(-)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one | 96125-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one
• 英文别名: (-)-cis-(2R,3R)-8-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one；(2R,3R)-8-chloro-3-hydroxy-2-(4-methoxyphenyl)-3,5-dihydro-2H-1,5-benzothiazepin-4-one
• CAS: 96125-56-3
• 化学式: C₁₆H₁₄ClNO₃S
• 分子量: 335.811
• InChiKey: KAANMZCKNKVSAA-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  83.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one 在 吡啶 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 21.0h， 生成 (-)-(2R,3R)-cis-3-acetoxy-8-chloro-5-<2-(dimethylamino)ethyl>2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
  参考文献：
  名称：

  卤素取代的1,5-苯并硫氮杂derivatives衍生物的合成及其血管舒张和降压活性。

  摘要：

  为了提高地尔硫卓（1）的作用效果和持续时间，合成了1，5-苯并硫氮杂卓钙通道阻滞剂，其衍生物（2）在稠合的苯环上具有卤素取代基。评估了这些化合物对椎骨和冠状动脉血流以及降压活性的影响。讨论了构效关系。选择该系列中最有效的化合物8-氯衍生物（（+）-2b）作为脑血管扩张和降压药进行临床评估。

  DOI：

  10.1021/jm00106a032
• 作为产物：
  描述：

  (2R,3R)-3-(2-amino-5-chlorophenyl)sulfanyl-2-hydroxy-3-(4-methoxyphenyl)propanoic acid 以85%的产率得到
  参考文献：
  名称：

  INOUE, HIROZUMI;KONDA, MIKIHIKO;HASHIYAMA, TOMIKI;OTSUKA, HISAO;TAKAHASHI+, J. MED. CHEM., 34,(1991) N, C. 675-687

  摘要：

  DOI：

文献信息

• 1,5-benzothiazepine derivatives and preparation thereof
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US05134139A1

  公开（公告）日：1992-07-28

  Novel 1,5-benzothiazepine derivatives of the formula: ##STR1## wherein X is hydrogen atom, a halogen atom or a lower alkyl group; R.sup.1 is a lower alkyl group or a lower alkoxy group; R.sup.2 is hydrogen atom, a lower alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenyl-lower alkyl grup or a diphenyl-lower alkyl group; R.sup.3 is a lower alkyl group or a substituted or unsubstituted phenyl-lower alkyl group, Q is single bond, or an alkylene or lower alkenylene group which may optionally be substituted by a lower alkoxy group or oxo group; R.sup.4 is (i) hydrogen atom, (ii) a lower alkyl group, (iii) an N-phenyl-N-lower alkylamino group, (iv) a phenyl, phenyloxy, phenylthio, benzenesulfonylamino, 1,4-benzoquinonyl or benzylthio group which may optionally have substituent, or (v) a heterocyclic group which may optionally have substituent; and n is 2 or 3, or a pharmaceutically acceptable salt thereof, which are useful as a calcium antagonist, and the process for preparing thereof.

  1,5-苯并噻二唑衍生物的化学式如下：##STR1## 其中X是氢原子、卤素原子或较低的烷基基团；R.sup.1是较低的烷基基团或较低的烷氧基团；R.sup.2是氢原子、较低的烷基基团、取代或未取代的苯基团、取代或未取代的苯基-较低烷基基团或二苯基-较低烷基基团；R.sup.3是较低的烷基基团或取代或未取代的苯基-较低烷基基团；Q是单键，或者是一种可以选择地由较低的烷氧基团或氧基取代的烷基或较低的烯基基团；R.sup.4是(i)氢原子、(ii)较低的烷基基团、(iii)N-苯基-N-较低烷基氨基基团、(iv)苯基、苯氧基、苯硫基、苯磺酰氨基、1,4-苯醌基或苄硫基基团，可以选择地具有取代基，或者(v)可以选择地具有取代基的杂环基团；n为2或3，或其药学上可接受的盐，可用作钙拮抗剂，并且其制备方法。
• 8-Chloro-1,5-benzothiazepine derivatives
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04567175A1

  公开（公告）日：1986-01-28

  Novel 8-chloro-1,5-benzothiazepine derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen, lower alkyl or a group of the formula: R.sup.4 CO--, each of R.sup.2 and R.sup.3 is lower alkyl and R.sup.4 is hydrogen or lower alkyl, and a pharmaceutically acceptable acid addition salt thereof are disclosed. Said derivative (I) and a pharmaceutically acceptable acid addition salt thereof are useful as hypotensive agents and/or coronary or cerebral vasodilators.

  公开了通式为：##STR1##的8-氯-1,5-苯并硫氮杂卓衍生物，其中R1为氢、低级烷基或通式为R4CO-的基团，R2和R3各自为低级烷基，R4为氢或低级烷基，以及其药学上可接受的酸加成盐。所述衍生物（I）及其药学上可接受的酸加成盐可用作降压剂和/或冠状动脉或脑血管扩张剂。
• 1,5-benzothiazepine derivatives and processes for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04585768A1

  公开（公告）日：1986-04-29

  Novel 1,5-benzothiazepine derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen or lower alkyl, R.sup.2 is hydrogen, lower alkanoyl or benzyl, R.sup.3 is hydrogen or lower alkyl and either one of R.sup.4 and R.sup.5 is hydrogen and the other is chlorine, or a pharmaceutically acceptable acid addition salt thereof are disclosed. Said derivative (I) and its salt have a potent platelet aggregation-inhibiting activity.

  公开了一种通式为##STR1##的新型1,5-苯并硫氮杂草衍生物，其中R1是氢或低级烷基，R2是氢、低级烷酰基或苄基，R3是氢或低级烷基，R4和R5中任一为氢，另一为氯，或其药学上可接受的酸加成盐。该衍生物(I)及其盐具有强大的血小板聚集抑制活性。
• Process for preparing 1,5-benzothiazepine derivatives
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US05128469A1

  公开（公告）日：1992-07-07

  This disclosure describes a process for the preparation of 1,5-benzothiazepinone derivatives. The process involves the use of sulfonic acids as catalysts to effect ring closure to form the 1,5-benzothiazepinone ring. The resulting compounds have well known pharmaceutical properties.

  本文描述了一种制备1,5-苯并噻吩啉衍生物的过程。该过程涉及使用磺酸作为催化剂，以形成1,5-苯并噻吩啉环的环闭合。所得化合物具有众所周知的药物性质。
• Novel 8-chloro-1,5-benzothiazepine derivatives, processes for preparing the same and pharmaceutical compositions
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0127882A1

  公开（公告）日：1984-12-12

  Novel 8-chloro-1,5-benzothiazepine derivatives of the formula: wherein R' is hydrogen, lower alkyl or a group of the formula: R4CO-, each of R2 and R' is lower alkyl and R4 is hydrogen or lower alkyl, and a pharmaceutically acceptable acid addition salt thereof as well as a process for preparing the same are disclosed. Said derivative (I) and a pharmaceutically acceptable acid addition salt thereof in form of a pharmaceutical composition are useful as hypotensive agents and/or coronary or cerbral vasodilators.

  式中的新型 8-氯-1,5-苯并硫氮杂卓衍生物： 其中 R' 为氢、低级烷基或式中的基团：R4CO-, R2 和 R' 各为低级烷基，R4 为氢或低级烷基）的新型 8-氯-1,5-苯并硫氮杂卓衍生物及其药学上可接受的酸加成盐以及制备方法已被公开。以药物组合物形式存在的上述衍生物（I）及其药学上可接受的酸加成盐可用作降血压剂和/或冠状动脉或脑血管扩张剂。