69195-96-6

Basic information

• Product Name: 5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID
• Synonyms: 1-BENZYL-5-NITRO-1H-INMIDAZOLE-4-CARBOXYLIC ACID;5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID;5-Nitro-1-(phenymethyl)-1H-imidazole-4-carboxylic acid;5-Nitro-1-(PhenylMethyl)-...;5-Nitro-1-(PhenylMethyl)-1H-iMidazolle-4-carboxylic acid;1-Benzyl-5-nitro-1H-imidazole-4-carboxylic acid
• CAS NO: 69195-96-6
• Molecular Formula: C₁₁H₉N₃O₄
• Molecular Weight: 247.21
• Mol File: 69195-96-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 154-156 °C
• Boiling Point: 522.165 °C at 760 mmHg
• Flash Point: 269.596 °C
• Appearance: /
• Density: 1.47 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• PKA: 1.85±0.61(Predicted)
• CAS DataBase Reference: 5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID(69195-96-6)
• EPA Substance Registry System: 5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID(69195-96-6)

Safety Data

• Hazardous Substances Data: 69195-96-6(Hazardous Substances Data)

Usage

General Description

5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID is a chemical compound with the molecular formula C11H9N3O4. It is an imidazole derivative with a nitro group and a carboxylic acid functional group. 5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID has potential pharmaceutical applications due to its ability to act as a nitrogen-containing heterocyclic ring system, which is a common structural motif in many biologically active molecules. The presence of the nitro group also makes it potentially useful as a precursor in the synthesis of other organic compounds. Studies have shown that 5-NITRO-1-(PHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID exhibits antimicrobial and antiparasitic activity, making it a promising candidate for further research and development in the pharmaceutical industry.

InChI:InChI=1/C11H9N3O4/c15-11(16)9-10(14(17)18)13(7-12-9)6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H,15,16)

Upstream product

• 69195-95-5 1-benzyl-4-nitro-5-styryl-1H-imidazole 
• 69195-94-4 5-nitro-4-(2-phenylethenyl)-1-(phenylmethyl)-1H-imidazole 
• 434326-06-4 1-benzyl-4-dichloromethyl-5-nitroimidazole 
• 159790-78-0 1-benzyl-5-nitroimidazole 
• 100-44-7 benzyl chloride 
• 87471-10-1 5-nitro-1-(phenylmethyl)-1H-imidazole-4-carboxaldehyde 
• 69195-93-3 5-nitro-4-(2-phenylethenyl)-1H-imidazole 

Downstream Products

• 1450627-69-6 3-benzyl-5-butoxy-4,5,6,7-tetrahydroimidazo[4,5-e] [1,4]diazepin-8(3H)-one 
• 1450627-68-5 3-benzyl-5-ethoxy-4,5,6,7-tetrahydroimidazo[4,5-e] [1,4]diazepin-8(3H)-one 
• 1450627-67-4 3-benzyl-5-methoxy-4,5,6,7-tetrahydroimidazo[4,5-e] [1,4]diazepin-8(3H)-one 
• 1450627-66-3 3-benzyl-5-hydroxy-4,5,6,7-tetrahydroimidazo[4,5-e] [1,4]diazepin-8(3H)-one 
• 1450627-79-8 5-amino-1-benzyl-N-(2,2-dimethoxyethyl)-1H-imidazole-4-carboxamide 
• 1450627-78-7 1-benzyl-N-(2,2-dimethoxyethyl)-5-nitro-1H-imidazole-4-carboxamide 
• 69195-97-7 2-nitro-1-(1-benzyl-5-nitro-1H-imidazol-4-yl)ethanone 
• 132611-20-2 N¹-methoxycarbonyl-N²-benzyl-N²-(1-benzyl-5-chloro-4-imidazolylcarbonyl)hydrazine 
• 132611-18-8 N¹-methoxycarbonyl-N²-benzyl-N²-(5-amino-1-benzyl-4-imidazolylcarbonyl)hydrazine 
• 132611-21-3 3-benzyl-7-methyl-3,4,6,7-tetrahydroimidazo<4,5-e><1,2,4>triazepine-5,8-dione 
• 132611-16-6 N²-methyl-N²-(5-amino-1-benzyl-4-imidazolylcarbonyl)hydrazine 
• 133124-69-3 1-benzyl-4-(N-methoxycarbonylmethyl-N-methyl)carbamoyl-5-nitroimidazole 
• 132968-35-5 1-benzyl-4-(N-methoxycarbonylmethyl)carbamoyl-5-nitroimidazole 
• 133124-70-6 5-amino-1-benzyl-4-(N-methoxycarbonylmethyl-N-methyl)carbamoylimidazole 

Relevant articles and documents

Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one

Reaction of 1-benzyl-5-nitroimidazole with carbanion generated from chloroform and potassium tert-butoxide afforded 1-benzyl-4-dichloromethyl-5-nitroimidazole in 72% yield. This vicarious nucleophilic substitution reaction was successfully applied to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one, an important intermediate in the synthesis of natural and biologically active compounds.

Total synthesis of (8R)-3-(2-deoxy-β-D-erythro-pentofuranosyl)-3,6,7,8- tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol (pentostatin), the potent inhibitor of adenosine deaminase

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