Zoledronate trisodiumProduct ingredient for Zoledronic acid

Name
Zoledronate trisodium
Drug Entry
Zoledronic acid

Zoledronate (zoledronic acid, marketed by Novartis under the trade names Zometa and Reclast) is a bisphosphonate. Zometa is used to prevent skeletal fractures in patients with cancers such as multiple myeloma and prostate cancer. It can also be used to treat hypercalcemia of malignancy and can be helpful for treating pain from bone metastases.

An annual dose of Zoledronate may also prevent recurring fractures in patients with a previous hip fracture.

Zoledronate is a single 5 mg infusion for the treatment of Paget's disease of bone. In 2007, the FDA also approved Reclast for the treatment of postmenopausal osteoporosis.

Accession Number
DBSALT001758
Structure
Thumb
Synonyms
Zoledronic acid trisodium salt hydrate
External IDs
CGP 42446B / CGP-42446B
UNII
ARL915IH66
CAS Number
165800-08-8
Weight
Average: 1726.204
Monoisotopic: 1725.73191642
Chemical Formula
C25H39N10Na15O37P10
InChI Key
HYMYRPXSMHJPGD-UHFFFAOYSA-A
InChI
InChI=1S/5C5H10N2O7P2.15Na.2H2O/c5*8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7;;;;;;;;;;;;;;;;;/h5*1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14);;;;;;;;;;;;;;;;2*1H2/q;;;;;15*+1;;/p-15
IUPAC Name
pentadecasodium dihydrate pentakis(hydrogen [1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl]phosphonate)
SMILES
O.O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].OC(CN1C=CN=C1)(P(O)([O-])=O)P([O-])([O-])=O.OC(CN1C=CN=C1)(P(O)([O-])=O)P([O-])([O-])=O.OC(CN1C=CN=C1)(P(O)([O-])=O)P([O-])([O-])=O.OC(CN1C=CN=C1)(P(O)([O-])=O)P([O-])([O-])=O.OC(CN1C=CN=C1)(P(O)([O-])=O)P([O-])([O-])=O
External Links
ChemSpider
30791803
ChEMBL
CHEMBL3989655
Predicted Properties
PropertyValueSource
Water Solubility7.25 mg/mLALOGPS
logP-0.35ALOGPS
logP-3.9ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)0.66ChemAxon
pKa (Strongest Basic)6.68ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area161.6 Å2ChemAxon
Rotatable Bond Count20ChemAxon
Refractivity48.79 m3·mol-1ChemAxon
Polarizability18.91 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon