合成路线:The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol.This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide.The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol,which permits the solubilization of all compounds.The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium.For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base,whereas the imino form predominates in salts.
参考文献标题:COR3224
文献作者:D'Arnoux,C.; Panconi,E.; Descas,P.; Vaugien,B.; Lambrey,B.; Mosser,J.; Jarry,C.; Gomond,P.; Saudubray,F.; Roux,J.
参考来源:Drugs Fut 1991,16(10),893
合成路线:The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol.This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide.The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol,which permits the solubilization of all compounds.The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium.For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base,whereas the imino form predominates in salts.
参考文献标题:Crystal and molecular structure of 5-(1-aryl-4-piperazino)-methyl-2-amino-2-oxazolines with antidepressant activity
文献作者:Ouhabi,J.; Jarry,C.; Bosc,J.J.; Carpy,A.
参考来源:Arch Pharm 1990,323157-61
合成路线:The reaction of phenylpiperazine (I) with epichlorhydrin (II) leads to 1-chloro-3-(1-phenyl-4-piperazinyl)-2-propanol.This intermediate is dehydrohalogenated to 1-(1-phenyl-4-piperazinyl)-2,3-epoxypropane (III) using sodium hydroxide.The epoxide is converted without further purification into the corresponding 4,5-dihydro-5-[(4-phenyl-1-piperazinyl)methyl]-2-oxazolamine (COR3224) by condensation with monosodium cyanamide salt in methanol,which permits the solubilization of all compounds.The amidine group of the oxazoline ring induces a tautomeric amino-imino equilibrium.For COR3224 it has been shown by X-ray crystallography that the amino form is preponderant in the free base,whereas the imino form predominates in salts.
参考文献标题:Synthesis and antidepressant activity of 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines
文献作者:Bosc,J.J.; Descas,P.; Carpy,A.; Panconi,E.; Jarry,C.
参考来源:Eur J Med Chem 1992,27(5),437
产品链接: CAS No. 91595-86-7››