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nifurzide
Sign in to saveNifurzide is a nitrofuran derivative and intestinal anti-infectious agent active against Escherichia coli.
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 Ų
- 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)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- 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.