2-bromo-4-isopropylthiophen | 53119-63-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-bromo-4-isopropylthiophen
• 英文别名: 2-Bromo-4-(1-methylethyl)thiophene；2-bromo-4-propan-2-ylthiophene
• CAS: 53119-63-4
• 化学式: C₇H₉BrS
• 分子量: 205.118
• InChiKey: YKQRJHSAEODTIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-4-isopropylthiophen 在 硝酸 作用下， 以 乙酸酐 为溶剂， 反应 1.0h， 以78%的产率得到5-bromo-2-nitro-3-propan-2-ylthiophene
  参考文献：
  名称：

  一些5-溴-2-硝基-3-R-噻吩，3,4-二溴-2-硝基-5-R-噻吩，3-溴-2-硝基-5-R-噻吩的反应动力学，和2-溴-3-硝基-5-R-噻吩与亲核试剂在甲醇中

  摘要：

  一些5-溴-2-硝基- 3-R-thiophens的反应性（1a-g中; R = H，Me，乙基，丙基Ñ，正己基，镨1和Bu吨），3,4-二溴-2-硝基-5-R-噻吩（IIa和b; R = H和Me），3-溴-2-硝基-5-R-噻吩（IIIa和b; R = H和Me）和2-溴化3-硝基-5-R-噻吩（IVa和b； R = H和Me）与胺和苯硫醇钠在甲醇中的各种温度下进行了研究。还已经在苯，二恶烷和二恶烷水中（60:40和10:90）研究了化合物（Ia和C）的哌啶合溴化。不依赖于烷基的位置（间位或对位 关于离去的溴），已经观察到意外的烷基活化，这代表了烷基的电子释放行为的另一个例外。

  DOI：

  10.1039/p29820000625
• 作为产物：
  描述：

  3-isopropylthiophene 在 正丁基锂 、 四溴化碳 、 四甲基乙二胺 作用下， 生成 2-bromo-4-isopropylthiophen
  参考文献：
  名称：

  一些5-溴-2-硝基-3-R-噻吩，3,4-二溴-2-硝基-5-R-噻吩，3-溴-2-硝基-5-R-噻吩的反应动力学，和2-溴-3-硝基-5-R-噻吩与亲核试剂在甲醇中

  摘要：

  一些5-溴-2-硝基- 3-R-thiophens的反应性（1a-g中; R = H，Me，乙基，丙基Ñ，正己基，镨1和Bu吨），3,4-二溴-2-硝基-5-R-噻吩（IIa和b; R = H和Me），3-溴-2-硝基-5-R-噻吩（IIIa和b; R = H和Me）和2-溴化3-硝基-5-R-噻吩（IVa和b； R = H和Me）与胺和苯硫醇钠在甲醇中的各种温度下进行了研究。还已经在苯，二恶烷和二恶烷水中（60:40和10:90）研究了化合物（Ia和C）的哌啶合溴化。不依赖于烷基的位置（间位或对位 关于离去的溴），已经观察到意外的烷基活化，这代表了烷基的电子释放行为的另一个例外。

  DOI：

  10.1039/p29820000625

文献信息

• [EN] 2-SPIRO-SUBSTITUTED IMINOTHIAZINES AND THEIR MONO-AND DIOXIDES AS BACE INHIBITORS, COMPOSITIONS AND THEIR USE<br/>[FR] IMINOTHIAZINES 2-SPIRO-SUBSTITUÉES ET LEUR MONO- ET DIOXYDES EN TANT QU'INHIBITEURS BACE, COMPOSITIONS ET LEUR UTILISATION
  申请人：MERCK SHARP & DOHME

  公开号：WO2013028670A1

  公开（公告）日：2013-02-28

  In its many embodiments, the present invention provides provides certain iminothiazine dioxide compounds, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein each of the variables shown in the formula are as defined herein. The novel compounds of the invention are useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.

  在其多种实施形式中，本发明提供了某些亚噻嗪二氧化物化合物，包括化合物式（I）：及其互变异构体和立体异构体，以及所述化合物的药用盐，所述互变异构体和所述立体异构体，其中公式中显示的每个变量如本文所定义。本发明的新化合物可用作β-淀粉样蛋白前体蛋白酶（BACE）抑制剂和/或用于治疗和预防与之相关的各种病理。还公开了包括一种或多种这样的化合物（单独和与一种或多种其他活性剂的组合）的药物组合物，以及其制备和使用方法，包括治疗阿尔茨海默病。
• 2-SPIRO-SUBSTITUTED IMINOTHIAZINES AND THEIR MONO-AND DIOXIDES AS BACE INHIBITORS, COMPOSITIONS AND THEIR USE
  申请人：Wu Wen-Lian

  公开号：US20140200213A1

  公开（公告）日：2014-07-17

  In its many embodiments, the present invention provides certain iminothiazine dioxide compounds, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein each of the variables shown in the formula are as defined herein. The novel compounds of the invention are useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.

  在其多种实施方式中，本发明提供了某些亚胺噻唑二氧化物化合物，包括化合物式（I）的化合物及其互变异构体和立体异构体以及所述化合物、所述互变异构体和所述立体异构体的药学上可接受的盐，其中公式中所示的每个变量如本文所定义。本发明的新型化合物可用作BACE抑制剂和/或用于治疗和预防与之相关的各种病理。还披露了包含一种或多种这样的化合物（单独和与一种或多种其他活性剂的组合）的制药组合物以及其制备和使用方法，包括治疗阿尔茨海默病。
• C5-C6 OXACYCLIC-FUSED THIADIAZINE DIOXIDE COMPOUNDS AS BACE INHIBITORS, COMPOSITIONS, AND THEIR USE
  申请人：Cumming Jared N.

  公开号：US20140023668A1

  公开（公告）日：2014-01-23

  In its many embodiments, the present invention provides certain iminothiadiazine dioxide compounds, including compounds Formula: (I) and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein each of ring A, ring B, ring C, R 2 , R 3 , R 4 , m, n, p, and -L 1 - is as defined herein. The novel compounds of the invention may be useful as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.
• PYRROLIDINE-FUSED THIADIAZINE DIOXIDE COMPOUNDS AS BACE INHIBITORS, COMPOSITIONS, AND THEIR USE
  申请人：Stamford Andrew W.

  公开号：US20140023667A1

  公开（公告）日：2014-01-23

  In its many embodiments, the present invention provides certain iminothiadiazine dioxide compounds, including compounds Formula (I): and tautomers and stereoisomers thereof, and pharmaceutically acceptable salts of said compounds, said tautomeros and said stereoisomers, wherein each of W, Z, R 1H , R 2 , R 3 , R 4 , ring A, ring B, m, n, p, and -L 1 - is as defined herein. The novel compounds of the invention have surprisingly been found to exhibit properties which are expected to render them advantageous as BACE inhibitors and/or for the treatment and prevention of various pathologies related thereto. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use, including Alzheimer's disease, are also disclosed.
• US7468371B2
  申请人：——

  公开号：US7468371B2

  公开（公告）日：2008-12-23