Chemical Name: [1-Hydroxy-2-(1H-imidazol-1-yl)ethylidene]bisphosphonic acid
Purity: ≥98% (HPLC)
Biological Activity
Technical Data
Solubility
Calculators
Datasheets
References
Biological Activity
Potent bisphophonate farnesyl diphosphate (FPP) synthase inhibitor (IC50 = 20 nM). Inhibits osteoclast-mediated bone resorption. Also inhibits Ras signaling and tumor growth, and induces apoptosis in pancreatic cancer cells. Reverses epithelial-mesenchymal transition and inhibits breast cancer cell renewal via inactivation of NF-κB.
Technical Data
M. Wt
272.09
Formula
C5H10N2O7P2
Storage
Store at +4°C
Purity
≥98% (HPLC)
CAS Number
118072-93-8
PubChem ID
68740
InChI Key
XRASPMIURGNCCH-UHFFFAOYSA-N
Smiles
OC(P(O)(O)=O)(P(O)(O)=O)CN1C=CN=C1
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
Solvent
Max Conc. mg/mL
Max Conc. mM
Solubility
water
0.68
2.5
1.1eq. NaOH
13.6
50
Preparing Stock Solutions
The following data is based on the product molecular weight 272.09. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass
1 mg
5 mg
10 mg
1 mM
3.68 mL
18.38 mL
36.75 mL
5 mM
0.74 mL
3.68 mL
7.35 mL
10 mM
0.37 mL
1.84 mL
3.68 mL
50 mM
0.07 mL
0.37 mL
0.74 mL
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Product Datasheets
Certificate of Analysis / Product Datasheet
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References
References are publications that support the products' biological activity.
Schechet al (2013) Zoledronic acid reverses the epithelial-mesenchymal transition and inhibits self-renewal of breast cancer cells through inactivation of NF-κB. Mol.Cancer Ther. 12 1356 PMID: 23619300
Tassoneet al (2003) Zoledronic acid induces antiproliferative and apoptotic effects in human pancreatic cancer cells in vitro. Br.J.Cancer 88 1971 PMID: 12799645
Dunfordet al (2001) Structure-activity relationships for inhibition of farnesyl diphosphate synthase in vitro and inhibition of bone resorption in vivo by nitrogen-containing bisphosphonates. J.Pharmacol.Exp.Ther. 296 235 PMID: 11160603