公开(公告)号：US4466980A

公开(公告)日：1984-08-21

申请号：US316902

申请日：1981-10-30

申请人： Toshio Tanaka ,  Takeshi Toru ,  Takeo Oba ,  Noriaki Okamura ,  Kenzo Watanabe ,  Kiyoshi Bannai ,  Atsuo Hazato ,  Seizi Kurozumi ,  Fukuyoshi Kamimoto ,  Akira Ohtsu

发明人： Toshio Tanaka ,  Takeshi Toru ,  Takeo Oba ,  Noriaki Okamura ,  Kenzo Watanabe ,  Kiyoshi Bannai ,  Atsuo Hazato ,  Seizi Kurozumi ,  Fukuyoshi Kamimoto ,  Akira Ohtsu

IPC分类号： C07C405/00 ,  C07D309/12 ,  C07C177/00 ,  A61K31/557

CPC分类号： C07C405/0033 ,  C07D309/12

摘要： A novel compound selected from the group consisting of 7-(or 6- or 4-)thiaprostaglandin E.sub.1 derivatives of the formula (I). ##STR1## wherein A represents --CH.sub.2 -- or ##STR2## in which n is 0, 1 or 2, provided that only one A cut of three is ##STR3## R.sup.1 -R.sup.7 and G are as defined in the specification, the 15-epimers of said thiaprostaglandin E.sub.1 derivatives, the enatiomers of said thiaprostaglandin E.sub.1 derivatives or their 15-epimers, and mixtures of these compounds.A 7-thiaprostaglandin E.sub.1 derivative and/or its optical isomer may be prepared by reacting a 2-organo-2-cyclopentenone (II) with an organic copper-lithium compound (III) to effect conjugation reaction. A 6-thiaprostaglandin E.sub.1 derivative and/or its optical isomer may be prepared by subjecting an .alpha.,.beta.-unsaturated ketone (IV) and a thiol (V) to the Michael addition reaction. And, 4-thiaprostaglandin derivative and/or its optical isomer may also be prepared by the Michael addition reaction from a 2-allyl substituted cyclopentanone (VI) and a thiol (VIII).Some compounds ((I)-1) amongst the compounds of the formula (I) and/or their optical isomer are useful for controlling vascular actions such as angina pectoris, vasodilation etc.

摘要翻译： 选自式（I）的7-（或6-或4-）赖氨酸前列腺素E1衍生物的新化合物。 （I）其中A表示-CH 2 - 或，其中n为0,1或2，条件是三个只有一个A切割是R 1 -R 7，G如说明书中所定义， 所述thiaprostaglandin E1衍生物的15-差向异构体，所述thiaprostaglandin E1衍生物或它们的15-差向异构体的对映体，以及这些化合物的混合物。 7-硫代前列腺素E1衍生物和/或其旋光异构体可以通过2-有机-2-环戊烯酮（II）与有机铜 - 锂化合物（III）反应来制备共轭反应。 6-硫代前列腺素E1衍生物和/或其旋光异构体可以通过使α，β-不饱和酮（IV）和硫醇（V）进行迈克尔加成反应来制备。 并且，也可以通过从2-烯丙基取代的环戊酮（VI）和硫醇（VIII）的迈克尔加成反应制备4-硫代前列腺素衍生物和/或其旋光异构体。 式（I）化合物和/或其旋光异构体中的一些化合物（（I）-1）可用于控制血管作用，例如心绞痛，血管舒张等。