126855

Alendronate, Sodium Salt

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

• Synonym(e): Alendronate, Sodium Salt, Alendronate, Sodium, Trihydrate, 4-Amino-1-hydroxybutylidine-1,1-bisphosphonate
• Empirische Formel (Hill-System): C₄H₁₂NNaO₇P₂ · 3H₂O
• CAS-Nummer: 121268-17-5
• Molekulargewicht: 325.12
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD01748233
• Assay: ≥98% (NMR)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, desiccated (hygroscopic)

Eigenschaften

• Produktname: Alendronate, Sodium Salt, An amino-bisphosphonate that acts as a potent inhibitor of bone resorption and cartilage destruction.
• Quality Level: 100
• 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
• 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

Beschreibung

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).

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

Preparation Note

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

Disclaimer

Toxicity: Harmful (C)

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable