benzothiophene-3-propionyl chloride | 873401-53-7

• 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: benzothiophene-3-propionyl chloride
• 英文别名: 3-benzo[b]thiophen-3-yl-propionyl chloride；3-(1-Benzothiophen-3-yl)propanoyl chloride
• CAS: 873401-53-7
• 化学式: C₁₁H₉ClOS
• 分子量: 224.711
• InChiKey: WCWAXFBEQGALLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzothiophene-3-propionyl chloride 在 三氯化铝 、 苯 作用下， 生成 12H-benzo[4',5']thieno[3',2':4,5]cyclopenta[1,2-b]quinoline
  参考文献：
  名称：

  Cagniant, Bulletin de la Societe Chimique de France, 1949, p. 382,387

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(苯并[b]噻吩-3-基)丙酸 在 三氯化磷 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 benzothiophene-3-propionyl chloride
  参考文献：
  名称：

  2-甲基-2,3,4,5-四氢-1 H-[1]苯并噻吩并[2,3-c] a庚因的合成，NMR光谱和分子模型

  摘要：

  摘要 在合成2-甲基-2,3,4,5-四氢-1 H- [1]苯并噻吩并[2,3- c ]氮杂example的一个实例上证明了一种新的融合a庚因的合成方法。合成的关键阶段是在Eschweiler-Clark反应条件下形成氮杂环丁烷环。通过动态1 H NMR光谱确定用于氮杂环庚烷环反转的吉布斯活化能。对2-甲基-2,3,4,5-四氢-1 H- [1]-苯并噻吩并[2,3- c ]进行结构的分子建模和1 H和13 C NMR化学位移的估计] a 使用B3LYP / 6-31G（d，p）优化的分子几何参数，通过标准GIAO方法计算出磁屏蔽张量。在PCM近似中考虑了溶剂效应。计算出的2-甲基-2,3,4,5-四氢-1 H- [1]-苯并噻吩并[2,3- c ] a庚因的1 H和13 C NMR化学位移与观察到的实验值非常吻合在其DMSO- d 6溶液的光谱中。

  DOI：

  10.1134/s1070428020110068

文献信息

• [EN] PYRIDONE AND AZA-PYRIDONE COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS DE PYRIDONE ET D'AZA-PYRIDONE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：GILEAD CONNECTICUT INC

  公开号：WO2011140488A1

  公开（公告）日：2011-11-10

  Pyridone and aza-pyridone compounds of Formula I are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了公式I的吡啶酮和氮杂吡啶酮化合物，包括其立体异构体、互变异构体和药学上可接受的盐，用于抑制Btk激酶，并用于治疗由Btk激酶介导的炎症等免疫紊乱。公开了使用公式I化合物进行体外、原位和体内诊断以及治疗哺乳动物细胞中的这类紊乱或相关病理条件的方法。
• PYRIDONE AND AZA-PYRIDONE COMPOUNDS AND METHODS OF USE
  申请人：BARBOSA Antonio J.M.

  公开号：US20120010191A1

  公开（公告）日：2012-01-12

  Pyridone and aza-pyridone compounds of Formula I are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  本发明提供公式I的吡啶酮和氮杂吡啶酮化合物，包括立体异构体、互变异构体和其医药上可接受的盐，用于抑制Btk激酶并治疗由Btk激酶介导的免疫紊乱，例如炎症。本发明还公开了使用公式I化合物在哺乳动物细胞中进行体外、原位和体内诊断和治疗此类疾病或相关病理条件的方法。
• Pyridone and aza-pyridone compounds and methods of use
  申请人：GILEAD CONNECTICUT, INC.

  公开号：US10053469B2

  公开（公告）日：2018-08-21

  Pyridone and aza-pyridone compounds of Formula I are provided, including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了式 I 的吡啶酮和氮杂吡啶酮化合物，包括其立体异构体、同系物和药学上可接受的盐，用于抑制 Btk 激酶和治疗由 Btk 激酶介导的免疫紊乱，如炎症。本发明还公开了使用式 I 化合物体外、原位和体内诊断和治疗哺乳动物细胞中此类疾病或相关病理状况的方法。
• Intramolecular Carbenoid Insertions:  Reactions of α-Diazo Ketones Derived from Furanyl-, Thienyl-, (Benzofuranyl)-, and (Benzothienyl)acetic Acids with Rhodium(II) Acetate
  作者：Kelvin Yong、Mohamed Salim、Alfredo Capretta

  DOI：10.1021/jo9814593

  日期：1998.12.1

  alpha-Diazo ketones tethered to furan, benzofuran, thiophene, and benzothiophene by a single methylene spacer have been shown to undergo atypical, rhodium(II) acetate catalyzed chemistry. For example, while treatment of 1-diazo-3-(3-furanyl)-2-propanone with Rh-2(OAc)(4) resulted in the expected 2-(4-oxo-2-cyclopentenylidene)acetaldehyde, isomeric 1-diazo-3-(2-furanyl)-2-propanone undergoes a vinylogous Wolff rearrangement and in the presence of water gives a mixture of 6a-methyl-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-one and 2-(2-methyl-3-furyl)acetic acid. Rhodium acetate catalyzed decomposition of 1-diazo-3-(3-benzofuranyl)-2-propanone and 1-diazo-3-(2-benzofuranyl)-2-propanone are also shown to undergo vinylogous Wolff rearrangement despite the fact that this chemistry is not observed with homologous benzofuranyl systems. alpha-Diazo ketones derived from benzothienyl propionic acids undergo the expected cyclization with 1-diazo-4-(3-benzothienyl)-2-butanone and 1-diazo-4-(2-benzothienyl)-2-butanone giving rise to 1,2,3,4-tetrahydrodibenzo[b,d]thiophen-3-one and 1,2,3,4-tetrahydrodibenzo[b,d]thiophen-2-one, respectively. While decomposition of 1-diazo-3-(3-benzothienyl)-2-propanone resulted in the formation of 2,3-dihydro-1H-benzo[b]cyclopenta[d]thiophen-a-one, the isomeric 1-diazo-3-(2-benzothienyl)-2-propanone gave a dimer which resulted from a [3 + 2] cycloaddition followed by a [1,3]-alkyl shift. Overall, the results from this study of intramolecular carbenoid insertion into five-membered heteroaromatic systems show that the resultant chemistry is dependent on the nature of the heteroatom, position of substitution, and the length of the aliphatic tether.
• Cagniant; Cagniant, Bulletin de la Societe Chimique de France, 1953, p. 185,190
  作者：Cagniant、Cagniant

  DOI：——

  日期：——