Home Amines 68844-77-9
68844-77-9,MFCD00153919
Catalog No.:AA003DPX

68844-77-9 | 1-[(4-Fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine

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25mg
≥98%
in stock  
$70.00   $49.00
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50mg
≥98%
in stock  
$132.00   $92.00
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100mg
≥98%
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$246.00   $172.00
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500mg
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003DPX
Chemical Name:
1-[(4-Fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine
CAS Number:
68844-77-9
Molecular Formula:
C28H31FN4O
Molecular Weight:
458.5703
MDL Number:
MFCD00153919
SMILES:
COc1ccc(cc1)CCN1CCC(CC1)Nc1nc2c(n1Cc1ccc(cc1)F)cccc2
Properties
Properties
 
Form:
Solid  
MP:
172.9°C  
Solubility:
DMSO: >20mg/mL  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
599  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
8  
XLogP3:
6  

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Title: Clinical outcomes and management of mechanism-based inhibition of cytochrome P450 3A4.

Journal: Therapeutics and clinical risk management 20050301

Title: Identification of human P450 isoforms involved in the metabolism of the antiallergic drug, oxatomide, and its kinetic parameters and inhibition constants.

Journal: Biological & pharmaceutical bulletin 20050201

Title: [Torsades de pointes caused by cetirizine overdose].

Journal: Archives des maladies du coeur et des vaisseaux 20050201

Title: Characterization of a hERG screen using the IonWorks HT: comparison to a hERG rubidium efflux screen.

Journal: Assay and drug development technologies 20050201

Title: Identification and functional characterization of novel CYP2J2 variants: G312R variant causes loss of enzyme catalytic activity.

Journal: Pharmacogenetics and genomics 20050201

Title: Mechanism-based inhibition of cytochrome P450 3A4 by therapeutic drugs.

Journal: Clinical pharmacokinetics 20050101

Title: Generalized lichen nitidus.

Journal: Pediatric dermatology 20050101

Title: Estimation of potency of HERG channel blockers: impact of voltage protocol and temperature.

Journal: Journal of pharmacological and toxicological methods 20050101

Title: In vivo antimuscarinic actions of the third generation antihistaminergic agent, desloratadine.

Journal: BMC pharmacology 20050101

Title: Effect of histamine receptor antagonists on aminophylline-induced seizures and lethality in mice.

Journal: Pharmacological reports : PR 20050101

Title: [Efficacy and safety of astemizole in the treatment of allergic rhinitis and urticaria: a systematic review with meta-analysis].

Journal: Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993) 20050101

Title: Digital drug discovery.

Journal: Genome biology 20050101

Title: QT PRODACT: in vivo QT assay in the conscious dog for assessing the potential for QT interval prolongation by human pharmaceuticals.

Journal: Journal of pharmacological sciences 20050101

Title: QT PRODACT: in vivo QT assay with a conscious monkey for assessment of the potential for drug-induced QT interval prolongation.

Journal: Journal of pharmacological sciences 20050101

Title: Comparison of alamar blue and MTT assays for high through-put screening.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20041001

Title: Mechanism of block of hEag1 K+ channels by imipramine and astemizole.

Journal: The Journal of general physiology 20041001

Title: Automated tight seal electrophysiology for assessing the potential hERG liability of pharmaceutical compounds.

Journal: Assay and drug development technologies 20041001

Title: Functional and molecular identification of intermediate-conductance Ca(2+)-activated K(+) channels in breast cancer cells: association with cell cycle progression.

Journal: American journal of physiology. Cell physiology 20040701

Title: Validation of a [3H]astemizole binding assay in HEK293 cells expressing HERG K+ channels.

Journal: Journal of pharmacological sciences 20040701

Title: Identification of human p450 isoforms involved in the metabolism of the antiallergic drug, oxatomide, and its inhibitory effect on enzyme activity.

Journal: Biological & pharmaceutical bulletin 20040501

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20040101

Title: Quinolone safety and efficacy more important than potency.

