2-(2-fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid ethyl ester | 1008524-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-(2-fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2-(2-fluoro-4-iodoanilino)-5,5-dimethyl-8-oxo-6,7-dihydro-4H-thieno[2,3-c]azepine-3-carboxylate
• CAS: 1008524-24-0
• 化学式: C₁₉H₂₀FIN₂O₃S
• 分子量: 502.348
• InChiKey: QXINTPBKWYTXMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  95.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid ethyl ester 在 lithium hydroxide 、 水 、 柠檬酸 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以77%的产率得到2-(2-fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid
  参考文献：
  名称：

  WO2008/20206

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氟-4-碘苯胺 在 sodium ethanolate 、 caesium carbonate 作用下， 以 乙醇 、 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(2-fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Fused thiophene derivatives as MEK inhibitors

  摘要：

  A number of novel fused thiophene derivatives have been prepared and identified as potent inhibitors of MEK. The SAR data of selected examples and the in vivo profiling of compound 13h demonstrates the functional activity of this class of compounds in HT-29 PK/PD models. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.105

文献信息

• [EN] FUSED TRICYCLIC THIOPHENE DERIVATIVES AS MEK INHIBITORS<br/>[FR] DÉRIVÉS DE THIOPHÈNE TRICYCLIQUE CONDENSÉS SERVANT D'INHIBITEURS DE MEK
  申请人：UCB PHARMA SA

  公开号：WO2009093009A1

  公开（公告）日：2009-07-30

  A series of fused tricyclic thiophene derivatives, which are substituted in the 2-position by a substituted anilino moiety, being selective inhibitors of human MEK (MAPKK) enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, proliferative (including oncological) and nociceptive conditions.

  一系列在2-位置被取代苯胺基团取代的融合三环噻吩衍生物，作为选择性抑制人类MEK（MAPKK）酶的药物，在医学上具有益处，例如在治疗炎症、自身免疫、心血管、增殖（包括肿瘤学）和疼痛条件方面。
• FUSED THIOPHENE DERIVATIVES AS MEK INHIBITORS
  申请人：Laing Victoria Elizabeth

  公开号：US20090264411A1

  公开（公告）日：2009-10-22

  A series of 4,5,6,7-tetrahydrothieno[2,3-c]azepin-8-one derivatives, and analogues thereof, which are substituted in the 2-position by a substituted anilino moiety, being selective inhibitors of human MEK (MAPKK) enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, proliferative (including oncological) and nociceptive conditions.

  一系列4,5,6,7-四氢噻吩[2,3-c]唑啉-8-酮衍生物及其类似物，在2位被取代的苯胺基团取代下，是选择性抑制人类MEK（MAPKK）酶的，因此在医学上具有益处，例如在治疗炎症、自身免疫、心血管、增生（包括肿瘤）和疼痛性疾病方面。
• WO2008/20206
  申请人：——

  公开号：——

  公开（公告）日：——
• METHOD OF REDUCING ADVERSE EFFECTS IN A CANCER PATIENT UNDREGOING TREATMENT WITH A MEK INHIBITOR
  申请人：THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERV

  公开号：US20150265679A1

  公开（公告）日：2015-09-24

  What is described is a method for treating an adverse side effect of MEK inhibitors by administering a pharmaceutical composition comprising IFNγ to a cancer patient being treated by a MEK-inhibitor. The applicants discovered that MEK inhibitors produce unwanted visual disturbances as an adverse side effect in a significant fraction of cancer patients being treated by the drug, and that the side effect causes retinal detachment due to fluid accumulation in the eye. The method treats the retinal detachment caused by the anticancer therapeutic by providing a means of decreasing the amount of fluid present in the retina and/or subretinal space of the eye by administering the pharmaceutical composition comprising IFNγ to the basolateral side of the retinal pigment epithelium, preferably by administering the pharmaceutical composition to the anterior surface of the eye in liquid droplets.
• Fused thiophene derivatives as MEK inhibitors
  作者：Victoria E. Laing、Daniel C. Brookings、Rachel J. Carbery、Jose Gascon Simorte、Martin C. Hutchings、Barry J. Langham、Martin A. Lowe、Rodger A. Allen、Joanne R. Fetterman、James Turner、Christoph Meier、Jeff Kennedy、Mark Merriman

  DOI：10.1016/j.bmcl.2011.10.105

  日期：2012.1

  A number of novel fused thiophene derivatives have been prepared and identified as potent inhibitors of MEK. The SAR data of selected examples and the in vivo profiling of compound 13h demonstrates the functional activity of this class of compounds in HT-29 PK/PD models. (C) 2011 Elsevier Ltd. All rights reserved.