sodium hydrogen (4-amino-1-hydroxy-1-phosphonobutyl)phosphonate

• ChemBase ID: 44445
• Molecular Formular: C4H12NNaO7P2
• Molecular Mass: 271.077872
• Monoisotopic Mass: 270.99866927
• SMILES: C(P(=O)([O-])O)(P(=O)(O)O)(O)CCCN.[Na+]
• Canonical SMILES: NCCCC(P(=O)(O)O)(P(=O)(O)[O-])O.[Na+]
• InChI: InChI=1S/C4H13NO7P2.Na/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);/q;+1/p-1
• InChIKey: CAKRAHQRJGUPIG-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium hydrogen (4-amino-1-hydroxy-1-phosphonobutyl)phosphonate
• IUPAC Traditional name: sodium alendronate(1-)
• Synonyms: sodium (R)-hydrogen(4-amino-1-hydroxy-1-phosphonobutyl)phosphonate; Alendronate sodium; P,P'-(4-Amino-1-hydroxybutylidene)bisphosphonic Acid Sodium Salt Hydrate; Alendronate Monosodium Trihydrate; Alendronate Sodium Hydrate; Alendronic Acid Monosodium Salt Trihydrate; Monosodium Alendronate Trihydrate; Sodium Alendronate Hydrate; Alendronic Acid Monosodium Salt Trihydrate

Database IDs

• CAS Number: 129318-43-0; 121268-17-5
• MDL Number: MFCD01861681
• PubChem SID: 162049208
• PubChem CID: 16760285

CALCULATED PROPERTIES

• Acid pKa: 0.69048136
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -6.2311473
• LogD (pH = 7.4): -6.5533237
• Log P: -4.190998
• Molar Refractivity: 46.2521 cm^3
• Polarizability: 19.072546 Å^3
• Polar Surface Area: 164.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >245°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >98%
• Salt Data: Na+

DETAILS

Toronto Research Chemicals - A521250

A bisphosphonate used as a bone reabsoption inhibitor.

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)