(5E)-5-[2-(phthalazin-1-yl)hydrazin-1-ylidene]hexane-1,2,3,4,6-pentol

• ChemBase ID: 159639
• Molecular Formular: C14H18N4O5
• Molecular Mass: 322.31652
• Monoisotopic Mass: 322.1277197
• SMILES: c1ccc2c(c1)c(nnc2)N/N=C(/C(C(C(CO)O)O)O)\CO
• Canonical SMILES: OCC(C(C(/C(=N/Nc1nncc2c1cccc2)/CO)O)O)O
• InChI: InChI=1S/C14H18N4O5/c19-6-10(12(22)13(23)11(21)7-20)16-18-14-9-4-2-1-3-8(9)5-15-17-14/h1-5,11-13,19-23H,6-7H2,(H,17,18)/b16-10+
• InChIKey: JTXLYEKQSQUJTI-MHWRWJLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5E)-5-[2-(phthalazin-1-yl)hydrazin-1-ylidene]hexane-1,2,3,4,6-pentol
• IUPAC Traditional name: (5E)-5-[2-(phthalazin-1-yl)hydrazin-1-ylidene]hexane-1,2,3,4,6-pentol
• Synonyms: Keto-D-fructose Phthalazin-1-ylhydrazone; Aldehydo-d-fructose Phthalazin-1-ylhydrazone;

Database IDs

• CAS Number: 1082040-10-5
• PubChem SID: 162253774
• PubChem CID: 45038091

CALCULATED PROPERTIES

• Acid pKa: 9.807652
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -1.7690451
• LogD (pH = 7.4): -1.7700204
• Log P: -1.7656754
• Molar Refractivity: 83.7696 cm^3
• Polarizability: 32.12432 Å^3
• Polar Surface Area: 151.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol; Water
• Apperance: Yellow Solid
• Melting Point: 120-126°C

DETAILS

Toronto Research Chemicals - A514800

A 1-hydrazinophthalazine derivative; shows anti-inflammatory activity.

REFERENCES

• Jaques, R., et al.: Helv. Physiol. Pharmacol. Acta, 23, 54 (1965)