3775-55-1

Basic information

• Product Name: 2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE
• Synonyms: 2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE;2-(5-Amino-1,3,4-oxadiazole-2-yl)-5-nitrofuran
• CAS NO: 3775-55-1
• Molecular Formula: C6H4 N4 O4
• Molecular Weight: 223.19
• Mol File: 3775-55-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 364.45°C (rough estimate)
• Flash Point: 204.9°C
• Appearance: /
• Density: 1.5001 (rough estimate)
• Vapor Pressure: 4.19E-07mmHg at 25°C
• Refractive Index: 1.6590 (estimate)
• CAS DataBase Reference: 2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE(3775-55-1)
• EPA Substance Registry System: 2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE(3775-55-1)

Safety Data

• Hazardous Substances Data: 3775-55-1(Hazardous Substances Data)

Usage

General Description

2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE is a chemical compound with the molecular formula C7H6N4O3. It is a nitrofuran derivative, which is a class of compounds known for their antibacterial and antifungal properties. 2-AMINO-5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOLE has been found to exhibit antimicrobial activity against a variety of pathogens, making it a potential candidate for the development of new antimicrobial agents. It is also known for its potential use as a synthetic intermediate in organic synthesis. Additionally, it is important to handle this chemical with care as it is a potential mutagen and carcinogen.

InChI:InChI=1/C6H4N4O4/c7-6-9-8-5(14-6)3-1-2-4(13-3)10(11)12/h1-2H,(H2,7,9)

Upstream product

• 1673-59-2 1-(5-nitro-furan-2-carbonyl)-thiosemicarbazide 
• 506-68-3 bromocyane 
• 5469-78-3 5-nitrofuran-2-carbohydrazide 
• 59-82-5 5-nitrofuran-2-carbonitrile 
• 563-41-7 semicarbazide hydrochloride 
• 555-15-7 5-nitrofuran-2-carboxaldehyde 

Relevant articles and documents

Synthesis and biological activity of nitro heterocycles analogous to megazol, a trypanocidal lead

As part of our efforts to develop new compounds aimed at the therapy of parasitic infections, we synthesized and assayed analogues of a lead compound megazol, 5-(1-methyl-5-nitro-1H-2-imidazolyl)-1,3,4-thiadiazol-2-amine, CAS no. 19622-55-0), in vitro. We first developed a new route for the synthesis of megazol. Subsequently several structural changes were introduced, including substitutions on the two rings of the basic nucleus, replacement of the thiadiazole by an oxadiazole, replacement of the nitroimidazole part by a nitrofurane or a nitrothiophene, and substitutions on the exocyclic nitrogen atom for evaluation of an improved import by the glucose or the purine transporters. Assays of the series of compounds on the protozoan parasites Trypanosoma brucei, Trypanosoma cruzi, and Leishmania donovani, as either extracellular cells or infected macrophages, indicated that megazol was more active than the derivatives. Megazol was then evaluated on primates infected with Trypanosoma brucei gambiense, including late-stage central nervous system infections in combination with suramin. Full recovery was observed in five monkeys in the study with no relapse of parasitemia within a 2 year follow-up. Because there is a lack of efficacious treatments for sleeping sickness in Africa and Chagas disease in South America, megazol is proposed as a potential alternative. The mutagenicity of this compound is at present being reevaluated, and metabolism is also under investigation prior to possible further developments.