| 词条 | JWH-176 |
| 释义 |
| Watchedfields = changed | verifiedrevid = 437691572 | IUPAC_name = 1-([(1E)-3-pentylinden-1-ylidine]methyl)naphthalene | image = JWH-176.svg | width = 180 | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = Legal | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 619294-62-1 | ATC_prefix = | ATC_suffix = | PubChem = | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID = 29341653 | C=25 | H=24 | molecular_weight = 324.457 g/mol | smiles = CCCCCc(c3)c1ccccc1c3=Cc2cccc4ccccc24 | StdInChI = 1S/C25H24/c1-2-3-4-11-21-18-22(25-16-8-7-15-24(21)25)17-20-13-9-12-19-10-5-6-14-23(19)20/h5-10,12-18H,2-4,11H2,1H3/b22-17- | StdInChIKey = FPESBQVTVSBBSE-XLNRJJMWSA-N }} JWH-176 is an analgesic drug which acts as a cannabinoid receptor agonist. Its binding affinity at the CB1 receptor is only 26.0nM, making it more potent than THC itself,[1] however JWH-176 is particularly notable in that it is a hydrocarbon containing no heteroatoms. This demonstrates that reasonably high-affinity cannabinoid binding and agonist effects can be produced by compounds with no hydrogen bonding capacity at all, relying merely on Van der Waals interactions to bind to the receptor.[2] It was discovered by, and named after, Dr. John W. Huffman. StereochemistryJWH-176 is the (E) stereoisomer of 1-([3-pentylinden-1-ylidine]methyl)naphthalene, whereas JWH-171 is the mixture of the (E) and (Z) isomers.[3]See also
References1. ^Huffman JW, Padgett LW. Recent Developments in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes. Current Medicinal Chemistry, 2005; 12: 1395-1411. {{Cannabinoids}}{{cannabinoid-stub}}2. ^Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168, p 269. Springer. {{ISBN|3-540-22565-X}} 3. ^{{cite book |isbn=978-1608052073|url=https://books.google.com/books?id=N_luK703FKEC|title=Frontiers in Medicinal Chemistry , Volume (4)|last1=Rahman|first1=Atta-ur|last2=Iqbal Choudhary|first2=M|last3=Reitz|first3=Allen B|date=2010-12-10|page=681}} 5 : Cannabinoids|JWH cannabinoids|Naphthalenes|Indenes|Polycyclic aromatic hydrocarbons |
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