Structure via PubChem · Public domain (PubChem)
taranabant
Sign in to saveAlso known as MK 0364, MK-0364
Taranabant (codenamed MK-0364) is a cannabinoid receptor type 1 (CB1) inverse agonist that was investigated as a potential treatment for obesity due to its anorectic effects. It was developed by Merck & Co.
Chemical data
- Formula
- C27H25ClF3N3O2
- Molecular weight
- 516 g/mol
- IUPAC name
- N-[(2S,3S)-4-(4-chlorophenyl)-3-(3-cyanophenyl)butan-2-yl]-2-methyl-2-[[5-(trifluoromethyl)-2-pyridinyl]oxy]propanamide
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- obesity, nicotine dependence, Urinary incontinence, type 2 diabetes mellitus
via ChEMBL · EBI
Research
66 papers- Pharmacological interventions for smoking cessation: an overview and network meta-analysis.The Cochrane database of systematic reviews · 2013
- The discovery of taranabant, a selective cannabinoid-1 receptor inverse agonist for the treatment of obesity.Archiv der Pharmazie · 2008
- Taranabant, a novel cannabinoid type 1 receptor inverse agonist.Current opinion in investigational drugs (London, England : 2000) · 2008
- Randomized, controlled, double-blind trial of taranabant for smoking cessation.Psychopharmacology · 2010
- The cannabinoid-1 receptor inverse agonist taranabant reduces abdominal pain and increases intestinal transit in mice.Neurogastroenterology and motility · 2013
via PubMed
Wikidata facts
- Mass
- 515.158739
Show 4 more facts
- chemical formula
- C₂₇H₂₅ClF₃N₃O₂
- canonical 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
- isomeric SMILES
- C[C@@H]([C@@H](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
- Commons category
- Taranabant
Sources (2)
via Wikidata · CC0
~2 min read
Article
2 sectionsContents
- See also
- References
{{Drugbox | Watchedfields = changed | verifiedrevid = 448081332 | IUPAC_name = N-[(2S,3S)-4-(4-chlorophenyl)-3-(3-cyanophenyl)-2-butanyl]-2-methyl-2-{[5-(trifluoromethyl)-2-pyridinyl]oxy}propanamide | image = Taranabant.svg | image_class = skin-invert-image | alt = Skeletal formula of taranabant | width = 250 | image2 = Taranabant 3D spacefill.png | image_class2 = bg-transparent | alt2 = Space-filling model of the taranabant molecule
| tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = Investigational (failed) | routes_of_administration = Oral