disodium hydrate hydrogen {[(4-chlorophenyl)sulfanyl](hydrogen phosphonato)methyl}phosphonate

• ChemBase ID: 154711
• Molecular Formular: C7H9ClNa2O7P2S
• Molecular Mass: 380.587222
• Monoisotopic Mass: 379.90281313
• SMILES: c1cc(ccc1SC(P(=O)(O)[O-])P(=O)(O)[O-])Cl.O.[Na+].[Na+]
• Canonical SMILES: Clc1ccc(cc1)SC(P(=O)(O)[O-])P(=O)(O)[O-].O.[Na+].[Na+]
• InChI: InChI=1S/C7H9ClO6P2S.2Na.H2O/c8-5-1-3-6(4-2-5)17-7(15(9,10)11)16(12,13)14;;;/h1-4,7H,(H2,9,10,11)(H2,12,13,14);;;1H2/q;2*+1;/p-2
• InChIKey: SZVJRJRMQCKFON-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate hydrogen {[(4-chlorophenyl)sulfanyl](hydrogen phosphonato)methyl}phosphonate
• IUPAC Traditional name: disodium hydrate hydrogen [(4-chlorophenyl)sulfanyl](hydrogen phosphonato)methylphosphonate
• Synonyms: Skelid; Tiludronic acid disodium; [[(4-Chlorophenyl)thio]methylene]bisphosphonic acid disodium salt hydrate; Tiludronate disodium salt hydrate

Database IDs

• CAS Number: 89987-06-4(freeacid)
• MDL Number: MFCD16872037
• PubChem SID: 162248849
• PubChem CID: 71311949

CALCULATED PROPERTIES

• Acid pKa: 1.0278608
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -3.2755527
• LogD (pH = 7.4): -3.4726906
• Log P: 1.3220819
• Molar Refractivity: 62.8637 cm^3
• Polarizability: 25.631977 Å^3
• Polar Surface Area: 120.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C7H7ClNa2O6P2S · xH2O

DETAILS

Sigma Aldrich - T4580

Biochem/physiol Actions
Tiludronate is a bisphosphonate bone resorption inhibitor. Tiludronate inhibits protein-tyrosine-phosphatase, leading to detachment of osteoclasts from the bone surface. It also inhibits the osteoclastic proton pump and is used to treat Paget′s disease.