propan-2-yl N-[N-[(2S)-2-[2-[1-(7-azabicyclo[2.2.1]heptan-7-yl)-2-methyl-1-oxopropan-2-yl]-5-(3,5-dimethylphenyl)-6H-thieno[2,3-b]pyrrol-4-yl]propyl]-C-(3-pyridin-4-ylpyrrolidin-1-yl)carbonimidoyl]carbamate | 667940-38-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: propan-2-yl N-[N-[(2S)-2-[2-[1-(7-azabicyclo[2.2.1]heptan-7-yl)-2-methyl-1-oxopropan-2-yl]-5-(3,5-dimethylphenyl)-6H-thieno[2,3-b]pyrrol-4-yl]propyl]-C-(3-pyridin-4-ylpyrrolidin-1-yl)carbonimidoyl]carbamate
• CAS: 667940-38-7
• 化学式: C₄₁H₅₂N₆O₃S
• 分子量: 708.968
• InChiKey: HBEOQECBELMPFM-JOHFNQGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  51
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-氮杂双环[2,2,1]庚烷盐酸盐 在 盐酸 、 4-二甲氨基吡啶 、 sodium hydride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 肼 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 仲丁醇 为溶剂， 反应 44.42h， 生成 propan-2-yl N-[N-[(2S)-2-[2-[1-(7-azabicyclo[2.2.1]heptan-7-yl)-2-methyl-1-oxopropan-2-yl]-5-(3,5-dimethylphenyl)-6H-thieno[2,3-b]pyrrol-4-yl]propyl]-C-(3-pyridin-4-ylpyrrolidin-1-yl)carbonimidoyl]carbamate
  参考文献：
  名称：

  [EN] PYRROLE DERIVATIVES AS GONADOTROPIN RELEASING HORMONE (GNRH) ANTAGONISTS
  [FR] DERIVES DE PYRROLE UTILISES EN TANT QU'ANTAGONISTES DE L'HORMONE LIBERANT DE LA GONADOTROPHINE (GNRH)

  摘要：

  这项发明涉及一组新型噻吩-吡咯烯化合物，其化学式为（I），其中：R1、R2、R3、R4、M 和 R5 如规范中所定义，作为促性腺激素释放激素拮抗剂。化学式（I）的新型化合物也被要求。该发明还涉及所述化合物的药物配方、使用所述化合物的治疗方法以及所述化合物的制备方法。

  公开号：

  WO2005079805A1

文献信息

• [EN] THIENO-PYRROLE COMPOUNDS AS ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE<br/>[FR] COMPOSES DE THIENO-PYRROLE UTILISES COMME ANTAGONISTES DE L'HORMONE DE LIBERATION DE GONADOTROPHINE
  申请人：ASTRAZENECA AB

  公开号：WO2004018479A1

  公开（公告）日：2004-03-04

  The invention relates to a group of novel thieno-pyrrole compounds of Formula (I), wherein: R1, R2, R4, R5, R6, R6a, R7, R8, A and B are as defined in the specification, which are useful as gonadotrophin releasing hormone antagonists. The invention also relates to pharmaceutical formulations of said compounds, methods of treatment using said compounds and to processes for the preparation of said compounds.

  该发明涉及一组新颖的噻吩-吡咯化合物，其化学式为（I），其中：R1、R2、R4、R5、R6、R6a、R7、R8、A和B如规范中定义，这些化合物可用作促性腺激素释放激素拮抗剂。该发明还涉及所述化合物的药物配方、使用所述化合物的治疗方法以及所述化合物的制备方法。
• Synthesis and structure–activity relationships of thieno[2,3-b]pyrroles as antagonists of the GnRH receptor
  作者：Jean Claude Arnould、Bénédicte Delouvrié、Pascal Boutron、Al G. Dossetter、Kevin M. Foote、Annie Hamon、Urs Hancox、Craig S. Harris、Mike Hutton、Maryannick Lamorlette、Zbigniew Matusiak

  DOI：10.1016/j.bmcl.2007.09.099

  日期：2007.12

  A new class of small-molecule GnRH antagonists, the thieno[2,3-b]pyrroles, was designed. Herein, the synthesis and structure-activity relationships are described. Substitution at the C4 position was investigated; during this study, it was observed that introducing piperazines and piperidines improved the physical properties of the compounds while retaining good in vitro potency. This exploration led to the discovery of amidopiperidines with improved pharmacokinetic properties. (c) 2007 Elsevier Ltd. All rights reserved.
• Pyrrole derivatives as gonadotropin releasing hormone (gnrh) antagonists
  申请人：Harris Steven Craig

  公开号：US20070185106A1

  公开（公告）日：2007-08-09

  The invention relates to a group of novel thieno-pyrrole compounds of formula (I) wherein: R 1 , R 2 , R 3 , R 4 M, and R 5 are as defined in the specification, as inter alia, gonadotrophin releasing hormone antagonists. Novel compounds of formula (I) are also claimed. The invention also relates to pharmaceutical formulations of said compounds, methods of treatment using said compounds and to processes for the preparation of said compounds.
• US7317010B2
  申请人：——

  公开号：US7317010B2

  公开（公告）日：2008-01-08
• [EN] PYRROLE DERIVATIVES AS GONADOTROPIN RELEASING HORMONE (GNRH) ANTAGONISTS<br/>[FR] DERIVES DE PYRROLE UTILISES EN TANT QU'ANTAGONISTES DE L'HORMONE LIBERANT DE LA GONADOTROPHINE (GNRH)
  申请人：ASTRAZENECA AB

  公开号：WO2005079805A1

  公开（公告）日：2005-09-01

  The invention relates to a group of novel thieno-pyrrole compounds of formula (I) wherein: R1, R2, R3, R4 M, and R5 are as defined in the specification, as inter alia, gonadotrophin releasing hormone antagonists. Novel compounds of formula (I) are also claimed. The invention also relates to pharmaceutical formulations of said compounds, methods of treatment using said compounds and to processes for the preparation of said compounds.

  这项发明涉及一组新型噻吩-吡咯烯化合物，其化学式为（I），其中：R1、R2、R3、R4、M 和 R5 如规范中所定义，作为促性腺激素释放激素拮抗剂。化学式（I）的新型化合物也被要求。该发明还涉及所述化合物的药物配方、使用所述化合物的治疗方法以及所述化合物的制备方法。