2-氯甲基-1-甲磺酰基-1H-吡咯 | 216171-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 2-氯甲基-1-甲磺酰基-1H-吡咯
• 英文名称: 2-chloromethyl-1-methanesulfonyl-1H-pyrrole
• 英文别名: 2-chloromethyl-1-methanesulfonylpyrrole；2-(chloromethyl)-1-methylsulfonylpyrrole
• CAS: 216171-18-5
• 化学式: C₆H₈ClNO₂S
• 分子量: 193.654
• InChiKey: UWLHXRTWYGHNEM-UHFFFAOYSA-N

物化性质

• 沸点：
  338.0±34.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯甲基-1-甲磺酰基-1H-吡咯 在 甲基碘化镁 、 zinc borohydride 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.0h， 生成 1-(4-Methylphenylsulfonyl)-2-pyrrolmethanol
  参考文献：
  名称：

  The Reaction of N-Magnesium Derivatives of Pyrroles with N-Mesylchloromethylpyrroles:  A Synthesis of Dipyrrylmethanes

  摘要：

  Attachment of an alkyl- or arylsulfonyl group at the nitrogen atom of a pyrrole reduces the aromaticity and electron availability of the system. This is confirmed by the structure of an N-tosylated chloromethylpyrrole determined by X-ray crystallography. In agreement, N-mesylated chloromethylpyrroles are handleable materials which react smoothly with N-magnesium derivatives of pyrroles to provide a novel route for synthesis of dipyrrylmethanes. Several examples of this synthesis are described, including the construction of molecules carrying deuterium at the interpyrrolic methylene group.

  DOI：

  10.1021/jo980573i
• 作为产物：
  描述：

  (1-methanesulfonyl-1H-pyrrol-2-yl)methanol 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.83h， 生成 2-氯甲基-1-甲磺酰基-1H-吡咯
  参考文献：
  名称：

  1H-PYRROLO[2,3-B] PYRIDINE DERIVATIVES AND THEIR USE AS KINASE INHIBITORS

  摘要：

  这项发明涉及化合物(I)及其治疗用途：(I) 术语Z、Y和R1的定义如索赔中所述。

  公开号：

  US20150011533A1

文献信息

• [EN] 1H-PYRROLO[2,3-B] PYRIDINE DERIVATIVES AND THEIR USE AS KINASE INHIBITORS<br/>[FR] DÉRIVÉS DE 1H-PYRROLO[2,3-B]PYRIDINE ET LEUR UTILISATION COMME INHIBITEURS DE KINASES
  申请人：VERNALIS R & D LTD

  公开号：WO2013114113A1

  公开（公告）日：2013-08-08

  The inventions relates to compounds of (I) and therapeutic uses thereof : (I) The terms Z, Y, and R1 are as defined in the claims.

  本发明涉及式(I)化合物的化合物及其治疗用途：(I) 其中Z、Y和R1的定义如权利要求中所述。
• 1H-PYRROLO[2,3-B] PYRIDINE DERIVATIVES AND THEIR USE AS KINASE INHIBITORS
  申请人：Vernalis (R&D) Limited

  公开号：US20150011533A1

  公开（公告）日：2015-01-08

  The inventions relates to compounds of (I) and therapeutic uses thereof: (I) The terms Z, Y, and R 1 are as defined in the claims.

  这项发明涉及化合物(I)及其治疗用途：(I) 术语Z、Y和R1的定义如索赔中所述。
• 4-Phenyl-5-Oxo-1,4,5,6,7,8-Hexahydroquinoline Derivatives for the Treatment of Infertility
  申请人：Grima Poveda Pedro Manuel

  公开号：US20080275042A1

  公开（公告）日：2008-11-06

  The present invention relates to 4-phenyl-5-oxo-1,4)5,6,7,8-hexahydroquinoline derivatives according to Formula I, Formula I or a pharmaceutically acceptable salt thereof, wherein R 1 is (1-6C)alkyl, (2-6C)alkenyl or (2-6C)aDcynyl; R 2 , R 3 are independently halogen, (1-4C)allyl, (2-4C)alkenyl, (2-4C)-alkynyl, (1-4C)aBcoxy, (3-4C)alkenyloxy or (3-4C)alkynyloxy; R 4 is phenyl or (2-5C)-heteroaryl, both substituted with R 7 and optionally substituted on the (hetero)aromatic ring with one or more substituents selected from hydroxy, amino, halogen, nitro, trifluoromethyl, cyano, (1-4C)alkyl, (1-4C)alkoxy, (1-4C)alkylthio and (di)(1-4C)-alkylamino. The invention also relates to pharmaceutical compositions comprising said derivatives, as well as to the use of these 4-phenyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline derivatives in therapy, more specifically for the treatment of infertility

