网站主页>>>项目整合精选>>>项目整合精选>>>Cabergoline, CG-101, FCE-21336, Cabaseril, Sogilen, Cabaser, Dostinex

Cabergoline, CG-101, FCE-21336, Cabaseril, Sogilen, Cabaser, Dostinex

卡麦角林Chemical Name: 1-[(6-Allylergolin-8beta-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylurea; (6aR,9R,10aR)-7-Allyl-N-[3-(dimethylamino)propyl]-N-(N-ethylcarbamoyl)-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxamide
CAS No. 81409-90-7
项目整合开发状态: Launched-1993
项目研究机构: Pfizer (Originator), National Institute on Drug Abuse (Not Determined), Paladin (Marketer), Kissei (Licensee)
合成路线:This compound can be obtained by two differents ways:1) By condensation of 6-allyl-N-[3-(dimethylamino)propyl]ergolin-8-beta-caboxamide (I) with ethyl isocyanate (II) in refluxing toluene.2) By condensation of 6-allylergolin-8-beta-carboxylic acid (III) with N-ethyl-N'-[3-(dimethylamino)propyl]carbodiimide (IV) in refluxing THF.
📌 参考资料/链接:
参考文献标题:Regiospecific process for the preparation of ergoline derivatives
文献作者:Temperilli,A.; Bernardi,L.; Brambilla,E.(Pharmacia Corp.)
参考来源:BE 0894060; JP 58038282

📄 详细内容


合成路线:This compound can be obtained by two differents ways:1) By condensation of 6-allyl-N-[3-(dimethylamino)propyl]ergolin-8-beta-caboxamide (I) with ethyl isocyanate (II) in refluxing toluene.2) By condensation of 6-allylergolin-8-beta-carboxylic acid (III) with N-ethyl-N'-[3-(dimethylamino)propyl]carbodiimide (IV) in refluxing THF.

参考文献标题:Compos閟 d閞iv閟 de l'ergoline,proc閐?pour les pr閜arer et leur usage comme m閐icaments
文献作者:Salvati,P.; et al.(Pharmacia & Upjohn SpA)
参考来源:DE 3112861; FR 2479829


合成路线:This compound can be obtained by two differents ways:1) By condensation of 6-allyl-N-[3-(dimethylamino)propyl]ergolin-8-beta-caboxamide (I) with ethyl isocyanate (II) in refluxing toluene.2) By condensation of 6-allylergolin-8-beta-carboxylic acid (III) with N-ethyl-N'-[3-(dimethylamino)propyl]carbodiimide (IV) in refluxing THF.

参考文献标题:Cabergoline
文献作者:Serradell,M.N.; Azccheo,T.; Castar,J.; Castar,R.M.; Giudici,D.
参考来源:Drugs Fut 1987,12(9),842


合成路线:The synthesis of tritiated cabergoline by two similar routes has been described:1) The acylation of 6-nor-dihydrolysergic acid methyl ester (I) with propargyl bromide yields the corresponding 6-propargyl derivative (II),which is hydrogenated with tritium gas over Pd/C in the presence of quinoline to give the ditritiated 6-allyl derivative (III).This compound is treated with 3-(dimethylamino)propylamine at 120 C,yielding the amide (IV),which is finally treated with ethyl isocyanate.2) The reaction of the propargyl derivative (II) with 3-(dimethylamino)propylamine as before gives the amide (V).The reaction of (V) with ethyl isocyanate gives compound (VI),which is then hydrogenated with tritium as before.

合成路线:The synthesis of [14C]-cabergoline has also been described:The reaction of 6-allylergoline-8beta-carboxylic acid methyl ester (I) with hydrazine in refluxing methanol gives the hydrazide (II),which by reaction with NaNO2-HCl in water is converted to the amine (III).The reaction of (III) again with NaNO2-HCl in water,followed by reaction with SnCl2,affords the chloro derivative (IV),which is condensed with [14C]-CNK in refluxing ethanol-water yielding the nitrile (V).Hydrolysis of (V) with NaOH in refluxing ethanol affords the acid (VI),which is finally condensed with N-ethyl-N'-[3-(dimethylamino)propyl]carbodiimide in DMF.
参考文献标题:Syntheses of tritium and carbon-14 labelled N-(3-dimethyl aminopropyl)-N-(ethylaminocarbonyl)-6-(2-propenyl)ergoline-8beta-carboxamide (cabergoline),a potent long lasting prolactin lowering agent
文献作者:Mantegani,S.; Brambilla,E.; Ermoli,A.; Fontana,E.; Angiuli,P.; Vicario,G.P.
参考来源:J Label Compd Radiopharm 1991,29(5),519


产品链接: CAS No. 81409-90-7››