5,6,7,8-tetrahydro-2-methyl-4H-cyclohepta[b]thiophen-4-one | 41042-97-1

• 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: 5,6,7,8-tetrahydro-2-methyl-4H-cyclohepta[b]thiophen-4-one
• 英文别名: 2-methyl-5,6,7,8-tetrahydro-cyclohepta[b]thiophen-4-one；2-Methyl-5,6,7,8-tetrahydro-cyclohepta[b]thiophen-4-on；2-Methyl-5,6,7,8-tetrahydrocyclohepta[b]thiophen-4-one
• CAS: 41042-97-1
• 化学式: C₁₀H₁₂OS
• 分子量: 180.271
• InChiKey: SBVMLWZOSMTIRL-UHFFFAOYSA-N

物化性质

• 沸点：
  135 °C(Press: 2 Torr)
• 密度：
  1.153±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrahydro-2-methyl-4H-cyclohepta[b]thiophen-4-one 以 甲醇 、 水 为溶剂， 反应 8.5h， 生成 2-methyl-5,6,7,8-tetrahydro-5-cyanomethyl-4H-cyclohepta[b]thiophen-4-one
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/s0223-5234(97)83286-2
• 作为产物：
  描述：

  戊二酸单乙酯酰氯 在 吡啶 、 二硫化碳 、 三氯化铝 、 氯化亚砜 、 乙醚 、 alkaline solution 、 四氯化锡 作用下， 生成 5,6,7,8-tetrahydro-2-methyl-4H-cyclohepta[b]thiophen-4-one
  参考文献：
  名称：

  Cagniant; Cagniant, Bulletin de la Societe Chimique de France, 1956, p. 1152,1160

  摘要：

  DOI：

文献信息

• Synthesis and Cytotoxicity of Novel Hexahydrothienocycloheptapyridazinone Derivatives
  作者：Amedeo Pau、Gabriele Murineddu、Battistina Asproni、Caterina Murruzzu、Giuseppe Grella、Gérard Pinna、Maria Curzu、Irene Marchesi、Luigi Bagella

  DOI：10.3390/molecules14093494

  日期：——

  Designed as a new group of tricyclic molecules containing the thienocycloheptapyridazinone ring system, a number of 2N-substituted-hexahydrothienocycloheptapyridazinone derivatives were synthesized and their biological activity evaluated. Among the synthesized compounds, derivatives 7d and 7h were found to possess cytotoxic activity against non-small cell lung cancer and central nervous system cancer cell lines, respectively.

  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。
• Studies in sulphur heterocycles. Part 7 . Tricyclic compounds related to 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene
  作者：Asish De、Subhra Bhattacharya、Sagar S. Jash、Soumitra Mukherjee、Uttam Saha、Parimal K. Sen

  DOI：10.1002/jhet.5570290528

  日期：——

  Synthesis of a number of tricyclic compounds with a fused thiophene ring starting from 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-4-one and benzosuberone is described. Biological testing of these compounds for their antiparasitic activities has been carried out.

  描述了从5,6,7,8-四氢-4 H-环庚[ b ]噻吩-4-酮和苯并亚砜开始的具有稠合噻吩环的许多三环化合物的合成。已经对这些化合物的抗寄生虫活性进行了生物学测试。
• Sen; Saha; Das, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 5, p. 334 - 338
  作者：Sen、Saha、Das

  DOI：——

  日期：——
• Abarca, Belen; Ballesteros, Rafael; Jones, Gurnos, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1585 - 1588
  作者：Abarca, Belen、Ballesteros, Rafael、Jones, Gurnos

  DOI：——

  日期：——
• Sen; Lahiri, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 8, p. 741 - 746
  作者：Sen、Lahiri

  DOI：——

  日期：——