  本发明涉及公式I、公式II或其药学上可接受的盐的4-苯基-5-氧代-1,4,5,6,7,8-六氢喹啉衍生物，其中R1是(1-6C)烷基、(2-6C)烯基或(2-6C)炔基；R2、R3独立地为卤素、(1-4C)烯丙基、(2-4C)烯基、(2-4C)炔基、(1-4C)氧代丙基、(3-4C)烯氧基或(3-4C)炔氧基；R4是苯基或(2-5C)杂环芳基，均用R7取代，并且在(杂)芳香环上可选择地用一个或多个取代基取代，所述取代基选自羟基、氨基、卤素、硝基、三氟甲基、氰基、(1-4C)烷基、(1-4C)氧基、(1-4C)硫代烷基和(二)(1-4C)-烷基氨基。本发明还涉及包含上述衍生物的制药组合物，以及这些4-苯基-5-氧代-1,4,5,6,7,8-六氢喹啉衍生物在治疗中的应用，更具体地用于不孕症的治疗。
• 4-phenyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives for the treatment of infertility
  申请人：N.V. Organon

  公开号：US08022218B2

  公开（公告）日：2011-09-20

  The present invention relates to 4-phenyl-5-oxo-1,4)5,6,7,8-hexahydroquinoline derivatives according to Formula I, Formula I or a pharmaceutically acceptable salt thereof, wherein R1 is (1-6C)alkyl, (2-6C)alkenyl or (2-6C)aDcynyl; R2, R3 are independently halogen, (1-4C)allcyl, (2-4C)alkenyl, (2-4C)-alkynyl, (1-4C)aBcoxy, (3-4C)alkenyloxy or (3-4C)alkynyloxy; R4 is phenyl or (2-5C)-heteroaryl, both substituted with R7 and optionally substituted on the (hetero)aromatic ring with one or more substituents selected from hydroxy, amino, halogen, nitro, trifluoromethyl, cyano, (1-4C)alkyl, (1-4C)alkoxy, (1-4C)alkylthio and (di)(1-4C)-alkylamino. The invention also relates to pharmaceutical compositions comprising said derivatives, as well as to the use of these 4-phenyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline derivatives in therapy, more specifically for the treatment of infertility.

  本发明涉及公式I，公式I或其药学上可接受的盐的4-苯基-5-氧代-1,4,5,6,7,8-六氢喹啉衍生物，其中R1是（1-6C）烷基，（2-6C）烯基或（2-6C）炔基；R2，R3独立地是卤素，（1-4C）烷基，（2-4C）烯基，（2-4C）炔基，（1-4C）氧代基，（3-4C）烯氧基或（3-4C）炔氧基；R4是苯基或（2-5C）杂环芳基，两者均被R7取代，并且在（杂）芳香环上可以选择一个或多个取代基从羟基，氨基，卤素，硝基，三氟甲基，氰基，（1-4C）烷基，（1-4C）氧基，（1-4C）硫代基和（二）（1-4C）-烷基氨基中选择。本发明还涉及包含上述衍生物的药物组合物，以及使用这些4-苯基-5-氧代-1,4,5,6,7,8-六氢喹啉衍生物进行治疗的用途，更具体地用于治疗不孕症。
• 1H-pyrrolo[2,3-B] pyridine derivatives and their use as kinase inhibitors
  申请人：VERNALIS (R&D) LIMITED

  公开号：US10000481B2

  公开（公告）日：2018-06-19

  The inventions relates to compounds of (I) and therapeutic uses thereof: (I) The terms Z, Y, and R1 are as defined in the claims.

  本发明涉及 (I) 的化合物及其治疗用途： (I) 术语 Z、Y 和 R1 如权利要求中所定义。