196806-10-7

Basic information

• Product Name: 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester
• Synonyms: 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester
• CAS NO: 196806-10-7
• Molecular Weight: 291.223
• Mol File: 196806-10-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester(196806-10-7)
• EPA Substance Registry System: 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester(196806-10-7)

Safety Data

• Hazardous Substances Data: 196806-10-7(Hazardous Substances Data)

Usage

Description

5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester is a chemical compound derived from 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid, featuring a 4-nitro-phenyl ester functional group. It possesses potentially harmful properties and should be handled with caution due to its potential toxicity and harmful effects if ingested, inhaled, or exposed to skin and eyes.

Uses

Used in Chemical and Biochemical Research Applications:
5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester is used as a reagent in the synthesis of peptides and protein modification, contributing to the advancement of scientific research in these fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester is used as a building block for the development of new drugs and therapeutic agents, potentially leading to innovative treatments and medical solutions.
Used in Research and Development:
5-Amino-4-carbamoyl-imidazole-1-carboxylic acid 4-nitro-phenyl ester is utilized in research and development settings to explore its properties and potential applications, furthering our understanding of its capabilities and limitations in various chemical and biochemical processes.

Upstream product

• 360-97-4 5-Aminoimidazole-4-carboxamide 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 72-40-2 5-amino-1H-imidazole-4-carboxamide monohydrochloride 

Downstream Products

• 188612-53-5 5-amino-N₁-methyl-1H-imidazole-1,4-dicarboxamide 
• 85622-93-1 temozolomide 

Relevant articles and documents

Temozolomide intermediate compound IV

The invention belongs to the field of pharmaceutical chemical engineering, and particularly relates to a IV novel method for synthesizing temozolomide by reacting a nitroimidazole type substrate with methylhydrazine, and the method IV avoids the use of dangerous chemical reagents, and the synthesized intermediate does not generate new impurities. The method is economical, environment-friendly, high in yield and suitable for industrial production.

Antitumor Imidazotetrazines. 35. New Synthetic Routes to the Antitumor Drug Temozolomide

Three new pathways to the antitumor drug temozolomide (4) have been explored via intermediates 3, 6, and 7. The key intermediate 5-amino-1-(N-methylcarbamoyl)imidazole-4-carboxamide (6) has been successfully converted to 4 in 45% yield by employing sodium nitrite in aqueous tartaric acid at 0-5°C. Compound 6 is prepared from nitrophenyl carbamate 14a and methylamine or directly from 5-aminoimidazole-4-carboxamide (13) and either methyl isocyanate or N-methylcarbamoyl chloride. Temozolomide (4) is also prepared from 8-cyano-3-methylimidazo[5,1-d]-l,2,3,5-tetrazin4(3H)-One (7) by hydrolysis to the hydrochloride salt of 4 in 10 M hydrochloric acid. Compound 7 is prepared from either 5-diazoimidazole-4-carbonitrile (28) and methyl isocyanate or by diazotization of 5-amino-1-(N-methylcarbamoyl)imidazole-4-carbonitrile (25). Attempts to cyclize 5-(3-methyltriazen-1-yl)imidazole-4-carboxamide (3) with phosgene or phosgene equivalents were unsuccessful: only 2-azahypoxanthine (11) was isolated.