nifurzide

Nifurzide is a nitrofuran derivative and intestinal anti-infectious agent active against Escherichia coli.

In the Vinony graph

Vinony's link graph records 107 inbound references to nifurzide, and connects out to gastrointestinal tract, medication and bismuth.

It is catalogued under topics including Chemical pages without DrugBank identifier, Drugboxes which contain changes to watched fields and Drugs with no legal status.

Vinony links it to 5 Wikipedia language editions.

Chemical data

Formula: C12H8N4O6S
Molecular weight: 336.28 g/mol
IUPAC name: 5-nitro-N-[(E)-[(E)-3-(5-nitrofuran-2-yl)prop-2-enylidene]amino]thiophene-2-carboxamide
SMILES: C1=C(OC(=C1)[N+](=O)[O-])/C=C/C=N/NC(=O)C2=CC=C(S2)[N+](=O)[O-]
InChIKey: IDUMOVRJNBNOTR-BIZLIJPVSA-N
XLogP: 2.7
Polar surface area: 174 Å²
H-bond donors: 1
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 336.016

Show 4 more facts

chemical formula: C₁₂H₈N₄O₆S
canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])C=CC=NNC(=O)C2=CC=C(S2)[N+](=O)[O-]
isomeric SMILES: C1=C(OC(=C1)[N+](=O)[O-])/C=C/C=N/NC(=O)C2=CC=C(S2)[N+](=O)[O-]
Commons category: Nifurzide

Sources (1)

wikidata.org

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~1 min read

Encyclopedic overview

2 sections

Contents

Synthesis
References

Nifurzide is a nitrofuran derivative and intestinal anti-infectious agent active against Escherichia coli.

==Synthesis== upright=2 Esterification of 5-nitrothiophene-2-carboxylic acid (1) with ethanol gives the ester (2). Treatment with hydrazine forms its hydrazide (3). Nifurzide is the hydrazone formed between (3) and 5-nitrofuran-2-acrylaldehyde (4).

Excerpted from Wikipedia’s “nifurzide” article, available under the CC BY-SA 4.0 licence.