S,S-hydroxy Bupropion (hydrochloride)

S,S-hydroxy Bupropion is an active metabolite of the antidepressant bupropion. It is formed from bupropion by the cytochrome P450 (CYP) isoform CYP2B6. S,S-hydroxy Bupropion inhibits dopamine and norepinephrine but not serotonin (5-HT) reuptake in HEK293 cells expressing the human transporters (IC50s = 0.63, 0.241, and >100 µM, respectively). It is also an antagonist of alpha3beta4-, alpha4beta2-, alpha4beta4-, and alpha1beta1 subunit-containing nicotinic acetylcholine receptors (nAChRs, IC50s = 11, 3.3, 30, and 28 µM, respectively). S,S-hydroxy Bupropion inhibits nicotine-induced analgesia in the tail-flick and hot plate tests, hyperlocomotion, and hypothermia in mice (ED50s = 0.2, 1, 0.9, and 1.5 mg/kg, respectively). It substitutes for (+)-amphetamine in rats in a two-lever drug discrimination test (ED50 = 4.4 mg/kg).Formal Name: (2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol, monohydrochloride. CAS Number: 106083-71-0. Synonyms: BUPOH, BW 306U, GW 353162A, Radafaxine. Molecular Formula: C13H18ClNO2 . HCl. Formula Weight: 292.2. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: Soluble. SMILES: O[C@]1(C2=CC(Cl)=CC=C2)[C@@H](NC(C)(CO1)C)C.Cl. InChi Code: InChI=1S/C13H18ClNO2.ClH/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10,/h4-7,9,15-16H,8H2,1-3H3,1H/t9-,13+,/m0./s1. InChi Key: ORXTVTDGPVINDN-BTJVGWIPSA-N.