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
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+
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 |
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[Contact allergies due to nifurprazine (Carofur)]. | 1969 Aug 22 |
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[Microbiological demonstration of nifurprazine in body fluids and tissues of cattle]. | 1976 May |
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Nitrofuran drugs as common subversive substrates of Trypanosoma cruzi lipoamide dehydrogenase and trypanothione reductase. | 1999 Dec 1 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10571254
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.
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C28394
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C90984
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)