2-(P-chlorophenyl)-2,3-dihydro<1>benzothiopyrano<4,3-c>pyrazol-3-one | 77646-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(P-chlorophenyl)-2,3-dihydro<1>benzothiopyrano<4,3-c>pyrazol-3-one
• 英文别名: 2-(4-chlorophenyl)-2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-one；2-(P-chlorophenyl)-2,3-dihydro[1]benzothiopyrano[4,3-c]pyrazol-3-one；2-(4-Chlorophenyl)thiochromeno[4,3-c]pyrazol-3-one
• CAS: 77646-05-0
• 化学式: C₁₆H₉ClN₂OS
• 分子量: 312.779
• InChiKey: ALSMFTHHYGGHKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  442.9±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-carbomethoxy-4-thiochromanone 在 邻四氯苯醌 、 溶剂黄146 作用下， 以 二甲基亚砜 为溶剂， 反应 3.5h， 生成 2-(P-chlorophenyl)-2,3-dihydro<1>benzothiopyrano<4,3-c>pyrazol-3-one
  参考文献：
  名称：

  Novel immunosuppressive agents. Potent immunological activity of some benzothiopyrano[4,3-c]pyrazol-3-ones

  摘要：

  A unique class of immunosuppressive agents has been found be the use of a mouse model of immunity. A number of bensothiopyrano[4,3-c]pyrazol-3-ones are potent inhibitors of both the humoral and cellular immune response developed in mice in response to El4 tumor cells. These compounds exhibit a selectivity for inhibiting the humoral response. Structure-activity relationships and Hansch analyses of data from the mouse model are discussed. One of the most potent compounds, 2-(4'-chlorophenyl)bensothiopyrano[4,3-c]pyrazol-3-one (1, CP-17 193), exhibits ED50 values for inhibiting the humoral and cellular responses in the range of 0.5-2 mg/kg, po, in the mouse model and also inhibits antibody production to several other antigens and prolongs skin graft survival in mice. These compounds are shown in several ways to be distinct from the lymphocytotoxic drugs cyclophosphamide and azathioprine.

  DOI：

  10.1021/jm00139a012

文献信息

• Alkoxypyrazoles and the process for their preparation
  申请人：Institut Pasteur

  公开号：EP2151434A1

  公开（公告）日：2010-02-10

  The present invention relates to a process for the preparation of alkoxypyrazoles and new alkoxypyrazole compounds.

  本发明涉及一种制备烷氧基吡唑和新烷氧基吡唑化合物的方法。
• BENZOTHIOPYRANO(4,3-C)PYRIDAZINE COMPOUNDS, PROCESSES FOR THEIR PREPARATION, AND THEIR USE
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0252990A1

  公开（公告）日：1988-01-20

  Benzothiopyrano(4,3-C)pyridazine compounds represented by general formula (I), wherein R1 and R2, which may be the same or different, each represents hydrogen, halogen, trifluoromethyl, hydroxy, amino, nitro, cyano, Ci-4 alkyl, C1-4 alkoxy or C2-5 alkanoylamido, R3 represents hydrogen, C1-8 alkyl, hydroxy-C1-4 alkyl, C2-5 alkanoyloxy-C1-4 alkyl, pyridyi, aryl, aryl-C1-4 alkyl, or aryl or aryl-C1-4 alkyl having on the aromatic ring at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxy, amino, nitro, cyano, C1-4 alkyl, C1-4 alkoxy and C2-5 alkanoylamido, n represents 0,1 or 2, and a bond - between the 4-position and 4a-position represents a single bond or a double bond. A process for their preparation, and the use thereof are disclosed. These compounds have an anti-anxiety effect, and are useful as drugs.

  由通式(I)代表的苯并噻喃并(4,3-C)哒嗪化合物，其中 R1 和 R2 可以相同或不同，各自代表氢、卤素、三氟甲基、羟基、氨基、硝基、氰基、Ci-4 烷基、C1-4 烷氧基或 C2-5 烷酰氨基，R3 代表氢、C1-8 烷基、羟基-C1-4 烷基、C2-5 烷酰氧基-C1-4 烷基、吡啶基、芳基、芳基-C1-4 烷基或芳基或芳基-C1-4 烷基、芳基、芳基-C1-4 烷基，或芳基或芳基-C1-4 烷基在芳环上具有至少一个选自卤素、三氟甲基、羟基、氨基、硝基、氰基、C1-4 烷基、C1-4 烷氧基和 C2-5 烷酰氨基组成的取代基，n 代表 0、1 或 2，4 位和 4a 位之间的键代表单键或双键。这些化合物的制备方法及其用途均已公开。这些化合物具有抗焦虑作用，可用作药物。
• THIENOCINNOLINE COMPOUNDS AND THEIR MEDICINAL APPLICATION
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0308515A1

  公开（公告）日：1989-03-29

  Thienocinnoline compounds represented by general for- (wherein R represents hydrogen, halogen or lower alkyl, Ar represents aryl, heteroaryl, or aryl or heteroaryl having at least one substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy, nitro, amino, hydroxy, trifluoromethyl and lower alkanoylamino, and between 5a-position and 6-position represents either a single or a double bond) useful as anti-anxious agents, amnesia treating agents, brain function activating agents, anti-dement agents or bioprotection accelerating agents.

  由以下通式表示的噻吩噌啉化合物 (其中 R 代表氢、卤素或低级烷基，Ar 代表芳基、杂芳基，或芳基或杂芳基具有至少一个选自卤素、低级烷基、低级烷氧基、硝基、氨基、羟基、三氟甲基和低级烷酰氨基组成的取代基，且 5a 位和 6 位之间代表单键或双键）的噻吩噌啉化合物，可用作抗焦虑剂、健忘治疗剂、脑功能激活剂、抗痴呆剂或生物保护加速剂。
• THIENOCYCLOHEPTAPYRIDAZINE COMPOUNDS AND MEDICINAL USES THEREOF
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0394471A1

  公开（公告）日：1990-10-31

  Thienocycloheptapyridazine compounds represented by general formula (I), wherein R represents hydrogen, halogen or C1·4 alkyl, Ar represents aryl or heteroaryl which may have at least one substituent selected from among halogen, C1·4 alkyl, C1·4 alkoxy, nitro, amino. hydroxy, trifluoromethyl and C2·5 alkanoyl, and a bond ---- between the 6a-position and the 7-position represents a single or double bond are disclosed. The compounds are useful as an anti-anxiety agent, amnesia treating agent, brain function activating agent or dementia treating agent.

  本发明公开了通式(I)代表的噻吩环庚基哒嗪化合物，其中R代表氢、卤素或C1-4烷基，Ar代表芳基或杂芳基，可具有至少一个选自卤素、C1-4烷基、C1-4烷氧基、硝基、氨基、羟基、三氟甲基和C2-5烷酰基中的取代基，6a位和7位之间的键----，代表单键或双键。这些化合物可用作抗焦虑剂、健忘症治疗剂、脑功能激活剂或痴呆症治疗剂。
• LOMBARDINO, J. G.;OTTERNESS, I. G.;MUREN, J. F.
  作者：LOMBARDINO, J. G.、OTTERNESS, I. G.、MUREN, J. F.

  DOI：——

  日期：——