2-bromo-N-(2-hydroxy-4-methylphenyl)-5-methyl-thiophene-3-carboxamide | 221060-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromo-N-(2-hydroxy-4-methylphenyl)-5-methyl-thiophene-3-carboxamide
• 英文别名: 2-bromo-N-(2-hydroxy-4-methylphenyl)-5-methyl-3-thiophenecarboxamide；N-(2-hydroxy-4-methylphenyl)-2-bromo-5-methyl-3-thiophenecarboxamide；2-bromo-N-(2-hydroxy-4-methyl-phenyl)-5-methyl-thiophene-3-carboxamide；2-bromo-N-(2-hydroxy-4-methylphenyl)-5-methylthiophene-3-carboxamide
• CAS: 221060-74-8
• 化学式: C₁₃H₁₂BrNO₂S
• 分子量: 326.214
• InChiKey: PIGRXBLQJMBRND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-N-(2-hydroxy-4-methylphenyl)-5-methyl-thiophene-3-carboxamide 在 水 、 potassium carbonate 、 N,N-二甲基苯胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 二甲基亚砜 、 异丙醇 、 乙腈 为溶剂， 反应 11.25h， 生成 3-[4-(2,8-dimethylthieno[2,3-b][1,5]benzoxazepin-4-yl)piperazin-1-yl]-2,2-dimethylpropanoic acid 4-methylbenzenesulfonic acid
  参考文献：
  名称：

  [EN] (THIENO[2,3-b][1,5]BENZOXAZEPIN-4-YL)PIPERAZIN-1-YL COMPOUNDS AS DUAL ACTIVITY H1 INVERSE AGONISTS/5-HT2A ANTAGONISTS
  [FR] COMPOSÉS (THIÉNO[2,3-B][1,5]BENZOXAZÉPIN-4-YL)PIPÉRAZIN-1-YLÉS EN TANT QUE COMPOSÉS À DOUBLE ACTIVITÉ AGONISTES INVERSES H1/ANTAGONISTES 5-HT2A

  摘要：

  描述了一种公式（I）的双重H1逆向激动剂/5-HT2A受体拮抗剂，以及其用途和制备方法。

  公开号：

  WO2013032804A1
• 作为产物：
  描述：

  4-溴-2-甲基噻吩 在 吡啶 、 正丁基锂 、 氯化亚砜 、 溴 作用下， 以 正己烷 、 甲醚 、 溶剂黄146 、 甲苯 为溶剂， 反应 11.75h， 生成 2-bromo-N-(2-hydroxy-4-methylphenyl)-5-methyl-thiophene-3-carboxamide
  参考文献：
  名称：

  噻吩并[2,3- b ] [1,5]苯并x庚因衍生物的合成

  摘要：

  由4-溴-2-甲基噻吩6或乙基2-氨基-苯甲酸酯合成了一系列新的4-（4-甲基哌嗪-1-基）噻吩并[2,3- b ] [1,5]苯并a庚因1a-k。 4,5-二甲基-3-噻吩羧酸盐10。关键中间体噻吩并[2,3- b ] [1,5]苯并x氮平-4（5 H）-的制备4a-i，4k是通过2-溴-N-（2-羟苯基）-的处理3-硫代苯甲酰胺5a-i，5k与碳酸钾的DMSO溶液。化合物1是洛沙平（一种有效的抗精神病药物）的噻吩类。在这些化合物中，2-甲基-4-（4-甲基哌嗪-1-基）噻吩并[2,3-b ] [1,5]苯并a庚因1a（R 1，R 3 = H，R 2 = CH 3）显示出有效的抗精神病活性。

  DOI：

  10.1002/jhet.5570390124

文献信息

• Fused thiophene compounds and medicinal use thereof
  申请人：Welfide Corporation

  公开号：US06271225B1

  公开（公告）日：2001-08-07

  A condensed thiophene compound of the formula (I) wherein each symbol is as defined in the specification, a pharmaceutically acceptable salt thereof and hydrates thereof. The compound of the formula (I) of the present invention is useful as a novel antipsychotic agent which is effective for both positive symptoms and negative symptoms of schizophrenia, which is associated with less side effects such as extrapyramidal motor disorder and the like and which is less associated with serious side effects such as agranulocytosis and the like. In addition, this compound is also useful as a therapeutic agent of Alzheimer's disease and manic-depressive illness.

