Home Carboxes 158876-82-5
158876-82-5,MFCD00926499
Catalog No.:AA001QW3

158876-82-5 | 5H-Benzo[5,6]cyclohepta[1,2-b]pyridine, 8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
250mg
95+%
1 week  
$286.00   $200.00
- +
1g
95
1 week  
$608.00   $425.00
- +
5g
95
1 week  
$2,215.00   $1,550.00
- +
10g
95
1 week  
$3,643.00   $2,550.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA001QW3
Chemical Name:
5H-Benzo[5,6]cyclohepta[1,2-b]pyridine, 8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]-
CAS Number:
158876-82-5
Molecular Formula:
C26H26ClN3
Molecular Weight:
415.9577
MDL Number:
MFCD00926499
SMILES:
Cc1cncc(c1)CN1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
Properties
Properties
 
BP:
586.4 °C at 760 mmHg  
Form:
Solid  
MP:
58-61 °C  

Computed Properties
 
Complexity:
609  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
5.8  

Downstream Synthesis Route

[1]JournalofMedicinalChemistry,1994,vol.37,p.2697-2703

[2]Patent:WO2006/114676,2006,A2.Locationinpatent:Page/Pagecolumn7

[3]Patent:US2009/197907,2009,A1.Locationinpatent:Page/Pagecolumn2

4-(8-Chloro-5,6-dihydro-benzo5,6cyclohepta1,2-bpyridin-11-ylidene)-piperidin-1-yl-(5-methyl-pyridin-3-yl)-methanone 
  158876-82-5 

[1]JournalofMedicinalChemistry,1994,vol.37,p.2697-2703

3-(chloromethyl)-5-methylpyridinehydrogenchloride 
  100643-71-8    158876-82-5 

[1]Patent:CN106560471,2017,A.Locationinpatent:Paragraph0057;0063;0069;0075;0081;0087;0093;0096

[2]SyntheticCommunications,2008,vol.38,p.122-127

[1]JournalofMedicinalChemistry,1994,vol.37,p.2697-2703

[2]JournalofMedicinalChemistry,1994,vol.37,p.2697-2703

[1]JournalofMedicinalChemistry,1994,vol.37,p.2697-2703

[2]Patent:EP2824103,2015,A1

Literature

Title: Loratadine and analogues: discovery and preliminary structure-activity relationship of inhibitors of the amino acid transporter B(0)AT2.

Journal: Journal of medicinal chemistry 20141126

Title: Rupatadine 10 mg in the treatment of immediate mosquito-bite allergy.

Journal: Journal of the European Academy of Dermatology and Venereology : JEADV 20120701

Title: Histamine and H1-antihistamines: celebrating a century of progress.

Journal: The Journal of allergy and clinical immunology 20111201

Title: Rupatadine and levocetirizine in chronic idiopathic urticaria: a comparative study of efficacy and safety.

Journal: Journal of drugs in dermatology : JDD 20111201

Title: Fexofenadine-induced urticaria.

Journal: Annals of dermatology 20111201

Title: Efficacy of second-generation antihistamines in patients with allergic rhinitis and comorbid asthma.

Journal: The Journal of asthma : official journal of the Association for the Care of Asthma 20111101

Title: Fixed drug eruption against rupatadine fumarate.

Journal: The Journal of craniofacial surgery 20110901

Title: Rupatadine for the treatment of allergic rhinitis and urticaria.

Journal: Expert review of clinical immunology 20110101

Title: Rupatadine improves nasal symptoms, quality of life (ESPRINT-15) and severity in a subanalysis of a cohort of Spanish allergic rhinitis patients.

Journal: Journal of investigational allergology & clinical immunology 20110101

Title: Morning and evening efficacy evaluation of rupatadine (10 and 20 mg), compared with cetirizine 10 mg in perennial allergic rhinitis: a randomized, double-blind, placebo-controlled trial.

Journal: Journal of asthma and allergy 20110101

Title: In vitro anti-inflammatory and anti-coagulant effects of antibiotics towards Platelet Activating Factor and thrombin.

Journal: Journal of inflammation (London, England) 20110101

Title: H1-antihistamine up-dosing in chronic spontaneous urticaria: patients' perspective of effectiveness and side effects--a retrospective survey study.

