634602-84-9

Basic information

• Product Name: ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate
• Synonyms: ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate;Ethyl 2-hydroxy-1H-1,3-benzodiazole-6-carboxylate;ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate-3
• CAS NO: 634602-84-9
• Molecular Formula: C10H10N2O3
• Molecular Weight: 206.198
• Mol File: 634602-84-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate(634602-84-9)
• EPA Substance Registry System: ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate(634602-84-9)

Safety Data

• Hazardous Substances Data: 634602-84-9(Hazardous Substances Data)

Usage

General Description

Ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate is a chemical compound with a complex molecular structure consisting of ethyl, oxo, dihydro, benzo, and carboxylate groups. It is a synthetic intermediate used in the production of pharmaceuticals and agrochemicals, particularly in the synthesis of benzimidazole derivatives. Benzimidazoles have various biological activities, such as anticancer, antimicrobial, antiviral, and antihelminthic properties. ethyl 2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-5-carboxylate has potential applications in the development of new drugs and pesticides, and its synthesis and properties are of interest to the scientific and pharmaceutical communities.

Upstream product

• 37466-90-3 ethyl 3,4-diaminobenzoate 
• 57-13-6 urea 

Downstream Products

• 857070-66-7 (2-chloro-3H-benzoimidazol-5-yl)methanol 
• 857067-38-0 2-[6-hydroxymethyl-2-(3-morpholin-4-ylpropylamino)benzoimidazol-1-ylmethyl]-6-methylpyridin-3-ol 
• 857067-39-1 2-[5-hydroxymethyl-2-(3-morpholin-4-ylpropylamino)benzoimidazol-1-ylmethyl]-6-methylpyridin-3-ol 
• 857070-65-6 3-(3-hydroxy-6-methylpyridin-2-ylmethyl)-2-(3-morpholin-4-ylpropylamino)-3H-benzoimidazole-5-carbaldehyde 
• 857070-67-8 [2-(3-morpholin-4-ylpropylamino)-3H-benzoimidazol-5-yl]methanol 
• 857035-29-1 2-chloro-3H-benzoimidazole-5-carboxylic acid ethyl ester 

Relevant articles and documents

Selection of a respiratory syncytial virus fusion inhibitor clinical candidate. 2. Discovery of a morpholinopropylaminobenzimidazole derivative (TMC353121)

A preceding paper (Bonfanti et al. J. Med Chem. 2007, 50, 4572-4584) reported the optimization of the pharmacokinetic profile of substituted benzimidazoles by reducing their tissue retention. However, the modifications that were necessary to achieve this goal also led to a significant drop in anti-RSV activity. This paper describes a molecular modeling study followed by a lead optimization program that led to the recovery of the initial potent antiviral activity and the selection of TMC353121 as a clinical candidate.

5- OR 6-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION

The present invention concerns 5- or 6-substituted-benzimidazole derivatives having inhibitory activity on the replication of the respiratory syncytial virus and having the formula (I) a prodrug, N-oxide, addition salt, quaternary amine, metal complex or