3-Hydroxy-4-(4-methylphenyl)cyclobut-3-ene-1,2-dione | 78462-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Hydroxy-4-(4-methylphenyl)cyclobut-3-ene-1,2-dione
• CAS: 78462-10-9
• 化学式: C₁₁H₈O₃
• 分子量: 188.183
• InChiKey: LPCFUGWKFDMLCE-UHFFFAOYSA-N

物化性质

• 熔点：
  210-212 °C(Solv: benzene (71-43-2))
• 沸点：
  353.2±52.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-chloro-4-(p-tolyl)-3-cyclobutene-1,2-dione 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 生成 3-Hydroxy-4-(4-methylphenyl)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Squaric Acids:  A New Motif for Designing Inhibitors of Protein Tyrosine Phosphatases

  摘要：

  Protein tyrosine phosphatases (PTPases) are important targets in medicinal chemistry. These enzymes play a role in a number of human diseases, including type 11 diabetes and infection by Yersinia pestis, the causative agent of bubonic plague. Derivatives of squaric acids such as 2-aryl-1-hydroxycyclobut-1-ene-3,4-diones represent a new class of monoanionic inhibitors for PTPases.

  DOI：

  10.1021/ol036121w

文献信息

• Oxokohlenstoffe und verwandte Verbindungen; 15. Mitteilung.¹Meerwein-Arylierung von Semiquadratsäure und Semiquadratsäureamiden. Eine allgemeine Darstellungsmethode von 3-Aryl-4-hydroxy- und 3-Amino-4-aryl-3-cyclobuten-1,2-dionen
  作者：Arthur H. Schmidt、Günter Schmitt、Heike Diedrich

  DOI：10.1055/s-1990-26946

  日期：——

  Oxocarbons and Related Compounds; Part 15. Meerwein-Arylation of Semisquaric Acid and Semisquaric Amides. A General Method for the Preparation of 3-Aryl-4-hydroxy- and 3-Amino-4-aryl-3-cyclobutene-1,2-diones Meerwein-arylation of semisquaric acid (1) and semisquaric amides 4 has been found to afford general routes to 3-aryl-4-hydroxy-3-cyclobutene-1,2-diones 3 and 3-amino-4-aryl-3-cyclobutene-1,2-diones 5, respectively.

  氧碳和相关化合物；第15部分。半方酸和半方酰胺的Meerwein-芳基化。制备3-芳基-4-羟基和3-氨基-4-芳基-3-环丁烯-1,2-二酮的一般方法。对半方酸（1）和半方酰胺（4）的Meerwein芳基化发现提供了制备3-芳基-4-羟基-3-环丁烯-1,2-二酮（3）和3-氨基-4-芳基-3-环丁烯-1,2-二酮（5）的普遍途径。
• N-SUBSTITUTED INDOLE DERIVATIVES AS PGE2 RECEPTOR MODULATORS
  申请人：Idorsia Pharmaceuticals Ltd

  公开号：EP3928836A1

  公开（公告）日：2021-12-29

  The present invention relates to derivatives of formula (I) wherein (R1)n, R2, R3, R4a, R4b, R5a, R5b and Ar1 are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as modulators of the prostaglandin 2 receptors EP2 and/or EP4.

  本发明涉及式 (I) 的衍生物 其中 (R1)n、R2、R3、R4a、R4b、R5a、R5b 和 Ar1 如说明书所述，涉及它们的制备、它们的药学上可接受的盐，以及它们作为药物的用途、含有一种或多种式 (I) 化合物的药物组合物，特别是它们作为前列腺素 2 受体 EP2 和/或 EP4 的调节剂的用途。
• N-substituted indole derivatives as PGE2 receptor modulators
  申请人：Idorsia Pharmaceuticals Ltd

  公开号：US11241431B2

  公开（公告）日：2022-02-08

  The present invention relates to derivatives of formula (I) wherein (R1)n, R2, R3, R4a, R4b, R5a, R5b and Ar1 are as described in the description, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as modulators of the prostaglandin 2 receptors EP2 and/or EP4.

  本发明涉及式 (I) 的衍生物 其中 (R1)n、R2、R3、R4a、R4b、R5a、R5b 和 Ar1 如说明书所述，涉及它们的制备、它们的药学上可接受的盐，以及它们作为药物的用途、含有一种或多种式 (I) 化合物的药物组合物，特别是它们作为前列腺素 2 受体 EP2 和/或 EP4 的调节剂的用途。
• SCHMIDT, ARTHUR H.;SCHMITT, GUNTER;DIEDRICH, HEIKE, SYNTHESIS,(1990) N, C. 579-582
  作者：SCHMIDT, ARTHUR H.、SCHMITT, GUNTER、DIEDRICH, HEIKE

  DOI：——

  日期：——
• PHENYL DERIVATIVES AS PGE2 RECEPTOR MODULATORS
  申请人：Idorsia Pharmaceuticals Ltd

  公开号：EP3625222B1

  公开（公告）日：2021-07-21