2-methyl-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one | 67838-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one
• 英文别名: 2-methyl-5,6-dihydro-cyclopenta[b]thiophen-4-one；5,6-Dihydro-2-methyl-4H-cyclopentathiophen-4-on；2-methyl-4H,5H,6H-cyclopenta[b]thiophen-4-one；2-methyl-5,6-dihydrocyclopenta[b]thiophen-4-one
• CAS: 67838-96-4
• 化学式: C₈H₈OS
• 分子量: 152.217
• InChiKey: QVPYQYWMYQBJQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  65-66 °C(Solv: ligroine (8032-32-4))
• 沸点：
  266.7±19.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-methyl-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one 在 一水合肼 、 potassium hydroxide 作用下， 以 水 、 乙二醇 为溶剂， 反应 48.0h， 以62%的产率得到2-methyl-5,6-dihydro-4H-cyclopenta[b]thiophene
  参考文献：
  名称：

  In vivo phenotypic drug discovery: applying a behavioral assay to the discovery and optimization of novel antipsychotic agents

  摘要：

  一种基于老鼠的检测方法（SmartCube）被用于一种新型抗精神病药物的筛选和首选优化。

  DOI：

  10.1039/c6md00128a
• 作为产物：
  描述：

  3-(5-methylthiophen-2-yl)acrylic acid 在 palladium on activated charcoal 、 氢气 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 生成 2-methyl-5,6-dihydro-4H-cyclopenta[b]thiophen-4-one
  参考文献：
  名称：

  In vivo phenotypic drug discovery: applying a behavioral assay to the discovery and optimization of novel antipsychotic agents

  摘要：

  一种基于老鼠的检测方法（SmartCube）被用于一种新型抗精神病药物的筛选和首选优化。

  DOI：

  10.1039/c6md00128a

文献信息

• [EN] HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS HÉTÉROARYLES ET PROCÉDÉ D'UTILISATION CORRESPONDANT
  申请人：SUNOVION PHARMACEUTICALS INC

  公开号：WO2013119895A1

  公开（公告）日：2013-08-15

  Provided herein are thiophene compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

  本文提供了噻吩化合物，其合成方法，包含这些化合物的药物组合物，以及它们的使用方法。本文提供的化合物可用于治疗、预防和/或管理各种神经系统疾病，包括但不限于精神病和精神分裂症。
• INHIBITORS OF PAPILLOMA VIRUS
  申请人：Yoakim Christiane

  公开号：US20100041649A1

  公开（公告）日：2010-02-18

  A compound of formula (I) or its enantiomers or diastereoisomers thereof: wherein: A, X, W, R 1 , Y; R 3 ; and R 4 are as defined herein. The compounds of the invention may be used as inhibitors of the papilloma virus E1-E2-DNA complex. The invention further provides a method of treating or preventing human papilloma virus infection.

  化合物(I)的公式或其对映体或二对映异构体：其中：A、X、W、R1、Y；R3；和R4如本文所定义。本发明的化合物可用作乳头瘤病毒E1-E2-DNA复合物的抑制剂。本发明还提供了一种用于治疗或预防人乳头瘤病毒感染的方法。
• Heteroaryl Compounds and Methods of Use Thereof
  申请人：Sunovion Pharmaceuticals, Inc.

  公开号：US20150031709A1

  公开（公告）日：2015-01-29

  Provided herein are thiophene compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

  本文提供了噻吩化合物、它们的合成方法、包含这些化合物的药物组合物以及使用这些化合物的方法。这些化合物对于治疗、预防和/或管理各种神经系统疾病，包括但不限于精神病和精神分裂症，具有实用性。
• Heteroaryl compounds and methods of use thereof
  申请人：Sunovion Pharmaceuticals, Inc.

  公开号：US10189825B2

  公开（公告）日：2019-01-29

  Provided herein are thiophene compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.

  本文提供了噻吩化合物、其合成方法、包含这些化合物的药物组合物及其使用方法。本文提供的化合物可用于治疗、预防和/或控制各种神经系统疾病，包括但不限于精神病和精神分裂症。
• Tricyclic pyrazoles part 7. Discovery of potent and selective dihydrothienocyclopentapyrazole derived CB2 ligands
  作者：Giansalvo Pinna、Maria Michela Curzu、Antonio Dore、Paolo Lazzari、Stefania Ruiu、Amedeo Pau、Gabriele Murineddu、Gérard A. Pinna

  DOI：10.1016/j.ejmech.2014.08.042

  日期：2014.10

  A series of dihydrothienocyclopentapyrazole-based derivatives was synthesized and evaluated for the affinity at CBI and CB2 receptors. The major term, the 6-methyl-1-(1,4-dichloropheny1)-N-piperidiny1)-1,4-dihydrothieno[2',3'-4,5]cyclopenta[1,2-c]pyrazole-3-carboxamide (6a), displayed a high affinity and good selectivity for CB2 receptors (Ki values of 2.30 nM for CB2 receptor and 440 nM for CB1 receptors respectively). Subsequent analogue preparation resulted in the identification of compounds such as 6b, 6d, 6e, 6k, 6l, 6m, 6s and 6t that showed 1.3-485 fold selectivity for CB2 receptors with potencies in the 1.1-7.2 nM range. These compounds profiled as full agonists at CB2 receptor in an inhibition assay of P-ERK 1/2 up regulation in HL-60 cells. (C) 2014 Elsevier Masson SAS. All rights reserved.