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701977-00-6,MFCD16036070
Catalog No.:AA01EOKP

701977-00-6 | Taranabant racemate

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5mg
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1 week  
$177.00   $124.00
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10mg
99%
1 week  
$281.00   $197.00
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50mg
99%
1 week  
$400.00   $280.00
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100mg
99%
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$638.00   $447.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01EOKP
Chemical Name:
Taranabant racemate
CAS Number:
701977-00-6
Molecular Formula:
C27H25ClF3N3O2
Molecular Weight:
515.9545
MDL Number:
MFCD16036070
SMILES:
CC(C(CC1=CC=C(C=C1)Cl)C2=CC=CC(=C2)C#N)NC(=O)C(C)(C)OC3=NC=C(C=C3)C(F)(F)F
Properties
Computed Properties
 
Complexity:
776  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
8  
Undefined Atom Stereocenter Count:
2  
XLogP3:
6.5  

Literature

Title: [The pharmacological treatment of obesity: past, present and future].

Journal: Orvosi hetilap 20120311

Title: Binding properties of antagonists to cannabinoid receptors in intact cells.

Journal: Fundamental & clinical pharmacology 20110401

Title: Cannabinoid type 1 receptor antagonists for smoking cessation.

Journal: The Cochrane database of systematic reviews 20110316

Title: Endocannabinoid system in cardiovascular disorders - new pharmacotherapeutic opportunities.

Journal: Journal of pharmacy & bioallied sciences 20110101

Title: A randomized trial of lifestyle modification and taranabant for maintaining weight loss achieved with a low-calorie diet.

Journal: Obesity (Silver Spring, Md.) 20101201

Title: Development of a population pharmacokinetic model for taranabant, a cannibinoid-1 receptor inverse agonist.

Journal: The AAPS journal 20101201

Title: Metabolism and excretion of [14C]taranabant, a cannabinoid-1 inverse agonist, in humans.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20101001

Title: In vitro and in vivo metabolism of a novel cannabinoid-1 receptor inverse agonist, taranabant, in rats and monkeys.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20100901

Title: Synthesis and cannabinoid-1 receptor binding affinity of conformationally constrained analogs of taranabant.

Journal: Bioorganic & medicinal chemistry letters 20100815

Title: A clinical trial assessing the safety and efficacy of the CB1R inverse agonist taranabant in obese and overweight patients: low-dose study.

Journal: International journal of obesity (2005) 20100801

Title: A one-year study to assess the safety and efficacy of the CB1R inverse agonist taranabant in overweight and obese patients with type 2 diabetes.

Journal: Diabetes, obesity & metabolism 20100601

Title: A clinical trial assessing the safety and efficacy of taranabant, a CB1R inverse agonist, in obese and overweight patients: a high-dose study.

Journal: International journal of obesity (2005) 20100501

Title: Randomized, controlled, double-blind trial of taranabant for smoking cessation.

Journal: Psychopharmacology 20100401

Title: Central and peripheral consequences of the chronic blockade of CB1 cannabinoid receptor with rimonabant or taranabant.

Journal: Journal of neurochemistry 20100301

Title: Quantitative in vitro and in vivo pharmacological profile of CE-178253, a potent and selective cannabinoid type 1 (CB1) receptor antagonist.

Journal: BMC pharmacology 20100101

Title: Endocannabinoid signalling as an anti-inflammatory therapeutic target in atherosclerosis: does it work?

Journal: Cardiovascular research 20091201

Title: Pharmacokinetics, safety, and tolerability of phentermine in healthy participants receiving taranabant, a novel cannabinoid-1 receptor (CB1R) inverse agonist.

Journal: Journal of clinical pharmacology 20091001

Title: Cannabinoid-1 receptor inverse agonists: current understanding of mechanism of action and unanswered questions.

Journal: International journal of obesity (2005) 20090901

Title: Synthesis and evaluation of N-[(1S,2S)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]-2-methyl-2-aminopropanamide as human cannabinoid-1 receptor (CB1R) inverse agonists.

Journal: Bioorganic & medicinal chemistry letters 20090901

Title: Identification and structural elucidation of process impurities generated in the end-game synthesis of taranabant (MK-0364) via cyanuric chloride.

Journal: Journal of pharmaceutical and biomedical analysis 20090405

Title: Pharmacokinetics of digoxin in healthy subjects receiving taranabant, a novel cannabinoid-1 receptor inverse agonist.

Journal: Advances in therapy 20090201

Title: Influence of taranabant, an orally active, highly selective, potent cannabinoid-1 receptor (CB1R) inverse agonist, on ethinyl estradiol and norelgestromin plasma pharmacokinetics.

Journal: Journal of clinical pharmacology 20090101

Title: PET imaging studies in rhesus monkey with the cannabinoid-1 (CB1) receptor ligand [11C]CB-119.

Journal: Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging 20090101

Title: Feeding disorders and obesity.

Journal: Current topics in behavioral neurosciences 20090101

Title: Influence of taranabant, a cannabinoid-1 receptor inverse agonist, on pharmacokinetics and pharmacodynamics of warfarin.

Journal: Advances in therapy 20081101

Title: Taranabant, a novel cannabinoid type 1 receptor inverse agonist.

Journal: Current opinion in investigational drugs (London, England : 2000) 20081001

Title: The discovery of taranabant, a selective cannabinoid-1 receptor inverse agonist for the treatment of obesity.

Journal: Archiv der Pharmazie 20080701

Title: Multiple-dose pharmacokinetics, pharmacodynamics, and safety of taranabant, a novel selective cannabinoid-1 receptor inverse agonist, in healthy male volunteers.

Journal: Journal of clinical pharmacology 20080601

Title: Conformational analysis and receptor docking of N-[(1S,2S)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]-2-methyl-2-{[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide (taranabant, MK-0364), a novel, acyclic cannabinoid-1 receptor inverse agonist.

Journal: Journal of medicinal chemistry 20080410

Title: Safety, tolerability, pharmacokinetics, and pharmacodynamic properties of taranabant, a novel selective cannabinoid-1 receptor inverse agonist, for the treatment of obesity: results from a double-blind, placebo-controlled, single oral dose study in healthy volunteers.

Journal: Journal of clinical pharmacology 20080401

Title: Taranabant cuts the fat: new hope for cannabinoid-based obesity therapies?

Journal: Cell metabolism 20080101

Title: The acyclic CB1R inverse agonist taranabant mediates weight loss by increasing energy expenditure and decreasing caloric intake.

Journal: Cell metabolism 20080101

Title: The endocannabinoid system as a target for obesity treatment.

Journal: Clinical cornerstone 20080101

Title: Antiobesity efficacy of a novel cannabinoid-1 receptor inverse agonist, N-[(1S,2S)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]-2-methyl-2-[[5-(trifluoromethyl)pyridin-2-yl]oxy]propanamide (MK-0364), in rodents.

Journal: The Journal of pharmacology and experimental therapeutics 20070601

Title: Discovery of N-[(1S,2S)-3-(4-Chlorophenyl)-2- (3-cyanophenyl)-1-methylpropyl]-2-methyl-2- {[5-(trifluoromethyl)pyridin-2-yl]oxy}propanamide (MK-0364), a novel, acyclic cannabinoid-1 receptor inverse agonist for the treatment of obesity.

Journal: Journal of medicinal chemistry 20061228

Title: William K. Hagmann, et al. Substituted amides active at the cannabinoid-1 receptor. WO 2004048317 A1.

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Tags:701977-00-6 Molecular Formula|701977-00-6 MDL|701977-00-6 SMILES|701977-00-6 Taranabant racemate