| 词条 | GW-842,166X |
| 释义 |
| verifiedrevid = 407202453 | IUPAC_name = 2-(2,4-dichloroanilino)-N-(tetrahydropyran-4-ylmethyl)-4-(trifluoromethyl)pyrimidine-5-carboxamide | image = GW842166X_structure.png | width = 200 | tradename = | legal_status = | routes_of_administration = | metabolism = | elimination_half-life = | excretion = | CAS_number = 666260-75-9 | PubChem = 10253143 | ChemSpiderID = 8428629 | ChEMBL = 225411 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = VL1I6P2DZ8 | C=18 | H=17 | Cl=2 | F=3 | N=4 | O=2 | molecular_weight = 449.254 g/mol | smiles = C3COCCC3CNC(=O)c1cnc(nc1C(F)(F)F)Nc2ccc(Cl)cc2Cl | StdInChI = 1S/C18H17Cl2F3N4O2/c19-11-1-2-14(13(20)7-11)26-17-25-9-12(15(27-17)18(21,22)23)16(28)24-8-10-3-5-29-6-4-10/h1-2,7,9-10H,3-6,8H2,(H,24,28)(H,25,26,27) | StdInChIKey = TWQYWUXBZHPIIV-UHFFFAOYSA-N }}GW-842,166X is a drug which acts as a potent and selective cannabinoid CB2 receptor agonist, with a novel chemical structure based on a pyrimidine core. It has potent analgesic, anti-inflammatory and anti-hyperalgesic actions in animal models, but without cannabis-like behavioural effects due to its extremely low affinity for the CB1 receptor.[1][2][3] References1. ^{{cite journal |vauthors=Giblin GM, O'Shaughnessy CT, Naylor A, Mitchell WL, Eatherton AJ, Slingsby BP, Rawlings DA, Goldsmith P, Brown AJ, Haslam CP, Clayton NM, Wilson AW, Chessell IP, Wittington AR, Green R |title=Discovery of 2-[(2,4-dichlorophenyl)amino]-N-[(tetrahydro- 2H-pyran-4-yl)methyl]-4-(trifluoromethyl)- 5-pyrimidinecarboxamide, a selective CB2 receptor agonist for the treatment of inflammatory pain |journal=Journal of Medicinal Chemistry |volume=50 |issue=11 |pages=2597–600 |date=May 2007 |pmid=17477516 |doi=10.1021/jm061195 |url=}} {{Cannabinoids}}{{cannabinoid-stub}}2. ^{{cite journal |vauthors=Giblin GM, Billinton A, Briggs M, Brown AJ, Chessell IP, Clayton NM, Eatherton AJ, Goldsmith P, Haslam C, Johnson MR, Mitchell WL, Naylor A, Perboni A, Slingsby BP, Wilson AW |title=Discovery of 1-[4-(3-chlorophenylamino)-1-methyl-1H-pyrrolo[3,2-c]pyridin-7-yl]-1-morpholin-4-ylmethanone (GSK554418A), a brain penetrant 5-azaindole CB2 agonist for the treatment of chronic pain |journal=Journal of Medicinal Chemistry |volume=52 |issue=19 |pages=5785–8 |date=October 2009 |pmid=19743867 |doi=10.1021/jm9009857 |url=}} 3. ^{{Cite journal | last1 = Han | first1 = S. | last2 = Thatte | first2 = J. | last3 = Jones | first3 = R. M. | title = Chapter 11: Recent Advances in the Discovery of CB2 Selective Agonists | journal = Annual Reports in Medicinal Chemistry| doi = 10.1016/S0065-7743(09)04411-X | volume = 44 | pages = 227 | year = 2009 | pmid = | pmc = | series = Annual Reports in Medicinal Chemistry | isbn = 9780123747662 }} 4 : Cannabinoids|Trifluoromethyl compounds|Pyrimidines|Chloroarenes |
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