2-NITROFURAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H3NO3
Molecular Weight	113.0715
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][N+](=O)C1=CC=CO1

InChI

InChIKey=FUBFWTUFPGFHOJ-UHFFFAOYSA-N

InChI=1S/C4H3NO3/c6-5(7)4-2-1-3-8-4/h1-3H

HIDE SMILES / InChI

Molecular Formula	C4H3NO3
Molecular Weight	113.0715
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
2,3-Dibromo-1-(4-methyl-phen-yl)-3-(5-nitro-furan-2-yl)propan-1-one.	2010-12-11	21522790
2,3-Dibromo-1-(4-chloro-phen-yl)-3-(5-nitro-2-fur-yl)propan-1-one.	2010-11-20	21589511
2,3-Dibromo-3-(5-nitro-2-fur-yl)-1-(4-nitro-phen-yl)propan-1-one.	2010-11-13	21589431
3-(5-Nitro-2-fur-yl)-1-phenyl-prop-2-yn-1-one.	2010-10-31	21589187
Susceptibility in vitro of clinically metronidazole-resistant Trichomonas vaginalis to nitazoxanide, toyocamycin, and 2-fluoro-2'-deoxyadenosine.	2010-09	20532912
(4-Chloro-phen-yl)[1-(4-methoxy-phen-yl)-3-(5-nitro-2-fur-yl)-1H-pyrazol-4-yl]methanone.	2010-04-14	21579120
Synthesis and antiproliferative evaluations of certain 2-phenylvinylquinoline (2-styrylquinoline) and 2-furanylvinylquinoline derivatives.	2010-01-01	19944612
Effect of ruthenium complexation on trypanocidal activity of 5-nitrofuryl containing thiosemicarbazones.	2009-12	19783078
Use of nfsB, encoding nitroreductase, as a reporter gene to determine the mutational spectrum of spontaneous mutations in Neisseria gonorrhoeae.	2009-11-23	19930647
(4-Methyl-phen-yl)[3-(5-nitro-2-fur-yl)-1-phenyl-1H-pyrazol-4-yl]methanone.	2009-11-14	21578818
5-Nitro-2-furyl derivative actives against Trypanosoma cruzi: preliminary in vivo studies.	2009-10	19446929
E. coli NfsA: an alternative nitroreductase for prodrug activation gene therapy in combination with CB1954.	2009-06-16	19455141
Genetic architecture of intrinsic antibiotic susceptibility.	2009-05-20	19462005
5-Nitrofuran-2-yl derivatives: synthesis and inhibitory activities against growing and dormant mycobacterium species.	2009-02-15	19131245
Preliminary evaluation of the toxicity of some synthetic furan derivatives in two cell lines and Artemia salina.	2009-01	18720481
Genotoxicity revaluation of three commercial nitroheterocyclic drugs: nifurtimox, benznidazole, and metronidazole.	2009	20981287
Synthesis, spectroscopic, and antimicrobial studies on bivalent zinc and mercury complexes of 2-formylpyridine thiosemicarbazone.	2009	19421419
ESR, electrochemical and reactivity studies of antitrypanosomal palladium thiosemicarbazone complexes.	2008-08	17869166
Synthesis and in vitro anti-leishmanial activity of 1-[5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-yl]- and 1-[5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazol-2-yl]-4-aroylpiperazines.	2008-04-15	18321711
Thiosemicarbazones active against Clostridium difficile.	2008-03-01	18243694
Insight into the bioreductive mode of action of antitrypanosomal 5-nitrofuryl containing thiosemicarbazones.	2008-01	18220967
Platinum(II) metal complexes as potential anti-Trypanosoma cruzi agents.	2007-12-05	18226837
Thanatop: a novel 5-nitrofuran that is a highly active, cell-permeable inhibitor of topoisomerase II.	2007-05-01	17483360
Trypanothione reductase: a viable chemotherapeutic target for antitrypanosomal and antileishmanial drug design.	2007	21901070
Assessment of chronic toxicity and carcinogenicity in an accelerated cancer bioassay in rats of Nifurtimox, an antitrypanosomiasis drug.	2006-07	16616835
New potent 5-nitrofuryl derivatives as inhibitors of Trypanosoma cruzi growth. 3D-QSAR (CoMFA) studies.	2006-04	16497414
Conformational analyses and docking studies of a series of 5-nitrofuran- and 5-nitrothiophen-semicarbazone derivatives in three possible binding sites of trypanothione and glutathione reductases.	2006-03	16275032
In vitro activity and mechanism of action against the protozoan parasite Trypanosoma cruzi of 5-nitrofuryl containing thiosemicarbazones.	2004-09-15	15336268
Design, synthesis and biological evaluation of new potent 5-nitrofuryl derivatives as anti-Trypanosoma cruzi agents. Studies of trypanothione binding site of trypanothione reductase as target for rational design.	2004-05	15110968
Analysis of 5-nitrofuran derivatives in biological objects.	2003-01	12717526
Investigation of 5-nitrofuran derivatives: synthesis, antibacterial activity, and quantitative structure-activity relationships.	2001-10-25	11606132
Cytogenetic analysis of children under long-term antibacterial therapy with nitroheterocyclic compound furagin.	2001-04-05	11287294
Synthesis and antibacterial activity of 5-nitrofuryl and 3-methoxy-2-nitrophenyl derivatives of 6 beta-aminopenicillanic, 7 beta-aminocephalosporanic and 7 beta-aminodesacetoxy-cephalosporanic acids.	2001	11799847

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:05:23 GMT 2025` Edited by `admin` on `Mon Mar 31 19:05:23 GMT 2025`
Record UNII	17EZI4D981
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-NITROFURAN

Systematic Name

English

NSC-59983

Preferred Name

English

5-NITROFURAN

Systematic Name

English

FURAN, 2-NITRO-

Systematic Name

English

NITROFURAN

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID80870682