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

Molecular Formula	C11H10N4O6
Molecular Weight	294.2203
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	2
Optical Activity	NONE

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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:16:50 GMT 2023` Edited by `admin` on `Sat Dec 16 16:16:50 GMT 2023`
Record UNII	LOF2A7032C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NIFURMAZOLE

Official Name

English

CB-10615

Code

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