[4-amino-1-hydroxy-1-phosphono(2H6)butyl]phosphonic acid

• ChemBase ID: 159642
• Molecular Formular: C4H13NO7P2
• Molecular Mass: 249.096042
• Monoisotopic Mass: 249.01672502
• SMILES: C(CCN)C(O)(P(=O)(O)O)P(=O)(O)O
• Canonical SMILES: NCCCC(P(=O)(O)O)(P(=O)(O)O)O
• InChI: InChI=1S/C4H13NO7P2/c5-3-1-2-4(6,13(7,8)9)14(10,11)12/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12)
• InChIKey: OGSPWJRAVKPPFI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-amino-1-hydroxy-1-phosphono(^2H₆)butyl]phosphonic acid
• IUPAC Traditional name: 4-amino-1-hydroxy-1-phosphono(^2H₆)butylphosphonic acid
• Synonyms: P,P'-(4-Amino-1-hydroxybutylidene)bisphosphonic Acid-d6; 4-Amino-1-hydroxybutane-1,1-diphosphonate-d6; 4-Amino-1-hydroxybutane-1,1-diphosphonic Acid-d6; 4-Amino-1-hydroxybutane-1,1-diyldiphosphonic Acid-d6; 4-Amino-1-hydroxybutylidene-1,1-bis(phosphonic acid)-d6; ABDP-d6; BPH 1-d6; Alendronic Acid-d6 (Major)

Database IDs

• PubChem SID: 162253777
• PubChem CID: 42601640

CALCULATED PROPERTIES

• Acid pKa: 0.69048136
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -6.231197
• LogD (pH = 7.4): -6.5565596
• Log P: -4.190998
• Molar Refractivity: 47.3738 cm^3
• Polarizability: 19.192327 Å^3
• Polar Surface Area: 161.31 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A521252

Labelled Alendronic Acid (A521250), a bisphosphonate used as a bone reabsoption inhibitor.Only available as a mixture of deuterated material:d-4: 6%d-5: 30%d-6: 63%

REFERENCES

• Wang, X.M., et al.: Clin. J. Dent. Res., 3, 26 (2000)
• Woo, T., et al.: Best Pract. Res. Clin. Rheumatol., 15, 469 (2000)
• Benford, H.L., et al.: Bone, 28, 465 (2000)