Alendronic Acid
Title: Alendronic Acid
CAS Registry Number: 66376-36-1
CAS Name: (4-Amino-1-hydroxybutylidene)bisphosphonic acid
Additional Names: a-hydroxy-d-aminobutylidenediphosphonic acid; ABDP
Molecular Formula: C4H13NO7P2
Molecular Weight: 249.10
Percent Composition: C 19.29%, H 5.26%, N 5.62%, O 44.96%, P 24.87%
Literature References: Bisphosphonate antiresorptive agent. Prepn: M. I. Kabachnik et al., Bull. Acad. Sci. USSR, 27, 374 (1978). See also: BE 903519; G. Staibano, US 4705651 (1986, 1987 both to Gentili). Improved prepn: G. R. Kieczykowski et al., J. Org. Chem. 60, 8310 (1995). Pharmacokinetics: J. H. Lin et al., Drug Metab. Dispos. 19, 926 (1991). Mechanism of action: M. Sato et al., J. Clin. Invest. 88, 2095 (1991). Determn by HPLC in urine: W. F. Kline et al., J. Chromatogr. 534, 139 (1990); by IC in pharmaceutical formulations: E. W. Tsai et al., ibid. 596, 217 (1992). Clinical evaluation in malignant hypercalcaemia: R. Rizzoli et al., Int. J. Cancer 50, 706 (1992). Clinical trial in postmenopausal osteoporosis: U. A. Liberman et al., N. Engl. J. Med. 333, 1437 (1995); in prevention of bone loss in women: D. Hosking et al., ibid. 338, 485 (1998). Clinical trial in men with osteoporosis: E. Orwoll et al., ibid. 343, 604 (2000).
Properties: Fine white powder, mp 233-235° (dec). pK1 2.72 ±0.05; pK2 8.73 ±0.05; pK3 10.5 ±0.1; pK4 11.6 ±0.1 at 25°, (0.1M KCl).
Melting point: mp 233-235° (dec)
pKa: pK1 2.72 ±0.05; pK2 8.73 ±0.05; pK3 10.5 ±0.1; pK4 11.6 ±0.1 at 25°, (0.1M KCl)
 
Derivative Type: Monosodium salt trihydrate
CAS Registry Number: 121268-17-5
Additional Names: Alendronate sodium
Manufacturers' Codes: MK-217; G-704650
Trademarks: Adronat (Neopharmed); Alendros (Abiogen); Bonalon (Merck & Co.); Dronal (Sigma-Tau); Fosamac (Merck & Co.); Fosamax (Merck & Co.); Onclast (Merck & Co.)
Molecular Formula: C4H12NNaO7P2.3H2O
Molecular Weight: 325.12
Percent Composition: C 14.78%, H 5.58%, N 4.31%, Na 7.07%, O 49.21%, P 19.05%
Properties: mp 257-262.5°. Sol in water; very slightly sol in alcohol. Practically insol in chloroform.
Melting point: mp 257-262.5°
 
Therap-Cat: Bone resorption inhibitor.
Keywords: Antiosteoporotic; Antipagetic; Bone Resorption Inhibitor.

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