sodium hydrate hydrogen {1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonate

• ChemBase ID: 171485
• Molecular Formular: C9H24NNaO8P2
• Molecular Mass: 359.226052
• Monoisotopic Mass: 359.08748427
• SMILES: CCCCCN(CCC(P(=O)(O)[O-])(O)P(=O)(O)O)C.O.[Na+]
• Canonical SMILES: CCCCCN(CCC(P(=O)(O)O)(P(=O)(O)[O-])O)C.O.[Na+]
• InChI: InChI=1S/C9H23NO7P2.Na.H2O/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17;;/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17);;1H2/q;+1;/p-1
• InChIKey: VBDRTGFACFYFCT-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium hydrate hydrogen {1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonate
• IUPAC Traditional name: sodium hydrate hydrogen 1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropylphosphonate
• Synonyms: Ibandronate Sodium Monohydrate; BM-21.0955; Bondronat; Boniva; Bonviva; Sodium Trihydrogen (1-Hydroxy-3-(methylpenthylamino)propylidene)diphosphonate Monohydrate; Ibandronate Sodium Monohydrate; sodium hydrate hydrogen {1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonate

Database IDs

• CAS Number: 138926-19-9
• MDL Number: MFCD00912167
• PubChem SID: 164227395
• PubChem CID: 23663991

CALCULATED PROPERTIES

• Acid pKa: 0.6608223
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.524289
• LogD (pH = 7.4): -4.8642755
• Log P: -2.4814348
• Molar Refractivity: 70.041 cm^3
• Polarizability: 28.026436 Å^3
• Polar Surface Area: 141.36 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 175-177°C
• Hydrophobicity(logP): -3.627

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - I120001

Inhibits bone resorption as a sodium salt and complexed with technetium Tc 99m for bone imaging. The monophosphonates are not active. Biphosphonates are used in disorders affecting the skeleton such as asteoporosis, metastatic disease, and Paget’s disease

REFERENCES

• Muhlbauer, R.C., et al.: J. Bone Miner. Res., 6, 1003 (1991)
• Pecherstorfer, M., et al.: J. Clin. Oncol., 14, 268 (1991)