dimethyl [1-(dimethoxyphosphoryl)-1-hydroxy-2-(pyridin-3-yl)ethyl]phosphonate

• ChemBase ID: 178480
• Molecular Formular: C11H19NO7P2
• Molecular Mass: 339.218582
• Monoisotopic Mass: 339.06367521
• SMILES: n1cccc(c1)CC(O)(P(=O)(OC)OC)P(=O)(OC)OC
• Canonical SMILES: COP(=O)(C(P(=O)(OC)OC)(Cc1cccnc1)O)OC
• InChI: InChI=1S/C11H19NO7P2/c1-16-20(14,17-2)11(13,21(15,18-3)19-4)8-10-6-5-7-12-9-10/h5-7,9,13H,8H2,1-4H3
• InChIKey: AXCRKMZJULTTJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl [1-(dimethoxyphosphoryl)-1-hydroxy-2-(pyridin-3-yl)ethyl]phosphonate
• IUPAC Traditional name: dimethyl 1-(dimethoxyphosphoryl)-1-hydroxy-2-(pyridin-3-yl)ethylphosphonate
• Synonyms: P,P'-[1-Hydroxy-2-(3-pyridinyl)ethylidene]bis-phosphonic Acid P,P,P',P'-Tetramethyl Ester; Tetramethyl Risedronate

Database IDs

• CAS Number: 919355-29-6
• PubChem SID: 164234390
• PubChem CID: 29987402

CALCULATED PROPERTIES

• Acid pKa: 9.464949
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.3097677
• LogD (pH = 7.4): 0.39233014
• Log P: 0.39729738
• Molar Refractivity: 75.0539 cm^3
• Polarizability: 30.69329 Å^3
• Polar Surface Area: 104.18 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T305300

A Residronic acid derivative. A bisphosphonate as therapeutic agent.

REFERENCES

• Sparidans, R., et al.: J. Pharm. Sci., 21, 1 (1999)
• Metwally, M., et al.: J. Pharm. Sci., 16, 14 (1999)
• Green, J., et al.: Oncologist, 9, 3(1999)
• Kanakis, I., et al.: Curr. Pharmaceut. Anal., 1, 225 (1999)