Structure via PubChem · Public domain (PubChem)
nifurquinazol
Sign in to saveNifurquinazol (NF-1088) is an antibacterial agent of the nitrofuran class. It was never marketed. ==Synthesis== thumb|center|700px|Nifurquinazol synthesis: Treatment of the amide from 5-nitrofuroic acid with phosphorus oxychloride leads to the corresponding nitrile (2). This intermediate is then converted to the iminoether (3) with ethanolic hydrogen chloride. Condensation of anthranilic acid with the iminoether in the presence of sodium methoxide represents another method for preparing quinazolones. The reaction can be visualized as proceeding through the formation of the amidine from additio
Chemical data
- Formula
- C16H16N4O5
- Molecular weight
- 344.32 g/mol
- IUPAC name
- 2-[2-hydroxyethyl-[2-(5-nitrofuran-2-yl)quinazolin-4-yl]amino]ethanol
- SMILES
- C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=C(O3)[N+](=O)[O-])N(CCO)CCO
- InChIKey
- AUEOHSUMWXAPBX-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 128 Ų
- H-bond donors
- 2
- 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
- Subclass of
- chemical compound
- Mass
- 344.112
Show 3 more facts
- Commons category
- Nifurquinazol
- chemical formula
- C₁₆H₁₆N₄O₅
- canonical SMILES
- C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=C(O3)[N+](=O)[O-])N(CCO)CCO
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
{{Drugbox | IUPAC_name = 2,2'-{[2-(5-nitrofuran-2-yl)quinazolin-4-yl]imino}diethanol | image = Nifurquinazol.svg | image_class = skin-invert-image
| tradename = | pregnancy_category = | legal_status = Uncontrolled | routes_of_administration = ?
Excerpted from Wikipedia’s “nifurquinazol” article, available under the CC BY-SA 4.0 licence.