5-(benzenesulfonyl)-4-phenyl-2H-thieno[2,3-c]pyrazol-3-amine | 197861-67-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(benzenesulfonyl)-4-phenyl-2H-thieno[2,3-c]pyrazol-3-amine
• CAS: 197861-67-9
• 化学式: C₁₇H₁₃N₃O₂S₂
• 分子量: 355.441
• InChiKey: HIGYIFMTCALWBR-UHFFFAOYSA-N

物化性质

• 熔点：
  >320 °C
• 沸点：
  688.9±55.0 °C(predicted)
• 密度：
  1.477±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(benzenesulfonyl)-4-phenyl-2H-thieno[2,3-c]pyrazol-3-amine 、 4-甲氧基查耳酮 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以55%的产率得到4-(benzenesulfonyl)-9-(4-methoxyphenyl)-3,11-diphenyl-5-thia-7,8,12-triazatricyclo[6.4.0.02,6]dodeca-1,3,6,9,11-pentaene
  参考文献：
  名称：

  Syntheses with heterocyclic ?-enaminonitriles: An expeditious synthetic approach to polyfunctionally substituted 5-phenylsulfonylthiophenes and their fused derivatives

  摘要：

  Phenylsulfonylacetophenones 1 react with a mixture of elemental sulfur and malononitrile to yield the corresponding 2-amino-4-aryl-5-phenylsulfonylthiophene-3-carbonitriles 2. Compound 2a could be annelated to the corresponding thieno[2,3-d]pyrimidine and thieno[2,3-c]-pyrazole derivatives 3 and 5 upon reaction with nitrogen nucleophiles (cyanamide and hydroxylamine hydrochloride), respectively. The applicability and synthetic potency of 5 to develop a facile convenient route to the polyfunctionally substituted thieno[2',3':3,4]pyrazolo[1,5-a]pyrimidines 8, 14, 17, 20, and 21 is reported. Chemical and spectroscopic evidences for the structures of the new compounds are presented.

  DOI：

  10.1007/bf00807600
• 作为产物：
  描述：

  2-(苯基磺酰)苯乙酮 在 盐酸羟胺 、 sodium acetate 、 sulfur 、 三乙胺 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 5-(benzenesulfonyl)-4-phenyl-2H-thieno[2,3-c]pyrazol-3-amine
  参考文献：
  名称：

  Syntheses with heterocyclic ?-enaminonitriles: An expeditious synthetic approach to polyfunctionally substituted 5-phenylsulfonylthiophenes and their fused derivatives

  摘要：

  Phenylsulfonylacetophenones 1 react with a mixture of elemental sulfur and malononitrile to yield the corresponding 2-amino-4-aryl-5-phenylsulfonylthiophene-3-carbonitriles 2. Compound 2a could be annelated to the corresponding thieno[2,3-d]pyrimidine and thieno[2,3-c]-pyrazole derivatives 3 and 5 upon reaction with nitrogen nucleophiles (cyanamide and hydroxylamine hydrochloride), respectively. The applicability and synthetic potency of 5 to develop a facile convenient route to the polyfunctionally substituted thieno[2',3':3,4]pyrazolo[1,5-a]pyrimidines 8, 14, 17, 20, and 21 is reported. Chemical and spectroscopic evidences for the structures of the new compounds are presented.

  DOI：

  10.1007/bf00807600

文献信息

• Condensed Heterocyclic Pyrazole Derivatives as Kinase Inhibitors
  申请人：Tonani Roberto

  公开号：US20090233813A1

  公开（公告）日：2009-09-17

  Bicyclo-pyrazole compound of formula (I) and pharmaceutically acceptable salts thereof, as defined in the specification, processes for their preparation, combinatorial libraries comprising a plurality of them and pharmaceutical compositions thereof, are herewith disclosed: the compounds of the invention are useful, in therapy, as protein kinase inhibitors, for instance in the treatment of cancer.

  本发明公开了式（I）的双环吡唑化合物及其药学上可接受的盐，以及其制备方法、包含多种化合物的组合库和药物组成物：本发明的化合物在治疗中作为蛋白激酶抑制剂有用，例如在癌症治疗中。
• CONDENSED HETEROCYCLIC PYRAZOLE DERIVATIVES AS KINASE INHIBITORS
  申请人：Pfizer Italia S.r.l.

  公开号：EP1530573B1

  公开（公告）日：2008-03-19
• US7541378B2
  申请人：——

  公开号：US7541378B2

  公开（公告）日：2009-06-02
• US7786048B2
  申请人：——

  公开号：US7786048B2

  公开（公告）日：2010-08-31
• US8017643B2
  申请人：——

  公开号：US8017643B2

  公开（公告）日：2011-09-13