2-(7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid | 1215118-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid
• 英文别名: 2-[4-methyl-6-[[4-propan-2-yloxy-3-(trifluoromethyl)phenyl]methoxy]-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]acetic acid
• CAS: 1215118-50-5
• 化学式: C₂₅H₂₆F₃NO₄
• 分子量: 461.481
• InChiKey: QBXWFAZAVUOKML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  60.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid 在 三氟乙酸 作用下， 以 hexanes 、 ipa 为溶剂， 生成 (S)-2-(7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid 、 (R)-2-(7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid
  参考文献：
  名称：

  SUBSTITUTED TRICYCLIC ACID DERIVATIVES AS S1P1 RECEPTOR AGONISTS USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS

  摘要：

  本发明涉及某些取代的三环酸衍生物，其具有式(I)和药用可接受的盐，并表现出有用的药理性质，例如，作为S1P1受体的激动剂。本发明还提供了含有发明的化合物的药物组合物，以及使用发明中的化合物和组合物治疗与S1P1相关的疾病的方法，例如，银屑病、类风湿性关节炎、克罗恩病、移植排斥反应、多发性硬化症、系统性红斑狼疮、溃疡性结肠炎、I型糖尿病、痤疮、心肌缺血再灌注损伤、高血压肾病、肾小球硬化症、胃炎、多发性肌炎、甲状腺炎、白癜风、肝炎、胆汁性肝硬化、微生物感染及相关疾病、病毒感染及相关疾病、由淋巴细胞介导的疾病和障碍、自身免疫性疾病、炎症性疾病和癌症。

  公开号：

  US20110160243A1
• 作为产物：
  描述：

  4-羟基-3-三氟甲基苯甲酸 在 二(三叔丁基膦)钯 N-碘代丁二酰亚胺 、 lithium aluminium tetrahydride 、 氯化亚砜 、 水 、 caesium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 dioxanes 、 二氯甲烷 、 异丁酰胺 、 甲苯 为溶剂， 反应 67.08h， 生成 2-(7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-9-methyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid
  参考文献：
  名称：

  SUBSTITUTED TRICYCLIC ACID DERIVATIVES AS S1P1 RECEPTOR AGONISTS USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS

  摘要：

  本发明涉及某些取代的三环酸衍生物，其具有式(I)和药用可接受的盐，并表现出有用的药理性质，例如，作为S1P1受体的激动剂。本发明还提供了含有发明的化合物的药物组合物，以及使用发明中的化合物和组合物治疗与S1P1相关的疾病的方法，例如，银屑病、类风湿性关节炎、克罗恩病、移植排斥反应、多发性硬化症、系统性红斑狼疮、溃疡性结肠炎、I型糖尿病、痤疮、心肌缺血再灌注损伤、高血压肾病、肾小球硬化症、胃炎、多发性肌炎、甲状腺炎、白癜风、肝炎、胆汁性肝硬化、微生物感染及相关疾病、病毒感染及相关疾病、由淋巴细胞介导的疾病和障碍、自身免疫性疾病、炎症性疾病和癌症。

  公开号：

  US20110160243A1

文献信息

• Substituted tricyclic acid derivatives as S1P1 receptor agonists useful in the treatment of autoimmune and inflammatory disorders
  申请人：Jones Robert M.

  公开号：US08415484B2

  公开（公告）日：2013-04-09

  The present invention relates to certain substituted tricyclic acid derivatives of Formula (I) and pharmaceutically acceptable salts thereof, which exhibit useful pharmacological properties, for example, as agonists of the S1P1 receptor. Also provided by the present invention are pharmaceutical compositions containing compounds of the invention, and methods of using the compounds and compositions of the invention in the treatment of S1P1-associated disorders, for example, psoriasis, rheumatoid arthritis, Crohn's disease, transplant rejection, multiple sclerosis, systemic lupus erythematosus, ulcerative colitis, type I diabetes, acne, myocardial ischemia-reperfusion injury, hypertensive nephropathy, glomerulosclerosis, gastritis, polymyositis, thyroiditis, vitiligo, hepatitis, biliary cirrhosis, microbial infections and associated diseases, viral infections and associated diseases, diseases and disorders mediated by lymphocytes, auto immune diseases, inflammatory diseases, and cancer.

