1442439-46-4

Basic information

• Product Name: 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoic acid
• Synonyms: 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoic acid
• CAS NO: 1442439-46-4
• Molecular Weight: 492.369
• Mol File: 1442439-46-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoic acid(1442439-46-4)
• EPA Substance Registry System: 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoic acid(1442439-46-4)

Safety Data

• Hazardous Substances Data: 1442439-46-4(Hazardous Substances Data)

Upstream product

• 1442439-45-3 ethyl 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)-6-chromanyl]carbonyl]amino]benzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 1740-74-5 1,1-diethoxy-3-methyl-2-butene 
• 192762-72-4 8-bromo-2,2-dimethyl-4-(4-methylphenyl)-4(2H)-chroman-6-carboxylic acid 
• 192762-71-3 ethyl 8-bomo-2,2-dimethyl-4-(4-methylphenyl)-4(2H)-chroman-6-carboxylate 
• 192762-70-2 ethyl 8-bromo-2,2-dimethyl-4-oxochroman-6-carboxylate 
• 192762-69-9 ethyl 8-bromo-2,2-dimethylchroman-6-carboxylate 
• 6630-24-6 ethyl 2,2-dimethylchromene-6-carboxylate 
• 2039-47-6 2,2-dimethylchroman-6-carboxylic acid 
• 32333-31-6 2,2-dimethyl-6-acetylchroman 
• 1198-96-5 2,2-dimethylchroman 
• 4167-73-1 4-(2-hydroxyphenyl)-2-methyl-2-butanol 

Relevant articles and documents

Practical synthesis of a chromene analog for use as a retinoic acid receptor alpha antagonist lead compound

Retinoic acid receptor alpha (RARα) selective compounds may guide the design of drugs that can be used in conjunction with hormonal adjuvant therapy in the treatment of breast cancer. Herein we report a modified synthesis of a known RARα antagonist, 2-fluoro-4-[[[8-bromo-2,2-dimethyl-4-(4- methylphenyl)chroman-6-yl]carbonyl]amino]benzoic acid and a synthesis of its unknown, desfluoro analog, 4-[[[8-bromo-2,2-dimethyl-4-(4-methylphenyl)chroman- 6-yl]carbonyl]amino]benzoic acid. The modified route allows for facile reaction workups, increased yields, lower cost and incorporates a green alternative step. Structure-activity relationship studies determined through functional cell-based assays, demonstrated antagonism to RARα for both compounds. Molecular modeling within the RARα binding pocket was used to compare binding interactions of the desfluoro analog to a known RAR antagonist.