disodium hydrogen (1-hydrogen phosphonato-1-hydroxyethyl)phosphonate

• ChemBase ID: 154296
• Molecular Formular: C2H6Na2O7P2
• Molecular Mass: 249.991902
• Monoisotopic Mass: 249.93841435
• SMILES: CC(O)(P(=O)(O)[O-])P(=O)(O)[O-].[Na+].[Na+]
• Canonical SMILES: CC(P(=O)(O)[O-])(P(=O)(O)[O-])O.[Na+].[Na+]
• InChI: InChI=1S/C2H8O7P2.2Na/c1-2(3,10(4,5)6)11(7,8)9;;/h3H,1H3,(H2,4,5,6)(H2,7,8,9);;/q;2*+1/p-2
• InChIKey: GWBBVOVXJZATQQ-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrogen (1-hydrogen phosphonato-1-hydroxyethyl)phosphonate
• IUPAC Traditional name: disodium hydrogen 1-hydrogen phosphonato-1-hydroxyethylphosphonate
• Synonyms: P,P'-(1-Hydroxyethylidene)bisphosphonic Acid Sodium Salt; 1-Hydroxyethane-1,1-diphosphonic Acid Disodium Salt; BA 49280E; Calcimux; Didronel; Didronel R; Disodium (1-Hydroxyethylidene)-1,1-bisphosphonate; Disodium Ethanol-1,1-diphosphonate; Disodium Ethydronate; Disodium Etidronate; Etidron; Etidronate Disodium; Fostex NZ 2; Ostedron; Sequion 10Na2; Sodium Ethane-1-hydroxy-1,1-diphosphonate; Sodium Ethidronate; Sodium Ethydronate; Sodium Etidronate; TF 133B; Turpinal 2NZ; Xydifon; Etidronic Acid Disodium Salt; Dihydrogen (1-hydroxyethylidene)bisphosphonate disodium hydrate; Etidronate disodium hydrate

Database IDs

• CAS Number: 7414-83-7(anhydrous); 7414-83-7
• EC Number: 231-025-7
• MDL Number: MFCD00152567
• PubChem SID: 162248435
• PubChem CID: 23894

CALCULATED PROPERTIES

• Acid pKa: 0.6962425
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -6.8861957
• LogD (pH = 7.4): -7.2044086
• Log P: -2.2774973
• Molar Refractivity: 32.2676 cm^3
• Polarizability: 13.934352 Å^3
• Polar Surface Area: 140.95 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥10 mg/mL; Water
• Apperance: white solid; White Solid
• Melting Point: >300 °C; >300°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (NMR)
• Empirical Formula (Hill Notation): C2H6Na2O7P2 · xH2O

DETAILS

Sigma Aldrich - P5248

Biochem/physiol Actions
Bisphosphonate antiresorptive agent. Less potent inhibitor of farnesyl diphosphate synthase (IC50 = 80 μM) as compared to the nitrogen containing bisphosphonates

Toronto Research Chemicals - E935000

Etidronic acid is used as a calcium regulator. Etidronic acid is a bisphosphonate antiresorptive agent.

REFERENCES

• Francis, M.D., et al.: Science, 165, 1264 (1969)
• Jowsey, J., et al.: J. Lab. Clin. Med. , 76, 126 (1969)
• Altman, R.D.: N. Engl. J. Med., 79, 583 (1985)