175590-76-8

Basic information

• Product Name: (alphaR)-rel-alpha-[(1R)-2-(Dimethylamino)-1-methylethyl]-alpha-ethyl-3-methoxybenzenemethanol
• Synonyms: (2R,3R)-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methyl-3-pentanol;(alphaR)-rel-alpha-[(1R)-2-(Dimethylamino)-1-methylethyl]-alpha-ethyl-3-methoxybenzenemethanol;(2R,3R)-1-(DiMethylaMino)-3-(3-Methoxyphenyl)-2-Methylpentan-3-ol;trans-1-(DiMethylaMino)-3-(3-Methoxyphenyl)-2-Methylpentan-3-ol;(2R,3R)-rel-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-ol
• CAS NO: 175590-76-8
• Molecular Formula: C15H25NO2
• Molecular Weight: 251.3645
• Mol File: 175590-76-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 362.901 °C at 760 mmHg
• Flash Point: 173.277 °C
• Appearance: /
• Density: 1.000
• Storage Temp.: 2-8°C
• PKA: 14.27±0.29(Predicted)
• CAS DataBase Reference: (alphaR)-rel-alpha-[(1R)-2-(Dimethylamino)-1-methylethyl]-alpha-ethyl-3-methoxybenzenemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (alphaR)-rel-alpha-[(1R)-2-(Dimethylamino)-1-methylethyl]-alpha-ethyl-3-methoxybenzenemethanol(175590-76-8)
• EPA Substance Registry System: (alphaR)-rel-alpha-[(1R)-2-(Dimethylamino)-1-methylethyl]-alpha-ethyl-3-methoxybenzenemethanol(175590-76-8)

Safety Data

• Hazardous Substances Data: 175590-76-8(Hazardous Substances Data)

Usage

General Description

The chemical compound "(alphaR)-rel-alpha-[(1R)-2-(Dimethylamino)-1-methylethyl]-alpha-ethyl-3-methoxybenzenemethanol" is a complex organic molecule with a long and specific name. It is classified as a methoxybenzene, as it contains a benzene ring with a methoxy (-OCH3) group attached. Additionally, it has an ethyl group and a 2-dimethylamino-1-methylethyl group attached to the benzene ring. The compound also contains a chiral center, indicated by the "alphaR" and "1R" designations in its name. This indicates that the molecule has stereoisomers, which have the same molecular formula and connectivity but differ in the arrangement of atoms in space. The compound may have potential applications in pharmaceuticals, research, or other industries due to its complex structure and chiral nature.

InChI:InChI=1S/C15H25NO2/c1-6-15(17,12(2)11-16(3)4)13-8-7-9-14(10-13)18-5/h7-10,12,17H,6,11H2,1-5H3/t12-,15-/m1/s1

Upstream product

• 175590-75-7 (2R,3R)/(2S,3S)-1-dimethylamino-3-(3-methoxyphenyl)-2-methylpentan-3-ol hydrochloride 
• 175590-75-7 (2R,3S)/(2S,3R)-1-dimethylamino-3-(3-methoxyphenyl)-2-methylpentan-3-ol hydrochloride 
• 634921-25-8 (2R,3R)-1-dimethylamino-3-(3-methoxyphenyl)-2-methylpentan-3-ol S-naproxen 
• 175590-76-8 (2R,3R)/(2S,3S)-1-dimethylamino-3-(3-methoxyphenyl)-2-methylpentan-3-ol 
• 51690-03-0 1-(dimethylamino)-2-methylpentan-3-one 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 1332841-01-6 (2S,3S)-1-dimethylamino-3-(3-methoxyphenyl)-2-methylpentan-3-ol S-naproxen 
• 850222-40-1 (2S)-3-dimethylamino-1-(3-methoxyphenyl)-2-methyl-1-propanone 
• 2386-64-3 ethylmagnesium chloride 
• 925-90-6 ethylmagnesium bromide 
• 159144-11-3 (2S)-1-(dimethylamino)-2-methylpentan-3-one 
• 197145-37-2 3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one 
• 3027-13-2 1-(3-methoxyphenyl)propan-2-one 
• 2398-37-0 3-methoxyphenyl bromide 

Downstream Products

• 809282-31-3 (E)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine 
• 809282-30-2 (Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine 
• 1332841-09-4 (+)-(2S,3S)-[3-(3-methoxyphenyl)-2-methylpentyl]-dimethylamine (-)-di-p-toluoyl-L-tartaric acid salt 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF TAPENTADOL

Disclosed herein is an improved process for the preparation of 3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol of Formula-I and its pharmaceutically acceptable salt which comprises the reaction of (S)-1-(dimethylamino)-2-methylpentan-3-one of formula VIII with 3-bromo anisole of formula II under Grignard conditions to get the compound (2S, 3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol of formula V followed by activation of the —OH group of the formula V to convert into sulfonate esters of formula IX, which are on reductive deoxygenation to yield (2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpentan-1-amine of formula VII and demethylation of formula VII to obtain the compound 3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol of Formula-1.

PROCESS FOR THE PREPARATION OF TAPENTADOL

Disclosed herein is an improved process for the preparation of 3-[(2R,3R)-1- (dimethylamino)-2-methylpentan-3-yl] phenol of Formula - I and its pharmaceutically acceptable salt which comprises the reaction of (S)-1-(dimethylamino)-2-methylpentan- 3-one of formula VIII with 3 - bromo anisole of formula II under Grignard conditions to get the compound (2S, 3R)-1- (dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3- ol of formula V followed by activation of the -OH group of the formula V to convert into sulfonate esters of formula IX, which are on reductive deoxygenation to yield (2R,3R)-3- (3-methoxyphenyl)-N,N,2-trimethylpentan-1 -amine of formula VII and demethylation of formula VII to obtain the compound 3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3- yl]phenol of Formula - 1.

PRODRUGS OF OPIOIDS AND USES THEREOF

The present invention concerns prodrugs of opioid analgesics and pharmaceutical compositions containing such prodrugs. Methods for providing more consistent pain relief by increasing the bioavailability of the opioid analgesic with the aforementioned prodrugs are provided. The invention also provides for decreasing the adverse GI side effects of opioid analgesics.