| 词条 | JWH-164 |
| 释义 |
| Watchedfields = changed | verifiedrevid = 443832018 | IUPAC_name = 7-methoxynaphthalen-1-yl-(1-pentylindol-3-yl)methanone | image = JWH-164.svg | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number = 824961-61-7 | ATC_prefix = | ATC_suffix = | PubChem = 45271217 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID = 24618407 | C=25 | H=25 | N=1 | O=2 | molecular_weight = 371.471 g/mol | smiles = CCCCCn(c4)c1ccccc1c4C(=O)c2cccc(cc3)c2cc3OC | StdInChI = 1S/C25H25NO2/c1-3-4-7-15-26-17-23(20-10-5-6-12-24(20)26)25(27)21-11-8-9-18-13-14-19(28-2)16-22(18)21/h5-6,8-14,16-17H,3-4,7,15H2,1-2H3 | StdInChIKey = IJNSZBAEVYRFCH-UHFFFAOYSA-N }}JWH-164 is a synthetic cannabinoid receptor agonist from the naphthoylindole family. It has approximately equal affinity for the CB1 and CB2 receptors, with a Ki of 6.6nM at CB1 and 6.9nM at CB2. JWH-164 is a positional isomer of the related compound JWH-081, but with a methoxy group at the 7-position of the naphthyl ring, rather than the 4-position as in JWH-081. Its potency is intermediate between that of JWH-081 and its ring unsubstituted derivative JWH-018, demonstrating that substitution of the naphthyl 7-position can also result in increased cannabinoid receptor binding affinity.[1][2] References1. ^Huffman JW, et al. Structure–activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists. Bioorganic and Medicinal Chemistry. 2005; 13:89-112. {{PMID|15582455}} {{Cannabinoids}}{{cannabinoid-stub}}2. ^Huffman JW, Padgett LW. Recent Developments in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes. Current Medicinal Chemistry, 2005; 12: 1395-1411. {{PMID|15974991}} 3 : JWH cannabinoids|Naphthoylindoles|Phenol ethers |
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