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Key Documents

126855

Sigma-Aldrich

Alendronate, Sodium Salt

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

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:
Molecular Weight:
325.12
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (titration)

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

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

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 and induces in vitro apoptosis of osteoclasts and macrophages by inhibiting farnesyl diphosphate synthase (IC50 = 460 nM). Efficiently chelates metal ions and functions as a broad-spectrum MMP inhibitor (IC50 ~ 40 - 70 µM). Also displays antimetastatic, anti-invasive and cell-adhesion-promoting properties (IC50 ~ 1 pM, in vitro invasion of prostate cancer cells).
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).

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

Warning

Toxicity: Harmful (C)

Reconstitution

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

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.

Legal Information

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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