2-(2'-indenyl)benzothiophene | 192707-03-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-(2'-indenyl)benzothiophene
• 英文别名: 2-(1H-Inden-2-yl)-1-benzothiophene
• CAS: 192707-03-2
• 化学式: C₁₇H₁₂S
• 分子量: 248.348
• InChiKey: QZWJGYFZBPCXKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴化茚 、 2-三丁基锡苯并[B]噻吩 在 bis-triphenylphosphine-palladium(II) chloride 2,6-二叔丁基-4-甲基苯酚 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以47%的产率得到2-(2'-indenyl)benzothiophene
  参考文献：
  名称：

  Synthesis and Mixed Lineage Kinase Activity of Pyrrolocarbazole and Isoindolone Analogs of (+)K-252a

  摘要：

  Structural modification of the indolecarbazole natural product (+)K-252a identified structural requirements for MLK activity and a novel series of potent fused pyrrolocarbazole MLK1/3 inhibitors. The SAR revealed that the lactam regiochemistry, the shape of the heterocycle, and aryl rings B and F are important to MLK activity. Heteroatom and alkyl replacement of the N-12 and/or N-13 indole nitrogen atoms identified the nonplanar dihydronaphthyl[3,4-a]pyrrolo[3,4-c]carbazole-7-one (8) and corresponding 5,7-dione (7) as potent cell-permeable MLK1/3 family-selective leads with in vitro activity comparable to that of (+)K-252a and determined them to be 2- to 3-fold more potent than the aglycone natural product K-252c.

  DOI：

  10.1021/jm051074u

文献信息

• Method for Aerobic Oxidative Coupling of Thiophenes with a Ligand-Supported Palladium Catalyst
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20190210993A1

  公开（公告）日：2019-07-11

  An oxidative homocoupling method of synthesizing certain 2,2′-bithiophenes from thiophenes using oxygen as the terminal oxidant is disclosed. In non-limiting examples, the method uses oxygen along with a catalytic system that includes palladium, an assistive ligand, and a non-palladium metal additive to catalyze one of the following reactions: Associated catalytic systems and compositions are also disclosed.

  披露了一种利用氧气作为末端氧化剂，从噻吩合成特定的2,2′-双噻吩的氧化性自偶联方法。在非限制性的示例中，该方法使用氧气以及包括钯、辅助配体和非钯金属添加剂的催化系统来催化以下反应之一：同时还披露了相关的催化系统和组合物。
• FUSED ISOINDOLONES AS INHIBITORS OF PROTEIN KINASE C
  申请人：CEPHALON, INC.

  公开号：EP0871612A1

  公开（公告）日：1998-10-21
• US5808060A
  申请人：——

  公开号：US5808060A

  公开（公告）日：1998-09-15
• [EN] FUSED ISOINDOLONES AS INHIBITORS OF PROTEIN KINASE C<br/>[FR] ISO-INDOLONES CONDENSEES UTILISEES COMME INHIBITEURS DE LA PROTEINE KINASE C
  申请人：——

  公开号：WO1997021677A1

  公开（公告）日：1997-06-19

  [EN] Disclosed are biologically active, non-indole-containing compounds referred to as fused isoindolones, which are represented by general formula (I). The fused indolones can be obtained by complete chemical synthesis. Methods for making and using the fused isoindolones are disclosed.
  [FR] L'invention se rapporte à des composés biologiquement actifs sans indole et appelés iso-indolones condensées, ces composés étant représentés par la formule générale (I). Les indolones condensées peuvent être obtenues par synthèse chimique totale. L'invention se rapporte également à des procédés de fabrication et d'utilisation d'iso-indolones condensées.
• Synthesis and Mixed Lineage Kinase Activity of Pyrrolocarbazole and Isoindolone Analogs of (+)K-252a
  作者：Robert L. Hudkins、Neil W. Johnson、Thelma S. Angeles、George W. Gessner、John P. Mallamo

  DOI：10.1021/jm051074u

  日期：2007.2.8

  Structural modification of the indolecarbazole natural product (+)K-252a identified structural requirements for MLK activity and a novel series of potent fused pyrrolocarbazole MLK1/3 inhibitors. The SAR revealed that the lactam regiochemistry, the shape of the heterocycle, and aryl rings B and F are important to MLK activity. Heteroatom and alkyl replacement of the N-12 and/or N-13 indole nitrogen atoms identified the nonplanar dihydronaphthyl[3,4-a]pyrrolo[3,4-c]carbazole-7-one (8) and corresponding 5,7-dione (7) as potent cell-permeable MLK1/3 family-selective leads with in vitro activity comparable to that of (+)K-252a and determined them to be 2- to 3-fold more potent than the aglycone natural product K-252c.