Journal: Emerging infectious diseases 20040101

Title: QT prolongation in anaesthetized guinea-pigs: an experimental approach for preliminary screening of torsadogenicity of drugs and drug candidates.

Journal: Journal of applied toxicology : JAT 20040101

Title: Actual therapeutic management of allergic and hyperreactive nasal disorders.

Journal: GMS current topics in otorhinolaryngology, head and neck surgery 20040101

Title: Zebrafish embryos express an orthologue of HERG and are sensitive toward a range of QT-prolonging drugs inducing severe arrhythmia.

Journal: Toxicology and applied pharmacology 20031215

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20031201

Title: Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia.

Journal: British journal of cancer 20031117

Title: Prediction of hERG potassium channel affinity by traditional and hologram qSAR methods.

Journal: Bioorganic & medicinal chemistry letters 20030818

Title: Interaction of astemizole, an H1 receptor antagonist, with conventional antiepileptic drugs in mice.

Journal: Pharmacology, biochemistry, and behavior 20030801

Title: Role of the cytosolic chaperones Hsp70 and Hsp90 in maturation of the cardiac potassium channel HERG.

Journal: Circulation research 20030627

Title: Pregnancy outcome after gestational exposure to loratadine or antihistamines: a prospective controlled cohort study.

Journal: The Journal of allergy and clinical immunology 20030601

Title: [Effects of clinically available drugs on the repolarization process of the heart assessed by the in vivo canine models].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20030601

Title: In vitro inhibition of human small intestinal and liver microsomal astemizole O-demethylation: different contribution of CYP2J2 in the small intestine and liver.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20030601

Title: Understanding the structure-activity relationship of the human ether-a-go-go-related gene cardiac K+ channel. A model for bad behavior.

Journal: Journal of medicinal chemistry 20030522

Title: Comparison of in vitro P-glycoprotein screening assays: recommendations for their use in drug discovery.

Journal: Journal of medicinal chemistry 20030424

Title: Sedation and performance impairment of diphenhydramine and second-generation antihistamines: a meta-analysis.

Journal: The Journal of allergy and clinical immunology 20030401

Title: Detection of proarrhythmia in the female rabbit heart: blinded validation.

Journal: Journal of cardiovascular electrophysiology 20030301

Title: Functional and pharmacological properties of canine ERG potassium channels.

Journal: American journal of physiology. Heart and circulatory physiology 20030101

Title: Lopinavir/ritonavir: a review of its use in the management of HIV infection.

Journal: Drugs 20030101

Title: Antihistamines.

Journal: Psychosomatics 20030101

Title: Development of neuroleptic agents: pharmacogenetics and current safety issues of regulatory concern.

Journal: Dialogues in clinical neuroscience 20021201

Title: Involvement of CYP2J2 on the intestinal first-pass metabolism of antihistamine drug, astemizole.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20021101

Title: Posttranslational modulation of glucocorticoid feedback inhibition at the pituitary level.

Journal: Endocrinology 20021001

Title: Histamine inhibits KCNQ2/KCNQ3 channel current via recombinant histamine H(1) receptors.

Journal: Neuroscience letters 20020816

Title: The functional properties of the human ether-à-go-go-like (HELK2) K+ channel.

Journal: The European journal of neuroscience 20020801

Title: Next generation antihistamines: therapeutic rationale, accomplishments and advances.

Journal: Expert opinion on investigational drugs 20020601

Title: Development of telemetry system in the common marmoset--cardiovascular effects of astemizole and nicardipine.

Journal: The Journal of toxicological sciences 20020501

Title: Cardiotoxicity of new antihistamines and cisapride.

Journal: Toxicology letters 20020227

Title: The binding site for channel blockers that rescue misprocessed human long QT syndrome type 2 ether-a-gogo-related gene (HERG) mutations.

Journal: The Journal of biological chemistry 20020215

Title: Antihistamines in late-phase clinical development for allergic disease.

Journal: Expert opinion on investigational drugs 20020201

Title: Assessment of the relationship between hyperalgesia and peripheral inflammation in magnesium-deficient rats.

