134612-80-9

Basic information

• Product Name: 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE
• Synonyms: 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE;3-O-methyltolcapone;1-(4-hydroxy-3-methoxy-5-nitrophenyl)-3-p-tolylpropan-2-one;1-(4-Hydroxy-3-methoxy-5-nitrophenyl)-3-(4-methylphenyl)propan-2-one;4-Hydroxy-3-Methoxy-4-Methyl-5-nitrobenzophenone;(4-Hydroxy-3-Methoxy-5-nitrophenyl)(4-Methylphenyl)Methanone;Ro 40-7591;1-(4-hydroxy-3-Methoxy-5-nitrophenyl)-1-(4-Methylphenyl)Methanone
• CAS NO: 134612-80-9
• Molecular Formula: C₁₅H₁₃NO₅
• Molecular Weight: 315.32058
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 134612-80-9.mol

Chemical Properties

• Melting Point: 135-137 °C(Solv: ethanol (64-17-5))
• Boiling Point: 471.8 °C at 760 mmHg
• Flash Point: 239.1 °C
• Appearance: /
• Density: 1.317 g/cm³
• PKA: 4.97±0.38(Predicted)
• CAS DataBase Reference: 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE(134612-80-9)
• EPA Substance Registry System: 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE(134612-80-9)

Safety Data

• Hazardous Substances Data: 134612-80-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Chemical Research:
In the field of chemical research, 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE serves as a valuable compound for studying the properties and reactivity of various functional groups. Its presence in chemical reactions can provide insights into the mechanisms and outcomes of these processes, contributing to the advancement of chemical knowledge.
Used in Dye and Pigment Industry:
3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE, due to its yellow solid appearance, can be utilized as a starting material for the production of dyes and pigments. Its chemical properties may allow for the creation of new colorants with specific characteristics, such as improved stability or solubility, for use in various industries.
Used in Material Science:
The unique structure of 3-METHOXY-4-HYDROXY-5-NITROBENZYL,4'-METHYLBENZYL KETONE may also find applications in material science, where it could be used to develop new materials with specific properties. These materials could have potential uses in various industries, such as electronics, aerospace, or automotive, depending on their characteristics.

Preparation

Preparation by nitration of 4-hydroxy-3- methoxy-4′-methylbenzophenone with 65% nitric acid in acetic acid at 20°.

Upstream product

• 93899-23-1 4-hydroxy-3,4'-dimethoxy-benzophenone 
• 134612-39-8 1-(4-hydroxy-3-methoxyphenyl)-1-(4-methylphenyl)methanone 

Downstream Products

• 134308-13-7 tolcapone 

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

Process for the preparation of benzophenone derivatives

The present invention relates to a process for the preparation of benzophenone derivatives and comprises a selective crystallization of alkali salts of compounds of formula (I) STR1 wherein R1 is lower-alkyl and R2 is hydrogen, lower

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.