1346862-97-2

Basic information

• Product Name: 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminopropyl ester
• Synonyms: 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminopropyl ester
• CAS NO: 1346862-97-2
• Molecular Weight: 332.4
• Mol File: 1346862-97-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminopropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminopropyl ester(1346862-97-2)
• EPA Substance Registry System: 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminopropyl ester(1346862-97-2)

Safety Data

• Hazardous Substances Data: 1346862-97-2(Hazardous Substances Data)

Upstream product

• 127572-59-2 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester 
• 3179-63-3 3-Dimethylamino-1-propanol 
• 1204296-63-8 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 

Downstream Products

• 1346862-69-8 3,5-dibromo-4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminopropyl ester 
• 1346862-74-5 3,5-dibromo-4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid N,N-dimethylaminoproyl ester hydrochloride 

Relevant articles and documents

Pyrrole-based antitubulin agents: Two distinct binding modalities are predicted for C-2 analogues in the colchicine site

3,5-Dibromo-4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester is a promising antitubulin lead agent that targets the colchicine site of tubulin. C-2 analogues were synthesized and tested for microtubule depolymerizing and antiproliferative activity. Molecular modeling studies using both GOLD docking and HINT (Hydropathic INTeraction) scoring revealed two distinct binding modes that explain the structure-activity relationships and are in accord with the structural basis of colchicine binding to tubulin. The binding mode of higher activity compounds is buried deeper in the site and overlaps well with rings A and C of colchicine, while the lower activity binding mode shows fewer critical contacts with tubulin. The model distinguishes highly active compounds from those with weaker activities and provides novel insights into the colchicine site and compound design.