3418. Domperidone

Nomenclature

CAS number: 57808-66-9
5-Chloro-1-[1-[3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one; 5-chloro-1-[1-[3-(2-oxo-1-benzimidazolinyl)propyl]-4-piperidyl]-2-benzimidazolinone; R-33812; Bipéridys (Fabre); Gastronorm (Janssen); Motilium (Janssen); Peridon (Italchimici); Motilyo (Janssen); Péridys (Fabre).
C22H24ClN5O2; mol wt 425.91.
C 62.04%, H 5.68%, Cl 8.32%, N 16.44%, O 7.51%.

Description and references

Dopamine D2-receptor antagonist with gastroprokinetic and antiemetic properties. Prepn: J. Vandenberk et al., DE 2632870; eidem, US 4066772 (1977, 1978 both to Janssen). Pharmacology: C. Ennis et al., J. Pharm. Pharmacol. 31, Suppl., 14P (1979). Gastrokinetic properties: J. M. Van Neuten et al., Life Sci. 23, 453 (1978). Receptor binding study: M. Baudry et al., Arch. Pharmacol. 308, 231 (1979). UV spectra and structural study: M. Cignitti et al., J. Mol. Struct. 350, 43 (1995). HPLC determn in serum and breast milk: A. P. Zavitsanos et al., J. Chromatogr. B 730, 9 (1999). Clinical study in diabetic gastroparesis: D. Silvers et al., Clin. Ther. 20, 438 (1998). Review of pharmacology, pharmacokinetics and therapeutic efficacy: R. N. Brogden et al., Drugs 24, 360-400 (1982); J. A. Barone, Ann. Pharmacother. 33, 429-440 (1999).

Chemical structure

Properties

Crystals from DMF/water, mp 242.5°. pKa 7.89. Practically insol in water. Log P (lipid/water): 3.90

Therapeutic Category

Antiemetic; gastroprokinetic.

Therapeutic Category (Veterinary)

Gastroprokinetic.

Keywords

Antiemetic; Dopamine Receptor Antagonist; Gastroprokinetic