  公式（I）的一种缩合噻吩化合物，其中每个符号如规范中定义，其药学上可接受的盐及水合物。本发明的公式（I）化合物可用作一种新型抗精神病药物，对精神分裂症的阳性症状和阴性症状均有效，与较少的副作用（如外周性运动障碍等）相关，并且与严重副作用（如粒细胞缺乏症等）的关联较小。此外，该化合物还可用作治疗阿尔茨海默病和躁郁症的药物。
• Condensed thiophene compounds and pharmaceutical use thereof
  申请人：——

  公开号：US20020042411A1

  公开（公告）日：2002-04-11

  A condensed thiophene compound of the formula (I) 1 wherein each symbol is as defined in the specification, a pharmaceutically acceptable salt thereof and hydrates thereof. The compound of the formula (I) of the present invention is useful as a novel antipsychotic agent which is effective for both positive symptoms and negative symptoms of schizophrenia, which is associated with less side effects such as extrapyramidal motor disorder and the like and which is less associated with serious side effects such as agranulocytosis and the like. In addition, this compound is also useful as a therapeutic agent of Alzheimer's disease and manic-depressive illness.

  本发明涉及一种式(I)的缩合噻吩化合物，其中每个符号如规范中所定义，其药学上可接受的盐和水合物。本发明的式(I)化合物可用作一种新型抗精神病药物，对于精神分裂症的阳性症状和阴性症状都有效，且副作用较少，如运动障碍等，并且与严重副作用如粒细胞缺乏症等较少相关。此外，该化合物还可用作阿尔茨海默病和躁郁症的治疗剂。
• (THIENO[2,3-b][1,5]BENZOXAZEPIN-4-YL)PIPERAZIN-1-YL COMPOUNDS AS DUAL ACTIVITY H1 INVERSE AGONISTS/5-HT2A ANTAGONISTS
  申请人：Ledgard Andrew James

  公开号：US20140171411A1

  公开（公告）日：2014-06-19

  A dual H1 inverse agonist/5-HT 2A receptor antagonist of the formula (I), its uses, and methods for its preparation are described.

  本文描述了一种公式(I)的双重H1逆向激动剂/5-HT2A受体拮抗剂，以及它的用途和制备方法。
• FUSED THIOPHENE COMPOUNDS AND MEDICINAL USE THEREOF
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP1016664A1

  公开（公告）日：2000-07-05

  A condensed thiophene compound of the formula (I) wherein each symbol is as defined in the specification, a pharmaceutically acceptable salt thereof and hydrates thereof. The compound of the formula (I) of the present invention is useful as a novel antipsychotic agent which is effective for both positive symptoms and negative symptoms of schizophrenia, which is associated with less side effects such as extrapyramidal motor disorder and the like and which is less associated with serious side effects such as agranulocytosis and the like. In addition, this compound is also useful as a therapeutic agent of Alzheimer's disease and manic-depressive illness.

  式 (I) 的缩合噻吩化合物 其中各符号如说明书中所定义，其药学上可接受的盐及其水合物。本发明的式(I)化合物可作为一种新型抗精神病药物，对精神分裂症的阳性症状和阴性症状均有效，副作用较少，如锥体外系运动障碍等，严重副作用较少，如粒细胞减少等。此外，该化合物还可用作阿尔茨海默病和躁狂抑郁症的治疗剂。
• US6271225B1
  申请人：——

  公开号：US6271225B1

  公开（公告）日：2001-08-07