3-Methoxy-1-phenyl-1H-indole-2-carboxylic acid | 85793-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-Methoxy-1-phenyl-1H-indole-2-carboxylic acid
• 英文别名: N-phenyl-3-methoxyindole-2-carboxylic acid；3-methoxy-1-phenylindole-2-carboxylic acid
• CAS: 85793-71-1
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: VUDOZMPZIKJIRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Methoxy-1-phenyl-1H-indole-2-carboxylic acid 生成 2-[3-(N,N-diethylamino)-2-hydroxypropylaminocarbonyl]-3-methoxy-1-phenylindole
  参考文献：
  名称：

  OHLENDORF, HEINRICH-WILHELM;KAUPMANN, WILHELM;KUHL, URICH;BUSCHMANN, GERD+

  摘要：

  DOI：
• 作为产物：
  描述：

  3-hydroxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester 以90%的产率得到
  参考文献：
  名称：

  OHLENDORF, HEINRICH-WILHELM;KAUPMANN, WILHELM;KUHL, URICH;BUSCHMANN, GERD+

  摘要：

  DOI：

文献信息

• Enolamides, pharmaceutical compositions and methods for treating
  申请人：Warner-Lambert Company

  公开号：US04761424A1

  公开（公告）日：1988-08-02

  The present invention relates to novel enolamide type compounds, pharmaceutical compositions, and methods of use thereof, useful in the treatment of diseases in which products of lipoxygenase enzyme activity or the action of leukotrienes contribute to the pathological condition.

  本发明涉及新型烯酰胺类化合物、药物组合物及其使用方法，适用于治疗疾病，其中脂氧酶酶活性产物或白三烯的作用促成了病理状况。
• 1-Phenyl-2-aminocarbonylindole compounds, preparation thereof and
  申请人：Kali-Chemie Pharma GmbH

  公开号：US04803198A1

  公开（公告）日：1989-02-07

  New 1-phenyl-2-aminocarbonylindole compounds are described which have the general formula I ##STR1## where R.sub.1 is a hydrogen atom, or a lower alkyl, alkenyl, cycloalkylalkyl radical, R.sub.2 is a hydrogen atom or a lower alkyl radical, R.sub.3 is a hydrogen or halogen atom, or a lower alkyl, hydroxyl or lower alkoxy radical, R.sub.4 is a hydrogen or halogen atom, or a lower alkyl, hydroxyl or lower alkoxy radical, or, if R.sub.3 is a hydrogen atom, R.sub.4 may be a nitro or trifluoromethyl radical, or R.sub.3 and R.sub.4 together denote a methylenedioxy or ethylenedioxy radical, R.sub.5 has the meanings given for R.sub.3, R.sub.6 has the meanings given for R.sub.4, R.sub.7 is a hydrogen atom or, if R.sub.5 and R.sub.6 are lower alkoxy radicals, R.sub.7 may also be a lower alkoxy radical, R.sub.8 and R.sub.9 are each a hydrogen atom or a lower alkyl radical or, together with the nitrogen atom, form a heterocyclic group, and Z is an alkylene chain which is optionally substituted by hydroxyl. The compounds have pharmaceutical properties, in particular antiarrhythmic properties. The compounds may be in the form of the free bases or acid addition salts. Pharmaceutical compositions containing these compounds are described as is a method of preparing them. Valuable intermediates for the production of these compounds and methods of preparing the intermediates are also described.

