1-{[1,2,4]triazolo[3,4-a]phthalazin-3-yl}pentane-1,2,3,4,5-pentol

• ChemBase ID: 169651
• Molecular Formular: C14H16N4O5
• Molecular Mass: 320.30064
• Monoisotopic Mass: 320.11206963
• SMILES: c1ccc2c(c1)c1n(nc2)c(nn1)C(C(C(C(CO)O)O)O)O
• Canonical SMILES: OCC(C(C(C(c1nnc2n1ncc1c2cccc1)O)O)O)O
• InChI: InChI=1S/C14H16N4O5/c19-6-9(20)10(21)11(22)12(23)14-17-16-13-8-4-2-1-3-7(8)5-15-18(13)14/h1-5,9-12,19-23H,6H2
• InChIKey: UBBXLRDTEYQAAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[1,2,4]triazolo[3,4-a]phthalazin-3-yl}pentane-1,2,3,4,5-pentol
• IUPAC Traditional name: 1-{[1,2,4]triazolo[3,4-a]phthalazin-3-yl}pentane-1,2,3,4,5-pentol
• Synonyms: (S)-5-C-1,2,4-Triazolo[3,4-a]phthalazin-3-yl-D-arabinitol; 3-(D-Glucopentitol-1-yl)-1,2,4-triazolo[3,4-a]phthalazine

Database IDs

• CAS Number: 79364-50-4
• PubChem SID: 162263783
• PubChem CID: 12900837

CALCULATED PROPERTIES

• Acid pKa: 12.065046
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.381339
• LogD (pH = 7.4): -2.3813455
• Log P: -2.3813362
• Molar Refractivity: 90.508 cm^3
• Polarizability: 31.415545 Å^3
• Polar Surface Area: 144.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Brown Solid
• Melting Point: 77-79°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G418500

3-(D-Glucopentitol-1-yl)-1,2,4-triazolo[3,4-a]phthalazine is a triazolophthalazine derivative with anti-inflammatory activity.

REFERENCES

• Jaques, R., et al.: Helv. Physiol. Pharmacol. Acta, 23, 54 (1965)
• Lessen, T., et al.: J. Pharmaceut. Sci., 85, 326 (1965)