methyl 5-(3-cyano-4-hydroxyphenyl)thiophene-2-carboxylate | 876938-55-5

• 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: methyl 5-(3-cyano-4-hydroxyphenyl)thiophene-2-carboxylate
• CAS: 876938-55-5
• 化学式: C₁₃H₉NO₃S
• 分子量: 259.285
• InChiKey: PEDZXDPDZXKKRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  98.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 5-(3-cyano-4-hydroxyphenyl)thiophene-2-carboxylate 在 N-氯代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 生成 methyl 4-chloro-5-(3-cyano-4-hydroxyphenyl)thiophene-2-carboxylate
  参考文献：
  名称：

  EP1783124

  摘要：

  公开号：
• 作为产物：
  描述：

  Methyl 5-[4-(benzyloxy)-3-cyanophenyl]thiophene-2-carboxylate 在 五甲基苯 、 三氟乙酸 作用下， 生成 methyl 5-(3-cyano-4-hydroxyphenyl)thiophene-2-carboxylate
  参考文献：
  名称：

  EP1783124

  摘要：

  公开号：

文献信息

• AGENT FOR TREATING OR PREVENTING DIGESTIVE ULCER
  申请人：Kawakami Masakatsu

  公开号：US20090036428A1

  公开（公告）日：2009-02-05

  An object of the present invention is to provide an agent for treating or preventing digestive ulcer that is effective even to ulcer of small intestine and others, for which gastric acid secretion inhibitors such as proton pump inhibitors are ineffective, and is superior to allopurinol in the efficaciousness and the safety. The pharmaceutical composition of the present invention comprising a non-purine xanthine oxidase inhibitor as the active ingredient is useful as an agent for treating or preventing ulcer that forms in digestive tracts by the attack of gastric acid, pepsin, stress, Helicobacter pylori bacteria, NSAID, etc. In particular, it is useful as an ulcer remedy heretofore unknown in the art as it is effective even for ulcer in small intestine for which gastric/duodenal ulcer remedies that inhibit gastric acid secretion such as proton pump inhibitors are ineffective.

  本发明的目的是提供一种治疗或预防消化性溃疡的药剂，即使是质子泵抑制剂对小肠溃疡等无效的溃疡也能有效治疗或预防，并且在功效和安全性方面优于丙戊酸和乙酰水杨酸等药物。本发明的药物组合物包括非嘌呤黄嘌呤氧化酶抑制剂作为活性成分，可用作治疗或预防由胃酸、胃蛋白酶、压力、幽门螺杆菌、NSAID等侵蚀消化道形成的溃疡的药剂。特别是，它是一种迄今为止在技术上未知的溃疡治疗方法，因为它即使对于质子泵抑制剂等抑制胃酸分泌的胃/十二指肠溃疡治疗方法也非常有效，对于小肠溃疡也非常有效。
• 2-Phenylthiophene Derivative
  申请人：Miyata Junji

  公开号：US20080027048A1

  公开（公告）日：2008-01-31

  The present invention relates to a 2-phenylthiophene derivative or a salt thereof, wherein the thiophene ring is substituted with a carboxyl group or the like and the benzene ring has an electron-withdrawing group such as a cyano group and an electron-donating group such as a substituted alkoxy group at the same time. Since the compound of the invention has good xanthine oxidase-inhibitory action and uric acid-lowering action and does not have a structure derived from nucleic acid, the compound has advantages of high safety and excellent effects as compared with conventional compounds and is useful as a therapeutic or preventive agent for hyperuricemia, gout, inflammatory bowel diseases, diabetic kidney diseases, diabetic retinopathy, or the like.

  本发明涉及一种2-苯基噻吩衍生物或其盐，其中噻吩环被羧基或类似物取代，苯环同时具有电子吸引基（如氰基）和电子供给基（如取代烷氧基）。由于该化合物具有良好的黄嘌呤氧化酶抑制作用和降尿酸作用，并且不具有源自核酸的结构，因此与传统化合物相比，该化合物具有高安全性和优异的效果，并可用作治疗或预防高尿酸血症、痛风、炎症性肠病、糖尿病肾病、糖尿病视网膜病等的药物。
• 2-phenylthiophene derivative
  申请人：Astellas Pharma Inc.

