7-methoxy-carbazol-3-ol | 100727-21-7

• 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: 7-methoxy-carbazol-3-ol
• 英文别名: 2-methoxy-6-hydroxycarbazole；7-methoxy-9H-carbazol-3-ol
• CAS: 100727-21-7
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: CGZDSONUXGRBTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-methoxy-carbazol-3-ol 、 溴甲苯 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 、 水 、 乙酸乙酯 、 丙酮 为溶剂， 反应 49.0h， 生成 2-methoxy-6-benzyloxycarbazole
  参考文献：
  名称：

  Process for the preparation of tricyclic amino alcohol derivatives

  摘要：

  一种用于制备包括2-[N-[2-(9H-咔唑-2-氧基)乙基]]氨基-1-[3-(甲磺酰氨基)苯基]乙醇在内的三环氨基醇衍生物的方法，该方法在治疗糖尿病、肥胖、高脂血症等方面有用；以及用公式(5)或(6)等表示的中间体，在制备中有用，其中R11是氢等；*1代表一个不对称碳原子。2-卤代-1-(3-硝基苯基)乙酮衍生物和1-(3-硝基苯基)环氧衍生物是用于制备三环氨基醇衍生物的中间体，易于纯化，特别是光学活性的1-(3-硝基苯基)环氧衍生物在提高最终产品的光学纯度方面是有效的。

  公开号：

  US20030225289A1
• 作为产物：
  描述：

  2'-Amino-4'-methoxy-biphenyl-2,5-diol 在 甲醇 、 三氯化铁 作用下， 生成 7-methoxy-carbazol-3-ol
  参考文献：
  名称：

  Stetter; Schwarz, Justus Liebigs Annalen der Chemie, 1958, vol. 617, p. 54,58

  摘要：

  DOI：

文献信息

• METHOD FOR THE PREPARATION OF TRICYCLIC AMINO ALCOHOL DERIVATIVES THROUGH AZIDES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1174426A1

  公开（公告）日：2002-01-23

  The present invention is directed to processes for the preparation of a tricyclic amino-alcohol derivative useful for treating and preventing diabetes, obesity, hyperlipidemia and the like, which compound is represented by the formula (1): wherein R1 represents a lower alkyl group or a benzyl group; *1 represents an asymmetric carbon atom; R2 represents a hydrogen atom, a halogen atom or a hydroxyl group; and A represents one of the following groups: wherein X represents NH, O or S; R5 represents a hydrogen atom, a hydroxyl group, an amino group or an acetylamino group; and *2 represents an asymmetric carbon atom when R5 is not a hydrogen atom. The processes of the present invention proceed via azide derivatives and are convenient, practical preparing processes with low cost which comprise a small number of steps with good industrial work efficiency.

  本发明涉及一种用于治疗和预防糖尿病、肥胖、高脂血症等疾病的三环氨基醇衍生物的制备方法，该化合物由以下式子表示（1）： 其中R1代表较低的烷基或苄基；*1代表一个不对称碳原子；R2代表氢原子、卤素原子或羟基；A代表以下其中一种基团： 其中X代表NH、O或S；R5代表氢原子、羟基、氨基或乙酰氨基；*2代表一个不对称碳原子，当R5不是氢原子时。本发明的方法通过叠氮衍生物进行，是方便、实用、成本低廉的制备方法，包括少量步骤且具有良好的工业工作效率。
• Method for manufacturing tricyclic amino alcohol derivatives
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：US06495701B1

  公开（公告）日：2002-12-17

  The present invention is directed to processes for the preparation of a compound useful for treating diabetes, obesity, hyperlipidemia and the like, which compound is represented by the formula (1): wherein R1 represents a lower alkyl group or a benzyl group; *1 represents an asymmetric carbon atom; R2 hydrogen atom, a halogen atom or a hydroxyl group; and A represents one of the following groups: wherein X represents NH, O or S; R6 represents a hydrogen atom, a hydroxyl group, an amino group or an acetylamino group; and *2 represents an asymmetric carbon atom when R6 is not a hydrogen atom, and to intermediates useful for the said processes. The processes of the present invention are convenient, practical preparing processes with low cost which comprise a small number of steps with good industrial work efficiency.

