α-bromo-α-(phenylsulfanyl)acetophenone | 35572-11-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-bromo-α-(phenylsulfanyl)acetophenone
• 英文别名: 2-bromo-1-phenyl-2-phenylsulfanyl-ethanone；2-Brom-1-phenyl-2-phenylmercapto-aethanon；2-bromo-1-phenyl-2-(phenylthio)ethanone；2-bromo-1-phenyl-2-phenylsulfanylethanone
• CAS: 35572-11-3
• 化学式: C₁₄H₁₁BrOS
• 分子量: 307.211
• InChiKey: DEYUWLIHQCWKHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-bromo-α-(phenylsulfanyl)acetophenone 在 sodium hydride 作用下， 以 四氢呋喃 、 丙酮 、 paraffin 为溶剂， 生成 2-Phenylthio-2-(dimethylsulfuranyliden)-acetophenon
  参考文献：
  名称：

  磺基取代锍叶立德的合成与反应

  摘要：

  不稳定的二甲基锍（苯硫基）甲基化物 (2) 是在 THF 溶液中通过用正丁基锂处理相应锍盐来制备的。亚磺酰基取代的稳定苯甲酰内酯 6a 和 6b 可通过三种方式获得。叶立德 6a 在 120°C 下在苯中分解，得到 (E)-9，即苯甲酰（苯硫基）卡宾的二聚体。相反，在乙醇中加热 6a 得到乙醇分解产物 (11, 12) 和苯甲酸乙酯。6a 和 6b 与氟硼酸三甲基和三乙基氧鎓的烷基化得到乙烯基锍盐 13。叶立德 2 与 (Z)- 和 (E)-1,2- 二苯甲酰基乙烯以及富马酸二乙酯反应，分别得到环丙烷 15 和 16。

  DOI：

  10.1246/bcsj.45.198
• 作为产物：
  描述：

  苯甲酰甲基苯基硫醚 在 溴 作用下， 以 甲醇 为溶剂， 生成 α-bromo-α-(phenylsulfanyl)acetophenone
  参考文献：
  名称：

  Chande, M. S.; Karnik, B. M., Journal of the Indian Chemical Society, 1993, vol. 70, # 3, p. 268 - 269

  摘要：

  DOI：

文献信息

• Selective Electrochemical Fluorodesulfurization of Benzo- and Pyrido-Fused Oxazine Derivatives Using Ex-cell Halogen Mediators
  作者：Toshio Fuchigami、Bin Yin、Shinsuke Inagi

  DOI：10.1055/s-0030-1260085

  日期：2011.8

  Although the direct anodic fluorination of 3-phenyl-2H-1,4-benzoxazine was not very effective, the fluorodesulfurization of 3-aryl-2-(phenylsulfanyl)-2H-1,4-benzoxazines using various anodically generated halogen mediators in the presence of triethyl­amine tris(hydrogen fluoride) by an ex-cell method efficiently and selectively provided the corresponding monofluorinated products. In sharp contrast, in-cell halogen mediators did not work well. Furthermore, the selective fluorodesulfurization of pyrido[3,2-b][1,4]oxazine derivatives was also successfully carried out using the same ex-cell method to provide the corresponding monofluorinated products in moderate yields.

  虽然 3-苯基-2H-1,4-苯并噁嗪的直接阳极氟化效果不佳，但在三乙胺三（氟化氢）存在下，使用各种阳极生成的卤素媒介物，采用外室法对 3-芳基-2-（苯硫基）-2H-1,4-苯并噁嗪进行氟化脱硫，却能高效且有选择性地提供相应的单氟化产物。与此形成鲜明对比的是，池内卤素介质的效果并不理想。此外，使用相同的外室法还成功地对吡啶并[3,2-b][1,4]恶嗪衍生物进行了选择性氟化脱硫，以中等产率提供了相应的单氟化产物。
• Selective Fluorodesulfurization of Benzo- and Pyrido-oxazine Derivatives
  作者：Toshio Fuchigami、Bin Yin、Shinsuke Inagi

  DOI：10.1055/s-0030-1258517

  日期：2010.9

  fluorodesulfurization of 3-aryl-2-phenylthio 2H-benzo[b][1,4]oxazine derivatives was successfully carried out using various N-halogenosuccinimides as oxidizing reagent in the presence of Et 3 N·3HF to provide the corresponding monofluorinated products in excellent yields. Selective fluorodesulfurization of the corresponding pyrido[3,2-b][1,4]oxazine derivatives was also achieved similarly.

