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Details

Stereochemistry ACHIRAL
Molecular Formula 2C5H10N2O7P2.5H2O
Molecular Weight 634.2556
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZOLEDRONIC ACID HEMIPENTAHYDRATE

SMILES

O.O.O.O.O.OC(CN1C=CN=C1)(P(O)(O)=O)P(O)(O)=O.OC(CN2C=CN=C2)(P(O)(O)=O)P(O)(O)=O

InChI

InChIKey=AZZILOGHCMYHQY-UHFFFAOYSA-N
InChI=1S/2C5H10N2O7P2.5H2O/c2*8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7;;;;;/h2*1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14);5*1H2

HIDE SMILES / InChI

Molecular Formula C5H10N2O7P2
Molecular Weight 272.0896
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Zoledronic acid (Reclast, Aclasta, Zometa) is an intravenous, highly potent amino-bisphosphonate approved worldwide, including in the USA, EU and Japan for use in patients with primary or secondary osteoporosis or low bone mass (approved indications vary between countries). Its high affinity to and long half-life in bone, and long duration of action allow for once-yearly administration, which has the potential to improve adherence to therapy. Zoledronic acid once yearly for up to 3 years improved bone mineral density (BMD) at several skeletal sites, reduced fracture risk and bone turnover, and/or preserved bone structure and mass relative to placebo in clinical studies in patients with primary or secondary osteoporosis. While additional benefits were seen when treatment was continued for up to 6 years, as evidenced by a reduced risk of vertebral fractures and higher BMD relative to 3 years’ therapy, there was the minimal advantage of treatment beyond 6 years. Therefore, in patients with low fracture risk, treatment discontinuation should be considered after approximately 5 years’ therapy. Zoledronic acid administered annually or once in 2 years was also effective in preventing bone loss in patients with low bone mass. Zoledronic acid was generally well tolerated, with the most common adverse events (AEs) being transient, mild-to-moderate post-infusion symptoms, which decreased with subsequent infusions.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
The use of zoledronic acid, a novel, highly potent bisphosphonate, for the treatment of hypercalcemia of malignancy.
2002
Advances in the biology and treatment of myeloma bone disease.
2002 Dec
The anti-tumour activity of bisphosphonates.
2002 Dec
Disease modifying and anti-nociceptive effects of the bisphosphonate, zoledronic acid in a model of bone cancer pain.
2002 Dec
Monosodium [1-hydroxy-2-(1H-imidazol-3-ium-4-yl)ethane-1,1-diyl]bis(phosphonate) tetrahydrate (monosodium isozoledronate).
2002 Dec
Pharmacological treatments for prostate cancer.
2002 Dec
The role of osteoclastic activity in prostate cancer skeletal metastases.
2002 Feb
The use of bisphosphonates in patients with breast cancer.
2002 Nov-Dec
Bisphosphonate therapy in multiple myeloma: past, present, future.
2002 Nov-Dec
Gateways to clinical trials.
2002 Oct
Patents

Patents

Sample Use Guides

In Vivo Use Guide
The maximum recommended dose of Zometa in hypercalcemia of malignancy is 4 mg. The 4 mg dose must be given as a single-dose intravenous infusion over no less than 15 minutes.
Route of Administration: Intravenous
In Vitro Use Guide
For the transfection of the T24 human bladder cancer cells, pCMV6 empty vector (OriGene, Rockville, MD, USA) and pCMV6 TAp73 vector were transfected into cells using Lipofectamine™ 2000 (Invitrogen Life Technologies). After 6 h, the medium was refreshed and cultured for 48 h. Then the cells were treated with ZA (200 μM).
Substance Class Chemical
Created
by admin
on Tue Oct 22 07:54:23 UTC 2019
Edited
by admin
on Tue Oct 22 07:54:23 UTC 2019
Record UNII
1K9U67HDID
Record Status Validated (UNII)
Record Version
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Name Type Language
ZOLEDRONIC ACID HEMIPENTAHYDRATE
Common Name English
ZOLEDRONIC ACID HEMIPENTAHYDRATE [JAN]
Common Name English
(1-HYDROXY-2-IMIDAZOL-1-YLETHYLIDENE)DIPHOSPHONIC ACID, HEMIPENTAHYDRATE
Common Name English
Code System Code Type Description
EVMPD
SUB178554
Created by admin on Tue Oct 22 07:54:23 UTC 2019 , Edited by admin on Tue Oct 22 07:54:23 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE