7-{2-[4-(4-fluoro-phenoxy)-3-hydroxy-butyl]-1,1,4-trioxo-1λ⁶-thiazolidin-3-yl}-heptanoic acid | 64054-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7-{2-[4-(4-fluoro-phenoxy)-3-hydroxy-butyl]-1,1,4-trioxo-1λ⁶-thiazolidin-3-yl}-heptanoic acid
• 英文别名: 7-{2-[4-(4-fluorophenoxy)-3-hydroxybutyl]-1,1,4-trioxo-3-thiazolidinyl}heptanoic acid；7-[2-[4-(4-fluorophenoxy)-3-hydroxybutyl]-1,1,4-trioxo-1,3-thiazolidin-3-yl]heptanoic acid
• CAS: 64054-51-9
• 化学式: C₂₀H₂₈FNO₇S
• 分子量: 445.509
• InChiKey: MNKLINPOPGSEDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  7-氨基庚酸 在 ammonium molybdate 、 palladium on activated charcoal 氯化亚砜 、 氢气 、 双氧水 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 64.0h， 生成 7-{2-[4-(4-fluoro-phenoxy)-3-hydroxy-butyl]-1,1,4-trioxo-1λ⁶-thiazolidin-3-yl}-heptanoic acid
  参考文献：
  名称：

  Prostaglandin isosteres. 1. (8-Aza-, 8,10-diaza-, and 8-aza-11-thia)-9-oxoprostanoic acids and their derivatives

  摘要：

  A series of novel (8-aza-, 8,10-diaza-, and 8-aza-11-thia)-9-oxoprostanoic acids has been synthesized and evaluated for their ability to mimic the E series prostaglandins in stimulating cAMP formation in the mouse ovary and in binding to the rat kidney plasma prostaglandin receptor. 7-[2-(3-Hydroxyoctyl)-1,1,4-trioxo-3-thiazolidinyl]heptanoic acid markedly stimulates cAMP formation at reasonable pharmacological concentrations and avidly binds to the rat kidney prostaglandin receptor.

  DOI：

  10.1021/jm00220a013

文献信息

• Certain thiazolidine compounds
  申请人：Merck & Co., Inc.

  公开号：US04059587A1

  公开（公告）日：1977-11-22

  This invention relates to novel 8-aza-9-oxo-11-thia-, -11-oxothia-, and -11-dioxothia-prostanoic acid compounds, salts, and derivatives thereof and also to processes for the preparation of such compounds. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the treatment of certain autoimmune diseases, and in preventing thrombus formation.

  该发明涉及新型的8-氮杂-9-酮-11-硫代、-11-酮硫代和-11-二酮硫代前列腺酸化合物，其盐和衍生物，以及制备这些化合物的方法。这些化合物具有类似前列腺素的生物活性，特别适用于肾脏血管扩张剂，治疗某些自身免疫性疾病，并预防血栓形成。
• 3-Thiazolidinyl heptanoic acids
  申请人：Merck & Co., Inc.

  公开号：US04102888A1

  公开（公告）日：1978-07-25

  This invention relates to novel 8-aza-9-oxo-11-thia-, -11-oxothia-, and -11-dioxothia-prostanoic acid compounds, salts, and derivatives thereof and also to processes for the preparation of such compounds. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, for the treatment of certain autoimmune diseases, and in preventing thrombus formation.

  本发明涉及一种新型8-aza-9-oxo-11-thia、-11-oxothia和-11-dioxothia-prostanoic酸化合物、盐和衍生物，以及制备这些化合物的过程。这些化合物具有前列腺素样的生物活性，特别是作为肾脏血管扩张剂，在治疗某些自身免疫性疾病和预防血栓形成方面特别有用。
• US4059587A
  申请人：——

  公开号：US4059587A

  公开（公告）日：1977-11-22
• US4102888A
  申请人：——

  公开号：US4102888A

  公开（公告）日：1978-07-25
• Prostaglandin isosteres. 1. (8-Aza-, 8,10-diaza-, and 8-aza-11-thia)-9-oxoprostanoic acids and their derivatives
  作者：Robert L. Smith、Ta-Jyh Lee、Norman P. Gould、Edward J. Cragoe、Helen G. Oien、Frederick A. Kuehl

  DOI：10.1021/jm00220a013

  日期：1977.10

  A series of novel (8-aza-, 8,10-diaza-, and 8-aza-11-thia)-9-oxoprostanoic acids has been synthesized and evaluated for their ability to mimic the E series prostaglandins in stimulating cAMP formation in the mouse ovary and in binding to the rat kidney plasma prostaglandin receptor. 7-[2-(3-Hydroxyoctyl)-1,1,4-trioxo-3-thiazolidinyl]heptanoic acid markedly stimulates cAMP formation at reasonable pharmacological concentrations and avidly binds to the rat kidney prostaglandin receptor.