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

• ChemBase ID: 104415
• Molecular Formular: C12H9N3O5
• Molecular Mass: 275.21696
• Monoisotopic Mass: 275.0542204
• SMILES: Oc1ccc(cc1)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)
• InChIKey: YCWSUKQGVSGXJO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-N'-[(5-nitrofuran-2-yl)methylidene]benzohydrazide; 4-hydroxy-N'-[(1E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide
• IUPAC Traditional name: akabar; 4-hydroxy-N'-[(5-nitrofuran-2-yl)methylidene]benzohydrazide; nifuroxazide; 4-hydroxy-N'-[(1E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide
• Synonyms: 5-Nitro-2-furaldehyde p-hydroxybenzoylhydrazone; NIFUROXAZIDE; Nifuroxazide; 4-Hydroxybenzoic Acid 2-[(5-Nitro-2-furanyl)methylene]hydrazide; (5-Nitro-2-furfurylidene)(4-hydroxybenzoyl)hydrazine; Adral; Bacifurane; Diarlidan; Dicoferin; Enterofuril; Pentofuryl; RC 27109; RC 30-109; Ambatrol; Antinal; Diarret; Ercefuril; Panfurex; 4-羟基-2'-(5-硝基呋喃甲叉)-苯酰肼; 硝呋齐特

Database IDs

• CAS Number: 965-52-6
• EC Number: 213-522-0
• MDL Number: MFCD00079482
• Beilstein Number: 4264976
• PubChem SID: 162092483; 24870235
• PubChem CID: 5337997

CALCULATED PROPERTIES

• Acid pKa: 8.326516
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7484487
• LogD (pH = 7.4): 1.7008413
• Log P: 1.7490913
• Molar Refractivity: 68.1811 cm^3
• Polarizability: 24.837809 Å^3
• Polar Surface Area: 117.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 281-283°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere; Room Temperature (15-30°C)
• RTECS: DH2528300
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: Others

Product Information

• Grade: VETRANAL™, analytical standard
• Salt Data: Free Base
• Application(s): Antibacterial agent; Antibiotic; Antiseptic; Used in treatment of colitis and diarrhoea
• Empirical Formula (Hill Notation): C12H9N3O5

DETAILS

MP Biomedicals - 02155833

(5-Nitro-2-furaldehyde p-hydroxybenzoylhydrazone)

Sigma Aldrich - 46494

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - 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)
• Carron, M. et al., Ann. Pharm. Fr., 1963, 61, 287, (synth, pharmacol)
• Gustowski, W. et al., Pol. J. Chem. (Rocz. Chem.), 1963, 37, 437, (synth)
• El-Obeid, H.A. et al., Pharm. Res., 1985, 42, (synth, props)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1394
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 2732, (synonyms)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DGQ500