3949. Fedotozine

Nomenclature

CAS number: 123618-00-8
(αR)-α-Ethyl-N,N-dimethyl-α-[[(3,4,5-trimethoxyphenyl)methoxy]methyl]benzenemethanamine; (+)-(R)-α-ethyl-N,N-dimethyl-α-[[(3,4,5-trimethoxybenzyl)oxy]methyl]benzylamine; (+)-(1R)-1-phenyl-1-[(3,4,5-trimethoxy)benzyloxymethyl]-N,N-dimethyl-n-propylamine.
C22H31NO4; mol wt 373.49.
C 70.75%, H 8.37%, N 3.75%, O 17.14%.

Description and references

Peripheral kappa opioid receptor agonist. Prepn of racemate: NL 80 03601; D. R. Torossian et al., US 4301163 (both 1981 to Soc. Ind. Prod. Synth.); of isomers: G. G. Aubard et al., EP 384088; eidem, US 5245080 (1990, 1993 both to Jouveinal). Mechanism of action and pharmacokinetics in dogs: N. Pascaud et al., J. Pharm. Pharmacol. 42, 546 (1990). Clinical trial in nonulcer dyspepsia: B. Fraitag et al., Dig. Dis. Sci. 39, 1072 (1994).

Chemical structure

Properties

Pale yellow, viscous oil. [α]D +16.5° (c = 6 in ethanol).

Derivative

d(-)-Tartrate.

Nomenclature

CAS number: 133267-27-3
JO-1196.
C22H31NO4.C4H6O6; mol wt 523.57.
C 59.64%, H 7.12%, N 2.68%, O 30.56%.

Properties

Crystals from ethanol, mp 147°. [α]D25 +14.5° (c = 5 in HCl).

Therapeutic Category

Gastroprokinetic.

Keywords

Gastroprokinetic