2-methyl-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-5-acetic acid | 129477-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环七噻吩
• 英文名称: 2-methyl-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-5-acetic acid
• 英文别名: 2-methyl-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-5-acetic acid；2-(2-methyl-4-oxo-5,6,7,8-tetrahydrocyclohepta[b]thiophen-5-yl)acetic acid
• CAS: 129477-55-0
• 化学式: C₁₂H₁₄O₃S
• 分子量: 238.307
• InChiKey: WVFHBAMCSWDDLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methyl-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-5-acetic acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到9-methyl-2,4,4a,5,6,7-hexahydro-3H-thieno[2',3':6,7]cyclohepta[1,2-c]pyridazin-3-one
  参考文献：
  名称：

  Synthesis and Cytotoxicity of Novel Hexahydrothienocycloheptapyridazinone Derivatives

  摘要：

  设计了一组含有噻吩环-七氮杂环化合物的新型三环分子，合成了一系列2N取代的六氢噻吩环-七氮杂环化合物衍生物，并评估了它们的生物活性。在合成的化合物中，衍生物7d和7h分别对非小细胞肺癌和中枢神经系统癌细胞系表现出细胞毒活性。

  DOI：

  10.3390/molecules14093494
• 作为产物：
  描述：

  2-methyl-5,6,7,8-tetrahydro-5-cyanomethyl-4H-cyclohepta[b]thiophen-4-one 在 盐酸 、 水 、 溶剂黄146 作用下， 以82%的产率得到2-methyl-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-5-acetic acid
  参考文献：
  名称：

  Synthesis and Cytotoxicity of Novel Hexahydrothienocycloheptapyridazinone Derivatives

  摘要：

  设计了一组含有噻吩环-七氮杂环化合物的新型三环分子，合成了一系列2N取代的六氢噻吩环-七氮杂环化合物衍生物，并评估了它们的生物活性。在合成的化合物中，衍生物7d和7h分别对非小细胞肺癌和中枢神经系统癌细胞系表现出细胞毒活性。

  DOI：

  10.3390/molecules14093494

文献信息

• Thienocycloheptapyridazine compounds and their pharmaceutical use
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：US05153194A1

  公开（公告）日：1992-10-06

  A thienocycloheptapyridazine compound of the formula ##STR1## wherein R stands for hydrogen, a halogen or a C.sub.1-4 alkyl, Ar stands for an aryl, a heteroaryl, or an aryl or a heteroaryl having as a substituent at least a halogen, a C.sub.1-4 alkyl, a C.sub.1-4 alkoxy, nitro, amino, hydroxy, trifluoromethyl and/or a C.sub.2-5 alkanoylamino; and the bond between 4-position and 42-position represents a single bond or a double bond, which is useful as an antianxiety agent, amnesia-treating drug, a brain function-activating drug or an antidementiac drug.

  一种噻吩环庚吡嗪化合物，其化学式为##STR1##其中R代表氢、卤素或C.sub.1-4烷基，Ar代表芳基、杂芳基或带有至少一个卤素、C.sub.1-4烷基、C.sub.1-4烷氧基、硝基、氨基、羟基、三氟甲基和/或C.sub.2-5烷酰胺基的芳基或杂芳基；4位和42位之间的键代表单键或双键。该化合物可用作抗焦虑剂、治疗遗忘症药物、脑功能激活药物或抗痴呆药物。
• 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。
• Synthesis and evaluation of novel 2-aryl-2,5,6,7-tetrahydro-3H-thieno [2′,3′:6,7]cyclohepta[1,2-c]pyridazin-3-ones and 2-aryl-5, 6-dihydrothieno[2,3-h]cinnolin-3(2H)-ones as anxiolytics
  作者：H Tanaka、S Kirihara、H Yasumatsu、T Yakushiji、T Nakao

  DOI：10.1016/s0223-5234(97)83286-2

  日期：1997.7

  A series of 2-aryl-2,5,6,7-tetrahydro-3H-thieno[2',3':6,7]cyclohepta[1,2-c]pyridazin-3-ones and 2-aryl-5,6-dihydrothieno[2,3-h]cinnolin-3(2H)-ones were synthesized and evaluated for their affinity to benzodiazepine receptors (BZRs) in the excised brain of rats and also for their intrinsic efficacy in augmentation of the gamma-aminobutyric acid-induced chloride currents in the dissociated sensory neurons of frogs. The synthesized compounds showed a high affinity to BZRs. In these compounds, the substituents at the 2-position and at either the 8- or the 9-position and the ring size of the condensed ring affected the biological activity of the compounds. Thus, an introduction of 4-methyl- or 4-chloro-substitute phenyl ring into the 2-position, an introduction of methyl or ethyl into either the 8- or the 9-position, and an expansion of the 6-membered condensed ring to a 7-membered ring brought about a continuous shift of compounds from inverse to full agonists. Among the synthesized compounds, 8-(1 hydroxyethyl)-2-(4-methylphenyl)-5,6-dihydrothieno[2,3-h]cinnolin-3(2H)-one which can be classified as a BZR partial agonist, was found to exhibit an anxio-selective feature.
• US5153194A
  申请人：——

  公开号：US5153194A

  公开（公告）日：1992-10-06