5469-78-3

Basic information

• Product Name: 5-NITROFURAN-2-CARBOHYDRAZIDE
• Synonyms: 5-nitro-2-furohydrazide
• CAS NO: 5469-78-3
• Molecular Formula: C₅H₅N₃O₄
• Molecular Weight: 171.1109
• Mol File: 5469-78-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 173-174 °C(Solv: methanol (67-56-1))
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.533g/cm³
• Refractive Index: 1.589
• PKA: 10.99±0.10(Predicted)
• CAS DataBase Reference: 5-NITROFURAN-2-CARBOHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITROFURAN-2-CARBOHYDRAZIDE(5469-78-3)
• EPA Substance Registry System: 5-NITROFURAN-2-CARBOHYDRAZIDE(5469-78-3)

Safety Data

• Hazardous Substances Data: 5469-78-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H5N3O4/c6-7-5(9)3-1-2-4(12-3)8(10)11/h1-2H,6H2,(H,7,9)

Upstream product

• 1874-23-3 methyl 5-nitrofuran-2-carboxylate 
• 943-37-3 5-nitrofuran-2-carboxylic acid ethyl ester 
• 645-12-5 5-nitro-2-furoic acid 
• 516465-89-7 N'-(tert-butoxycarbonyl)-5-nitro-2-furancarbohydrazide 

Downstream Products

• 83207-21-0 1-(5-Nitro-2-furoyl)-2-acetylhydrazin 
• 125274-01-3 5-nitro-furan-2-carboxylic acid salicylidenehydrazide 
• 133478-77-0 N-benzoyl-N'-(5-nitro-furan-2-carbonyl)-hydrazine 
• 106271-34-5 N-(4-acetylamino-benzoyl)-N'-(5-nitro-furan-2-carbonyl)-hydrazine 
• 3775-55-1 2-Amino-5-(5-nitro-2-furyl)-1,3,4-oxadiazol 
• 78959-38-3 5-nitro-2-furoic acid 2-(2H-1,4-benzoxazin-3-yl)hydrazide 
• 29449-00-1 2-(5-nitrofuran-2-yl)-5-phenyl-1,3,4-oxadiazole 
• 516465-92-2 {2-[N'-(5-nitro-furan-2-carbonyl)-hydrazino]-2-oxo-1-phenyl-ethyl}-carbamic acid tert-butyl ester 
• 78205-35-3 3-(5-Nitro-furan-2-yl)-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazole 
• 78205-38-6 3-(5-nitro-2-furyl)-8H-5,6-dihydro<1,2,4>triazolo<3,4-c><1,4>oxazine 
• 1243683-04-6 N'‐[(3‐bromophenyl)methylidene]‐5‐nitrofuran‐2‐carbohydrazide 
• 1243683-07-9 C₁₃H₈F₃N₃O₄ 
• 29448-96-2 5-nitro-furan-2-carboxylic acid (4-methyl-benzylidene)-hydrazide 
• 29448-95-1 N'‐[(4‐chlorophenyl)methylidene]‐5‐nitrofuran‐2‐carbohydrazide 

Relevant articles and documents

Design, synthesis and biological evaluation of nitrofuran-1,3,4-oxadiazole hybrids as new antitubercular agents

Three series of novel nitrofuran-1,3,4-oxadiazole hybrids were designed and synthesized as new anti-TB agents. The structure activity relationship study indicated that the linkers and the substituents on the oxadiazole moiety greatly influence the activity, and the substituted benzenes are more favoured than the cycloalkyl or heterocyclic groups. Besides, the optimal compound in series 2 was active against both MTB H37Rv strain and MDR-MTB 16883 clinical isolate and also displayed low cytotoxicity, low inhibition of hERG and good oral PK, indicating its promising potential to be a lead for further structural modifications.

Design, synthesis, topoisomerase I & II inhibitory activity, antiproliferative activity, and structure-activity relationship study of pyrazoline derivatives: An ATP-competitive human topoisomerase IIα catalytic inhibitor

A series of pyrazoline derivatives (5) were synthesized in 92-96% yields from chalcones (3) and hydrazides (4). Subsequently, topo-I and IIα-mediated relaxation and antiproliferative activity assays were evaluated for 5. Among the tested compounds, 5h had

Synthesis, in vitro and in Silico studies of some novel 5-nitrofuran-2-yl hydrazones as antimicrobial and antitubercular agents

In this study, we synthesized two series of novel 5-nitrofuran-2-carbohydrazides 21a-h and 22a-e in addition to a third series of thiophene-2-carbohydrazides 23a-g to develop potent antimicrobial and/or antitubercular agents. The newly synthesized compounds were evaluated in vitro for their antimicrobial and antimycobacterial activities. Most of the 5-nitrofuran-2-carbohydrazides 21a-h and 22a-e displayed variable activity against Aspergillus fumigates, Staphylococcus aureus, Streptococcus pneumonia, Bacillis subtilis, Salmonella typhimurium, Klebsiella pneumonia, Escherichia coli and Mycobacterium tuberculosis. The sulfonamide derivative 21f exhibited superior potency and broad-spectrum antimicrobial activity with minimum inhibitory concentration (MIC)=0.06-0.98 μg/mL and antimycobacterial activity with MIC=3.9 μg/mL. The 5-nitrofuran-2-carbohydrazides 21a, b, g, h and 22a-c exhibited significant antibacterial activity with MIC values in the range of 0.12-7.81 μg/mL. The significances of the 5-nitrofuran moiety and sulfonamide function were explored via the structure-activity relationship (SAR) study. In addition, docking studies revealed that the p-amino benzoic acid (PABA) and binding pockets of the dihydropteroate synthase (DHPS) were successfully occupied by compound 21f. Furthermore, two quantitative structure-activity relationship (QSAR) models were built to explore the structural requirements which controlled the activity.