Moclobemide, Ro-11-1163, Moclamine, Manerix, Aurorix

吗氯贝胺Chemical Name: 4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide
CAS No. 71320-77-9
项目整合开发状态: Launched-1990
项目研究机构: Roche (Originator), Dainippon Pharmaceutical (Licensee)
合成路线:This compound can be prepared in several different ways:1) By reaction of p-chlorobenzoyl chloride (I) with N-(2-aminoethyl)morpholine (II) in pyridine.2) By reaction of p-chlorobenzoyl anhydride (III) with N-(2-aminoethyl)morpholine (II) in pyridine.3) By reaction of methyl p-chlorobenzoate (IV) with N-(2-aminoethyl)morpholine (II) at 120 C.4) By reaction of N-(p-chlorobenzoyl)succinimide (V) with N-(2-aminoethyl)morpholine (II) in dioxane.5) By reaction of p-nitrophenyl p-chlorobenzoate (VI) with N-(2-aminoethyl)morpholine (II) in THF.6) By reaction of p-chloro-N-(2-chloroethyl)benzamide (VII) with morpholine (VIII) at 100 C.7) By reaction of p-chlorobenzoylaziridine (IX) with morpholine (VIII) in refluxing toluene.8) By reaction of p-chlorobenzaldehyde (X) with N-(2-aminoethyl)morpholine (II) in refluxing benzene to give 4-[2-[(p-chlorobenzylidene)amino]ethyl]morpholine (XI),followed by an oxidation with H2O2 in methanol.9) By reaction of p-chloro-N-(2-morpholinoethyl)thiobenzamide (XII) with lead tetraacetate in refluxing water.11) By reaction of p-chlorobenzoic acid (XIV) with N-(2-aminoethyl)morpholine (II) by means of dicyclohexylcarbodiimide in pyridine,or by means of chloroformic acid ethyl ester and triethylamine in acetone.10) By isomerization of (alpha-(p-chlorophenyl)-N-(2-morpholinoethyl)nitrone (XIII) in hot acetic acid - acetic anhydride,followed by a treatment with NaOH.