53484-18-7

Basic information

• Product Name: 1H-Benzimidazole-6-carboxylicacid,1-methyl-(9CI)
• Synonyms: 1H-Benzimidazole-6-carboxylicacid,1-methyl-(9CI);1-METHYL-1H-BENZIMIDAZOLE-6-CARBOXYLIC ACID;1-Methyl-1H-1,3-benzodiazole-6-carboxylic acid;3-Methyl-3H-benzo[d]iMidazole-5-carboxylic acid;1-Methyl-6-benziMidazole carboxylic acid;1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid;1-Methylbenzimidazole-6-carboxylic acid;3-Methyl-3H-benzoimidazole-5-carboxylic acid
• CAS NO: 53484-18-7
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.18
• Product Categories: BENZIMIDAZOLE
• Mol File: 53484-18-7.mol

Chemical Properties

• Boiling Point: 411.1 °C at 760 mmHg
• Flash Point: 202.4 °C
• Appearance: /
• Density: 1.35 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1H-Benzimidazole-6-carboxylicacid,1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-6-carboxylicacid,1-methyl-(9CI)(53484-18-7)
• EPA Substance Registry System: 1H-Benzimidazole-6-carboxylicacid,1-methyl-(9CI)(53484-18-7)

Safety Data

• Hazardous Substances Data: 53484-18-7(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Synthesis:
1H-Benzimidazole-6-carboxylic acid, 1-methyl-(9CI) is used as a reagent in the synthesis of aminopyridine-derived amides. These amides act as inhibitors of nicotinamide phosphoribosyltransferase (NAMPT), an enzyme that plays a crucial role in cellular metabolism and energy production. Inhibiting NAMPT can have potential therapeutic applications in various diseases, including cancer and inflammatory disorders.
2. Used in Antiprotozoal Drug Development:
1H-Benzimidazole-6-carboxylic acid, 1-methyl-(9CI) is also utilized as a reagent in the synthesis of nitazoxanide-N-methylbenzimidazole hybrids. These hybrids exhibit antiprotozoal activity, making them potentially useful in the development of new drugs to treat protozoan infections, such as those caused by parasites like Giardia, Plasmodium, and Trypanosoma.

Upstream product

• 263409-77-4 2-(4,6-difluoro-1H-benzoimidazol-2-ylmethyl)-3-methyl-3H-benzoimidazole-5-carboxylic acid 
• 67-56-1 methanol 
• 131020-50-3 methyl 1-methyl-1H-benzo[d]imidazole-6-carboxylate 
• 10394-40-8 1,6-dimethylbenzimidazole 
• 251643-13-7 methyl 3-(methylamino)-4-nitrobenzoate 
• 616224-38-5 methyl 4-amino-3-(methylamino)benzoate 

Relevant articles and documents

Synthesis and antiprotozoal activity of nitazoxanide-N-methylbenzimidazole hybrids

A series of a novel hybrid compounds between nitazoxanide and N-methylbenzimidazole were synthesized starting from the corresponding N-methyl-2-nitroanilines. The new hybrid compounds (1-13) were evaluated in vitro against Giardia intestinalis, Entamoeba

Development of a scalable synthesis of a nonbasic inhibitor of the serine protease tryptase

A chromatography-free process for the synthesis of a bis(benzimidazole)difluoromethane inhibitor of the serine protease tryptase is described. This synthesis features the introduction of the gem-difluoro moiety using the electrophilic fluorinating reagent N-fluoro-bis(phenylsulfonimide) as well as the stepwise introduction of both benzimidazole rings. A protocol for the destruction of reactive, process-related substances produced in the synthesis is also presented.

Neutrophil inhibitors to reduce inflammatory response

The invention provides novel compounds selected from the group consisting of: The compounds of the present invention are useful for the treatment and prevention of a variety of diseases and conditions associated with undesirable or abnormal inflammatory responses, such as ischemia-reperfusion injury. Accordingly, the invention further provides pharmaceutical compositions comprising these compounds. The invention still further provides methods of treatment or prevention for the above disorders using theses compounds or the compositions containing them.

4,5,6,7-tetrahydrobenzimidazole derivatives as 5HT3 -antagonists

4,5,6,7-Tetrahydrobenzimidazole derivatives represented by general formula (I) STR1 wherein groups represents the following: R1, R2, R3 : independently represent hydrogen atom, hydroxy group, a halogen atom, a lower alkyl