4228. Fominoben

Nomenclature

CAS number: 18053-31-1
N-[3-Chloro-2-[[methyl-[2-(4-morpholinyl)-2-oxoethyl]amino]methyl]phenyl]benzamide; 3′-chloro-α-[methyl[(morpholinocarbonyl)methyl]amino]-o-benzotoluidide; 3′-chloro-β-[N-methyl-N-[(morpholinocarbonyl)methyl]aminomethyl]benzanilide.
C21H24ClN3O3; mol wt 401.89.
C 62.76%, H 6.02%, Cl 8.82%, N 10.46%, O 11.94%.

Description and references

Prepn: FR 1482547; FR Addn. 92488 (1967, 1968 both to Thomae), C.A. 68, 95494e (1968); 72, 21938p (1970); Kruger et al., US 3661903 (1972 to Boehringer, Ing.); eidem, Arzneim.-Forsch. 23, 290 (1973). Series of articles on pharmacology and clinical findings: ibid. 296-375. Metabolism: Zimmer, ibid. 1798. Toxicity data: S. Püschmann, R. Engelhorn, ibid. 296.

Chemical structure

Properties

Base, mp 122.5-123°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 24600-36-0
PB-89; Finaten (Finadiet); Noleptan (Thomae); Oleptan (Bender); Terion (Lusofarmaco); Tussirama (Serpero).
C21H24ClN3O3.HCl; mol wt 438.35.
C 57.54%, H 5.75%, Cl 16.18%, N 9.59%, O 10.95%.

Properties

Crystals, mp 206-208° (dec). Soly in water: 0.1 mg/100 ml; in 0.05N aq tartaric acid: 5 g/100 ml. LD50 in mice, rats (mg/kg): 630, 1201 i.p.; 2200, 1250 orally (Püschmann, Engelhorn).

Therapeutic Category

Antitussive; respiratory stimulant.

Keywords

Antitussive; Respiratory Stimulant