22769-68-2

Basic information

• Product Name: methyl 5-hydroxy-2-benzimidazole carbamate
• Synonyms: methyl 5-hydroxy-2-benzimidazole carbamate
• CAS NO: 22769-68-2
• Molecular Formula: C₉H₉N₃O₃
• Molecular Weight: 207.19
• Mol File: 22769-68-2.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.558g/cm³
• Refractive Index: 1.756
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly)
• CAS DataBase Reference: methyl 5-hydroxy-2-benzimidazole carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-hydroxy-2-benzimidazole carbamate(22769-68-2)
• EPA Substance Registry System: methyl 5-hydroxy-2-benzimidazole carbamate(22769-68-2)

Safety Data

• Hazardous Substances Data: 22769-68-2(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
Methyl 5-hydroxy-2-benzimidazole carbamate is used as a fungicide for [application reason], such as controlling fungal infections in crops and protecting plants from diseases caused by fungi.
Used in Pharmaceutical Industry:
Methyl 5-hydroxy-2-benzimidazole carbamate is used as an impurity in the production of Albendazole, a medication used to treat various parasitic worm infections. Its presence in the drug may contribute to the overall effectiveness of the treatment or serve as a marker for quality control purposes.

InChI:InChI=1/C9H9N3O3/c1-15-9(14)12-8-10-6-3-2-5(13)4-7(6)11-8/h2-4,13H,1H3,(H2,10,11,12,14)

Upstream product

• 610-81-1 4-hydroxy-2-nitroaniline 
• 34840-23-8 1,3-bis-(methoxycarbonyl)-S-methylisothiourea 
• 162976-69-4 1H-benzimidazol-2-ylcarbamic acid methyl ester 

Downstream Products

• 436810-22-9 C₁₉H₁₉N₃O₇ 

Relevant articles and documents

Regioselective hydroxylation of carbendazim by mammalian cytochrome P450: A combined experimental and computational study

Carbendazim (CBZ), a broad-spectrum pesticide frequently detected in fruits and vegetables, could trigger potential toxic risks to mammals. To facilitate the assessment of health risks, this study aimed to characterize the cytochrome P450 (CYPs)-mediated metabolism profiles of CBZ by a combined experimental and computational study. Our results demonstrated that CYPs-mediated region-selective hydroxylation was a major metabolism pathway for CBZ in liver microsomes from various species including rat, mouse, minipig, dog, rabbit, guinea pig, monkey, cow and human, and the metabolite was biosynthesized and well-characterized as 6-OH-CBZ. CYP1A displayed a predominant role in the region-selective hydroxylation of CBZ that could attenuate its toxicity through converting it into a less toxic metabolite. Meanwhile, five other common pesticides including chlorpyrifos-methyl, prochloraz, chlorfenapyr, chlorpyrifos, and chlorothalonil could significantly inhibit the region-selective hydroxylation of CBZ, and consequently remarkably increased CBZ exposure in vivo. Furthermore, computational study clarified the important contribution of the key amino acid residues Ser122, and Asp313 in CYP1A1, as well as Asp320 in CYP1A2 to the hydroxylation of CBZ through hydrogen bonds. These results would provide some useful information for the metabolic profiles of CBZ by mammalian CYPs, and shed new insights into CYP1A-mediated metabolic detoxification of CBZ and its health risk assessment.

Substituted phenylsulfonyloxybenzimidazolecarbamates and anthelmintic compositions

New phenylsulfonyloxybenzimidazolecarbamates of the formula STR1 are described, as are processes for their preparation. The new compounds have anthelmintic activity, including, in particular, against liver flukes.