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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 of NIFURPRAZINE

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
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
[Contact allergies due to nifurprazine (Carofur)].
1969 Aug 22
[Microbiological demonstration of nifurprazine in body fluids and tissues of cattle].
1976 May
Nitrofuran drugs as common subversive substrates of Trypanosoma cruzi lipoamide dehydrogenase and trypanothione reductase.
1999 Dec 1
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.
Name Type Language
NIFURPRAZINE
INN   MI  
INN  
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
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
Code System Code Type Description
PUBCHEM
6436113
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
PRIMARY
ECHA (EC/EINECS)
216-563-2
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
PRIMARY
CAS
1614-20-6
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PRIMARY
EVMPD
SUB09275MIG
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PRIMARY
INN
2062
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PRIMARY
ChEMBL
CHEMBL2105219
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
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FDA UNII
72ZUT1JIEB
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
PRIMARY
MERCK INDEX
m846
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PRIMARY Merck Index
DRUG CENTRAL
3796
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SMS_ID
100000083895
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EPA CompTox
DTXSID40167141
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
PRIMARY
NCI_THESAURUS
C90984
Created by admin on Fri Dec 15 16:12:11 GMT 2023 , Edited by admin on Fri Dec 15 16:12:11 GMT 2023
PRIMARY