65003-40-9

Basic information

• Product Name: 2-METHOXYCARBONYLAMINO-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID
• Synonyms: 2-METHOXYCARBONYLMETHYL-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID;2-METHOXYCARBONYLAMINO-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID;2-((Methoxycarbonyl)aMino)-1H-benzo[d]iMidazole-5-carboxylic acid;2-Methoxycarbonylamino-1H-benzoimidazole-6-carboxylic acid ;2-Methoxycarbonylamino-1H-benzoimidazole-6-carboxylic acid 97%;2-Methoxycarbonylamino-3H-benzimidazole-5-carboxylic acid;2-[(methoxycarbonyl)amino]-1H-1,3-benzodiazole-6-carboxylic acid;2-[(Methoxycarbonyl)amino]-1H-benzimidazole-6-carboxylic acid
• CAS NO: 65003-40-9
• Molecular Formula: C₁₀H₉N₃O₄
• Molecular Weight: 235.2
• Mol File: 65003-40-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 280-286°C
• Appearance: /
• Density: 1.599g/cm³
• Refractive Index: 1.744
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.11±0.30(Predicted)
• CAS DataBase Reference: 2-METHOXYCARBONYLAMINO-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYCARBONYLAMINO-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID(65003-40-9)
• EPA Substance Registry System: 2-METHOXYCARBONYLAMINO-3H-BENZOIMIDAZOLE-5-CARBOXYLIC ACID(65003-40-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 65003-40-9(Hazardous Substances Data)

Usage

General Description

2-Methoxycarbonylamino-3H-benzoimidazole-5-carboxylic acid is a chemical compound generally used in scientific research and experiments. Its key attributes include a molecular formula of C11H10N2O5, a molecular weight of 248.20 g/mol, and it's often expressed as a fine white powder form. Its structure is known to contain a benzimidazole ring which is a base structure for many drugs and targets various enzymes and receptors. However, the detailed biological activity and applications of this specific compound are not widely established and are likely the subject of ongoing research. Always handle such chemicals with care, as the health effects of direct exposure or ingestion are often unknown.

InChI:InChI=1/C10H9N3O4/c1-17-10(16)13-9-11-6-3-2-5(8(14)15)4-7(6)12-9/h2-4H,1H3,(H,14,15)(H2,11,12,13,16)

Upstream product

• 34840-23-8 1,3-Dicarbomethoxy-S-methylisothiourea 
• 619-05-6 3,4-diaminobenzoic acid 
• 1588-83-6 4-amino-3-nitrobenzoic acid 
• 867-44-7 S-Methylisothiourea sulfate 
• 79-22-1 methyl chloroformate 

Downstream Products

• 436810-06-9 C₁₇H₂₂N₄O₃ 
• 436810-02-5 C₁₆H₁₅N₅O₃ 
• 135696-87-6 methyl 5-<carbamoyl>-1H-benzimidazole-2-carbamate hydrochloride 
• 135696-79-6 methyl 5-<<(p-fluorobenzyl)oxy>carbonyl>-1H-benzimidazole-2-carbamate hydrochloride 
• 89791-14-0 [5-(4-Fluoro-phenylcarbamoyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester 

Relevant articles and documents

Synthesis and in vitro cysticidal activity of new benzimidazole derivatives

Despite albendazole being the drug of choice in neurocysticercosis treatment, its low solubility limits its bioavailability; therefore, more research is required in order to find new molecules with cestocidal activity and adequate aqueous solubility. A set of 13 benzimidazole derivatives were synthesized and their in vitro activities were evaluated against Taenia crassiceps cysts, using albendazole sulfoxide as reference molecule, showing that two of them exhibited good activity. Molecular modelling revealed that the cysticidal efficacy depends on the presence on the molecule of an H in the 1-position, a planar carbamate group at 2-position, and if the substituent in 5-position is voluminous, it should be orthogonal to the benzimidazole ring.

Studies in Antiparasitic Agents: Part 9 - Synthesis of 5(6)-Alkoxycarbonyl-2-substituted-benzimidazoles as Potential Anthelmintics

Methyl 5(6)-alkoxycarbonylbenzimidazole-2-carbamates (5a-5f) and 5(6)-carboxyl analogue (5g) and its salts (6a-6b) have been synthesized starting from 4-amino-3-nitrobenzoic acid (2), and their structures established by elemental analysis and spectral data.The drugs 5a-5g and 6a-6b have been tested for their anthelmintic activity in rodents infested by Ancylostoma ceylanicum, Syphacia obvelata, Nippostrongylus brasiliensis, Hymenolepis nana, Cysticercus fasciolaris, Litomosoides carinii and Dipetalonema viteae and found to cause 100percent elimination of A. ceylanicum hookworms at an oral dose of 25-250 mg/kg but not so effective against other helminths.