NIFURPRAZINE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H8N4O3.ClH
Molecular Weight	268.656
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=STWUHYFUAQKRBO-KSMVGCCESA-N

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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
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 19:51:53 GMT 2025` Edited by `admin` on `Mon Mar 31 19:51:53 GMT 2025`
Record UNII	J20OYU9Q77
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CAROFUR

Preferred Name

English

NIFURPRAZINE HYDROCHLORIDE

Common Name

English

NIFURPRAZINE HYDROCHLORIDE [MI]

Common Name

English

3-PYRIDAZINAMINE, 6-(2-(5-NITRO-2-FURANYL)ETHENYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

NIFURPRAZINIUM

Common Name

English

Code System Code Type Description

PUBCHEM

6438145

Created by admin on Mon Mar 31 19:51:53 GMT 2025 , Edited by admin on Mon Mar 31 19:51:53 GMT 2025

PRIMARY

MERCK INDEX

m846

Created by admin on Mon Mar 31 19:51:53 GMT 2025 , Edited by admin on Mon Mar 31 19:51:53 GMT 2025

PRIMARY

Merck Index

FDA UNII

J20OYU9Q77

Created by admin on Mon Mar 31 19:51:53 GMT 2025 , Edited by admin on Mon Mar 31 19:51:53 GMT 2025

PRIMARY

CAS

50832-74-1

Created by admin on Mon Mar 31 19:51:53 GMT 2025 , Edited by admin on Mon Mar 31 19:51:53 GMT 2025

PRIMARY

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