(Z)-7-(3-pyridyl)-7-(2-thienyl)-6-heptenoic acid | 89667-58-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-7-(3-pyridyl)-7-(2-thienyl)-6-heptenoic acid
• 英文别名: (Z)-7-pyridin-3-yl-7-thiophen-2-ylhept-6-enoic acid
• CAS: 89667-58-3
• 化学式: C₁₆H₁₇NO₂S
• 分子量: 287.382
• InChiKey: XEUQGTFZOOPJDM-AUWJEWJLSA-N

物化性质

• 熔点：
  84-85 °C
• 沸点：
  490.6±45.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-7-(3-pyridyl)-7-(2-thienyl)-6-heptenoic acid 生成 (Z)-7-(1-oxidopyridin-1-ium-3-yl)-7-thiophen-2-ylhept-6-enoic acid
  参考文献：
  名称：

  TERAO, SHINJI;NISHIKAWA, KOHEI

  摘要：

  DOI：
• 作为产物：
  描述：

  3-吡啶基(2-噻吩基)甲酮 生成 (Z)-7-(3-pyridyl)-7-(2-thienyl)-6-heptenoic acid
  参考文献：
  名称：

  SHINJI, TERAO;KOBEI, NISHIKAWA

  摘要：

  DOI：

文献信息

• 7-phenyl-7-(3-pyridyl)-6-heptenoic acid or derivatives thereof which
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04727078A1

  公开（公告）日：1988-02-23

  Novel compound of the formula: ##STR1## wherein R.sup.1 is pyridyl group, R.sup.2 is a phenyl group, a thienyl group, a furyl group, a naphthyl group, a benzothienyl group or pyridyl group, which may optionally have a lower alkoxy group, a lower alkyl group, a halogen atom, trifluoromethyl group, a lower alkenyl group or methylenedioxy group, R.sup.3 is hydrogen atom or a lower alkyl group, and n is an integer of 0 to 6, Y is sulphur atom, methylene group or a group of the formula: ##STR2## wherein R.sup.4 is hydrogen atom or acetyl group, and m is 0 or 1, and their pharmaceutically acceptable salts have an inhibitory action on bio-synthesis of thromboxane A.sub.2 (TXA.sub.2) and an effect of accelerating the productivility of prostaglandin I.sub.2 (PGI.sub.2), and can be used for mammals to the prophylaxis or therapy of thrombosis caused by platelet aggregation or ischemic diseases caused by vasospasms in cardiac, cerebral and peripheral circulatory system (e.g. cardiac infarction, apoplexy, infarct of blood vessels in kidney, lung and other organs, pectic ulcer, etc.).

  化合物的新型配方：##STR1## 其中，R.sup.1是吡啶基，R.sup.2是苯基，噻吩基，呋喃基，萘基，苯并噻吩基或吡啶基，可选地带有较低的烷氧基，较低的烷基，卤素原子，三氟甲基基团，较低的烯基或亚甲二氧基基团，R.sup.3是氢原子或较低的烷基，n是0到6的整数，Y是硫原子，亚甲基基团或公式的基团：##STR2## 其中，R.sup.4是氢原子或乙酰基，m是0或1，它们的药学上可接受的盐具有抑制血栓素A.sub.2（TXA.sub.2）的生物合成作用和加速前列腺素I.sub.2（PGI.sub.2）的产生能力，可用于哺乳动物的预防或治疗由血小板聚集引起的血栓形成或由心脏，脑和周围循环系统的血管痉挛引起的缺血性疾病（例如心肌梗塞，中风，肾脏，肺和其他器官的血管梗塞，消化性溃疡等）。
• Certain pyridyl alkenoic acid derivatives which inhibit the action of
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04760068A1

