N-methyl 1-(1-benzyloxycarbonylpiperidin-4-yl)-1H-indole-6-carboxamide | 869561-80-8

• 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: N-methyl 1-(1-benzyloxycarbonylpiperidin-4-yl)-1H-indole-6-carboxamide
• 英文别名: N-methyl-1-(1-benzyloxycarbonylpiperidin-4-yl)-1H-indole-6-carboxamide；benzyl 4-[6-(methylcarbamoyl)indol-1-yl]piperidine-1-carboxylate
• CAS: 869561-80-8
• 化学式: C₂₃H₂₅N₃O₃
• 分子量: 391.47
• InChiKey: PVVIDDVREZRPIT-UHFFFAOYSA-N

物化性质

• 沸点：
  648.9±55.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl 1-(1-benzyloxycarbonylpiperidin-4-yl)-1H-indole-6-carboxamide 在 palladium-carbon 氢气 、 palladium-carbon 、 silica gel 、 甲醇乙酸乙酯 作用下， 以 甲醇 为溶剂， 以to obtain 973 mg of the title compound的产率得到N-methyl-1-(piperidin-4-yl)-1H-indole-6-carboxamide
  参考文献：
  名称：

  Crystal of Indole Derivative Having Piperidine Ring and Process for Production Thereof

  摘要：

  这是一种1-[1-[2-(7-甲氧基-2,2-二甲基-4-氧代色满-8-基)-乙基]哌啶-4-基]-N-甲基-1H-吲哚-6-羧酰胺富马酸盐晶体，在13C固态NMR光谱中，其化学位移峰大约为124.0 ppm和26.8 ppm。

  公开号：

  US20080227815A1
• 作为产物：
  描述：

  甲胺 在 N,N'-羰基二咪唑 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 1.5h， 生成 N-methyl 1-(1-benzyloxycarbonylpiperidin-4-yl)-1H-indole-6-carboxamide
  参考文献：
  名称：

  Indole derivative having piperidine ring

  摘要：

  本发明涉及以下公式所代表的化合物，其药学上可接受的盐，或其作为药物的用途： 其中R1和R2是相邻的取代基，与它们各自连接的两个碳原子一起形成一个5-至7-成员非芳香碳环基或类似物，该基可能被1至4个取代基所取代，所述取代基选自（1）氧代基，（2）羟基等；R3代表氢原子或类似物；R6代表氢原子或类似物。 本发明的目的是发现一种用于治疗或预防下尿道症状，特别是涉及尿液储存的症状的药剂，该药剂具有优越的结合力与5-HT1A受体结合并对该受体具有拮抗作用。

  公开号：

  US20050256103A1

文献信息

• Indole Derivative Having Piperidine Ring
  申请人：Suzuki Yuichi

  公开号：US20070219179A1

  公开（公告）日：2007-09-20

  The present invention relates to a compound represented by the following formula, a pharmacologically acceptable salt thereof, or a use thereof as a pharmaceutical: wherein R 1 and R 2 are substituents adjacent to each other, and together with two carbon atoms to each of which they attach, form a 5- to 7-membered non-aromatic carbocyclic group or the like, which may be substituted by 1 to 4 substituents selected from (1) an oxo group, (2) a hydroxyl group, and the like; R 3 represents a hydrogen atom or the like; and R 6 represents a hydrogen atom or the like. This compound has a superior strength of binding to a 5-HT1A receptor and an antagonism to the receptor, and is useful as an agent for treating or preventing lower urinary tract symptoms, and particularly symptoms regarding urinary storage.

  本发明涉及一种化合物，其表示为以下公式，其药理学上可接受的盐或其用途作为药物：其中R1和R2是相邻的取代基，并与它们附着的两个碳原子一起形成一个5-至7-成员的非芳香族碳环基团或类似物，该基团可以被1至4个取代基所取代，所述取代基包括(1)氧代基、(2)羟基等；R3表示氢原子或类似物；R6表示氢原子或类似物。该化合物具有优越的与5-HT1A受体结合的强度和对受体的拮抗作用，并可用作治疗或预防下尿路症状，特别是涉及尿液储存的症状的药剂。
• 1-(Piperidin-4- Yl)-1H-Indole Derivatives
  申请人：Suzuki Yuichi

  公开号：US20080119518A1

  公开（公告）日：2008-05-22

  The present invention provides a compound represented by the formula (1) or a pharmacologically acceptable salt thereof, or a hydrate thereof (provided that a compound in which all of R4a, R4b, and R4c are hydrogen atoms is excluded.): [wherein R1 represents a hydrogen atom, R2 represents a hydrogen atom, R3 represents the formula: wherein R4a, R4b, and R4c are the same as or different from each other and each represents a hydrogen atom, a C 1-6 alkyl group or a C 1-6 alkoxy group, etc.]

