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SML0223

Zoledronic acid monohydrate

≥98% (HPLC), FPP synthase inhibitor, powder

Synonym(s):

P,P′-[1-Hydroxy-2-(1H-imidazol-1-yl)ethylidene]bisphosphonic acid monohydrate, Zoledronate monohydrate, [1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl]bis(phosphonic acid) monohydrate

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O7P2·H2O
CAS Number:
165800-06-6
Molecular Weight:
290.10
UNSPSC Code:
12352204
PubChem Substance ID:
329825242
NACRES:
NA.77
MDL number:
MFCD08448695
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated, protect from light
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Product Name

Zoledronic acid monohydrate, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated, protect from light

color

white to beige

solubility

H2O: ≥2 mg/mL

storage temp.

2-8°C

SMILES string

O.OC(Cn1ccnc1)(P(O)(O)=O)P(O)(O)=O

InChI

1S/C5H10N2O7P2.H2O/c8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7;/h1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14);1H2

InChI key

FUXFIVRTGHOMSO-UHFFFAOYSA-N

Application

Zoledronic acid monohydrate has been used:
  • as an inhibitor for cell proliferation in glioblastoma, breast cancer tumor and prostate cancer cell line LAPC4
  • as a conjugate with D,L-lactide 75: glycolide 25 (PLGA) to analyze its bone formation functionality in distal femur
  • as an inhibitor for farnesyl diphosphate synthase enzyme in glioblastoma cells

Biochem/physiol Actions

Zoledronic acid (zoledronate) is a bisphosphonate bone resorption inhibitor, an inhibitor of farnesyl diphosphate (FPP) synthase which results in downstream inhibition of osteoclast activity and reduced bone resorption and turnover. It has been used to treat postmenopausal osteoporosis, Paget′s disease, hypercalcemia, and along with cancer chemotherapy to treat bone damage caused by cancer that has spread to the bones.
Zoledronic acid (zoledronate) is a bone resorption inhibitor, an inhibitor of farnesyl diphosphate synthase

Preparation Note

This product is extremely unstable in solution and should be used shortly after reconstitution. If storage of the solution is necessary it can be held at 2-8ºC for no more than 24 hours.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000485245
0000485246
0000485246
0000485245
0000368337

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Farnesyl diphosphate synthase is important for the maintenance of glioblastoma stemness
Kim HY, et al.
Experimental & Molecular Medicine, 50(10), 137-137 (2018)
Anti-cancer effects of nitrogen-containing bisphosphonates on human cancer cells
Jiang P, et al.
Testing, 7(36), 57932-57932 (2016)
Wei Lei et al.
Scientific reports, 10(1), 7004-7004 (2020-04-26)
The most challenging issue for breast cancer (BC) patients is metastasis to other organs because current therapies do not prevent or eliminate metastatic BC. Here, we show that SM-164, a small molecule inhibitor, which degrades inhibitor of apoptosis proteins (IAPs)
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