  公开（公告）日：1988-07-26

  Novel compound of the formula: ##STR1## wherein R.sup.1 is pyridyl group, R.sup.2 is a phenyl group, a thienyl group, a furyl group, a naphthyl group, a benzothienyl group or pyridyl group, which may optionally have a lower alkoxy group, a lower alkyl group, a halogen atom, trifluoromethyl group, a lower alkenyl group or methylenedioxy group, R.sup.3 is hydrogen atom or a lower alkyl group, and n is an integer of 0 to 6, Y is sulphur atom, methylene group or a group of the formula: ##STR2## wherein R.sup.4 is hydrogen atom or acetyl group, and m is 0 or 1, and their pharmaceutically acceptable salts having an inhibitory action on bio-synthesis of thromboxane A.sub.2 (TXA.sub.2) and an effect of accelerating the productivility of prostaglandin I.sub.2 (PGI.sub.2), and can be used for mammals to the prophylaxis or therapy of thrombosis caused by platelet aggregation or ischemic diseases caused by vasospasms in cardiac, cerebral and peripheral circulatory system (e.g. cardiac infarction, apoplexy, infarct of blood vessels in kidney, lung and other organs, pectic ulcer, etc.).

  化合物的结构式为：##STR1## 其中R.sup.1是吡啶基，R.sup.2是苯基、噻吩基、呋喃基、萘基、苯并噻吩基或吡啶基，可以选择性地具有较低的烷氧基、较低的烷基、卤素原子、三氟甲基基团、较低的烯基或亚甲氧基基团，R.sup.3是氢原子或较低的烷基，n为0到6的整数，Y是硫原子、亚甲基基团或式子：##STR2## 其中R.sup.4是氢原子或乙酰基团，m为0或1，以及其药学上可接受的盐，具有抑制血栓素A.sub.2（TXA.sub.2）的生物合成和加速前列腺素I.sub.2（PGI.sub.2）的产生的作用，并可用于哺乳动物的预防或治疗由血小板聚集引起的血栓形成或由心脏、脑和周围循环系统中的血管痉挛引起的缺血性疾病（例如心肌梗塞、中风、肾脏、肺和其他器官的血管梗塞、消化性溃疡等）。
• Thromboxane synthetase inhibitors (TXSI). Design, synthesis, and evaluation of a novel series of .omega.-pyridylalkenoic acids
  作者：Kaneyoshi Kato、Shigenori Ohkawa、Shinji Terao、Zenichi Terashita、Kohei Nishikawa

  DOI：10.1021/jm00381a005

  日期：1985.3

  A novel series of omega-pyridylalkenoic acids has been prepared by applying the Wittig reaction. Modifications were made in the omega-aryl moiety, the alkylene chain length, the alpha-methylene group adjacent to the carbonyl group, and the carboxyl group of the molecule. The compounds were tested as inhibitors of thromboxane synthetase in an in vitro assay and in ex vivo experiments with the rat. Most members of this new class of thromboxane synthetase inhibitors (TXSI) showed good activity in both assay systems. (E)-7-Phenyl-7-(3-pyridyl)-6-heptenoic acid (9c; CV-4151) was one of the most potent compounds in in vitro enzyme inhibition (IC50 = 2.6 X 10(-8) M) and, when orally administered, the most potent and long acting in the inhibition of blood thromboxane A2 production in the rat. New conceptual models I-III for the enzyme-substrate (prostaglandin H2, PGH2) and the enzyme-TXSI interactions are proposed for understanding the molecular design and structure-activity relations.
• TERAO, SHINJI;NISHIKAWA, KOHEI
  作者：TERAO, SHINJI、NISHIKAWA, KOHEI

  DOI：——

  日期：——
• KATO, KANEYOSHI;OHKAWA, SHIGENORI;TERAO, SHINJI;TERASHITA, ZEN-ICHI;NISHI+, J. MED. CHEM., 1985, 28, N 3, 287-294
  作者：KATO, KANEYOSHI、OHKAWA, SHIGENORI、TERAO, SHINJI、TERASHITA, ZEN-ICHI、NISHI+

  DOI：——

  日期：——