62160-01-4

Basic information

• Product Name: 1-(4-amino-3-carbamoyl-1H-pyrazol-5-yl)-1,4-anhydropentitol
• CAS NO: 62160-01-4
• Molecular Formula: C₉H₁₄N₄O₅
• Molecular Weight: 258.2313
• Mol File: 62160-01-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 616.1°C at 760 mmHg
• Flash Point: 326.4°C
• Density: 1.732g/cm³
• Vapor Pressure: 4.9E-16mmHg at 25°C
• Refractive Index: 1.731
• CAS DataBase Reference: 1-(4-amino-3-carbamoyl-1H-pyrazol-5-yl)-1,4-anhydropentitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-amino-3-carbamoyl-1H-pyrazol-5-yl)-1,4-anhydropentitol(62160-01-4)
• EPA Substance Registry System: 1-(4-amino-3-carbamoyl-1H-pyrazol-5-yl)-1,4-anhydropentitol(62160-01-4)

Safety Data

• Hazardous Substances Data: 62160-01-4(Hazardous Substances Data)

Usage

General Description

1-(4-amino-3-carbamoyl-1H-pyrazol-5-yl)-1,4-anhydropentitol, also known as ACP, is a chemical compound that belongs to the family of aminoglycoside antibiotics. It is derived from the natural compound neomycin B and has antimicrobial properties. ACP works by binding to the bacterial ribosome, inhibiting protein synthesis and ultimately leading to bacterial cell death. 1-(4-amino-3-carbamoyl-1H-pyrazol-5-yl)-1,4-anhydropentitol has been of interest in the development of novel antibiotics and potential treatments for bacterial infections. Its unique structure and mechanism of action make it a valuable candidate for further research and potential clinical use.

Upstream product

• 62160-04-7 4-amino-3-(β-D-ribofuranosyl)pyrazole-5-carboxamidoxime 
• 13877-76-4 formycin-B 
• 57101-52-7 formycin 
• 62160-03-6 7-amino-3-(β-D-ribofuranosyl)pyrazolo<4,3-d>pyrimidine 
• 94827-24-4 5-carbamoyl-4-nitro-1-(tetrahydropyran-2-yl)-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-pyrazole 
• 94827-23-3 5-cyano-4-nitro-1-(tetrahydropyran-2-yl)-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-pyrazole 
• 75156-05-7 3(5)-cyano-4-nitro-5(3)-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazole 
• 94827-25-5 3(5)-carbamoyl-4-nitro-5(3)-β-D-ribofuranosylpyrazole 

Downstream Products

• 80186-72-7 4-((N-benzoylthiocarbamoyl)amino)-3-(β-D-ribofuranosyl)pyrazole-5-carboxamide 
• 13877-76-4 formycin-B 

Relevant articles and documents

C-Nucleoside Studies. Part 17. The Synthesis of 3(5)-Carbamoyl-5(3)-β-D-ribofuranosylpyrazole (4-Deoxypyrazofurin) and 4-Amino-3(5)-carbamoyl-5(3)-β-D-ribofuranosylpyrazole

4-Amino-3(5)-cyano-5(3)-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazole (10) was converted into the diazopyrazole (11) by treatment with nitrous acid.On photolysis in aqueous dioxane using visible light compound (11) gave 3(5)-cyano-5(3)-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazole (12) which formed the corresponding amide (13) (75percent) with alkaline hydrogen peroxide.Deprotection of compound (13) with methanolic ammonia afforded 3(5)-carbamoyl-5(3)-β-D-ribofuranosylpyrazole (4) (74percent), the 4-deoxy analogue of pyrazofurin (3). 3(5)-Cyano-4-nitro-5(3)-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazole (1) reacted with dihydropyran and toluene-p-sulphonic acid to give the N-tetrahydropyranyl) derivative (21) (66.5percent).Hydrolysis of the nitrile group of compound (21), using alkaline hydrogen peroxide, afforded the amide (22) (71percent) which was deprotected to give 3(5)-carbamoyl-4-nitro-5(3)-β-D-ribofuranosylpyrazole (23) (83percent).Catalytic reduction of compound (23) gave 4-amino-3(5)-carbamoyl-5(3)-β-D-ribofuranosylpyrazole (5) (83percent) which could be converted into formycin B (24) (69percent).