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
[Contact allergies due to nifurprazine (Carofur)].	1969 Aug 22	5799169
[Microbiological demonstration of nifurprazine in body fluids and tissues of cattle].	1976 May	936836
Nitrofuran drugs as common subversive substrates of Trypanosoma cruzi lipoamide dehydrogenase and trypanothione reductase.	1999 Dec 1	10571254

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 `Fri Dec 15 16:12:11 GMT 2023` Edited by `admin` on `Fri Dec 15 16:12:11 GMT 2023`
Record UNII	72ZUT1JIEB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NIFURPRAZINE

Official Name

English

HB 115

Code

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