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rupatadine

CAS No.:
156611-76-6
Catalog Number:
AG00ASDD
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00ASDD
Chemical Name:
rupatadine
CAS Number:
156611-76-6
MDL Number:
MFCD12911783
IUPAC Name:
13-chloro-2-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene;trihydrochloride
InChI:
InChI=1S/C26H26ClN3.3ClH/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25;;;/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3;3*1H
InChI Key:
BQFOTHHRVVHLEW-UHFFFAOYSA-N
UNII:
G61C8NZY2T
Properties
Complexity:
609  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
4  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
525.109g/mol
Formal Charge:
0
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
525.339g/mol
Monoisotopic Mass:
523.112g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
29A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Rupatadine 10 mg in the treatment of immediate mosquito-bite allergy. Journal of the European Academy of Dermatology and Venereology : JEADV 20120701
Rupatadine and levocetirizine in chronic idiopathic urticaria: a comparative study of efficacy and safety. Journal of drugs in dermatology : JDD 20111201
Fixed drug eruption against rupatadine fumarate. The Journal of craniofacial surgery 20110901
Rupatadine for the treatment of allergic rhinitis and urticaria. Expert review of clinical immunology 20110101
Rupatadine improves nasal symptoms, quality of life (ESPRINT-15) and severity in a subanalysis of a cohort of Spanish allergic rhinitis patients. Journal of investigational allergology & clinical immunology 20110101
Efficacy and tolerability of rupatadine at four times the recommended dose against histamine- and platelet-activating factor-induced flare responses and ex vivo platelet aggregation in healthy males. The British journal of dermatology 20101201
Rupatadine and levocetirizine for seasonal allergic rhinitis: a comparative study of efficacy and safety. Archives of otolaryngology--head & neck surgery 20100801
Rupatadine does not potentiate the CNS depressant effects of lorazepam: randomized, double-blind, crossover, repeated dose, placebo-controlled study. British journal of clinical pharmacology 20100601
No cardiac effects of therapeutic and supratherapeutic doses of rupatadine: results from a 'thorough QT/QTc study' performed according to ICH guidelines. British journal of clinical pharmacology 20100401
[Rupatadine, oral Rupatall]. Journal de pharmacie de Belgique 20100301
Rupatadine inhibits proinflammatory mediator secretion from human mast cells triggered by different stimuli. International archives of allergy and immunology 20100101
Rupatadine and heart rhythm disturbances. Clinical pharmacology and therapeutics 20100101
Rupatadine and its effects on symptom control, stimulation time, and temperature thresholds in patients with acquired cold urticaria. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20100101
Rupatadine improves nasal symptoms, airflow and inflammation in patients with persistent allergic rhinitis: a pilot study. Journal of biological regulators and homeostatic agents 20100101
Treatment of acquired cold urticaria with rupatadine. Allergy 20090901
The use of a responder analysis to identify clinically meaningful differences in chronic urticaria patients following placebo- controlled treatment with rupatadine 10 and 20 mg. Journal of the European Academy of Dermatology and Venereology : JEADV 20090901
Pharmacological profile, efficacy and safety of rupatadine in allergic rhinitis. Primary care respiratory journal : journal of the General Practice Airways Group 20090601
Unsuspected polymorphic metabolism of rupatadine via its primary metabolite, desloratadine. Primary care respiratory journal : journal of the General Practice Airways Group 20090601
Heart rhythm disturbances associated with rupatadine: a case series from the Spanish and Portuguese pharmacovigilance systems. Clinical pharmacology and therapeutics 20090501
Torsade de pointes associated with rupatadine. Revista espanola de cardiologia 20090301
Simultaneous determination of rupatadine and its metabolite desloratadine in human plasma by a sensitive LC-MS/MS method: application to the pharmacokinetic study in healthy Chinese volunteers. Journal of pharmaceutical and biomedical analysis 20090220
Successful treatment of chronic drug-resistant urticaria with alprazolam. The Journal of allergy and clinical immunology 20090201
Safety of rupatadine administered over a period of 1 year in the treatment of persistent allergic rhinitis: a multicentre, open-label study in Spain. Drug safety 20090101
Futura study: evaluation of efficacy and safety of rupatadine fumarate in the treatment of persistent allergic rhinitis. Brazilian journal of otorhinolaryngology 20090101
Reduction of nasal volume after allergen-induced rhinitis in patients treated with rupatadine: a randomized, cross-over, double-blind, placebo-controlled study. Journal of investigational allergology & clinical immunology 20090101
Determination of rupatadine in pharmaceutical formulations by a validated stability-indicating MEKC method. Journal of separation science 20080901
Pharmacokinetic and safety profile of rupatadine when coadministered with azithromycin at steady-state levels: a randomized, open-label, two-way, crossover, Phase I study. Clinical therapeutics 20080901
High performance liquid chromatography-tandem mass spectrometric determination of rupatadine in human plasma and its pharmacokinetics. Journal of pharmaceutical and biomedical analysis 20080805
A 12-week placebo-controlled study of rupatadine 10 mg once daily compared with cetirizine 10 mg once daily, in the treatment of persistent allergic rhinitis. Allergy 20080701
[Torsades de pointes associated with rupatadine]. Revista espanola de cardiologia 20080301
Antihistaminic effects of rupatadine and PKPD modelling. European journal of drug metabolism and pharmacokinetics 20080101
Lack of effects between rupatadine 10 mg and placebo on actual driving performance of healthy volunteers. Human psychopharmacology 20070701
Rupatadine in the treatment of chronic idiopathic urticaria: a double-blind, randomized, placebo-controlled multicentre study. Allergy 20070501
Influence of food on the oral bioavailability of rupatadine tablets in healthy volunteers: a single-dose, randomized, open-label, two-way crossover study. Clinical therapeutics 20070501
[Protective effect of rupatadine against oleic acid-induced acute lung injury in rabbits]. Yao xue xue bao = Acta pharmaceutica Sinica 20070301
Once-daily rupatadine improves the symptoms of chronic idiopathic urticaria: a randomised, double-blind, placebo-controlled study. European journal of dermatology : EJD 20070101
The proarrhythmic antihistaminic drug terfenadine increases spontaneous calcium release in human atrial myocytes. European journal of pharmacology 20061228
New antihistamines: a critical view. Jornal de pediatria 20061101
Evaluation of the cognitive, psychomotor and pharmacokinetic profiles of rupatadine, hydroxyzine and cetirizine, in combination with alcohol, in healthy volunteers. Human psychopharmacology 20060101
Effects of rupatadine vs placebo on allergen-induced symptoms in patients exposed to aeroallergens in the Vienna Challenge Chamber. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20060101
Rupatadine 10 mg and cetirizine 10 mg in seasonal allergic rhinitis: a randomised, double-blind parallel study. Journal of investigational allergology & clinical immunology 20050101
Rupatadine 10 mg and ebastine 10 mg in seasonal allergic rhinitis: a comparison study. Allergy 20040701
A randomized, double-blind, parallel-group study, comparing the efficacy and safety of rupatadine (20 and 10 mg), a new PAF and H1 receptor-specific histamine antagonist, to loratadine 10 mg in the treatment of seasonal allergic rhinitis. Journal of investigational allergology & clinical immunology 20040101
Central and peripheral evaluation of rupatadine, a new antihistamine/platelet-activating factor antagonist, at different doses in healthy volunteers. Neuropsychobiology 20040101
Rupatadine: a new selective histamine H1 receptor and platelet-activating factor (PAF) antagonist. A review of pharmacological profile and clinical management of allergic rhinitis. Drugs of today (Barcelona, Spain : 1998) 20030601
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