Journal: Life sciences 20020118

Title: Relationship between direct-to-consumer advertising and physician diagnosing and prescribing.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20020101

Title: Comparative effects of maternal prenatal and postnatal exposures to astemizole on reproductive parameters of rats.

Journal: Neurotoxicology and teratology 20020101

Title: Potential cardiac toxicity of H1-antihistamines.

Journal: Clinical allergy and immunology 20020101

Title: [Risk of drug interactions. Combinations of drugs associated with ventricular arrhythmias].

Journal: Revista de investigacion clinica; organo del Hospital de Enfermedades de la Nutricion 20020101

Title: Second generation antihistamines in the treatment of seasonal allergic rhinitis due to Parietaria and cypress pollen.

Journal: Pharmacological research 20011201

Title: A case series of drug-induced long QT syndrome and Torsade de Pointes.

Journal: Singapore medical journal 20011201

Title: Inhibition of depolarization-induced [3H]noradrenaline release from SH-SY5Y human neuroblastoma cells by some second-generation H(1) receptor antagonists through blockade of store-operated Ca(2+) channels (SOCs).

Journal: Biochemical pharmacology 20011101

Title: Development and evaluation of high throughput functional assay methods for HERG potassium channel.

Journal: Journal of biomolecular screening 20011001

Title: Triamcinolone: new and old indications.

Journal: Expert opinion on pharmacotherapy 20010701

Title: Determination of astemizole in pharmaceutical preparations using spectrophotometric methods.

Journal: Journal of pharmaceutical and biomedical analysis 20010601

Title: [Effect of olopatadine hydrochloride, a novel antiallergic agent, on the QT interval in dogs].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20010601

Title: Recurrent syncope. Drug induced long QT syndrome.

Journal: Postgraduate medical journal 20010501

Title: Transgenic mice overexpressing human KvLQT1 dominant-negative isoform. Part II: Pharmacological profile.

Journal: Cardiovascular research 20010501

Title: Role of central histaminergic system in lorazepam withdrawal syndrome in rats.

Journal: Pharmacology, biochemistry, and behavior 20010401

Title: Acute canine model for drug-induced Torsades de Pointes in drug safety evaluation-influences of anesthesia and validation with quinidine and astemizole.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20010301

Title: Pharmacokinetic and safety profile of desloratadine and fexofenadine when coadministered with azithromycin: a randomized, placebo-controlled, parallel-group study.

Journal: Clinical therapeutics 20010301

Title: Involvement of multiple human cytochromes P450 in the liver microsomal metabolism of astemizole and a comparison with terfenadine.

Journal: British journal of clinical pharmacology 20010201

Title: Safety of antihistamines in children.

Journal: Drug safety 20010101

Title: Saquinavir soft gelatin capsule: a comparative safety review.

Journal: Drug safety 20010101

Title: [Drug interactions with antiretroviral agents].

Journal: Therapie 20010101

Title: Comparative safety of the different macrolides.

Journal: International journal of antimicrobial agents 20010101

Title: [The effect of second generation histamine antagonists on the heart].

Journal: Pneumonologia i alergologia polska 20010101

Title: Changes in the K+ current-density of MCF-7 cells during progression through the cell cycle: possible involvement of a h-ether.a-gogo K+ channel.

Journal: Receptors & channels 20010101

Title: Influence of chronic treatment with H1 receptor antagonists on the anticonvulsant activity of antiepileptic drugs.

Journal: Polish journal of pharmacology 20010101

Title: Effect of oxatomide, an antiallergic agent, on QT interval in dogs.

Journal: Arzneimittel-Forschung 20010101

Title: Antihistamines and the torsade de point in children with allergic rhinitis.

Journal: European review for medical and pharmacological sciences 20010101

Title: Emerging role of drug interaction studies in drug development: the good, the bad, and the unknown.

Journal: Psychopharmacology bulletin 20010101

Title: Pharmacological blockade of ERG K(+) channels and Ca(2+) influx through store-operated channels exerts opposite effects on intracellular Ca(2+) oscillations in pituitary GH(3) cells.

