A non-nitrogenous bisphosphonate
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Clodronate (sodium salt hydrate)

Item No. 16134

Technical Information
Formal Name
P,P'-(dichloromethylene)bis-phosphonic acid, disodium salt, tetrahydrate
CAS Number
88416-50-6
Synonyms
  • Clodronic acid
Molecular Formula
CH2Cl2O6P2 • 2Na [4H2O]
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
SMILES
OP(C(Cl)(Cl)P(O)([O-])=O)([O-])=O.[Na+].[Na+].O.O.O.O
InChi Code
InChI=1S/CH4Cl2O6P2.2Na.4H2O/c2-1(3,10(4,5)6)11(7,8)9;;;;;;/h(H2,4,5,6)(H2,7,8,9);;;4*1H2/q;2*+1;;;;/p-2
InChi Key
XWHPUCFOTRBMGS-UHFFFAOYSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bisphosphonates bind strongly to bone and reduce bone resorption through effects on both osteoclasts and osteoblasts.1,2 Clodronate is a non-nitrogenous bisphosphonate that has been used in the treatment of osteoporosis and other metabolic bone diseases. It binds to hydroxyapatite crystals with an affinity constant of 0.72 µM, inhibiting their growth (IC50 = 1.34 µM) and bone resorption.3 Clondronate is metabolized intracellularly to a β-γ-methylene analog of ATP that is cytotoxic to both osteoclasts and macrophages, which belong to the same cell lineage as osteoclasts.4 Liposome-encapsulated bisphosphonates such as clodronate have been used in biological research to selectively deplete macrophage-like cells and cancer cells.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sahni, M., Guenther, H.L., Fleisch, H., et alBisphosphonates act on rat bone resorption through the mediation of osteoblasts. J. Clin. Invest. 91(5), 2004-2011 (1993).

    2. Bell, N.H., and Johnson, R.H. Bisphosphonates in the treatment of osteoporosis. Endocrine 6(2), 203-206 (1997).

    3. Nancollas, G.H., Tang, R., Phipps, R.J., et alNovel insights into actions of bisphosphonates on bone: Differences in interactions with hydroxyapatite. Bone 38(5), 617-627 (2006).

    4. Lehenkari, P.P., Kellinsalmi, M., Näpänkangas, J.P., et alFurther insight into mechanism of action of clodronate: Inhibition of mitochondrial ADP/ATP translocase by a nonhydrolyzable, adenine-containing metabolite. Mol. Pharmacol. 61(5), 1255-1262 (2002).

    5. Sabatino, R., Antonelli, A., Battistelli, S., et alMacrophage depletion by free bisphosphonates and zoledronate-loaded red blood cells. PLoS One 9(6), e101260 (2014).