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A4978

Sigma-Aldrich

Alendronate sodium trihydrate

≥97% (NMR), powder

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Synonym(s):
4-amino-1-hydroxy-1-phosphonobutyl phosphonic acid, monosodium, MK-217
Empirical Formula (Hill Notation):
C4H12NaNO7P2 · 3 H2O
CAS Number:
Molecular Weight:
325.12
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97% (NMR)

form

powder

color

white

solubility

water, double-distilled: 10 mg/mL

storage temp.

−20°C

SMILES string

[Na+].[H]O[H].[H]O[H].[H]O[H].NCCCC(O)(P(O)(O)=O)P(O)([O-])=O

InChI

1S/C4H13NO7P2.Na.3H2O/c5-3-1-2-4(6,13(7,8)9)14(10,11)12;;;;/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12);;3*1H2/q;+1;;;/p-1

InChI key

DCSBSVSZJRSITC-UHFFFAOYSA-M

Gene Information

human ... FDPS(2224)

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Application

Alendronate sodium trihydrate has been used:
  • for calcium phosphate nanoparticles (nCaP)/ bisphosphonate (BP) coating on titanium implants and analyze its osteogenic capacity
  • in osteogenic differentiation of human bone marrow stromal cells (hBMSCs) isolated from aged osteoporosis patients- and healthy-person
  • to treat osteoblast progenitor cells and osteoblasts and study their effect on osteoblast behaviors using conventional assays and simple digital image analysis

Biochem/physiol Actions

Alendronate is a nitrogen-containing bisphosphonate that is known to hinder the mevalonate pathway and limit osteoclastic function and activity. Alendronate sodium trihydrate is a bone resorption inhibitor, farnesyl diphosphate synthase inhibitor, and CD45 protein tyrosine phosphatase inhibitor.
Alendronate sodium trihydrate is a bone resorption inhibitor; farnesyl diphosphate synthase inhibitor (IC50 = 460 nM); CD45 protein tyrosine phosphatase inhibitor.

Storage and Stability

Following reconstitution, it is recommended to aliquot and freeze at -20°C. Stock solutions are stable for up to 6 months at -20°C.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What quality control assays are typically done on Product A4978, Alendronate sodium trihydrate?

    The assays typically done on Product No. A4978 are appearance, solubility, elemental analysis for carbon, hydrogen and nitrogen (CHN) and proton NMR (1H-NMR) spectroscopy. The results of these assays may be found on the certificate of analysis for each lot.

  4. How should I dissolve Product A4978, Alendronate sodium trihydrate?

    This product is soluble in water at a concentration of 10 mg/mL.

  5. I see that Product A4978, Alendronate sodium trihydrate, is a trihydrate. How was the water content determined?

    Our supplier typically determines the water content by a loss on drying. We have not tested the water content in our labs here at Sigma by that method; we typically confirm the supplier’s value by CHN (elemental analysis for carbon, hydrogen and nitrogen, comparing the measured values to the theoretical values for the trihydrate).

  6. How do I find price and availability?

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  7. What is the Department of Transportation shipping information for this product?

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Mattias Ulmner et al.
Journal of oral and maxillofacial surgery : official journal of the American Association of Oral and Maxillofacial Surgeons, 72(1), 76-82 (2013-09-03)
To estimate the incidence of bisphosphonate (BP)-related osteonecrosis of the jaw (BRONJ) associated with the use of oral BPs and osteonecrosis of the jaw (ONJ) not associated with current or previous medication with a BP or radiotherapy to the head
Robert Josse et al.
Current medical research and opinion, 29(3), 205-216 (2013-01-10)
According to the 2010 Osteoporosis Canada Clinical Practice Guidelines, denosumab is a first-line option for the pharmacological management of postmenopausal osteoporosis (PMO), along with several therapeutics that may be more familiar to family practice doctors: bisphosphonates, raloxifene, teriparatide, and hormone
Xuefeng Hu et al.
Tissue engineering. Part A, 19(17-18), 1919-1930 (2013-04-02)
Fibrous encapsulation can impair implant osseointegration and cause implant failure but currently there are limited strategies to address this problem. Since bisphosphonates (BPs), a class of drugs widely used to treat bone diseases, was recently found to induce fibroblast apoptosis
Shmuel Banai et al.
American heart journal, 165(2), 234-240 (2013-01-29)
Activation of systemic innate immunity is critical in the chain of events leading to restenosis. LABR-312 is a novel compound that transiently modulates circulating monocytes, reducing accumulation of these cells at vascular injury sites and around stent struts. The purpose
Wei-Yih Chiu et al.
The Journal of clinical endocrinology and metabolism, 98(4), E723-E726 (2013-03-09)
Bisphosphonates effectively increase bone mineral density and reduce fracture risk in patients with osteoporosis, but there are concerns about osteonecrosis of the jaw (ONJ) and atypical femoral fractures (AFFs) in the long-term users. So far both complications have not been

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