237429-60-6

Basic information

• Product Name: 2-(3,4-diaminophenyl)-5-phenyl-benzimidazole
• Synonyms: 2-(3,4-diaminophenyl)-5-phenyl-benzimidazole
• CAS NO: 237429-60-6
• Molecular Weight: 300.363
• Mol File: 237429-60-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(3,4-diaminophenyl)-5-phenyl-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-diaminophenyl)-5-phenyl-benzimidazole(237429-60-6)
• EPA Substance Registry System: 2-(3,4-diaminophenyl)-5-phenyl-benzimidazole(237429-60-6)

Safety Data

• Hazardous Substances Data: 237429-60-6(Hazardous Substances Data)

Upstream product

• 35998-98-2 2,4-dinitrobenzaldehyde 
• 192879-70-2 2-(3,4-dinitrophenyl)-5-phenylbenzimidazole 
• 4458-39-3 biphenyl-3,4-diamine 

Downstream Products

• 230308-95-9 5-phenyl-2-[2'-(3,4-diaminophenyl)benzimidazol-5'yl]benzimidazole 
• 230308-95-9 5-phenyl-2-[2'-(3,4-phenylenediamine)benzimidazol-5-yl]benzimidazole 
• 237429-50-4 N-[2-(5-phenyl-1H,3'H,3''H-[2,5';2',5'']terbenzoimidazol-2''-yl)-ethyl]-acetamide 
• 237429-51-5 2''-(2-methoxy-ethyl)-5-phenyl-1H,3'H,3''H-[2,5';2',5'']terbenzoimidazole 
• 192879-72-4 5-phenyl-2-[2'-(3,4-dinitrophenyl)benzimidazol-5'-yl]benzimidazole 
• 192879-72-4 5-phenyl-2-[2'-(3,4-dinitrophenyl)benzimidazol-5'yl]benzimidazole 

Relevant articles and documents

Heterocyclic topoisomerase poisons

The invention provides a topoisomerase poison of formula I: wherein R1-R8 have any of the meanings defined in the specification, or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions comprising a compound of formula I or a salt thereof, intermediates useful for preparing a compound of formula I, and therapeutic methods comprising administering a compound of formula I or a salt thereof.

Terbenzimidazoles: Influence of 2''-, 4-, and 5-substituents on cytotoxicity and relative potency as topoisomerase I poisons

Terbenzimidazoles poison the nuclear enzyme topoisomerase I and possess significant cytotoxic activity against several human tumor cell lines. The relative pharmacological activity of 4,5- and 5,6-benzoterbenzimidazoles was compared to that of 5-phenylterbenzimidazole (3). 5,6-Benzoterbenzimidazole is inactive as a topoisomerase I poison and did not exhibit significant cytotoxic activity. In contrast, 4,5-benzoterbenzimidazole retained activity as a topoisomerase I poison but exhibited weak cytotoxic activity relative to 3. While 5-(1-naphthyl)-terbenzimidazole is less potent than 3 as a topoisomerase I poison and cytotoxic agent, 5-(2-naphthyl)terbenzimidazole has comparable activity to 3. The presence of a p-methoxy or p-chloro substituent on the phenyl moiety did not dramatically alter the pharmacological activity of 3. Several analogs of 3 were synthesized wherein the 2''-substituent varied from methyl, ethyl, propyl, isopropyl, phenyl to p-methoxyphenyl. Evaluation of the intrinsic activity of these analogs as topoisomerase I poisons indicates that topoisomerase I poisoning was not diminished by the presence of a methyl, ethyl, propyl, and isopropyl substituent at the 2''-position. Among the various 2''-substituted analogs evaluated, only in the case of 2''-(p-methoxyphenyl)-5-phenylterbenzimidazole was a significant decrease in cytotoxicity observed.