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I5784

Sigma-Aldrich

Ibandronate sodium salt

≥97% (NMR), solid

Synonym(s):

(1-Hydroxy-3-(methylpentylamino)propylidene)bisphosphonic acid sodium, Bondronat

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About This Item

Empirical Formula (Hill Notation):
C9H22NNaO7P2
CAS Number:
138844-81-2
Molecular Weight:
341.21
MDL number:
MFCD07197214
UNSPSC Code:
41106300
PubChem Substance ID:
329815388
NACRES:
NA.77

Assay

≥97% (NMR)

form

solid

storage condition

protect from light

color

white

solubility

H2O: >10 mg/mL

originator

Roche

storage temp.

2-8°C

SMILES string

[Na+].CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)([O-])=O

InChI

1S/C9H23NO7P2.Na/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17;/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17);/q;+1/p-1

InChI key

LXLBEOAZMZAZND-UHFFFAOYSA-M

Gene Information

human ... FDPS(2224)

Application

Ibandronate sodium salt has been used to study its effect on the proliferation and ultrastructure of Leishmania and Giardia by the generation of concentration curves. It has also been used to elucidate the route by which nitrogen-containing bisphosphonates (N-BPs) enter the cytosol and inhibit their molecular target.

Biochem/physiol Actions

Ibandronate is a nitrogen-containing bisphosphonate (N-BP). It potentially inhibits mevalonate pathway in osteoclasts. Thus, ibandronate is effectively used to treat osteoporosis and other bone-related diseases.
Ibandronate sodium inhibits farnesyl diphosphate synthase (IC50 = 20 nM). Ibandronate sodium is also a bone resorption inhibitor. It has been investigated for in vitro anti-tumor effects, such as apoptosis induction, inhibitor of cell growth, inhibition of invasive behavior, and inhibition of angiogenesis and for its in vivo role in various cancers including breast and prostate cancers.

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Insights about the structure of farnesyl diphosphate synthase (FPPS) and the activity of bisphosphonates on the proliferation and ultrastructure of Leishmania and Giardia
Gadelha APR, et al.
Parasites & vectors, 13, 1-18 (2020)
Ricardo Villa-Bellosta et al.
Arteriosclerosis, thrombosis, and vascular biology, 29(5), 761-766 (2009-02-14)
The role of inorganic phosphate in the pathogenesis of vascular calcification (VC) has been studied extensively in recent years. Phosphonoformic acid (PFA), an inhibitor of type II Pi transporters, has been traditionally used to study the involvement of Pi transport
Ana Paula R Gadelha et al.
Parasites & vectors, 13(1), 168-168 (2020-04-07)
The enzyme farnesyl diphosphate synthase (FPPS) is positioned in the intersection of different sterol biosynthesis pathways such as those producing isoprenoids, dolichols and ergosterol. FPPS is ubiquitous in eukaryotes and is inhibited by nitrogen-containing bisphosphonates (N-BP). N-BP activity and the
Manish Rauthan et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(15), 5981-5986 (2013-03-27)
Statins are cholesterol-lowering drugs that inhibit 3-hydroxy-3-methyl-glutaryl-CoA (HMG-CoA) reductase, the rate-limiting enzyme in the synthesis of cholesterol via the mevalonate pathway. This pathway also produces coenzyme Q (a component of the respiratory chain), dolichols (important for protein glycosylation), and isoprenoids

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