苯并[b]噻吩-3-基乙酸酯 | 24434-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 苯并[b]噻吩-3-基乙酸酯
• 英文名称: benzo[b]thiophen-3-yl acetate
• 英文别名: 2-Acetoxy-benzothiophen；(benzo[b]thiophen-3-yl) acetate；3-acetoxybenzothiophene；3-acetoxy-thianaphtene；3-acetoxy-benzo[b]thiophene；acetic acid benzo[b]thiophen-3-yl ester；1-benzothiophen-3-yl acetate
• CAS: 24434-82-0
• 化学式: C₁₀H₈O₂S
• 分子量: 192.238
• InChiKey: IFMOFXZTHWSMEA-UHFFFAOYSA-N

物化性质

• 沸点：
  165 °C(Press: 18 Torr)
• 密度：
  1.2580 g/cm3(Temp: 20.4 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  苯并[b]噻吩-3-基乙酸酯 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 2-hydroxy-2,3-dihydrobenzo[4,5]thieno[3,2-b]pyran-4-one
  参考文献：
  名称：

  定向金属化在合成中的应用。第7部分：适当官能化的苯并[ b ]噻吩的合成作为苯并噻吩并吡喃酮合成中的关键中间体

  摘要：

  一锅合成由邻甲基硫烷基芳基N，N-二乙基酰胺与1-（3-羟基苯并[ b ]噻吩-2-基）乙酮和1合成（3-羟基苯并[ b ]噻吩-2-基）芳基甲酮描述了经由阴离子邻-Fries重排的-（3-羟基苯并[ b ]噻吩-2-基）丙-1-酮。羟基酮用作苯并噻吩并吡喃酮合成中的关键中间体。

  DOI：

  10.1016/j.tetlet.2005.01.038
• 作为产物：
  描述：

  N,N-二乙基苯甲酰胺 在 四甲基乙二胺 、 仲丁基锂 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 苯并[b]噻吩-3-基乙酸酯
  参考文献：
  名称：

  Application of directed metalation in synthesis. Part 8: Interesting example of chemoselectivity in the synthesis of thioaurones and hydroxy ketones and a novel anionic ortho-Fries rearrangement used as a tool in the synthesis of thienopyranones and thiafluorenones

  摘要：

  Chemoselective synthesis of thioaurones or 3-hydroxy benzo[b]thiophen-2-aryl ketones, 1-hydroxy naphtho[2,1-b]thiophen-2aryl ketones and chalcones from N,N-diethyl-ortho-methyl sulfanyl aryl amides were described. (Benzo[b]thiophen-2-yl) alkylates and (naphtho[2, 1-b]thiophen-2-yl) alkylates undergo a novel anionic ortho-Fries rearrangement leading to (3-hydroxy benzo[b]thiophen-2-yl) and (1-hydroxy naphtho[2, 1 -b]thiophen-2-yl) alkyl ketones. The hydroxy ketones were used as intermediates in the synthesis of wide range of benzothienopyranones and thiafluorenones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.050

文献信息

• Synthesis and studies of tris-indolobenzenes and related compounds
  作者：Jan Bergman、Nils Eklund

  DOI：10.1016/0040-4020(80)85060-5

  日期：1980.1

  The unsymmetrical N,N,N-trimethyl tris-indolobenzene 3 has been synthesized by several routes, including cyclotrimerization of the O-acetate of indoxyl. This condensation involves a 3→2 rearrangement of the precursor formed in situ. Similar Wagner-Meerwein rearrangements were also prevalent in LAH reductions of some 3,3-diindolyl oxindoles.

  不对称的N，N，N-三甲基三吲哚苯3已经通过几种途径合成，包括吲哚的O-乙酸酯的环三聚。该冷凝涉及原位形成的前体的3→2重排。类似的Wagner-Meerwein重排在LAH还原3,3-二吲哚基羟吲哚中也很普遍。
• [EN] FUSED-ARYL AND HETEROARYL DERIVATIVES AND METHODS OF THEIR USE<br/>[FR] DERIVES HETEROARYLE ET ARYLE FUSIONNE ET METHODES D'UTILISATION ASSOCIEES
  申请人：WYETH CORP

  公开号：WO2005037283A1

  公开（公告）日：2005-04-28

  The present invention is directed to fused-aryl and heteroaryl derivatives of formula I, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions ameliorated by monoamine reuptake including, inter alia, vasomotor symptoms (VMS), sexual dysfunction, gastrointestinal and genitourinary disorders, chronic fatigue syndrome, fibromylagia syndrome, nervous system disorders, and combinations thereof, particularly those conditions selected from the group consisting of major depressive disorder, vasomotor symptoms, stress and urge urinary incontinence, fibrornyalgia, pain, diabetic neuropathy, and combinations thereof. FORMULA

  本发明涉及公式I的融合芳基和杂环芳基衍生物，含有这些衍生物的组合物，以及它们用于预防和治疗由单胺再摄取改善的病症的方法，包括但不限于血管运动症状（VMS）、性功能障碍、胃肠道和泌尿系统疾病、慢性疲劳综合征、纤维肌痛综合征、神经系统疾病等，尤其是从包括重性抑郁障碍、血管运动症状、压力和急迫性尿失禁、纤维肌痛综合征、疼痛、糖尿病神经病变等在内的一组病症中选择的那些病症。
• [EN] 1- 2' (1, 4'-BIPERIDIN-1'-YL)-1- (PHENYL) -ETHYL CYCLOHEXANOL DERIVATIVES AS MONOAMINE REUPTAKE MODULATORS FOR THE TREATMENT OF VISOMOTOR SYMPTOMS<br/>[FR] DERIVES DE 1- 2' (1, 4'-BIPERIDIN-1'-YL)-1- (PHENYL) ETHYL CYCLOHEXANOL UTILES COMME MODULATEURS DU RECAPTAGE DE MONOAMINE DANS LE TRAITEMENT DES SYMPTOMES VASOMOTEURS
  申请人：WYETH CORP

