121268-17-5 Alendronate sodium trihydrate AKSci J10154
 
 
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  J10154    
Alendronate sodium trihydrate, >98%
 
4-Amino-1-hydroxy-1-phosphonobutyl phosphonic acid, monosodium
Fosamax
IDENTITY
CAS Number:121268-17-5
MDL Number:MFCD01748233
MF:C4H18NNaO10P2
MW:325.12
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:>98%
Physical Form (at 20°C):Solid
Melting Point:257-270°C
Boiling Point:617°C
Long-Term Storage:Store long-term at -20°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Solubility:DMSO: <1mg/mL; H2O: <1mg/mL; EtOH: <1mg/mL; insol CDCl3
Application(s):Farnesyl diphosphate synthase inhibitor
Form:Sodium salt

REVIEW
 Alendronic sodium trihydrate is a bisphosphonate drug used for osteoporosis and other bone diseases. It inhibits osteoclast-mediated bone resorption. Unlike pyrophosphate, the endogenous regulator of bone turnover to which it is chemically related, alendronate specifically inhibits osteoclastic osteoclastic bone resorption, having no effect on mineralization of bone newly formed by osteoblasts. The action of alendronate on bone tissue is based partly on its affinity for hydroxyapatite, part of the mineral matrix of bone. Alendronate also targets farnesyl pyrophosphate (FPP) synthase, an enzyme in the mevalonate pathway. Nitrogen-containing bisphosphonates appear to act as analogues of isoprenoid diphosphate lipids, thereby inhibiting FPP synthase in osteoclasts, preventing the biosynthesis of isoprenoid lipids that are essential for the post-translational farnesylation and geranylgeranylation of small GTPase signalling proteins. This activity inhibits osteoclast activity and reduces bone resorption and turnover.

REFERENCES
[1]Kieczykowski, Gerard R.; Melillo, David G.; Jobson, Ronald B Process for preparing 4-amino-1-hydroxybutylidene-1,1-bisphosphonic acid or salts thereof U.S. (1990), US 4922007 A 19900501.
[2] Kieczykowski, Gerard R.; Jobson, Ronald B.; Melillo, David G.; Reinhold, Donald. F.; Grenda, Victor J.; Shinkai, Ichiro Preparation of (4-Amino-1-Hydroxybutylidene)bisphosphonic Acid Sodium Salt, MK-217 (Alendronate Sodium). An Improved Procedure for the Preparation of 1-Hydroxy-1,1-bisphosphonic Acids Journal of Organic Chemistry (1995), 60(25), 8310-12.
[3] O'Ceallaigh, Tomas Synthesis of alendronate sodium trihydrate PCT Int. Appl. (2007), WO 2007056417 A2 20070518.
[4] Shinkai I, Ohta Y. New drugs--reports of new drugs recently approved by the FDA. Alendronate. Bioorg Med Chem. 1996 Jan;4(1):3-4.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H302

Precautionary Statements
P264; P270; P301+P312; P330; P501

Current as of January 31, 2025


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CATEGORIES
 APIs and Bioactives > Bisphosphonates


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