3-(3-ethoxy-3-oxoprop-1-en-1-yl)-benzoic acid | 871224-11-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(3-ethoxy-3-oxoprop-1-en-1-yl)-benzoic acid
• 英文别名: 3-(3-Ethoxy-3-oxoprop-1-en-1-yl)benzoic acid；3-(3-ethoxy-3-oxoprop-1-enyl)benzoic acid
• CAS: 871224-11-2
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: VQKMUYLJAOIAHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酸乙酯 、 3-碘苯甲酸 在 palladium diacetate 三乙胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以88%的产率得到3-(3-ethoxy-3-oxoprop-1-en-1-yl)-benzoic acid
  参考文献：
  名称：

  EP1752452

  摘要：

  公开号：

文献信息

• Propane-1,3-Dione Derivative or Salt Thereof
  申请人：Hirano Masaaki

  公开号：US20090018177A1

  公开（公告）日：2009-01-15

  Compounds useful as GnRH receptor antagonists are provided. The present inventors have further examined propane-1,3-dione derivatives and confirmed as a result that a propane-1,3-dione having 2-(1,3-dihydro-2H-benzimidazol-2-ylidene), or a compound which has benzene or thiophene ring substituted with a group derived from 1-hydroxymethyl, shows excellent availability, in addition to its excellent GnRH receptor antagonism, thereby accomplishing the invention. Since the compound of the invention shows excellent availability, in addition to its strong GnRH receptor antagonism, it can be expected that it exerts superior drug effect in the living body, and it is useful for the treatment of sex hormone dependent diseases such as prostate cancer, breast cancer, endometriosis, uterine leiomyoma, benign prostatic hypertrophy and the like. In addition, since the compound of the invention is excellent in metabolic stability in human and also is less in drug interaction, it has more desirable properties as a medicament to be used for the aforementioned diseases.

  本发明提供了作为GnRH受体拮抗剂有用的化合物。本发明人进一步研究了丙酮酸-1,3衍生物，并确认结果为具有2-（1,3-二氢-2H-苯并咪唑-2-基）的丙酮酸-1,3或具有苯环或噻吩环，其被1-羟甲基衍生物取代的化合物，除了具有优异的GnRH受体拮抗作用外，还具有出色的可用性，从而完成了该发明。由于该发明的化合物除了具有强大的GnRH受体拮抗作用外，还具有出色的可用性，因此可以预期它在生物体内发挥出卓越的药效，并且对于治疗性激素依赖性疾病，例如前列腺癌，乳腺癌，子宫内膜异位症，子宫肌瘤，良性前列腺增生等，具有用处。此外，由于该发明的化合物在人体内具有优异的代谢稳定性并且药物相互作用较少，因此作为用于上述疾病的药物具有更理想的性质。
• Benzimidazolylidene propane-1,3-dione derivative or salt thereof
  申请人：Astellas Pharma Inc.

  公开号：US08076367B2

  公开（公告）日：2011-12-13

  Compounds useful as GnRH receptor antagonists are provided. The present inventors have further examined propane-1,3-dione derivatives and confirmed as a result that a propane-1,3-dione having 2-(1,3-dihydro-2H-benzimidazol-2-ylidene), or a compound which has benzene or thiophene ring substituted with a group derived from 1-hydroxymethyl, shows excellent availability, in addition to its excellent GnRH receptor antagonism, thereby accomplishing the invention. Since the compound of the invention shows excellent availability, in addition to its strong GnRH receptor antagonism, it can be expected that it exerts superior drug effect in the living body, and it is useful for the treatment of sex hormone dependent diseases such as prostate cancer, breast cancer, endometriosis, uterine leiomyoma, benign prostatic hypertrophy and the like. In addition, since the compound of the invention is excellent in metabolic stability in human and also is less in drug interaction, it has more desirable properties as a medicament to be used for the aforementioned diseases.

