Ethyl (R)-3-chloro-5-(2,3-epoxypropoxy)-4-(formyloxy)benzothiophene-2-carboxylate | 210043-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: Ethyl (R)-3-chloro-5-(2,3-epoxypropoxy)-4-(formyloxy)benzothiophene-2-carboxylate
• 英文别名: ethyl (R)-3-chloro-5-(2,3-epoxypropoxy)-4-formyloxybenzo[b]thiophene-2-carboxylate；ethyl (R)-3-chloro-5-(2,3-epoxypropoxy)-4-formyloxy-benzo[b]thiophene-2-carboxylate；ethyl 3-chloro-4-formyloxy-5-[[(2R)-oxiran-2-yl]methoxy]-1-benzothiophene-2-carboxylate
• CAS: 210043-06-4
• 化学式: C₁₅H₁₃ClO₆S
• 分子量: 356.784
• InChiKey: MDSJMNIFIHHNOJ-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl (R)-3-chloro-5-(2,3-epoxypropoxy)-4-(formyloxy)benzothiophene-2-carboxylate 在 lithium hydroxide 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 19.0h， 生成 (S)-9-Chloro-2,3-dihydro-2-(hydroxymethyl)thieno<3,2-f><1,4>benzodioxin-8-carboxylic acid
  参考文献：
  名称：

  A Convenient Synthetic Route to 7,8-Fused Heterocyclic Ring Derivatives of (S)-2,3-Dihydro-1,4-benzodioxin-2-methanol

  摘要：

  DOI：

  10.1055/s-1999-3526
• 作为产物：
  描述：

  Ethyl 3-chloro-4-formyl-5-hydroxybenzothiophene-2-carboxylate 在 potassium carbonate 、 间氯过氧苯甲酸 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.08h， 生成 Ethyl (R)-3-chloro-5-(2,3-epoxypropoxy)-4-(formyloxy)benzothiophene-2-carboxylate
  参考文献：
  名称：

  A Convenient Synthetic Route to 7,8-Fused Heterocyclic Ring Derivatives of (S)-2,3-Dihydro-1,4-benzodioxin-2-methanol

  摘要：

  DOI：

  10.1055/s-1999-3526

文献信息

• Therapeutic agents
  申请人：Knoll Aktiengesellschaft

  公开号：US06353002B2

  公开（公告）日：2002-03-05

  Compounds of formula I and pharmaceutically acceptable salts thereof in which A is methylene or —O—; B is methylene or —O—; G1—G2—G3 form a heteroaromatic or heteroaliphatic chain; g is 0, 1 or 2; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T is an optionally substituted aryl or heteroaryl group, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behaviour, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendocrine system, stress, and spasticity.

  化合物I的化学式及其药用盐，其中A是亚甲基或-O-；B是亚甲基或-O-；G1—G2—G3形成一个杂芳或杂脂链；g为0、1或2；U是一个烷基链，可选择地被一个或多个烷基取代；Q代表含氮原子的二价基团；T是一个可选择地被取代的芳基或杂芳基团，在治疗中枢神经系统疾病方面具有实用价值，例如抑郁症、焦虑症、精神病（如精神分裂症）、迟发性运动障碍、帕金森病、肥胖症、高血压、托瑞特综合征、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年痴呆症、强迫性行为、恐慌发作、社交恐惧症、饮食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖型糖尿病、高血糖、便秘、心律失常、神经内分泌系统疾病、压力和痉挛症方面有用。
• Heteroarylsulfonamide derivatives and pharmaceutical compositions containing them
  申请人：KNOLL Aktiengesellschaft

  公开号：US06218405B1

  公开（公告）日：2001-04-17

  Compounds of formula (I) and pharmaceutically acceptable salts thereof in which A is methylene or —O—; B is methylene or —O—; G1—G2—G3 form a heteroaromatic or heteroaliphatic chain; g is 0, 1 or 2; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T is an optionally substituted aryl or heteroaryl group, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behavior, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendrocrine system, stress, and spasticity.

  式（I）化合物及其药学上可接受的盐，在其中A为亚甲基或—O—；B为亚甲基或—O—；G1—G2—G3形成杂环芳香基或杂环脂肪基链；g为0、1或2；U为一种可选地被一个或多个烷基取代的烷基链；Q代表含氮原子的二价基团；T为一种可选地被取代的芳香基或杂环芳香基，具有治疗中枢神经系统疾病的功效，例如抑郁症、焦虑症、精神病（例如精神分裂症）、迟发性运动障碍、帕金森病、肥胖症、高血压、杜雷特综合征、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年痴呆症、强迫症、惊恐发作、社交恐惧症、进食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖性糖尿病、高血糖、便秘、心律失常、神经内分泌系统疾病、压力和痉挛等方面的用途。
• Dioxino derivatives and their use as therapeutic agents
  申请人：Knoll Aktiengesellschaft

  公开号：US06201004B1

  公开（公告）日：2001-03-13

  Compounds of formula I and pharmaceutically acceptable salts thereof in which A is methylene or —O—; B is methylene or —O—; G1—G2—G3 form a heteroaromatic or heteroaliphatic chain; g is 0, 1 or 2; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T is an optionally substituted aryl or heteroaryl group, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behavior, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendocrine system, stress, and spasticity.

  公式I的化合物及其药物可接受的盐，其中A为亚甲基或-O-; B为亚甲基或-O-; G1-G2-G3形成杂芳基或杂链烷基链; g为0,1或2; U为一种可选择地被一个或多个烷基取代的烷基链; Q代表含氮原子的二价基团; T为可选择地被取代的芳基或杂芳基团，对于治疗中枢神经系统疾病，例如抑郁症、焦虑症、精神病（例如精神分裂症）、迟发性动作障碍、帕金森病、肥胖症、高血压、图雷特综合征、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年性痴呆症、强迫症、惊恐发作、社交恐惧症、饮食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖型糖尿病、高血糖、便秘、心律失常、神经内分泌系统疾病、压力和痉挛具有治疗作用。
• A Convenient Synthetic Route to 7,8-Fused Heterocyclic Ring Derivatives of (S)-2,3-Dihydro-1,4-benzodioxin-2-methanol
  作者：Michael Andrew

  DOI：10.1055/s-1999-3526

  日期：1999.7