192374-14-4

Basic information

• Product Name: (2S,3S)-2-(3-CHLORO-PHENYL)-3,5,5-TRIMETHYL-MORPHOLIN-2-OL HYDROCHLORIDE
• Synonyms: (2S,3S)-2-(3-CHLORO-PHENYL)-3,5,5-TRIMETHYL-MORPHOLIN-2-OL HYDROCHLORIDE;2-MORPHOLINOL, 2-(3-CHLOROPHENYL)-3,5,5-TRIMETHYL-, HYDROCHLORIDE, (2S,3S)-;GW 353162A;RADAFAXINE HYDROCHLORIDE;(S,S)-Hydroxy Bupropion;(2S,3S)-2-(3-Chlorophenyl)-3,5,5-triMethyl-2-Morpholinol;(2S-cis)-2-(3-Chlorophenyl)-3,5,5-triMethyl-;Radafaxine
• CAS NO: 192374-14-4
• Molecular Formula: C₁₃H₁₈ClNO₂
• Molecular Weight: 255.74
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Chiral Reagents, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 192374-14-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 121-123°C
• Boiling Point: 386.574°C at 760 mmHg
• Flash Point: 187.594°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (2S,3S)-2-(3-CHLORO-PHENYL)-3,5,5-TRIMETHYL-MORPHOLIN-2-OL HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-2-(3-CHLORO-PHENYL)-3,5,5-TRIMETHYL-MORPHOLIN-2-OL HYDROCHLORIDE(192374-14-4)
• EPA Substance Registry System: (2S,3S)-2-(3-CHLORO-PHENYL)-3,5,5-TRIMETHYL-MORPHOLIN-2-OL HYDROCHLORIDE(192374-14-4)

Safety Data

• Hazardous Substances Data: 192374-14-4(Hazardous Substances Data)

Usage

Chemical Properties

Light Beige Solid

Uses

(S,S) Enantiomer metabolite of Bupropion (B689625), an antidepressant.

InChI:InChI=1/C13H18ClNO2/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

Upstream product

• 291275-45-1 (Z)-tert-butyl-[1-(3-chlorophenyl)prop-1-enyloxy]dimethylsilane 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 291275-46-2 (R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one 
• 1231951-61-3 (S)-3,5,5-trimethylmorpholin-2-one 
• 36229-42-2 (3-chlorophenyl)magnesium bromide 
• 233600-52-7 (2SR,3SR)-hydroxybupropion 
• 34841-35-5 3'-chloro-propiophenone 
• 291275-48-4 Trifluoro-methanesulfonic acid (R)-2-(3-chloro-phenyl)-1-methyl-2-oxo-ethyl ester 

Downstream Products

• 1231951-92-0 (2S,3S)-2-(3-chlorophenyl)-3,4,5,5-tetramethylmorpholin-2-ol 
• 106083-71-0 (+)-(2S,3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride 

Relevant articles and documents

HYDROXYBUPROPION ANALOGUES FOR TREATING DRUG DEPENDENCE

The invention provides hydroxybupropion analogues capable of inhibiting the reuptake of one or more monoamines and/or acting as antagonists at nicotinic acetylcholine receptors. The compounds may selectively bind to one or more monoamine transporters, including those for dopamine, norepinephrine, and serotonin and/or may selectively bind to one or more nicotinic acetylcholine receptor subtypes. Such compounds may be used to treat conditions that are responsive to modification of monoamine levels and/or antagonism of nicotinic acetylcholine receptors, including drug dependency, depression, and obesity.

ENZYME-CATALYZED DYNAMIC KINETIC RESOLUTION PROCESS FOR PREPARING (+)-(2S, 3S)-2-(3-CHLOROPHENYL)-3,5,5-TRIMETHYL-2-MORPHOLINOL, SALTS, AND SOLVATES THEREOF

A process for preparing (+)-(2S, 3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol, pharmaceutically acceptable salts and solvates thereof such as the (+)-(2S, 3S)-2-(3-chlorophenyl)-3,5,5-trimethyl-2-morpholinol hydrochloride salt via enzyme-cataly