9441. Tiludronic Acid

Nomenclature

CAS number: 89987-06-4
[[(4-Chlorophenyl)thio]methylene]bisphosphonic acid; ACPMD; Cl-TMBP; ME-3737.
C7H9ClO6P2S; mol wt 318.61.
C 26.39%, H 2.85%, Cl 11.13%, O 30.13%, P 19.44%, S 10.06%.

Description and references

Bisphosphonate antiresorptive agent. Prepn: J. C. Breliere et al., EP 100718; eidem, US 4876248 (1984, 1989 both to Sanofi). HPLC determn in plasma and urine: J.-P. Fels et al., J. Chromatogr. 430, 73 (1988). Determn of dissociation constants: M. Bonnery et al., Bull. Soc. Chim. Fr. 1988, 49. Symposium on pharmacology and clinical experience: Bone 17, Suppl., 471S-519S (1995). Clinical trial in Paget's disease: W. D. Fraser et al., Postgrad. Med. J. 73, 496 (1997).

Chemical structure

Properties

pK1 10.85; pK2 6.90; pK3 2.95; pK4 1.30.

Derivative

Disodium salt.

Nomenclature

CAS number: 149845-07-8; 155453-10-4 (hemihydrate)
Tiludronate disodium; SR-41319B; Skelid (Sanofi).
C7H7ClNa2O6P2S; mol wt 362.57.
C 23.19%, H 1.95%, Cl 9.78%, Na 12.68%, O 26.48%, P 17.09%, S 8.84%.

Properties

Occurs as the hemihydrate.

Derivative

Di-tert-butylamine salt.

Properties

mp 253° (dec).

Therapeutic Category

Bone resorption inhibitor.

Keywords

Antipagetic; Bone Resorption Inhibitor