Etidronate disodiumProduct ingredient for Etidronic acid

Name
Etidronate disodium
Drug Entry
Etidronic acid

Etidronic acid is a first generation bisphosphonate similar to clodronic acid and tiludronic acid.1 These drugs were developed to mimic the action of pyrophosphate, a regulator of calcification and decalcification.4 Etidronate’s use has decreased over the years in favor of the third generation, nitrogen containing bisphosphonate zoledronic acid, ibandronic acid, minodronic acid, and risedronic acid.1

Etidronic acid was granted FDA approval on 1 September 1977.7

Accession Number
DBSALT000842
Structure
Synonyms
(1-hydroxyethane-1,1-diyl)diphosphonic acid disodium salt / (1-hydroxyethylidene)diphosphonic acid, disodium salt / 1-hydroxyethylidene-1,1-diphosphonic acid disodium salt / disodium (1-hydroxyethylidene)diphosphonate / disodium 1-hydroxyethylidene phosphonate / disodium dihydrogen (1-hydroxyethylidene)diphosphonate / disodium ethane-1-hydroxy-1,1-diphosphonate / disodium ethanol-1,1-diphosphonate / Disodium ethydronate / Disodium etidronate / Etidronic acid disodium salt / Sodium ethidronate / Sodium ethydronate / Sodium etidronate
UNII
M16PXG993G
CAS Number
7414-83-7
Weight
Average: 249.99
Monoisotopic: 249.93841509
Chemical Formula
C2H6Na2O7P2
InChI Key
GWBBVOVXJZATQQ-UHFFFAOYSA-L
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
IUPAC Name
disodium hydrogen (1-hydrogen phosphonato-1-hydroxyethyl)phosphonate
SMILES
[Na+].[Na+].CC(O)(P(O)([O-])=O)P(O)([O-])=O
KEGG Drug
D00314
PubChem Compound
23894
ChemSpider
22339
BindingDB
50247999
ChEBI
4906
ChEMBL
CHEMBL1201042
Wikipedia
Etidronic_acid
Predicted Properties
PropertyValueSource
Water Solubility38.3 mg/mLALOGPS
logP-0.39ALOGPS
logP-2.3Chemaxon
logS-0.81ALOGPS
pKa (Strongest Acidic)0.7Chemaxon
pKa (Strongest Basic)-5.1Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area140.95 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity32.27 m3·mol-1Chemaxon
Polarizability13.13 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon