1060798-54-0

Basic information

• Product Name: 3-(3',4'-dimethoxybenzoyl)cyclopropane-1,1,2,2-tetracarbonitrile
• Synonyms: 3-(3',4'-dimethoxybenzoyl)cyclopropane-1,1,2,2-tetracarbonitrile
• CAS NO: 1060798-54-0
• Molecular Weight: 306.28
• Mol File: 1060798-54-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(3',4'-dimethoxybenzoyl)cyclopropane-1,1,2,2-tetracarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3',4'-dimethoxybenzoyl)cyclopropane-1,1,2,2-tetracarbonitrile(1060798-54-0)
• EPA Substance Registry System: 3-(3',4'-dimethoxybenzoyl)cyclopropane-1,1,2,2-tetracarbonitrile(1060798-54-0)

Safety Data

• Hazardous Substances Data: 1060798-54-0(Hazardous Substances Data)

Upstream product

• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 15462-03-0 3',4'-dimethoxyphenylglyoxal 
• 109-77-3 malononitrile 
• 1885-22-9 bromomalononitrile 
• 163428-90-8 2,2-dihydroxy-1-(3,4-dimethoxyphenyl)ethan-1-one 

Downstream Products

• 1207743-76-7 2-[5-amino-4-cyano-2-(3,4-dimethoxyhenyl)-2-methoxyfuran-3(2H)-ylidene]malononitrile 
• 1207743-91-6 sodium 1,1,3,3-tetracyano-2-(3,4-dimethoxybenzoyl)propenide 
• 1207743-84-7 2-[5-amino-4-cyano-2-(ethylideneaminooxy)-2-(3,4-dimethoxyhenyl)furan-3(2H)-ylidene]malononitrile 
• 1207743-81-4 2-[5-amino-4-cyano-2-(3,4-dimethoxyhenyl)-2-(2-hydroxyethoxy)furan-3(2H)-ylidene]malononitrile 
• 1207743-87-0 2-[5-amino-4-cyano-2-(3,4-dimethoxyphenyl)-2-(isopropylideneaminooxi)furan-3(2H)-ylidene]malononitrile 
• 1314641-90-1 6-amino-3-(3,4-dimethoxyphenyl)-8-oxo-4,5,7-triazatricyclo[4.3.0.0(2,9)]non-3-ene-1,9-dicarbonitrile 
• 1416564-69-6 4-amino-1-(3',4'-dimethoxyphenyl)-1-hydroxy-3,6-dioxo-2,3,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitrile 

Relevant articles and documents

Antiproliferative Activity of 2-Aroyland 2-Heteroyl-1,1,3,3-Tetracyanoprop-2-en-1-ides

The influence of previously synthesized 2-aroyl-1,1,3,3-tetracyanoprop-2-en-1-ides on the growth of conditionally normal and tumor cells was studied in continuation of a search for new anticancer drugs. Cytotoxicities of the compounds were studied with respect to human tumor cell lines from the ATCC. All compounds were ineffective against melanoma and lung and ovary cancer cell lines and exhibited moderate activity in the other cases. The tested compounds exhibited highly selective effects because they were safe for conditionally normal skin fibroblasts.

Synthesis of 2,2,3,3-tetracyanocyclopropyl ketones and their reactions with oxygen-centered nucleophiles

A procedure for the synthesis of 2,2,3,3-tetracyanocyclopropyl ketones has been developed on the basis of three-component Wideqvist reaction of dihydroxymethyl ketones, 2-bromomalononitrile, and malononitrile. The presence of five electron-withdrawing groups in the resulting cyclopropyl ketones determines high acidity of proton in the cyclopropane ring. Facile deprotonation by the action of bases promotes opening of the three-membered ring with formation of either 1,1,3,3-tetracyanopropenides or (in the presence of alcohols or oximes), [2-alkoxy(aminooxy)-5-amino-4-cyanofuran-3(2H)-ylidene] malononitriles. The reaction with acetone oxime was not accompanied by cleavage of the three-membered ring, and nucleophilic attack was directed at the cyano groups in the trans position with respect to the carbonyl group to give the corresponding (1R*,5S*,6R*)-4-amino-2,2-bis(prop-2- ylideneaminooxy)-3-azabicyclo[3.1.0]hex-3-ene-1,5-dicarbonit riles.