4-hydroxy-N'-[(1E)-(5-nitrofuran-2-yl)methylidene](2H4)benzohydrazide

• ChemBase ID: 175149
• Molecular Formular: C12H9N3O5
• Molecular Mass: 275.21696
• Monoisotopic Mass: 275.0542204
• SMILES: c1c(ccc(c1)O)C(=O)N/N=C/c1ccc(o1)[N+](=O)[O-]
• Canonical SMILES: Oc1ccc(cc1)C(=O)N/N=C/c1ccc(o1)[N+](=O)[O-]
• InChI: InChI=1S/C12H9N3O5/c16-9-3-1-8(2-4-9)12(17)14-13-7-10-5-6-11(20-10)15(18)19/h1-7,16H,(H,14,17)/b13-7+
• InChIKey: YCWSUKQGVSGXJO-NTUHNPAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-N'-[(1E)-(5-nitrofuran-2-yl)methylidene](^2H₄)benzohydrazide
• IUPAC Traditional name: 4-hydroxy-N'-[(1E)-(5-nitrofuran-2-yl)methylidene](^2H₄)benzohydrazide
• Synonyms: 4-Hydroxybenzoic Acid-d4 2-[(5-Nitro-2-furanyl)methylene]hydrazide; (5-Nitro-2-furfurylidene)(4-hydroxybenzoyl-d4)hydrazine; Adral-d4; Bacifurane-d4; Diarlidan-d4; Dicoferin-d4; Enterofuril-d4; Pentofuryl-d4; RC 27109-d4; RC 30-109-d4; Nifuroxazide-d4

Database IDs

• CAS Number: 1188487-83-3
• PubChem SID: 164231059
• PubChem CID: 45359048

CALCULATED PROPERTIES

• Acid pKa: 8.326518
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7484487
• LogD (pH = 7.4): 1.7008414
• Log P: 1.7490913
• Molar Refractivity: 69.1853 cm^3
• Polarizability: 24.861109 Å^3
• Polar Surface Area: 120.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N458502

Labelled Nifuroxazide (N458500). Intestinal antiseptic.

REFERENCES

• Carron, M.C.E., et al.: Ann. Pharm. Fr., 21, 287 (1963)
• Thabaut, A., et al.: Gaz. Med. Fr., 85, 4516 (1963)