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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Zoledronic acid disodium, Zoledronate disodium anhydrous, 165800-07-7, 5csv5k1879, 131654-46-1, Unii-5csv5k1879

Molecular Formula

C₅H₈N₂Na₂O₇P₂

Molecular Weight

316.05 g/mol

InChI Key

OPQQEYHAVUNQNA-UHFFFAOYSA-L

FDA UNII

5CSV5K1879

Zoledronate Disodium is the disodium salt form of zoledronate, a synthetic imidazole, third generation bisphosphonate analog of pyrophosphate with antiresorptive activity. Zoledronate binds to hydroxyapatite crystals in the bone matrix and inhibits farnesyl pyrophosphate (diphosphate) synthase, thereby preventing protein prenylation within the mevalonate pathway. This leads to the loss of downstream metabolites essential for osteoclast function, leading to the induction of apoptosis and eventually, osteoclast-cell death. By preventing osteoclast-mediated bone resorption, zoledronate decreases bone turnover and stabilizes the bone matrix.

1 2D Structure

Zoledronate Disodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;hydroxy-[1-hydroxy-1-[hydroxy(oxido)phosphoryl]-2-imidazol-1-ylethyl]phosphinate

2.1.2 InChI

InChI=1S/C5H10N2O7P2.2Na/c8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7;;/h1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14);;/q;2*+1/p-2

2.1.3 InChI Key

OPQQEYHAVUNQNA-UHFFFAOYSA-L

2.1.4 Canonical SMILES

C1=CN(C=N1)CC(O)(P(=O)(O)[O-])P(=O)(O)[O-].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

5CSV5K1879

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Zoledronic Acid Disodium

2. Zoledronate Disodium Anhydrous

3. 165800-07-7

4. 5csv5k1879

5. 131654-46-1

6. Unii-5csv5k1879

7. Dtxsid80157167

8. Akos015969312

9. J-010228

10. Q27261841

11. Phosphonic Acid, (1-hydroxy-2-(1h-imidazol-1-yl)ethylidene)bis-, Disodium Salt

12. Phosphonic Acid, P,p'-(1-hydroxy-2-(1h-imidazol-1-yl)ethylidene)bis-, Sodium Salt (1:2)

2.4 Create Date

2006-03-21

3 Chemical and Physical Properties

Molecular Formula	C₅H₈N₂Na₂O₇P₂
Molecular Weight	316.05 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	315.96021316 g/mol
Monoisotopic Mass	315.96021316 g/mol
Topological Polar Surface Area	159 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	322
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3