  描述了具有通式I的新1-苯基-2-氨基甲酰吲哚化合物，其中R.sub.1是氢原子，或者是较低的烷基、烯基、环烷基烷基基团，R.sub.2是氢原子或较低的烷基基团，R.sub.3是氢原子或卤素原子，或者是较低的烷基、羟基或较低的烷氧基团，R.sub.4是氢原子或卤素原子，或者是较低的烷基、羟基或较低的烷氧基团，或者，如果R.sub.3是氢原子，R.sub.4可以是硝基或三氟甲基基团，或者R.sub.3和R.sub.4一起表示亚甲二氧基或乙二氧基基团，R.sub.5具有R.sub.3给出的含义，R.sub.6具有R.sub.4给出的含义，R.sub.7是氢原子或者，如果R.sub.5和R.sub.6是较低的烷氧基基团，R.sub.7也可以是较低的烷氧基基团，R.sub.8和R.sub.9分别是氢原子或较低的烷基基团，或者与氮原子一起形成杂环基团，Z是一条可以由羟基取代的烷基链。这些化合物具有药理学性质，特别是抗心律失常性质。这些化合物可以是自由碱或酸盐的形式。描述了含有这些化合物的药物组合物，以及其制备方法。还描述了用于生产这些化合物的有价值的中间体以及制备这些中间体的方法。
• 1-phenyl-2-aminocarbonylindole compounds, preparation thereof and
  申请人：Kali-Chemie Pharma GmbH

  公开号：US04924004A1

  公开（公告）日：1990-05-08

  New 1-phenyl-2-aminocarbonylindole compounds are described which have the general formula I ##STR1## where R.sub.1 is a hydrogen atom, or a lower alkyl, alkenyl, cycloalkyl or cycloalkylalkyl radical, R.sub.2 is a hydrogen atom or a lower alkyl radical, R.sub.3 is a hydrogen or halogen atom, or a lower alkyl, hydroxyl or lower alkoxy radical, R.sub.4 is a hydrogen or halogen atom, or a lower alkyl, hydroxyl or lower alkoxy radical, or, if R.sub.3 is a hydrogen atom, R.sub.4 may be a nitro or trifluoromethyl radical, or R.sub.3 and R.sub.4 together denote a methylenedioxy or ethylenedioxy radical, R.sub.5 has the meanings given for R.sub.3, R.sub.6 has the meanings given for R.sub.4, R.sub.7 is a hydrogen atom or, if R.sub.5 and R.sub.6 are lower alkoxy radicals, R.sub.7 may also be a lower alkoxy radical, R.sub.8 and R.sub.9 are each a hydrogen atom or a lower alkyl radical or, together with the nitrogen atom, form a heterocyclic group, and Z is a alkylene chain which is optionally substituted by hydroxyl. The compounds have pharmacological properties, in particular antiarrhythmic properties. The compounds may be in the form of the free base or acid addition salts. Pharmaceutical compositions containing these compounds are described as is a method of preparing them. Valuable intermediates for the production of these compounds and methods of preparing the intermediates are also described.

  本发明涉及新的1-苯基-2-氨基甲酰吲哚化合物，其具有通式I ##STR1## 其中R.sub.1是氢原子或较低的烷基，烯基，环烷基或环烷基烷基基团，R.sub.2是氢原子或较低的烷基基团，R.sub.3是氢原子或卤素原子，或较低的烷基，羟基或较低的烷氧基基团，R.sub.4是氢原子或卤素原子，或较低的烷基，羟基或较低的烷氧基基团，或者，如果R.sub.3是氢原子，则R.sub.4可以是硝基或三氟甲基基团，或者R.sub.3和R.sub.4一起表示亚甲二氧基或乙二氧基基团，R.sub.5具有R.sub.3的给定含义，R.sub.6具有R.sub.4的给定含义，R.sub.7是氢原子或者，如果R.sub.5和R.sub.6是较低的烷氧基基团，则R.sub.7也可以是较低的烷氧基基团，R.sub.8和R.sub.9分别是氢原子或较低的烷基基团，或者与氮原子一起形成杂环基团，Z是可以被羟基取代的烷基链。这些化合物具有药理学性质，特别是抗心律失常性质。这些化合物可以是自由碱或酸加成盐的形式。本发明还描述了含有这些化合物的药物组合物以及制备它们的方法。本发明还描述了用于生产这些化合物的有价值的中间体以及制备中间体的方法。
• 1-Phenyl-2-aminocarbonylindol-Verbindungen sowie Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel
  申请人：Kali-Chemie Pharma GmbH