Journal: Molecular pharmacology 20001101

Title: Inhibition of HERG1 K(+) channels by the novel second-generation antihistamine mizolastine.

Journal: British journal of pharmacology 20001101

Title: A new model of allergic rhinitis in rats by topical sensitization and evaluation of H(1)-receptor antagonists.

Journal: Immunopharmacology 20000601

Title: Redox state dependency of HERGS631C channel pharmacology: relation to C-type inactivation.

Journal: FEBS letters 20000526

Title: Correction of defective protein trafficking of a mutant HERG potassium channel in human long QT syndrome. Pharmacological and temperature effects.

Journal: The Journal of biological chemistry 19991029

Title: Epinastine, a nonsedating histamine H1 receptor antagonist, has a negligible effect on HERG channel.

Journal: European journal of pharmacology 19990625

Title: Block of HERG potassium channels by the antihistamine astemizole and its metabolites desmethylastemizole and norastemizole.

Journal: Journal of cardiovascular electrophysiology 19990601

Title: Risk of ventricular arrhythmias associated with nonsedating antihistamine drugs.

Journal: British journal of clinical pharmacology 19990301

Title: Molecular basis for the lack of HERG K+ channel block-related cardiotoxicity by the H1 receptor blocker cetirizine compared with other second-generation antihistamines.

Journal: Molecular pharmacology 19980701

Title: Astemizole-induced torsades de pointes in a patient with vasospastic angina.

Journal: Japanese circulation journal 19980301

Title: Seizure during risperidone treatment in an elderly woman treated with concomitant medications.

Journal: The Journal of clinical psychiatry 19980201

Title: Quinine may trigger torsades de pointes during astemizole therapy.

Journal: Pacing and clinical electrophysiology : PACE 19970801

Title: Effects of magnesium sulfate on the canine cardiovascular system complicating astemizole overdose.

Journal: Journal of cardiovascular pharmacology 19970601

Title: Effects of the anti-allergics astemizole and norastemizole on Fc epsilon RI receptor-mediated signal transduction processes.

Journal: European journal of pharmacology 19970312

Title: Combined use of astemizole and ketoconazole resulting in torsade de pointes.

Journal: Journal of the Formosan Medical Association = Taiwan yi zhi 19970201

Title: [Serous otitis media. Comparative study of carbinoxamine- pseudoephedrine vs astemizole-pseudoephedrine].

Journal: Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993) 19970101

Title: Torsade de pointes with an antihistamine metabolite: potassium channel blockade with desmethylastemizole.

Journal: Journal of the American College of Cardiology 19961115

Title: Blockade of HERG channels expressed in Xenopus oocytes by the histamine receptor antagonists terfenadine and astemizole.

Journal: FEBS letters 19960429

Title: Drug-induced torsades de pointes in one patient with congenital long QT syndrome.

Journal: International journal of cardiology 19960419

Title: Astemizole in the treatment of granulocyte colony-stimulating factor-induced bone pain.

Journal: Annals of internal medicine 19950801

Title: Inhibition of mediator release in RBL-2H3 cells by some H1-antagonist derived anti-allergic drugs: relation to lipophilicity and membrane effects.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 19950201

Title: Astemizole-D causes less sleep impairment than loratadine-D.

Journal: The Journal of international medical research 19950101

Title: Torsades de pointes ventricular tachycardia associated with overdose of astemizole.

Journal: Mayo Clinic proceedings 19940601

Title: Torsades de pointes associated with astemizole (Hismanal) therapy.

Journal: Archives of internal medicine 19931213

Title: Cardiac arrest in a young woman with the long QT syndrome and concomitant astemizole ingestion.

Journal: British heart journal 19931101

Title: Public health problems and the rapid estimation of the size of the population at risk. Torsades de pointes and the use of terfenadine and astemizole in The Netherlands.

Journal: Pharmacy world & science : PWS 19931015

Title: Is QT interval prolongation harmful? A regulatory perspective.

Journal: The American journal of cardiology 19930826

Title: Torsade de pointes induced by astemizole in a patient with prolongation of the QT interval.