  本发明提供了一种由式(1)表示的化合物或其药学上可接受的盐，或其水合物（前提是排除所有R4a、R4b和R4c均为氢原子的化合物）：[其中R1表示氢原子，R2表示氢原子，R3表示式：其中R4a、R4b和R4c相同或不同，且每个表示氢原子、C1-6烷基或C1-6烷氧基等。]
• METHOD FOR PRODUCING INDOLE DERIVATIVE HAVING PIPERIDINE RING
  申请人：Shimomura Naoyuki

  公开号：US20100197926A1

  公开（公告）日：2010-08-05

  It is possible to commercially advantageously prepare 1-1-[2-(7-methoxy-2,2-dimethyl-4-oxochroman-8-y)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamide by coupling (7-methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde, which is obtained by oxidizing 8-(2-hydroxyethyl)-7-methoxy-2,2-dimethylchroman-4-one, with N-methyl-1-(piperidin-4-yl)-1H-indole-6-carboxamide.

  可以通过将氧化8-(2-羟乙基)-7-甲氧基-2,2-二甲基色酮得到的(7-甲氧基-2,2-二甲基-4-氧代色基-8-基)乙醛与N-甲基-1-(哌啶-4-基)-1H-吲哚-6-羧酰胺偶联来商业上有利地制备1-1-[2-(7-甲氧基-2,2-二甲基-4-氧代色基-8-基)乙基]哌啶-4-基}-N-甲基-1H-吲哚-6-羧酰胺。
• INDOLE DERIVATIVES HAVING PIPERIDINE RINGS
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP1757599A1

  公开（公告）日：2007-02-28

  The present invention relates to a compound represented by the following formula, a pharmacologically acceptable salt thereof, or a use thereof as a pharmaceutical: wherein R1 and R2 are substituents adjacent to each other, and together with two carbon atoms to each of which they attach, form a 5- to 7-membered non-aromatic carbocyclic group or the like, which may be substituted by 1 to 4 substituents selected from (1) an oxo group, (2) a hydroxyl group, and the like; R3 represents a hydrogen atom or the like; and R6 represents a hydrogen atom or the like. This compound has a superior strength of binding to a 5-HT1A receptor and an antagonism to the receptor, and is useful as an agent for treating or preventing lower urinary tract symptoms, and particularly symptoms regarding urinary storage.

  本发明涉及下式所代表的化合物、其药理学上可接受的盐，或其作为药物的用途： 其中 R1 和 R2 是彼此相邻的取代基，并与它们各自连接的两个碳原子一起构成 5 至 7 元的非芳香族碳环基团或类似基团，该基团可被 1 至 4 个选自(1)氧代基团、(2)羟基和类似基团的取代基取代；R3 代表氢原子或类似基团；R6 代表氢原子或类似基团。该化合物与 5-HT1A 受体的结合强度较高，对受体有拮抗作用，可作为治疗或预防下尿路症状，特别是储尿症状的药物。
• 1-(PIPERIDIN-4-YL)-1H-INDOLE DERIVATIVE
  申请人：Eisai R&D Management Co., Ltd.

  公开号：EP1847535A1

  公开（公告）日：2007-10-24

  The present invention provides a compound represented by the formula (1) or a pharmacologically acceptable salt thereof, or a hydrate thereof (provided that a compound in which all of R4a, R4b, and R4c are hydrogen atoms is excluded.): [wherein R1 represents a hydrogen atom, R2 represents a hydrogen atom, R3 represents the formula: wherein R4a, R4b, and R4c are the same as or different from each other and each represents a hydrogen atom, a C1-6 alkyl group or a C1-6 alkoxy group, etc.]

  本发明提供了一种由式（1）表示的化合物或其药理学上可接受的盐，或其水合物（但不包括R4a、R4b和R4c全部为氢原子的化合物）： [其中 R1 代表氢原子，R2 代表氢原子，R3 代表式（1）： 其中 R4a、R4b 和 R4c 彼此相同或不同，且各自代表氢原子、C1-6 烷基或 C1-6 烷氧基等]。