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I5784

Sigma-Aldrich

Ibandronate sodium salt

≥97% (NMR), solid

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Synonym(s):
(1-Hydroxy-3-(methylpentylamino)propylidene)bisphosphonic acid sodium, Bondronat
Empirical Formula (Hill Notation):
C9H22NNaO7P2
CAS Number:
Molecular Weight:
341.21
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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)

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This Item
A4978P2371N6037
Ibandronate sodium salt ≥97% (NMR), solid

I5784

Ibandronate sodium salt

Alendronate sodium trihydrate ≥97% (NMR), powder

A4978

Alendronate sodium trihydrate

Pamidronate disodium salt hydrate ≥95% (NMR), solid

P2371

Pamidronate disodium salt hydrate

Neridronate ≥97% (NMR), solid

N6037

Neridronate

form

solid

form

powder

form

solid

form

solid

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

protect from light

storage condition

-

storage condition

-

storage condition

-

solubility

H2O: >10 mg/mL

solubility

water, double-distilled: 10 mg/mL

solubility

H2O: 28 mg/mL

solubility

H2O: >5 mg/mL

color

white

color

white

color

white

color

white

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
Identification of a transporter complex responsible for the cytosolic entry of nitrogen-containing bisphosphonates
Yu Z, et al.
eLife, 7, e36620-e36620 (2018)
Pratigyan Dash et al.
Macromolecular bioscience, 23(11), e2300211-e2300211 (2023-06-29)
Osteosarcoma (OS) is a malignant tumor, fatal for pediatric patients who do not respond to chemotherapy, alternative therapies and drugs can provide better outcomes. Zoledronic acid (Zol) belonging to the class of bisphosphonates (BPs) has a direct antitumor ability to prevent
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

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