3-acetyl-6-chloro-2-[2-(3-(N-isopropyl-N-(2-methoxyacetoxyethyl)-amino)propoxy)-5-methoxyphenyl]benzothiazoline hydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-acetyl-6-chloro-2-[2-(3-(N-isopropyl-N-(2-methoxyacetoxyethyl)-amino)propoxy)-5-methoxyphenyl]benzothiazoline hydrochloride
• 英文别名: 2-[3-[2-(3-acetyl-6-chloro-2H-1,3-benzothiazol-2-yl)-4-methoxyphenoxy]propyl-propan-2-ylamino]ethyl 2-methoxyacetate;hydrochloride
• 化学式: C₂₇H₃₅ClN₂O₆S*ClH
• 分子量: 587.565
• InChiKey: YSPULJJKHFUIOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲氧基乙酰氯 、 (+)-3-acetyl-6-chloro-2-[2-(3-(N-(2-hydroxyethyl)-N-isopropylamino)propoxy)-5-methoxyphenyl]benzothiazoline hydrochloride 以 二氯甲烷 、 水 、 乙酸乙酯 、 三乙胺 为溶剂， 反应 2.0h， 生成 3-acetyl-6-chloro-2-[2-(3-(N-isopropyl-N-(2-methoxyacetoxyethyl)-amino)propoxy)-5-methoxyphenyl]benzothiazoline hydrochloride
  参考文献：
  名称：

  Kappa-opioid receptor agonist comprising a 2-phenylbenzothiazoline derivative

  摘要：

  公开号：

  EP1496053B1

文献信息

• Kappa-opioid receptor agonist comprising 2-phenylbenzothiazoline derivative
  申请人：Tokai Maki

  公开号：US20050113430A1

  公开（公告）日：2005-05-26

  The present invention provides κ opioid receptor agonists comprising 2-phenylbenzothiazoline derivatives. The present invention relates to κ opioid receptor agonists comprising compounds or salts thereof having the chemical structure represented by the general formula [I]. Namely, it is important for exhibition of the κ opioid receptor agonist actions to have an alkyl group having an amino group at a phenyl group of 2-phenylbenzothiazoline as a substituent and to have an acyl group at a nitrogen atom of 2-phenylbenzothiazoline, wherein R is alkyl having the amino group as the substituent; and R 1 is acyl.

  本发明提供了包含2-苯基苯并噻唑衍生物的κ阿片受体激动剂。本发明涉及化学结构式[I]所表示的化合物或其盐，其包含κ阿片受体激动剂，即在2-苯基苯并噻唑的苯基上具有氨基取代基的烷基取代基，并在2-苯基苯并噻唑的氮原子上具有酰基取代基，这对于展示κ阿片受体激动剂作用非常重要，其中R是具有氨基取代基的烷基取代基；R1是酰基。
• Method for treating pain or pruritis by administering opinoid receptor agonist comprising 2-phenylbenzothiazoling derivative
  申请人：Tokai Maki

  公开号：US20060205796A1

  公开（公告）日：2006-09-14

  A method of treating pain or pruritis comprising administering to a patient in need thereof a pharmaceutically effective amount of a κ opioid receptor agonist of the formula wherein R is an alkyl having an amino group as a substituent; and R 1 is acyl.

  一种治疗疼痛或瘙痒的方法，包括向需要治疗的患者给予药效有效量的κ阿片受体激动剂，该激动剂的化学式为其中R是具有氨基基团的烷基；R1是酰基。
• κ opioid receptor agonist comprising 2-phenylbenzothiazoline derivative
  申请人：Santen Pharmaceutical Co., Ltd.