  本发明涉及用于制备一种用于治疗糖尿病、肥胖、高脂血症等的化合物的过程，该化合物由以下式（1）表示：其中R1代表较低的烷基或苄基；*1代表不对称碳原子；R2代表氢原子、卤素原子或羟基；A代表以下一种基团：其中X代表NH、O或S；R6代表氢原子、羟基、氨基或乙酰氨基；*2代表不对称碳原子，当R6不是氢原子时，以及对所述过程有用的中间体。本发明的过程是方便、实用、成本低廉的制备过程，包括少量步骤和良好的工业工作效率。
• PROCESS FOR THE PREPARATION OF TRICYCLIC AMINO ALCOHOL DERIVATIVES
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP1195371A1

  公开（公告）日：2002-04-10

  A process for the preparation of tricyclic amino alcohol derivatives of formula (1) or salts thereof which are useful in the treatment and prevention of diabetes, obesity, hyperlipidemia and so on; and intermediates useful for the process: wherein R1 is lower alkyl group or benzyl; *1 represents an asymmetric carbon atom; R2 is hydrogen, halogen, or hydroxyl; and A is one of the following groups: (wherein X is NH, O or S; R6 is hydrogen, hydroxyl, amino, or acetylamino; and *2 represents an asymmetric carbon atom when R6 is not hydrogen)

  一种用于制备式（1）的三环氨基醇衍生物或其盐的方法，该方法有助于治疗和预防糖尿病、肥胖、高脂血症等疾病；以及用于该方法的中间体：其中R1是较低的烷基或苄基；*1代表一个不对称碳原子；R2是氢、卤素或羟基；A是以下组之一：（其中X是NH、O或S；R6是氢、羟基、氨基或乙酰氨基；当R6不是氢时，*2代表一个不对称碳原子）
• [EN] SMALL MOLECULE ANDROGEN RECEPTOR INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] PETITES MOLÉCULES INHIBITRICES DU RÉCEPTEUR DES ANDROGÈNES ET PROCÉDÉS D'UTILISATION DE CES DERNIÈRES
  申请人：UNIV GEORGETOWN

  公开号：WO2017023916A1

  公开（公告）日：2017-02-09

  Small molecule carbazole compounds for use as androgen receptor inhibitors are provided herein. Also provided herein are methods for using the carbazole compounds in treating prostate cancer, including castration-resistant prostate cancer and enzalutamide-resistant prostate cancer. The methods include administering to a subject an effective amount of a compound or composition as described herein.

  本文提供了用作雄激素受体抑制剂的小分子咔唑化合物。本文还提供了使用咔唑化合物治疗前列腺癌的方法，包括去势抵抗性前列腺癌和恩扎鲁胺抵抗性前列腺癌的方法。该方法包括向受试者给予本文所述的化合物或组合物的有效量。
• Processes for the preparation of tricyclic amino alcohol derivatives
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：US06696573B1

  公开（公告）日：2004-02-24

  A process for the preparation of tricyclic amino alcohol derivatives including 2-[N-[2-(9H-carbazol-2-yloxy)ethyl]]amino-1-[(3-methylsulfonylamino)phenyl]ethanol useful in the treatment of diabetes, obesity, hyperlipidemia and so on; and intermediates as represented by formula (5) or (6) or the like useful in the preparation, wherein R11 is hydrogen or the like; and *1 represents an asymmetric carbon atom. 2-Halo-1-(3-nitrophenyl)ethanone derivatives and 1-(3-nitrophenyl)oxirane derivatives, which are intermediates for the preparation of tricyclic amino alcohol derivatives, are easy of purification, and particularly optically active 1-(3-nitrophenyl)oxirane derivatives are effective in enhancing the optical purities of the final products.

  一种制备三环氨基醇衍生物的过程，包括2-［N-［2-（9H-咔唑-2-氧基）乙基］］氨基-1-［（3-甲基磺酰氨基）苯基］乙醇，该化合物在治疗糖尿病、肥胖症、高脂血症等方面有用；以及在制备中有用的式（5）或（6）等代表的中间体，其中R11为氢或类似物；而*1代表不对称碳原子。2-卤代-1-（3-硝基苯基）乙酮衍生物和1-（3-硝基苯基）环氧烷衍生物是制备三环氨基醇衍生物的中间体，易于纯化，特别是光学活性1-（3-硝基苯基）环氧烷衍生物对提高最终产品的光学纯度有效。