U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of NIFURPRAZINE HYDROCHLORIDE

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 ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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

PubMed

TitleDatePubMed
Patents

Sample Use Guides

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 19:38:36 GMT 2023
Edited
by admin
on Fri Dec 15 19:38:36 GMT 2023
Record UNII
J20OYU9Q77
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NIFURPRAZINE HYDROCHLORIDE
MI  
Common Name English
NIFURPRAZINE HYDROCHLORIDE [MI]
Common Name English
3-PYRIDAZINAMINE, 6-(2-(5-NITRO-2-FURANYL)ETHENYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
CAROFUR
Brand Name English
NIFURPRAZINIUM
Common Name English
Code System Code Type Description
PUBCHEM
6438145
Created by admin on Fri Dec 15 19:38:36 GMT 2023 , Edited by admin on Fri Dec 15 19:38:36 GMT 2023
PRIMARY
MERCK INDEX
m846
Created by admin on Fri Dec 15 19:38:36 GMT 2023 , Edited by admin on Fri Dec 15 19:38:36 GMT 2023
PRIMARY Merck Index
FDA UNII
J20OYU9Q77
Created by admin on Fri Dec 15 19:38:36 GMT 2023 , Edited by admin on Fri Dec 15 19:38:36 GMT 2023
PRIMARY
CAS
50832-74-1
Created by admin on Fri Dec 15 19:38:36 GMT 2023 , Edited by admin on Fri Dec 15 19:38:36 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY