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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:
121268-17-5
Molecular Weight:
325.12
MDL number:
MFCD01748233
UNSPSC Code:
41106300
PubChem Substance ID:
24724391
NACRES:
NA.77

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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)

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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  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?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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
Songsong Zhu et al.
Bone, 53(2), 340-349 (2013-01-08)
Osteoporosis (OP) and osteoarthritis (OA) are major health problems in the increasing elderly population, particularly in postmenopausal women, but their relationship remains unclear. The present study investigated whether alendronate (ALN), a potent inhibitor of bone resorption, could protect articular cartilage
Núria Guañabens et al.
Hepatology (Baltimore, Md.), 58(6), 2070-2078 (2013-05-21)
Osteoporosis resulting in bone fractures is a complication in patients with primary biliary cirrhosis (PBC). Once-weekly alendronate improves bone mass and is well tolerated in these patients, but there is a concern because of poor compliance. Therefore, the efficacy, adherence
Jaishree Garhyan et al.
Pathogens (Basel, Switzerland), 9(5) (2020-05-18)
One-third of the world's population is estimated to be latently infected with Mycobacterium tuberculosis (Mtb). Recently, we found that dormant Mtb hides in bone marrow mesenchymal stem cells (BM-MSCs) post-chemotherapy in mice model and in clinical subjects. It is known
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