134612-39-8

Basic information

• Product Name: 3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE
• Synonyms: 3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE;1-(4-hydroxy-3-methoxyphenyl)-3-p-tolylpropan-2-one;1-(4-Hydroxy-3-methoxyphenyl)-3-(4-methylphenyl)propan-2-one;4-Hydroxy-3-Methoxy-4-Methylbenzophenone;(4-Hydroxy-3-Methoxyphenyl)(4-Methylphenyl)-Methanone;(4-hydroxy-3-methoxyphenyl)(p-tolyl)methanone;4-hydroxy-3-methoxy-4-methyl phenyl methanone;Methanone, (4-hydroxy-3-methoxyphenyl)(4-methylphenyl)-
• CAS NO: 134612-39-8
• Molecular Formula: C17H18O3
• Molecular Weight: 270.32302
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 134612-39-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 103–105°C
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane
• CAS DataBase Reference: 3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE(134612-39-8)
• EPA Substance Registry System: 3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE(134612-39-8)

Safety Data

• Hazardous Substances Data: 134612-39-8(Hazardous Substances Data)

Usage

Description

3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE, also known as 4-Hydroxy-3-methoxy-4''-methylbenzophenone, is an organic compound that serves as an intermediate in the synthesis of certain pharmaceuticals. It is characterized by its light brown solid appearance and plays a crucial role in the preparation of specific drugs.

Uses

Used in Pharmaceutical Industry:
3-METHOXY-4-HYDROXYBENZYL,4'-METHYLBENZYL KETONE is used as an intermediate in the preparation of Tolcapone (T535252), a selective catechol-O-methyltransferase inhibitor. This application is significant as Tolcapone is utilized in the treatment of Parkinson's disease, where it helps to enhance the effects of levodopa by extending its duration of action in the brain.

Preparation

Preparation by reaction of 33% hydrobro mic acid in acetic acid with 4-(benzyloxy)- 3-methoxy-4′-methyl-benzophenone in methylene chloride at 20–25°.

Upstream product

• 134612-29-6 1-(4-benzyloxy-3-methoxyphenyl)-1-(4-methylphenyl)methanone 

Relevant articles and documents

Convenient synthesis of tolcapone, a selective catechol-O-methyltransferase inhibitor

A convenient and efficient synthesis of tolcapone from commercial 4-benzyloxy-3-methoxybenzaldehyde is presented. Grignard reaction of 4-benzyloxy-3-methoxybenzaldehyde (1) with p-tolylmagnesium bromide followed by Oppenauer oxidation of the hydroxyl func

Catechol derivatives

Catechol derivatives of the formula STR1 wherein Ra, Rb and Rc have the significance given herein, the ester and ether derivatives thereof which are hydrolyzable under physiological conditions and the pharmaceutically acceptable salts thereof are described and possess valuable pharmacological properties. In particular, they inhibit the enzyme catechol-O-methyltransferase (COMT), a soluble, magnesium-dependent enzyme which catalyses the transference of the methyl group of S-adensoylmethionine to a catechol substrate, whereby the corresponding methyl ethers are formed. Suitable substrates which can be O-methylated by COMT and which can thus be deactivated are, for example, extraneuornal catecholamines and exogeneously-administered therapeutically active substances having a catechol structure. Formula Ia above embraces not only compounds which form part of the invention, but also known compounds; the compounds which form part of the invention can be prepared according to known methods.