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Merck
CN

126855

Alendronate, Sodium Salt

≥98% (NMR), farnesyl disphosphate synthase inhibitor, solid

Synonym(s):

Alendronate, Sodium Salt, Alendronate, Sodium, Trihydrate, 4-Amino-1-hydroxybutylidine-1,1-bisphosphonate

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About This Item

Empirical Formula (Hill Notation):
C4H12NNaO7P2 · 3H2O
CAS Number:
121268-17-5
Molecular Weight:
325.12
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD01748233

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Product Name

Alendronate, Sodium Salt, An amino-bisphosphonate that acts as a potent inhibitor of bone resorption and cartilage destruction.

SMILES string

[Na+].[P](=O)([O-])(O)[C@@]([P](=O)(O)O)(O)CCCN.O.O.O

InChI

1S/C4H13NO7P2.Na.3H2O/c5-3-1-2-4(6,13(7,8)9)14(10,11)12;;;;/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12);;3*1H2/q;+1;;;/p-1

InChI key

DCSBSVSZJRSITC-UHFFFAOYSA-M

description

Merck USA index - 14, 229

assay

≥98% (NMR)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: no
Primary Target
Farnesyl diphosphate synthase
Product does not compete with ATP.
Reversible: no
Target IC50: 460 nM against farnesyl diphosphate synthase; ~ 40 - 70 µM as as a broad-spectrum MMP inhibitor; ~ 1 pM against in vitro invasion of prostate cancer cells

Disclaimer

Toxicity: Harmful (C)

General description

An amino-bisphosphonate that acts as a potent inhibitor of bone resorption and cartilage destruction. Causes disruption of the ruffled border and actin cytoskeleton of osteoclasts. Shown to induce apoptosis of osteoclasts and macrophages. Inhibits farnesyl disphosphate synthase (IC50 = 460 nM with purified enzyme and 1.7 µM with cell extracts). Also shown to inhibit migration, cell adhesion, and invasion of cells (IC50 = 1 pM in prostate cancer cell invasion assays). Efficiently chelates metal ions and functions as a matrix metalloprotease (MMP) inhibitor (IC50 = 40-70 µM).

Other Notes

Lehenkari, P.P., et al. 2002. Mol. Pharmacol.62, 1255.
Virtanen, S.S., et al. 2002. Cancer Res.62, 2708.
Bergstrom, J.D., et al. 2000. Arch. Biochem. Biophys.373, 231.
Smith, R., et al. 1971. Lancet1, 945.
Fleisch, H., et al. 1969. Nature223, 211.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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