  公开号：EP0116360A1

  公开（公告）日：1984-08-22

  Neue 1-Phenyl-2-aminocarbonylindol-Verbindungen der allgemeinen Formel I worin R1 eine aliphatische oder aromatische Acylgruppe oder eine gegebenenfalls substituierte Benzylgruppe bedeutet, R2 Wasserstoff oder niederes Alkyl bedeutet, R3 Wasserstoff, Halogen, niederes Alkyl oder niederes Alkoxy bedeutet. R4 Wasserstoff, Halogen, niederes Alkyl oder niederes Alkoxy bedeutet, R5 die für R3 und R6 die für R4 angegebene Bedeutungen besitzen oder R6 Nitro oder Trifluormethyl bedeutet, falls R5 Wasserstoff ist, R7 und Re je Wasserstoff oder niederes Alkyl bedeuten oder zusammen mit dem Stickstoffatom eine heterocyclische Gruppe bilden, Z eine gegebenenfalls durch Hydroxy oder Acyloxy substituierte Alkylenkette bedeutet, werden beschrieben. Die Verbindungen besitzen pharmakologische, insbesondere antiarythmische Eigenschaften.

  通式 I 的新型 1-苯基-2-氨基羰基吲哚化合物 其中 R1 是脂肪族或芳香族酰基或任选取代的苄基，R2 是氢或低级烷基，R3 是氢、卤素、低级烷基或低级烷氧基。R4 是氢、卤素、低级烷基或低级烷氧基，R5 如 R3 所定义，R6 如 R4 所定义，或 R6 是硝基或三氟甲基（如果 R5 是氢），R7 和 Re 各自是氢或低级烷基或与氮原子一起形成杂环基，Z 是任选被羟基或酰氧基取代的亚烷基链。这些化合物具有药理特性，特别是抗心律失常特性。
• Acidic indole compounds and their use as antiallergy agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0186367A2

  公开（公告）日：1986-07-02

  There are disclosed compounds having the following general formula (I): and pharmaceutically acceptable salts thereof, wherein: R' and Q are each, independently, H, an alkyl having from one to twelve carbon atoms, an alkoxy having from one to twelve carbon atoms, mercapto. an alkylthio having from one to four carbon atoms, an alkylsulphinyl having from one to four carbon atoms, an alkylsulphonyl having from one to four carbon atoms, a hydroxy group, a nitro group, an amino group, substituted amino group or a halogen, R' being further chosen from a methylenedioxy radical attached to adjacent carbon atoms of the benzene ring; R2 is H, an alkyl having from one to twelve carbon atoms, a phenyl radical, a substituted phenyl radical or a benzyl radical; R3 is H, an alkyl having from one to twelve carbon atoms, an alkoxy having from one to twelve carbon atoms, mercapto, an alkylthio having from one to four carbon atoms, a phenylthio radical, a substituted phenylthio radical, an alkylsulphinyl having from one to four carbon atoms, a phenylsulphinyl radical, a substituted phenylsulphinyl radical, an alkylsulphonyl hving from one to four carbon atoms, a phenylsolphonyl radical, a substituted phenylsolphonyl radical an amino group, or a substitued amino group; and R4 is Methods of preparing the compounds, compositions comprising the compounds and the pharmaceutical use of the compounds are also disclosed.

  公开了具有以下通式(I)的化合物： 及其药学上可接受的盐类，其中 R'和 Q 各自独立地为 H、1-12 个碳原子的烷基、1-12 个碳原子的烷氧基、1-4 个碳原子的巯基、1-4 个碳原子的烷硫基、1-4 个碳原子的烷基亚磺酰基、1-4 个碳原子的烷基磺酰基、羟基、硝基、氨基、取代氨基或卤素，R'可进一步选自连接到苯环相邻碳原子上的亚甲二氧基； R2 是 H、具有 1 至 12 个碳原子的烷基、苯基、取代苯基或苄基； R3 是 H、具有一至十二个碳原子的烷基、具有一至十二个碳原子的烷氧基、巯基、具有一至四个碳原子的烷硫基、苯硫基、取代的苯硫基、具有一至四个碳原子的烷基亚磺酰基、一个氨基或一个取代氨基；和 R4 是 还公开了制备这些化合物的方法、包含这些化合物的组合物以及这些化合物的药物用途。