6279. Mosapride

Nomenclature

CAS number: 112885-41-3
4-Amino-5-chloro-2-ethoxy-N-[[4-[(4-fluorophenyl)methyl]-2-morpholinyl]methyl]benzamide; (±)-4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide.
C21H25ClFN3O3; mol wt 421.89.
C 59.78%, H 5.97%, Cl 8.40%, F 4.50%, N 9.96%, O 11.38%.

Description and references

Selective 5-HT4 receptor agonist. Prepn: T. Kon et al., EP 243959; eidem, US 4870074 (1987, 1989 both to Dainippon); S. Kato et al., J. Med. Chem. 34, 616 (1991). Pharmacology: N. Yoshida et al., Arch. Int. Pharmacodyn. Ther. 300, 51 (1989). Series of articles on pharmacokinetics: Arzneim.-Forsch. 43, 859-872 (1993); on pharmacology and metabolism: ibid. 1083-1108. HPLC determn in plasma: I. Yokoyama et al., J. Pharm. Biomed. Anal. 15, 1527 (1997). Clinical evaluation in gastro-esphageal reflux disease: M. Ruth et al., Aliment. Pharmacol. Ther. 12, 35 (1998). Toxicity study: S. Yatera et al., Jpn. Pharmacol. Ther. 21, 21 (1993).

Chemical structure

Properties

Crystals from ethanol, mp 151-153°.

Derivative

Citrate.

Nomenclature

CAS number: 112885-42-4
AS-4370; Gasmotin (Dainippon).
C21H25ClFN3O3.C6H8O7; mol wt 614.02.
C 52.81%, H 5.42%, Cl 5.77%, F 3.09%, N 6.84%, O 26.06%.

Properties

Crystals from ethanol, mp 143-145°. LD50 in male, female mice, rats (mg/kg): >3000, >3000, >3000, 1905 orally; >1000, 914, >1000, >1000 i.p.; all species >1000 s.c.; in male, female dogs (mg/kg): both >400 orally (Yatera).

Therapeutic Category

Gastroprokinetic.

Keywords

Gastroprokinetic