  以各种N-卤代琥珀酰亚胺为氧化剂，在Et 3 N·3HF存在下，成功地对3-芳基-2-苯硫基2H-苯并[b][1,4]恶嗪衍生物进行选择性氟脱硫，得到相应的单氟化产物以优异的产量。相应的吡啶并[3,2-b][1,4]恶嗪衍生物的选择性氟脱硫也同样实现。
• Acid Secretion Inhibitor
  申请人：Hasuoka Atsushi

  公开号：US20090118335A1

  公开（公告）日：2009-05-07

  The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X 1 and X 2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X 3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R 1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R 2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R 3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X 1 , X 2 and X 3 , and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.

  本发明提供了一种具有优异的抑制酸分泌、抗溃疡活性等的化合物。该质子泵抑制剂包含由式(I)表示的化合物，其中环A是饱和或不饱和的5-或6-成员环基团，可选地具有作为环构成原子的碳原子以外的1至4个异原子，所述异原子选自氮原子、氧原子和硫原子，环构成原子X1和X2分别为碳原子或氮原子，环构成原子X3为碳原子、氮原子、氧原子或硫原子，R1为可选取代的芳基基团或可选取代的杂环基团，R2为可选取代的烷基基团、可选取代的芳基基团或可选取代的杂环基团，R3为氨甲基基团，可选地被1或2个低碳基取代，该基团是除X1、X2和X3以外的环构成原子上的取代基，环A可选地进一步具有从低碳基、卤素原子、氰基和氧代基中选择的取代基，或其盐或前药。
• ARYL- OR HETEROARYL-SULFONYL COMPOUNDS AS ACID SECRETION INHIBITORS
  申请人：Hasuoka Atsushi

  公开号：US20110288040A1

  公开（公告）日：2011-11-24

  The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X 1 and X 2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X 3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R 1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R 2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R 3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X 1 , X 2 and X 3 , and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.

  本发明提供了一种具有优异的抑制酸分泌作用、抗溃疡活性等的化合物。一种质子泵抑制剂，包含一种由式(I)表示的化合物，其中环A是一个饱和或不饱和的5或6元环基团，可选地具有除碳原子外的1到4个异原子，所述异原子选自氮原子、氧原子和硫原子，环构成原子X1和X2分别是碳原子或氮原子，环构成原子X3是碳原子、氮原子、氧原子或硫原子，R1是可选取代的芳基基团或可选取代的杂环芳基基团，R2是可选取代的烷基基团、可选取代的芳基基团或可选取代的杂环芳基基团，R3是在除X1、X2和X3之外的环构成原子上取代的氨甲基基团，可选地被1或2个较低烷基取代，环A可选地进一步具有来自较低烷基、卤素原子、氰基和氧基的取代基，或其盐或前药。
• Aryl-or heteroaryl-sulfonyl compounds as acid secretion inhibitors
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07994205B2

  公开（公告）日：2011-08-09

  The present invention provides an aryl- or heteroaryl compound represented by the formula (Ia) or (Ib) wherein each symbol is as defined in the specification, or a salt thereof, or a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier. The compound has superior acid secretion inhibitory action, an antiulcer activity and the like.

  本发明提供了一种芳基或杂环芳基化合物，其化学式为(Ia)或(Ib)，其中每个符号如规范中所定义，或其盐，或包括该化合物和药用可接受载体的药物组合物。该化合物具有优异的酸分泌抑制作用，抗溃疡活性等。