal: Neuroscience 20010101

Title: Regulation of dopamine receptors and motor behavior following pulsatile and continuous dopaminergic replacement strategies in the MPTP primate model.

Journal: Advances in neurology 20010101

Title: Effects of dopamine D(1-like) and D(2-like) agonists on cocaine self-administration in rhesus monkeys: rapid assessment of cocaine dose-effect functions.

Journal: Psychopharmacology 20000101

Title: Comparison of dopamine receptor antagonists on hyperlocomotion induced by cocaine, amphetamine, MK-801 and the dopamine D1 agonist C-APB in mice.

Journal: Psychopharmacology 19990801

Title: 5-HT2 receptor antagonism reduces hyperactivity induced by amphetamine, cocaine, and MK-801 but not D1 agonist C-APB.

Journal: Pharmacology, biochemistry, and behavior 19990601

Title: Differential regulation of striatal preproenkephalin and preprotachykinin mRNA levels in MPTP-lesioned monkeys chronically treated with dopamine D1 or D2 receptor agonists.

Journal: Journal of neurochemistry 19990201

Title: The cannabinoid receptor agonist WIN 55,212-2 reduces D2, but not D1, dopamine receptor-mediated alleviation of akinesia in the reserpine-treated rat model of Parkinson's disease.

Journal: Experimental neurology 19971101

Title: Scopolamine augments c-fos and zip/268 messenger RNA expression induced by the full D(1) dopamine receptor agonist SKF-82958 in the intact rat striatum.

Journal: Neuroscience 19960601

Title: Chronic alterations in dopaminergic neurotransmission produce a persistent elevation of deltaFosB-like protein(s) in both the rodent and primate striatum.

Journal: The European journal of neuroscience 19960201

Title: (+/-)-3-Allyl-6-bromo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3- benzazepin, a new high-affinity D1 dopamine receptor ligand: synthesis and structure-activity relationship.

Journal: Journal of medicinal chemistry 19911201

Title: Mottola DM, et al. Conformational analysis of D1 dopamine receptor agonists: pharmacophore assessment and receptor mapping. J Med Chem. 1996;39(1):285-296.

Title: Haile CN, et al. The dopamine D(1) receptor agonist SKF-82958 serves as a discriminative stimulus in the rat. Eur J Pharmacol. 2000;388(2):125-131.

Title: Mayorga AJ, et al. Striatal and nigral D1 mechanisms involved in the antiparkinsonian effects of SKF 82958 (APB): studies of tremulous jaw movements in rats. Psychopharmacology (Berl). 1999;143(1):72-81.

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Tags:74115-01-8 Molecular Formula|74115-01-8 MDL|74115-01-8 SMILES|74115-01-8 (+/-)-chloro-APB