Journal: PloS one 20110101

Title: Olopatadine hydrochloride and rupatadine fumarate in seasonal allergic rhinitis: A comparative study of efficacy and safety.

Journal: Journal of pharmacology & pharmacotherapeutics 20110101

Title: Consensus statement on the management of urticaria.

Journal: Indian journal of dermatology 20110101

Title: Effect of bilastine upon nasal obstruction.

Journal: Journal of investigational allergology & clinical immunology 20110101

Title: 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.

Journal: The British journal of dermatology 20101201

Title: Rupatadine and levocetirizine for seasonal allergic rhinitis: a comparative study of efficacy and safety.

Journal: Archives of otolaryngology--head & neck surgery 20100801

Title: Rupatadine does not potentiate the CNS depressant effects of lorazepam: randomized, double-blind, crossover, repeated dose, placebo-controlled study.

Journal: British journal of clinical pharmacology 20100601

Title: No cardiac effects of therapeutic and supratherapeutic doses of rupatadine: results from a 'thorough QT/QTc study' performed according to ICH guidelines.

Journal: British journal of clinical pharmacology 20100401

Title: Prediction and evaluation of protein farnesyltransferase inhibition by commercial drugs.

Journal: Journal of medicinal chemistry 20100325

Title: [Rupatadine, oral Rupatall].

Journal: Journal de pharmacie de Belgique 20100301

Title: Stereoselective synthesis of desloratadine derivatives as antagonist of histamine.

Journal: Bioorganic & medicinal chemistry 20100215

Title: Rupatadine inhibits proinflammatory mediator secretion from human mast cells triggered by different stimuli.

Journal: International archives of allergy and immunology 20100101

Title: Rupatadine and heart rhythm disturbances.

Journal: Clinical pharmacology and therapeutics 20100101

Title: Rupatadine and its effects on symptom control, stimulation time, and temperature thresholds in patients with acquired cold urticaria.

Journal: Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20100101

Title: Rupatadine improves nasal symptoms, airflow and inflammation in patients with persistent allergic rhinitis: a pilot study.

Journal: Journal of biological regulators and homeostatic agents 20100101

Title: Structurally diverse metal coordination compounds, bearing imidodiphosphinate and diphosphinoamine ligands, as potential inhibitors of the platelet activating factor.

Journal: Bioinorganic chemistry and applications 20100101

Title: Paradoxical exacerbation of chronic urticaria by H1-antihistamines and montelukast.

Journal: European annals of allergy and clinical immunology 20091201

Title: Rupatadine: pharmacological profile and its use in the treatment of allergic rhinitis.

Journal: Indian journal of otolaryngology and head and neck surgery : official publication of the Association of Otolaryngologists of India 20091201

Title: Treatment of acquired cold urticaria with rupatadine.

Journal: Allergy 20090901

Title: 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: Journal of the European Academy of Dermatology and Venereology : JEADV 20090901

Title: Pharmacological profile, efficacy and safety of rupatadine in allergic rhinitis.

Journal: Primary care respiratory journal : journal of the General Practice Airways Group 20090601

Title: Unsuspected polymorphic metabolism of rupatadine via its primary metabolite, desloratadine.

Journal: Primary care respiratory journal : journal of the General Practice Airways Group 20090601

Title: Heart rhythm disturbances associated with rupatadine: a case series from the Spanish and Portuguese pharmacovigilance systems.

Journal: Clinical pharmacology and therapeutics 20090501

Title: Torsade de pointes associated with rupatadine.

Journal: Revista espanola de cardiologia 20090301

Title: 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: Journal of pharmaceutical and biomedical analysis 20090220

Title: Successful treatment of chronic drug-resistant urticaria with alprazolam.

Journal: The Journal of allergy and clinical immunology 20090201

Title: Safety of rupatadine administered over a period of 1 year in the treatment of persistent allergic rhinitis: a multicentre, open-label study in Spain.

Journal: Drug safety 20090101

Title: Futura study: evaluation of efficacy and safety of rupatadine fumarate in the treatment of persistent allergic rhinitis.

Journal: Brazilian journal of otorhinolaryngology 20090101

Title: Reduction of nasal volume after allergen-induced rhinitis in patients treated with rupatadine: a randomized, cross-over, double-blind, placebo-controlled study.

