methanesulfonic acid 3-[1-(tetrahydro-pyran-4-ylmethyl)-7-ethyl-1H-indol-3-yl]-[1,2,4]thiadiazol-5-ylmethyl ester | 928149-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: methanesulfonic acid 3-[1-(tetrahydro-pyran-4-ylmethyl)-7-ethyl-1H-indol-3-yl]-[1,2,4]thiadiazol-5-ylmethyl ester
• 英文别名: methanesulfonic acid 3-(1-{tetrahydropyran-4-yl}methyl-7-ethyl-1H-indol-3-yl)-[1,2,4]thiadiazol-5-ylmethyl ester；[3-[7-Ethyl-1-(oxan-4-ylmethyl)indol-3-yl]-1,2,4-thiadiazol-5-yl]methyl methanesulfonate；[3-[7-ethyl-1-(oxan-4-ylmethyl)indol-3-yl]-1,2,4-thiadiazol-5-yl]methyl methanesulfonate
• CAS: 928149-43-3
• 化学式: C₂₀H₂₅N₃O₄S₂
• 分子量: 435.568
• InChiKey: WFIIMMBBJYRIJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid 3-[1-(tetrahydro-pyran-4-ylmethyl)-7-ethyl-1H-indol-3-yl]-[1,2,4]thiadiazol-5-ylmethyl ester 、 2-(甲基氨基)乙酰胺盐酸盐 在 potassium carbonate 、 盐酸 作用下， 以 二氯甲烷 、 乙醚 为溶剂， 反应 0.05h， 生成 7-ethyl-3-[(5-{[N-(carboxamido)methyl]-N-methylamino}methyl)-([1,2,4]-thiadiazol-3-yl)]-1-(tetrahydropyran-4-yl)methyl-1H-indole, hydrochloride acid salt
  参考文献：
  名称：

  Indole derivatives

  摘要：

  本文披露了化学式（I）中的吲哚衍生物，其中每个取代基的定义如规范和索赔中所述。还披露了含有吲哚衍生物的药物组合物以及利用这些衍生物治疗疼痛的用途。

  公开号：

  US20070082931A1

文献信息

• INDOLE DERIVATIVES
  申请人：Adam Julia

  公开号：US20080207598A1

  公开（公告）日：2008-08-28

  The invention relates to indole derivative having the general Formula I wherein A represents a 5-membered aromatic heterocyclic ring, wherein X 1 , X 2 and X 3 are independently selected from N, O, S and CH; Y represents CH 2 , O, S or SO 2 ; R 1 is H, (C 1-4 )-alkyl, (C 1-4 )alkyloxy, CN or halogen; R 2 , R 2 ′, R 3 , R 3 ′, R 4 , R 4 ′, R 5 and R 5 ′ are independently hydrogen, (C 1-4 )alkyl (optionally substituted with OH) or CO—OR 8 ; or one pair of geminal substituents R 3 and R 3 ′ or R 5 and R 5 ′ together represent a keto group, and the others are all hydrogen or (C 1-4 )alkyl; or R 2 and R 5 together represent a methylene or an ethylene bridge, and R 2 ′, R 3 , R 3 ′, R 4 , R 4 ′ and R 5 ′ are hydrogen; n is 1 or 2; R 6 is H, (C 1-4 )alkyl (optionally substituted with OH(C 1-4 )alkyloxy, CO—NR 9 R 10 , CO—OR 11 or 1,2,4-oxadiazol-3-yl), SO 2 NR 12 R 13 or COOR 14 ; R 7 is H or halogen; R 8 is (C 1-4 )alkyl; R 9 and R 10 are independently hydrogen, (C 1-4 )alkyl or (C 3-7 )cycloalkyl, the alkyl groups being optionally substituted with OH or (C 1-4 )alkyloxy; R 11 is H or (C 1-4 )alkyl; R 12 and R 13 are independently H or (C 1-4 )alkyl; R 14 is (C 1-6 )alkyl; or a pharmaceutically acceptable salt thereof, as agonists of the cannabinoid CB1 receptor, which can be used in the treatment of pain such as for example peri-operative pain, chronic pain, neuropathic pain, cancer pain and pain and spasticity associated with multiple sclerosis.

  该发明涉及一种具有通式I的吲哚衍生物，其中A代表一个5-成员芳香杂环环，其中X1、X2和X3独立选择自N、O、S和CH；Y代表CH2、O、S或SO2；R1为H、(C1-4)-烷基、(C1-4)烷氧基、CN或卤素；R2、R2'、R3、R3'、R4、R4'、R5和R5'独立地为氢、(C1-4)烷基（可选地用OH取代）或CO—OR8；或一对重氮基R3和R3'或R5和R5'共同代表酮基，其他都是氢或(C1-4)烷基；或R2和R5共同代表亚甲基或乙烯桥，而R2'、R3、R3'、R4、R4'和R5'为氢；n为1或2；R6为H、(C1-4)烷基（可选地用OH(C1-4)烷氧基、CO—NR9R10、CO—OR11或1,2,4-噁二唑-3-基）、SO2NR12R13或COOR14；R7为H或卤素；R8为(C1-4)烷基；R9和R10独立地为氢、(C1-4)烷基或(C3-7)环烷基，烷基可能用OH或(C1-4)烷氧基取代；R11为H或(C1-4)烷基；R12和R13独立地为H或(C1-4)烷基；R14为(C1-6)烷基；或其药用可接受的盐，作为大麻素CB1受体的激动剂，可用于治疗疼痛，例如围手术期疼痛、慢性疼痛、神经性疼痛、癌症疼痛以及与多发性硬化症相关的疼痛和痉挛。
• WO2007/23143
  申请人：——

  公开号：——

  公开（公告）日：——
• US7655645B2
  申请人：——

  公开号：US7655645B2

  公开（公告）日：2010-02-02