50606-35-4

Basic information

• Product Name: 3,4,5-TRIMETHOXYBENZOYLACETONITRILE
• Synonyms: 3,4,5-TRIMETHOXYBENZOYLACETONITRILE
• CAS NO: 50606-35-4
• Molecular Formula: C₁₂H₁₃NO₄
• Molecular Weight: 235.24
• Mol File: 50606-35-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 397.1°C at 760 mmHg
• Flash Point: 173.7°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 1.62E-06mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 3,4,5-TRIMETHOXYBENZOYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-TRIMETHOXYBENZOYLACETONITRILE(50606-35-4)
• EPA Substance Registry System: 3,4,5-TRIMETHOXYBENZOYLACETONITRILE(50606-35-4)

Safety Data

• Hazardous Substances Data: 50606-35-4(Hazardous Substances Data)

Usage

Description

3,4,5-Trimethoxybenzoylacetonitrile, a chemical compound with the molecular formula C13H13NO4, is a derivative of benzoylacetone featuring three methoxy groups attached to the benzene ring. It is recognized for its versatility and reactivity, making it a valuable building block in organic synthesis.

Uses

Used in Pharmaceutical Industry:
3,4,5-Trimethoxybenzoylacetonitrile is utilized as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and reactivity contribute to the development of new drugs and therapeutic agents.
Used in Organic Chemistry Research:
In the field of organic chemistry, 3,4,5-Trimethoxybenzoylacetonitrile is employed for its potential applications in the development of new reactions and methods. It aids in the synthesis of biologically active molecules, further expanding the horizons of chemical research and innovation.

InChI:InChI=1/C12H13NO4/c1-15-10-6-8(9(14)4-5-13)7-11(16-2)12(10)17-3/h6-7H,4H2,1-3H3

Upstream product

• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 75-05-8 acetonitrile 
• 6178-44-5 ethyl 3,4,5-trimethoxybenzoate 
• 118-41-2 Eudesmic acid 
• 118779-14-9 N-methoxy-N-methyl-3,4,5-trimethoxybenzamide 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 

Downstream Products

• 1265048-04-1 (2-amino-4-phenylthiophen-3-yl)(4-hydroxy-3,5-dimethoxyphenyl)methanone 
• 1265047-59-3 2-[4-bromomethyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265047-73-1 2-[4-bromomethyl-5-phenyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265047-63-9 2-[4-benzyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-01-1 2-[4-(4-chlorobenzyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-05-5 2-[4-(4-methylbenzyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-09-9 2-[4-(3-methoxybenzyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265047-77-5 2-[4-benzyl-5-phenyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-13-5 2-[5-phenyl-4-(4-fluorobenzyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-17-9 2-[5-phenyl-4-(4-chlorobenzyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-21-5 2-[5-phenyl-4-(4-methoxybenzyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265047-81-1 2-[4-(phenoxymethyl)-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-25-9 2-[4-[(4-chlorophenoxy)methyl]-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 
• 1265049-29-3 2-[4-[(4-methylphenoxy)methyl]-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 

Relevant articles and documents

Synthesis and antiproliferative activity of 2-aryl-4-(3,4,5-trimethoxybenzoyl)-1,2,3-triazol derivatives as microtubule-destabilizing agents

A series of 2-aryl-4-(3,4,5-trimethoxybenzoyl)-1,2,3-triazols were designed as analogs of substituted methoxybenzoyl-aryl-thiazole (SMART) under the consideration of geometric features. The target compounds were synthesized via concise and efficient processes including microwave-assisted cyclization, and were evaluated for their antiproliferative activity against three human cancer cell lines. Most compounds exhibited moderate antiproliferative activity with IC50 values in the micromolar to sub-micromolar range. Tubulin polymerization and immunofluorescence studies demonstrated that (Z)-9a was a potent microtubule-destabilizing agent and disrupted the polymerization dynamics. Moreover, (Z)-9a significantly induced accumulation of cells in the G2/M phase and caused microtubule destabilization. Molecular modeling studies showed that (Z)-9a probably binds to the colchicine site of tubulin.

3,5-Diaryl-1H-pyrazolo[3,4-b]pyridines as potent tubulin polymerization inhibitors: Rational design, synthesis and biological evaluation

A series of novel 3,5-diaryl-1H-pyrazolo[3,4-b]pyridines as tubulin polymerization inhibitors targeting the colchicine site were designed via ring tethering strategy, which was supported by conformational analysis. The general, chemically unstable and rot

Microtubule inhibitor as well as preparation method and application thereof

The invention relates to a microtubule inhibitor as well as a preparation method and application thereof, belongs to the field of chemical medicines and aims to solve the problem that the biological activity is rapidly reduced because the existing microtubule inhibitor CA-4 cisoid conformation is easily transformed into trans-conformation. The technical scheme provides a compound expressed by a formula I as well as pharmaceutically acceptable salts or crystals thereof. Experiment results show that the compound shows extremely strong in-vitro anti-proliferation activity in tumor cells such as ovarian cancer cells, cervical cancer cells, non-small cell lung cancer cells, colon cancer cells and breast cancer cells, can obviously inhibit the tumor progression in the body, and is high in safety; the formula I is as shown in the description.