  提供了作为GnRH受体拮抗剂有用的化合物。本发明人进一步研究了丙酮酸-1,3二酮衍生物，并确认了一种具有2-(1,3-二氢-2H-苯并咪唑-2-基)的丙酮酸-1,3二酮，或者具有苯环或噻吩环被1-羟甲基衍生物取代的化合物，除了其优异的GnRH受体拮抗作用外，还表现出优异的可用性，从而完成了本发明。由于本发明的化合物除了具有强大的GnRH受体拮抗作用外，还表现出优异的可用性，因此可以预期它在生物体内具有卓越的药效，并且对于治疗性激素依赖性疾病如前列腺癌、乳腺癌、子宫内膜异位症、子宫肌瘤、良性前列腺增生等是非常有用的。此外，由于本发明的化合物在人体内代谢稳定性优异并且药物相互作用较少，因此作为上述疾病的药物使用更具有理想的特性。
• BENZIMIDAZOLYLIDENE PROPANE-1,3-DIONE DERIVATIVE OR SALT THEREOF
  申请人：Hirano Masaaki

  公开号：US20100173946A1

  公开（公告）日：2010-07-08

  Compounds useful as GnRH receptor antagonists are provided. The present inventors have further examined propane-1,3-dione derivatives and confirmed as a result that a propane-1,3-dione having 2-(1,3-dihydro-2H-benzimidazol-2-ylidene), or a compound which has benzene or thiophene ring substituted with a group derived from 1-hydroxymethyl, shows excellent availability, in addition to its excellent GnRH receptor antagonism, thereby accomplishing the invention. Since the compound of the invention shows excellent availability, in addition to its strong GnRH receptor antagonism, it can be expected that it exerts superior drug effect in the living body, and it is useful for the treatment of sex hormone dependent diseases such as prostate cancer, breast cancer, endometriosis, uterine leiomyoma, benign prostatic hypertrophy and the like. In addition, since the compound of the invention is excellent in metabolic stability in human and also is less in drug interaction, it has more desirable properties as a medicament to be used for the aforementioned diseases.

  本发明提供了作为GnRH受体拮抗剂有用的化合物。本发明人进一步研究了丙酮酸1,3-二酮衍生物，并确认结果表明，具有2-(1,3-二氢-2H-苯并咪唑-2-基)的丙酮酸1,3-二酮，或者具有苯环或噻吩环取代自1-羟甲基衍生物的化合物，除了具有优异的GnRH受体拮抗作用外，还表现出优异的可用性，从而实现了本发明。由于本发明的化合物除了具有强大的GnRH受体拮抗作用外，还具有优异的可用性，因此可以期望它在生物体内发挥出更卓越的药效，对于治疗前列腺癌、乳腺癌、子宫内膜异位症、子宫肌瘤、良性前列腺增生等性激素依赖性疾病非常有用。此外，由于本发明的化合物在人体内代谢稳定性优异且药物相互作用较少，因此具有更理想的性质，可用作上述疾病的药物。
• Benzimidazolylidene propane-1,3 dione derivative or salt thereof
  申请人：Astellas Pharma Inc.

  公开号：US07709519B2

  公开（公告）日：2010-05-04

  Compounds useful as GnRH receptor antagonists are provided. The present inventors have further examined propane-1,3-dione derivatives and confirmed as a result that a propane-1,3-dione having 2-(1,3-dihydro-2H-benzimidazol-2-ylidene), or a compound which has benzene or thiophene ring substituted with a group derived from 1-hydroxymethyl, shows excellent availability, in addition to its excellent GnRH receptor antagonism, thereby accomplishing the invention. Since the compound of the invention shows excellent availability, in addition to its strong GnRH receptor antagonism, it can be expected that it exerts superior drug effect in the living body, and it is useful for the treatment of sex hormone dependent diseases such as prostate cancer, breast cancer, endometriosis, uterine leiomyoma, benign prostatic hypertrophy and the like. In addition, since the compound of the invention is excellent in metabolic stability in human and also is less in drug interaction, it has more desirable properties as a medicament to be used for the aforementioned diseases.

  本发明提供了作为GnRH受体拮抗剂有用的化合物。本发明人进一步研究了丙酮酸1,3-二酮衍生物，并确认了具有2-(1,3-二氢-2H-苯并咪唑-2-基)的丙酮酸1,3-二酮，或者具有苯环或噻吩环被1-羟甲基衍生物取代的化合物表现出极佳的可用性，除了其优异的GnRH受体拮抗作用，从而实现了本发明。由于本发明的化合物除了其强大的GnRH受体拮抗作用外，还表现出极佳的可用性，因此可以预期它在生物体内具有更优越的药效，可用于治疗性激素依赖性疾病，如前列腺癌、乳腺癌、子宫内膜异位症、子宫平滑肌瘤、良性前列腺增生等。此外，由于本发明的化合物在人体内代谢稳定性良好且药物相互作用较少，因此更具有作为上述疾病药物使用的理想特性。
• EP1752452
  申请人：——

  公开号：——

  公开（公告）日：——