  公开号：WO2005037279A1

  公开（公告）日：2005-04-28

  The present invention is directed to substituted N-heterocycle derivatives of formula (I), compositions containing these derivatives, and their use in the manufacture of a medicament for the prevention and treatment of conditions ameliorated by monoamine reuptake including, inter alia, vasomotor symptoms (VMS), sexual dysfunction, gastrointestinal and genitourinary disorders, chronic fatigue syndrome, fibromylagia syndrome, nervous system disorders, and combinations thereof, particularly those conditions selected from the group consisting of major depressive disorder, vasomotor symptoms, stress and urge urinary incontinence, fibromyalgia, pain, diabetic neuropathy, and combinations thereof wherein : A is phenyl, naphthyl, thiophenyl, pyridinyl, furanyl, benzofuranyl, isobenzofuranyl, xanthenyl, pyrrolyl, indolizinyl, isoindolyl, indolyl, or benzothiophenyl, where 1 to 3 carbon atoms of said A is optionally replaced with a nitrogen atom; U is N or O; W is H or OR8; the other substituents are defined in the claims.

  本发明涉及式（I）的取代N-杂环衍生物，含有这些衍生物的组合物，以及它们在制造用于预防和治疗由单胺再摄取改善的病况的药物中的应用，包括但不限于血管运动症状（VMS）、性功能障碍、胃肠道和泌尿系统疾病、慢性疲劳综合征、纤维肌痛综合征、神经系统疾病以及其中的组合，特别是从主要抑郁障碍、血管运动症状、压力和急迫性尿失禁、纤维肌痛、疼痛、糖尿病性神经病变以及其中的组合中选择的那些病况，其中：A是苯基、萘基、噻吩基、吡啶基、呋喃基、苯并呋喃基、异苯并呋喃基、黄色素基、吡咯基、吲哚啉基、异吲哚基、吲哚基或苯并噻吩基，其中所述A的1至3个碳原子可选择地被氮原子取代；U是N或O；W是H或OR8；其他取代基在权利要求中定义。
• [EN] SUBSTITUTED ARYL CYCLOALKANOL DERIVATIVES AND METHODS OF THEIR USE<br/>[FR] DERIVES DE CYCLOALCANOYL ARYLE SUBSTITUES ET PROCEDES D'UTILISATION DE CEUX-CI
  申请人：WYETH CORP

  公开号：WO2005037809A1

  公开（公告）日：2005-04-28

  The present invention is directed to substituted aryl cycloalkanoyl derivatives, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions ameliorated by monoamine reuptake including, inter alia, vasomotor symptoms (VMS), sexual dysfunction, gastrointestinal and genitourinary disorders, chronic fatigue syndrome, fibromylagia syndrome, nervous system disorders, and combinations thereof, particularly those conditions selected from the group consisting of major depressive disorder, vasomotor symptoms, stress and urge urinary incontinence, fibromyalgia, pain, diabetic neuropathy, and combinations thereof.

  本发明涉及取代芳基环烷酰衍生物，含有这些衍生物的组合物，以及它们用于预防和治疗由单胺再摄取改善的病况的方法，包括但不限于血管运动症状（VMS）、性功能障碍、胃肠道和泌尿系统疾病、慢性疲劳综合征、纤维肌痛综合征、神经系统疾病，以及这些疾病的组合，尤其是从包括重性抑郁障碍、血管运动症状、压力和急迫性尿失禁、纤维肌痛、疼痛、糖尿病神经病变等病况中选出的那些病况。
• [EN] ARYLALKYL- AND CYCLOALKYLALKYL-PIPERAZINE DERIVATIVES AND METHODS OF THEIR USE<br/>[FR] DERIVES D'ARYLALKYL-PIPERAZINE ET DE CYCLOALKYLALKYL-PIPERAZINE ET METHODES D'UTILISATION ASSOCIEES
  申请人：WYETH CORP

  公开号：WO2005037807A1

  公开（公告）日：2005-04-28

  The present invention is directed to arylalkyl- and cycloalkylalkyl-piperazine derivatives, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions ameliorated by monoamine reuptake including, inter alia, vasomotor symptoms (VMS), sexual dysfunction, gastrointestinal and genitourinary disorders, chronic fatigue syndrome, fibromylagia syndrome, nervous system disorders, and combinations thereof, particularly those conditions selected from the group consisting of major depressive disorder, vasomotor symptoms, stress and urge urinary incontinence, fibromyalgia, pain, diabetic neuropathy, and combinations thereof.

  本发明涉及芳基烷基和环烷基哌嗪衍生物，含有这些衍生物的组合物，以及它们用于预防和治疗由单胺再摄取改善的病况的方法，包括但不限于血管运动症状（VMS），性功能障碍，胃肠和泌尿系统疾病，慢性疲劳综合征，纤维肌痛综合征，神经系统疾病等，特别是那些选自主要抑郁症、血管运动症状、压力性和切望性尿失禁、纤维肌痛综合征、疼痛、糖尿病性神经病变等病况的组合物。

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