  公开号：US07612108B2

  公开（公告）日：2009-11-03

  The present invention relates to a 2-phenylthiophene derivative or a salt thereof, wherein the thiophene ring is substituted with a carboxyl group or the like and the benzene ring has an electron-withdrawing group such as a cyano group and an electron-donating group such as a substituted alkoxy group at the same time. Since the compound of the invention has good xanthine oxidase-inhibitory action and uric acid-lowering action and does not have a structure derived from nucleic acid, the compound has advantages of high safety and excellent effects as compared with conventional compounds and is useful as a therapeutic or preventive agent for hyperuricemia, gout, inflammatory bowel diseases, diabetic kidney diseases, diabetic retinopathy, or the like.

  本发明涉及一种2-苯基噻吩衍生物或其盐，其中噻吩环被羧基或类似物取代，苯环同时具有电子吸引基，如氰基，和电子给予基，如取代烷氧基。由于本发明化合物具有良好的黄嘌呤氧化酶抑制作用和降尿酸作用，并且不具有来自核酸的结构，因此与传统化合物相比，该化合物具有高安全性和优异的效果，可用作治疗或预防高尿酸血症、痛风、炎症性肠病、糖尿病肾病、糖尿病视网膜病变等的药物。
• 2-PHENYLTHIOPHENE DERIVATIVE
  申请人：Astellas Pharma Inc.

  公开号：EP1783124A1

  公开（公告）日：2007-05-09

  The present invention relates to a 2-phenylthiophene derivative or a salt thereof, wherein the thiophene ring is substituted with a carboxyl group or the like and the benzene ring has an electron-withdrawing group such as a cyano group and an electron-donating group such as a substituted alkoxy group at the same time. Since the compound of the invention has good xanthine oxidase-inhibitory action and uric acid-lowering action and does not have a structure derived from nucleic acid, the compound has advantages of high safety and excellent effects as compared with conventional compounds and is useful as a therapeutic or preventive agent for hyperuricemia, gout, inflammatory bowel diseases, diabetic kidney diseases, diabetic retinopathy, or the like.

  本发明涉及一种 2-苯基噻吩衍生物或其盐，其中噻吩环被羧基或类似基团取代，苯环上同时具有一个取电子基团（如氰基）和一个供电子基团（如取代的烷氧基）。 由于本发明化合物具有良好的黄嘌呤氧化酶抑制作用和降尿酸作用，且不具有来自核酸的结构，因此与传统化合物相比，本发明化合物具有安全性高、效果优异的优点，可作为高尿酸血症、痛风、炎症性肠病、糖尿病肾病、糖尿病视网膜病变或类似疾病的治疗剂或预防剂。
• TRIARYLCARBOXYLIC ACID DERIVATIVE
  申请人：Astellas Pharma Inc.

  公开号：EP1932832A1

  公开（公告）日：2008-06-18

  It is intended to provide an agent for treating or preventing hyperuricemia, gout, inflammatory bowel disease, diabetic nephropathy, diabetic retinopathy and so on which has a non-nucleic acid structure and exerts an excellent xanthine oxidase inhibiting action and a hypouricemic effect. It has been confirmed that a novel triarylcarboxylic acid derivative, which is characterized by having a carboxyl-substituted heteroaryl group and an aromatic ring group such as a phenyl group attached in para-position on a benzene ring and further carrying a cyano group on the same benzene ring, has a potent xanthine oxidase inhibiting action and a hypouricemic effect. Thus, it is found out that this compound is appropriately usable as an agent for treating or preventing hyperuricemia, gout, inflammatory bowel disease, diabetic nephropathy, diabetic retinopathy and so on.

  本发明旨在提供一种用于治疗或预防高尿酸血症、痛风、炎症性肠病、糖尿病肾病、糖尿病视网膜病变等的药剂，该药剂具有非核酸结构，可发挥出色的黄嘌呤氧化酶抑制作用和降尿酸作用。研究证实，一种新型三芳基羧酸衍生物具有强效的黄嘌呤氧化酶抑制作用和降尿酸作用，该衍生物的特征是具有一个羧基取代的杂芳基和一个芳香环基，如苯环上对位连接的苯基，并在同一苯环上进一步带有一个氰基。因此，该化合物可用于治疗或预防高尿酸血症、痛风、炎症性肠病、糖尿病肾病、糖尿病视网膜病变等。