NIFURMAZOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H10N4O6
Molecular Weight	294.2203
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCN1C(=O)CN(\N=C\C=C\C2=CC=C(O2)[N+]([O-])=O)C1=O

InChI

InChIKey=IKQHXERIXMQWQK-LYTCUFGASA-N

InChI=1S/C11H10N4O6/c16-7-13-9(17)6-14(11(13)18)12-5-1-2-8-3-4-10(21-8)15(19)20/h1-5,16H,6-7H2/b2-1+,12-5+

HIDE SMILES / InChI

Description
Sources: https://apps.who.int/iris/bitstream/handle/10665/275695/WHO-EMP-RHT-TSN-2018.1-eng.pdf?sequence=1&isAllowed=y | https://www.ncbi.nlm.nih.gov/pubmed/29844300 | https://www.ncbi.nlm.nih.gov/pubmed/4987585 | https://www.ncbi.nlm.nih.gov/pubmed/1100423

Nifurmazole, a 5-nitrofuran derivative, is an antibacterial agent. It was used for controlling Salmonella choleraesuis in swine. The mode of action of 5-nitrofuran analogues is based on red-ox biotransformation. Nifurmazole is active against Trypanosoma equiperdum, Schizotrypanum cruzi and Trypanosoma gambiense. Nifurmazole was shown to be somewhat effective againstT. cruzi infection in mice.

Approval Year

PubMed

Title	Date	PubMed
Multidirectional Efficacy of Biologically Active Nitro Compounds Included in Medicines.	2018-05-29	29844300
Renal handling of 5-nitrofuran nephrotoxins in the rat.	1988-11-01	2907461
Trypanosoma cruzi: antimicrobial activity and strain differentiating properties of some five- and six-membered heterocyclic compounds on trypomastigotes.	1975-10	1100423
[Activity of Nifurmazole (CB 10,615) on Trypanosoma equiperdum, Schizotrypanum cruzi and Trypanosoma gambiense].	1970-05-20	4987585

Name

Type

Language

CB 10615

Preferred Name

English

NIFURMAZOLE

Official Name

English

CB-10615

Code

English

nifurmazole [INN]

Common Name

English

3-(HYDROXYMETHYL)-1-((3-(5-NITRO-2-FURYL)ALLYLIDENE)AMINO)HYDANTOIN

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394