NIFURPRAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H8N4O3
Molecular Weight	232.1955
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NN=C(\C=C\C2=CC=C(O2)[N+]([O-])=O)C=C1

InChI

InChIKey=XDWLRMBWIWKFNC-HNQUOIGGSA-N

InChI=1S/C10H8N4O3/c11-9-5-2-7(12-13-9)1-3-8-4-6-10(17-8)14(15)16/h1-6H,(H2,11,13)/b3-1+

HIDE SMILES / InChI

Molecular Formula	C10H8N4O3
Molecular Weight	232.1955
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://books.google.ru/books?id=0vXTBwAAQBAJ&pg=PA248&lpg=PA248&dq=NIFURMERONE retrieved from The Dictionary of Drugs: Chemical Data. Chemical Data, Structures and Bibliographies. Editors: Elks, J. (Ed.), p.871 | https://books.google.ru/books?id=cGfwfzjrCFkC&pg=PA27&lpg=PA27&dq=NIFURPRAZINE retrieved from Progress in Medicinal Chemistry, Volume 27, p.27. | https://www.ncbi.nlm.nih.gov/pubmed/10571254

The nitrofuran derivative, nifurprazine, is a topical antibacterial agent used mainly for the treatment of animal diseases. It is a trypanocidal drug. Nifurprazine proved to be the most promising derivative since it was redox-cycled by both T. cruzi LipDH and TR and had pronounced antiparasitic effects in cultures of T. cruzi and Trypanosoma brucei.

Approval Year

PubMed

Title	Date	PubMed
Nitrofuran drugs as common subversive substrates of Trypanosoma cruzi lipoamide dehydrogenase and trypanothione reductase.	1999-12-01	10571254
[Microbiological demonstration of nifurprazine in body fluids and tissues of cattle].	1976-05	936836
[Contact allergies due to nifurprazine (Carofur)].	1969-08-22	5799169

Patents

Sample Use Guides

In Vitro Use Guide

At concentrations of 100 uM, nifurprazine caused a 72% inhibition of trypanothione reductase (TR) activity. At 10 uM, nifurprazine inhibited parasite growth completely, but was also toxic to the mammalian host cells. Nifurprazine (3 uM) induced a 100% growth inhibition of T. brucei.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:21:41 GMT 2025` Edited by `admin` on `Mon Mar 31 18:21:41 GMT 2025`
Record UNII	72ZUT1JIEB
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

HB 115

Preferred Name

English

NIFURPRAZINE

Official Name

English

3-AMINO-6-(2-(5-NITRO-2-FURYL)VINYL)PYRADIZINE

Common Name

English

HB-115

Code

English

NIFURPRAZINE [MI]

Common Name

English

nifurprazine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394