新产品编号:976603
1,2-苯二醇,4-[2-(丁基丙基氨基)乙基]- Chemical Name: 4-(2-N-n-Propyl-N-n-butylaminoethyl)-1,2-benzenediol hydrochloride; N-n-Propyl-N-n-butyl-beta-(3,4-dihydroxyphenyl)ethylamine hydrochloride; N-n-Propyl-N-n-butyldopamine hydrochloride
CAS No. 57464-71-8, 71800-28-7 (free base), 65340-90-1 (HCl)
项目整合开发状态: Preclinical
项目研究机构: Cornell Research Foundation (Originator)
合成路线:3,4-Dimethoxyphenylacetyl chloride (II),obtained by the reaction of SOCl2 with 3,4-dimethoxyphenylacetic acid (I),is reacted with an excess of N-n-propyl-N-n-butylamine (III) in dry DMF to yield the corresponding amide.Following its extraction with ether from an aqueous solution,the amide (IV) is reduced to the corresponding amine (V) by refluxing in dry THF with 1.0 M diborane.The methyl protective groups are removed by refluxing the amine salt for less than 1 h with 56% HI in acetic anhydride.The deprotected amine obtained by neutralizing the hydroiodic salt with aqueous NaHCO3 is then converted to its hydrochloride salt.The final compound is recrystallized from ethanol ether.
📌 参考资料/链接：
参考文献标题:Propylbutyldopamine hydrochloride
文献作者:Ginos,J.Z.
参考来源:Drugs Fut 1986,11(3),191
📄 详细内容
合成路线:3,4-Dimethoxyphenylacetyl chloride (II),obtained by the reaction of SOCl2 with 3,4-dimethoxyphenylacetic acid (I),is reacted with an excess of N-n-propyl-N-n-butylamine (III) in dry DMF to yield the corresponding amide.Following its extraction with ether from an aqueous solution,the amide (IV) is reduced to the corresponding amine (V) by refluxing in dry THF with 1.0 M diborane.The methyl protective groups are removed by refluxing the amine salt for less than 1 h with 56% HI in acetic anhydride.The deprotected amine obtained by neutralizing the hydroiodic salt with aqueous NaHCO3 is then converted to its hydrochloride salt.The final compound is recrystallized from ethanol ether.
参考文献标题:Cholinergic effects of molecular segments of apomorphine and dopaminergic effects of N,N-dialkylated dopamines
文献作者:Ginos,J.Z.; Cotzias,G.C.; Tolosa,E.; Tang,L.C.; LoMonte,A.
参考来源:J Med Chem 1975,18(12),1194
合成路线:3,4-Dimethoxyphenylacetyl chloride (II),obtained by the reaction of SOCl2 with 3,4-dimethoxyphenylacetic acid (I),is reacted with an excess of N-n-propyl-N-n-butylamine (III) in dry DMF to yield the corresponding amide.Following its extraction with ether from an aqueous solution,the amide (IV) is reduced to the corresponding amine (V) by refluxing in dry THF with 1.0 M diborane.The methyl protective groups are removed by refluxing the amine salt for less than 1 h with 56% HI in acetic anhydride.The deprotected amine obtained by neutralizing the hydroiodic salt with aqueous NaHCO3 is then converted to its hydrochloride salt.The final compound is recrystallized from ethanol ether.
参考文献标题:New dopaminergic and potential anti-parkinson compounds,N,N-disubstituted beta-(3,4-dihydroxyphenyl)ethylamines
文献作者:Ginos,J.Z.; Cotzias,G.C.; Doroski,D.
参考来源:J Med Chem 1978,21(2),160
产品链接: CAS No. 57464-71-8›› 产品链接: CAS No.71800-28-7››