Journal: American heart journal 19930501

Title: Effect of astemizole on antigen-mediated histamine release from the blood of patients with allergic rhinitis.

Journal: Allergy 19921201

Title: Canine in vivo tracheal chemotaxis of eosinophils to antigen in sensitized dogs: inhibition by a steroid, a systemic lazaroid U-78517F, and several topical H1 antihistamines.

Journal: The American review of respiratory disease 19920901

Title: Controlled trial of H1 antagonists in the treatment of chronic idiopathic urticaria.

Journal: Annals of allergy 19911001

Title: Human immunodeficiency virus-associated eosinophilic folliculitis. A unique dermatosis associated with advanced human immunodeficiency virus infection.

Journal: Archives of dermatology 19910201

Title: Prolonged benefit in the treatment of chronic idiopathic urticaria with astemizole.

Journal: Annals of allergy 19900901

Title: Effects of azatadine, terfenadine, and astemizole on allergen-induced nasal provocation.

Journal: Annals of allergy 19900201

Title: Cetirizine vs astemizole in the treatment of chronic idiopathic urticaria.

Journal: The Journal of international medical research 19900101

Title: [Therapy of acute and chronic urticaria and of Quincke's edema].

Journal: Schweizerische Rundschau fur Medizin Praxis = Revue suisse de medecine Praxis 19890516

Title: Treatment of chronic idiopathic urticaria with astemizole.

Journal: Cleveland Clinic journal of medicine 19890501

Title: Comparative study of astemizole and terfenadine in the treatment of chronic idiopathic urticaria. A randomized double-blind study of 40 patients.

Journal: Annals of allergy 19890401

Title: 'In vivo' and 'in vitro' evaluation of four antihistamines (astemizole, azatadine, mequitazine, terfenadine).

Journal: Allergologia et immunopathologia 19890101

Title: Generalized lichen nitidus. Report of two cases treated with astemizol.

Journal: International journal of dermatology 19890101

Title: Astemizole. Its use in the treatment of patients with chronic vertigo.

Journal: Archives of otolaryngology--head & neck surgery 19870501

Title: Controlled clinical assessment of astemizole in the treatment of chronic idiopathic urticaria and angioedema.

Journal: Journal of the American Academy of Dermatology 19870401

Title: [Treatment of chronic urticaria with astemizole: a multicenter pediatric study].

Journal: Allergie et immunologie 19870401

Title: The treatment of mild to severe chronic idiopathic urticaria with astemizole: double-blind and open trials.

Journal: The Journal of allergy and clinical immunology 19861201

Title: Double-blind comparison of astemizole and terfenadine in the treatment of chronic urticaria.

Journal: Pharmatherapeutica 19860101

Title: Efficacy and safety of astemizole, a long-acting and nonsedating H1 antagonist for the treatment of chronic idiopathic urticaria.

Journal: The Journal of allergy and clinical immunology 19860101

Title: Effect of the nonsedative H1-receptor antagonist astemizole in perennial allergic and nonallergic rhinitis.

Journal: The Journal of allergy and clinical immunology 19850601

Title: [Comparison of astemizole and terfenadine in the treatment of chronic urticaria. A randomized double-blind study of 40 patients].

Journal: Zeitschrift fur Hautkrankheiten 19850101

Title: Clinical pharmacokinetics of H1-receptor antagonists (the antihistamines).

Journal: Clinical pharmacokinetics 19850101

Title: Astemizole: its use in patients with chronic vertigo and eng signs--a pilot study of a new drug.

Journal: The Laryngoscope 19830701

Title: Laduron PM, et al. In vitro and in vivo binding characteristics of a new long-acting histamine H1 antagonist, astemizole. Mol Pharmacol. 1982 Mar;21(2):294-300.

Title: Richards DM, et al. Astemizole. A review of its pharmacodynamic properties and therapeutic efficacy. Drugs. 1984 Jul;28(1):38-61.

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Tags:68844-77-9 Molecular Formula|68844-77-9 MDL|68844-77-9 SMILES|68844-77-9 1-[(4-Fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine