(3-溴苯基)(3-噻吩基)甲酮 | 187963-91-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (3-溴苯基)(3-噻吩基)甲酮
• 英文名称: (3-bromophenyl)(thiophen-3-yl)methanone
• 英文别名: 3-(3-Bromobenzoyl)thiophene；(3-bromophenyl)-thiophen-3-ylmethanone
• CAS: 187963-91-3
• 化学式: C₁₁H₇BrOS
• 分子量: 267.146
• InChiKey: GHCSNYCUSDAYOB-UHFFFAOYSA-N

物化性质

• 沸点：
  365.0±22.0 °C(Predicted)
• 密度：
  1.542±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (3-溴苯基)(3-噻吩基)甲酮 在 titanium(IV) tetraethanolate 、 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 methyl 5-(3-bromophenyl)-5-(1,1-dimethylethylsulfinamido)-3-oxo-5-(thiophen-3-yl)pentanoate
  参考文献：
  名称：

  Cell Active Hydroxylactam Inhibitors of Human Lactate Dehydrogenase with Oral Bioavailability in Mice

  摘要：

  A series of trisubstituted hydroxylactams was identified as potent enzymatic and cellular inhibitors of human lactate dehydrogenase A. Utilizing structure-based design and physical property optimization, multiple inhibitors were discovered with <10 mu M lactate IC50 in a MiaPaca2 cell line. Optimization of the series led to 29, a potent cell active molecule (MiaPaca2 IC50 = 0.67 mu M) that also possessed good exposure when dosed orally to mice.

  DOI：

  10.1021/acsmedchemlett.6b00190
• 作为产物：
  描述：

  (3-bromophenyl)(thiophen-3-yl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以95%的产率得到(3-溴苯基)(3-噻吩基)甲酮
  参考文献：
  名称：

  [EN] PIPERIDINE-DIONE DERIVATIVES
  [FR] DÉRIVÉS DE PIPÉRIDINE-DIONE

  摘要：

  这项发明提供了具有通式（I）及其互变异构体和药学上可接受的盐的新化合物，其中A1、A2、A3、A4、R1、R4、R5、R6、R7和R8如本文所定义，包括这些化合物的组合物和使用这些化合物的方法。

  公开号：

  WO2015140133A1

文献信息

• Preparation and coupling reaction of thienylmanganese bromides
  作者：Seung-Hoi Kim、Reuben D. Rieke

  DOI：10.1016/s0040-4039(96)02507-5

  日期：1997.2

  3-Thienylmanganese bromide, 3-bromo-4-thienylmanganese bromide and 4-substituted 3-thienylmanganese bromides were prepared from the reactions of Rieke manganese with 3-bromothiophene, 3,4-dibromothiophene and 4-substituted 3-bromothiophenes, respectively. The resulting thienylmanganese bromides underwent cross-coupling reactions under mild reaction conditions.

  由Rieke锰分别与3-溴噻吩，3,4-二溴噻吩和4-取代的3-溴噻吩反应制得3-噻吩基溴化锰，3-溴-4-噻吩基溴化溴和4-取代的3-噻吩基溴化锰。所得的噻吩基锰溴化物在温和的反应条件下进行交叉偶联反应。
• Direct Preparation of 3-Thienyl Organometallic Reagents:  3-Thienylzinc and 3-Thienylmagnesium Iodides and 3-Thienylmanganese Bromides and Their Coupling Reactions
  作者：Reuben D. Rieke、Seung-Hoi Kim、Xiaoming Wu

  DOI：10.1021/jo970778b

  日期：1997.10.1

  3-Thienylzinc and 3-thienylmagnesium iodides can be generated from the direct oxidative addition of Rieke zinc and magnesium to 3-iodothiophene, respectively. The direct preparation of 3-thienylmanganese bromides from the reaction of Rieke manganese with 3-bromothiophene and 3,4-dibromothiophene is also performed. These 3-thienyl organometallic reagents have been found to be regiostable intermediates and undergo coupling reactions with a variety of versatile electrophiles such as acid chlorides, aryl iodides, aldehydes, and disulfide.
• PIPERIDINE-DIONE DERIVATIVES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3119760A1

  公开（公告）日：2017-01-25
• [EN] METHOD OF CONTROLLING LACTATE PRODUCTION WITH PIPERDINE-DIONE DERIVATIVES<br/>[FR] PROCÉDÉ POUR RÉGULER LA PRODUCTION DE LACTATE À L'AIDE DE DÉRIVÉS DE PIPÉRIDINE-DIONE
  申请人：GENENTECH INC

  公开号：WO2015142903A2

  公开（公告）日：2015-09-24

  The invention provides novel compounds having the general formula: and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.
• [EN] PIPERIDINE-DIONE DERIVATIVES<br/>[FR] DÉRIVÉS DE PIPÉRIDINE-DIONE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015140133A1

  公开（公告）日：2015-09-24

  The invention provides novel compounds having the general formula (I) and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.

  这项发明提供了具有通式（I）及其互变异构体和药学上可接受的盐的新化合物，其中A1、A2、A3、A4、R1、R4、R5、R6、R7和R8如本文所定义，包括这些化合物的组合物和使用这些化合物的方法。