  本发明涉及某些Formula (I)的取代三环酸衍生物及其药学上可接受的盐，其具有有用的药理学特性，例如作为S1P1受体的激动剂。本发明还提供了含有本发明化合物的制药组合物，以及使用本发明化合物和组合物治疗S1P1相关疾病的方法，例如牛皮癣、类风湿性关节炎、克罗恩病、移植排斥反应、多发性硬化症、系统性红斑狼疮、溃疡性结肠炎、1型糖尿病、痤疮、心肌缺血再灌注损伤、高血压性肾病、肾小球硬化、胃炎、多发性肌炎、甲状腺炎、白癜风、肝炎、胆汁性肝硬化、微生物感染及相关疾病、病毒感染及相关疾病、淋巴细胞介导的疾病和疾病、自身免疫性疾病、炎症性疾病和癌症。
• US8415484B2
  申请人：——

  公开号：US8415484B2

  公开（公告）日：2013-04-09
• US9108969B2
  申请人：——

  公开号：US9108969B2

  公开（公告）日：2015-08-18
• [EN] SUBSTITUTED TRICYCLIC ACID DERIVATIVES AS S1P1 RECEPTOR AGONISTS USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS<br/>[FR] DERIVES D'ACIDES TRICYCLIQUES SUBSTITUES, UTILES DANS LE TRAITEMENT DES TROUBLES AUTO-IMMUNS ET INFLAMMATOIRES
  申请人：ARENA PHARM INC

  公开号：WO2010027431A1

  公开（公告）日：2010-03-11

  The present invention relates to certain substituted tricyclic acid derivatives of Formula (I) and pharmaceutically acceptable salts thereof, which exhibit useful pharmacological properties, for example, as agonists of the S1P1 receptor. Also provided by the present invention are pharmaceutical compositions containing compounds of the invention, and methods of using the compounds and compositions of the invention in the treatment of S1P1-associated disorders, for example, psoriasis, rheumatoid arthritis, Crohn's disease, transplant rejection, multiple sclerosis, systemic lupus erythematosus, ulcerative colitis, type I diabetes, acne, myocardial ischemia-reperfusion injury injury, hypertensive nephropathy, glomerulosclerosis, gastritis, polymyositis, thyroiditis, vitiligo, hepatitis, biliary cirrhosis, microbial infections and associated diseases, viral infections and associated diseases, diseases and disorders mediated by lymphocytes, auto immune diseases, inflammatory diseases, and cancer.
• SUBSTITUTED TRICYCLIC ACID DERIVATIVES AS S1P1 RECEPTOR AGONISTS USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS
  申请人：Jones Robert M.

  公开号：US20110160243A1

  公开（公告）日：2011-06-30

  The present invention relates to certain substituted tricyclic acid derivatives of Formula (I) and pharmaceutically acceptable salts thereof, which exhibit useful pharmacological properties, for example, as agonists of the S1P1 receptor. Also provided by the present invention are pharmaceutical compositions containing compounds of the invention, and methods of using the compounds and compositions of the invention in the treatment of S1P1-associated disorders, for example, psoriasis, rheumatoid arthritis, Crohn's disease, transplant rejection, multiple sclerosis, systemic lupus erythematosus, ulcerative colitis, type I diabetes, acne, myocardial ischemia-reperfusion injury, hypertensive nephropathy, glomerulosclerosis, gastritis, polymyositis, thyroiditis, vitiligo, hepatitis, biliary cirrhosis, microbial infections and associated diseases, viral infections and associated diseases, diseases and disorders mediated by lymphocytes, auto immune diseases, inflammatory diseases, and cancer.

  本发明涉及某些取代的三环酸衍生物，其具有式(I)和药用可接受的盐，并表现出有用的药理性质，例如，作为S1P1受体的激动剂。本发明还提供了含有发明的化合物的药物组合物，以及使用发明中的化合物和组合物治疗与S1P1相关的疾病的方法，例如，银屑病、类风湿性关节炎、克罗恩病、移植排斥反应、多发性硬化症、系统性红斑狼疮、溃疡性结肠炎、I型糖尿病、痤疮、心肌缺血再灌注损伤、高血压肾病、肾小球硬化症、胃炎、多发性肌炎、甲状腺炎、白癜风、肝炎、胆汁性肝硬化、微生物感染及相关疾病、病毒感染及相关疾病、由淋巴细胞介导的疾病和障碍、自身免疫性疾病、炎症性疾病和癌症。