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

• ChemBase ID: 159630
• Molecular Formular: C14H18N4O5
• Molecular Mass: 322.31652
• Monoisotopic Mass: 322.1277197
• SMILES: c1ccc2c(c1)c(nnc2)N/N=C/C(C(C(C(CO)O)O)O)O
• Canonical SMILES: OCC(C(C(C(/C=N/Nc1nncc2c1cccc2)O)O)O)O
• InChI: InChI=1S/C14H18N4O5/c19-7-11(21)13(23)12(22)10(20)6-16-18-14-9-4-2-1-3-8(9)5-15-17-14/h1-6,10-13,19-23H,7H2,(H,17,18)/b16-6+
• InChIKey: PPCQJKUJOONNDF-OMCISZLKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 881180-23-0
• PubChem SID: 162253765
• PubChem CID: 12900840

CALCULATED PROPERTIES

• Acid pKa: 11.480695
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -2.0782309
• LogD (pH = 7.4): -2.0723526
• Log P: -2.067004
• Molar Refractivity: 83.5534 cm^3
• Polarizability: 32.124344 Å^3
• Polar Surface Area: 151.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Yellow Solid
• Melting Point: 170-172°C

DETAILS

Toronto Research Chemicals - A514600

Aldehydo-D-glucose Phthalazin-1-ylhydrazone is a carbohydrate derivative of hydrazinophthalazine. Anti-inflammatory activity.

REFERENCES

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