  公开号：US07112598B2

  公开（公告）日：2006-09-26

  A compound or a salt thereof having the following formula wherein R1 is acyl, R2 is hydrogen, halogen, unsubstituted alkyl or alkyl substituted by halogen; R3 is halogen or alkoxy; R4 is cycloalkyl, unsubstituted alkyl or alkyl substituted by cycloalkyl, aryl or hydroxyl or an ester thereof or alkoxy; R5 is hydroxyl or an ester thereof, alkoxy or alkoxyalkyl; or R4 and R5 are bonded with each other to form a pyrrolidine ring substituted by hydroxyl or an ester thereof, alkoxy or alkoxyalkyl; R6 is hydroxyl or an ester thereof, alkoxy, alkoxyalkoxy, alkoxyalkoxyalkoxy, mercapto or alkylthio; and A1 and A2, are the same or different, and are alkylene, provided that (i) when R4 and R5 are bonded to each other to form the pyrrolidine ring substituted by hydroxyl or an ester thereof, R2 is halogen; (ii) when R4 and R5 are bonded to each other to form the pyrrolidine ring substituted by alkoxyalkyl, R2 is hydrogen; (iii) when R6 is hydroxyl or an ester thereof, R4 is isopropyl.

  具有以下式的化合物或其盐，其中R1为酰基，R2为氢，卤素，未取代的烷基或烷基取代的卤素; R3为卤素或烷氧基; R4为环烷基，未取代的烷基或烷基取代的环烷基，芳基或羟基或其酯或烷氧基; R5为羟基或其酯，烷氧基或烷氧基烷基; 或R4和R5彼此连接以形成取代为羟基或其酯，烷氧基或烷氧基烷基的吡咯烷环; R6为羟基或其酯，烷氧基，烷氧基烷氧基，烷氧基烷氧基烷氧基，巯基或烷基硫醚; A1和A2相同或不同，为烷基，前提是（i）当R4和R5连接以形成取代为羟基或其酯的吡咯烷环时，R2为卤素; （ii）当R4和R5连接以形成取代为烷氧基烷基的吡咯烷环时，R2为氢; （iii）当R6为羟基或其酯时，R4为异丙基。
• Method for treating pain or pruritis by administering κ-opioid receptor agonist comprising 2-phenylbenzothiazoline derivative
  申请人：Santen Pharmaceutical Co., Ltd.

  公开号：US07410987B2

  公开（公告）日：2008-08-12

  A method of treating pain or pruritis comprising administering to a patient in need thereof a pharmaceutically effective amount of a κ opioid receptor agonist of the formula wherein R is an alkyl having an amino group as a substituent; and R1 is acyl.

  一种治疗疼痛或瘙痒的方法，包括向需要治疗的患者施用一种药物有效量的κ阿片受体激动剂，其化学式为其中，R是一种烷基，具有氨基官能团作为取代基；R1是酰基。
• KAPPA-OPIOID RECEPTOR AGONIST COMPRISING 2-PHENYLBENZOTHIAZOLINE DERIVATIVE
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP1496053A1

  公开（公告）日：2005-01-12

  The present invention provides κ opioid receptor agonists comprising 2-phenylbenzothiazoline derivatives. The present invention relates to κ opioid receptor agonists comprising compounds or salts thereof having the chemical structure represented by the general formula [I]. Namely, it is important for exhibition of the κ opioid receptor agonist actions to have an alkyl group having an amino group at a phenyl group of 2-phenylbenzothiazoline as a substituent and to have an acyl group at a nitrogen atom of 2-phenylbenzothiazoline, wherein R is alkyl having the amino group as the substituent; and R1 is acyl.

  本发明提供了由 2-苯基苯并噻唑啉衍生物组成的 κ 阿片受体激动剂。本发明涉及由具有通式[I]所代表的化学结构的化合物或其盐组成的κ阿片受体激动剂。也就是说，对于展示κ阿片受体激动剂的作用而言，重要的是在 2-苯基苯并噻唑啉的苯基上具有氨基的烷基作为取代基，并且在 2-苯基苯并噻唑啉的氮原子上具有酰基、 其中 R 是以氨基为取代基的烷基；R1 是酰基。