Journal: Journal of investigational allergology & clinical immunology 20090101

Title: Ebastine in the light of CONGA recommendations for the development of third-generation antihistamines.

Journal: Journal of asthma and allergy 20090101

Title: Determination of rupatadine in pharmaceutical formulations by a validated stability-indicating MEKC method.

Journal: Journal of separation science 20080901

Title: Herbex-kid Inhibits Immediate Hypersensitivity Reactions in Mice and Rats.

Journal: Evidence-based complementary and alternative medicine : eCAM 20080901

Title: Pharmacokinetic and safety profile of rupatadine when coadministered with azithromycin at steady-state levels: a randomized, open-label, two-way, crossover, Phase I study.

Journal: Clinical therapeutics 20080901

Title: High performance liquid chromatography-tandem mass spectrometric determination of rupatadine in human plasma and its pharmacokinetics.

Journal: Journal of pharmaceutical and biomedical analysis 20080805

Title: 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.

Journal: Allergy 20080701

Title: [Torsades de pointes associated with rupatadine].

Journal: Revista espanola de cardiologia 20080301

Title: Antihistaminic effects of rupatadine and PKPD modelling.

Journal: European journal of drug metabolism and pharmacokinetics 20080101

Title: Lack of effects between rupatadine 10 mg and placebo on actual driving performance of healthy volunteers.

Journal: Human psychopharmacology 20070701

Title: Rupatadine in the treatment of chronic idiopathic urticaria: a double-blind, randomized, placebo-controlled multicentre study.

Journal: Allergy 20070501

Title: Influence of food on the oral bioavailability of rupatadine tablets in healthy volunteers: a single-dose, randomized, open-label, two-way crossover study.

Journal: Clinical therapeutics 20070501

Title: [Protective effect of rupatadine against oleic acid-induced acute lung injury in rabbits].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070301

Title: Once-daily rupatadine improves the symptoms of chronic idiopathic urticaria: a randomised, double-blind, placebo-controlled study.

Journal: European journal of dermatology : EJD 20070101

Title: Characterization of the de novo biosynthetic enzyme of platelet activating factor, DDT-insensitive cholinephosphotransferase, of human mesangial cells.

Journal: Mediators of inflammation 20070101

Title: [Antihistamines in allergic rhinitis].

Journal: Otolaryngologia polska = The Polish otolaryngology 20070101

Title: The proarrhythmic antihistaminic drug terfenadine increases spontaneous calcium release in human atrial myocytes.

Journal: European journal of pharmacology 20061228

Title: New antihistamines: a critical view.

Journal: Jornal de pediatria 20061101

Title: Evaluation of the cognitive, psychomotor and pharmacokinetic profiles of rupatadine, hydroxyzine and cetirizine, in combination with alcohol, in healthy volunteers.

Journal: Human psychopharmacology 20060101

Title: Effects of rupatadine vs placebo on allergen-induced symptoms in patients exposed to aeroallergens in the Vienna Challenge Chamber.

Journal: Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20060101

Title: Rupatadine 10 mg and cetirizine 10 mg in seasonal allergic rhinitis: a randomised, double-blind parallel study.

Journal: Journal of investigational allergology & clinical immunology 20050101

Title: Rupatadine 10 mg and ebastine 10 mg in seasonal allergic rhinitis: a comparison study.

Journal: Allergy 20040701

Title: Role of histamine and platelet-activating factor in allergic rhinitis.

Journal: Journal of physiology and biochemistry 20040601

Title: 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: Journal of investigational allergology & clinical immunology 20040101

Title: Central and peripheral evaluation of rupatadine, a new antihistamine/platelet-activating factor antagonist, at different doses in healthy volunteers.

Journal: Neuropsychobiology 20040101

Title: Rupatadine: a new selective histamine H1 receptor and platelet-activating factor (PAF) antagonist. A review of pharmacological profile and clinical management of allergic rhinitis.

Journal: Drugs of today (Barcelona, Spain : 1998) 20030601

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

Journal: Expert opinion on investigational drugs 20020201

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:158876-82-5 Molecular Formula|158876-82-5 MDL|158876-82-5 SMILES|158876-82-5 5H-Benzo[5,6]cyclohepta[1,2-b]pyridine, 8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]-