2-(p-methylphenyloxy)-4-chlorobenzoic acid | 50970-69-9

• 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: 2-(p-methylphenyloxy)-4-chlorobenzoic acid
• 英文别名: 4-chloro-2-(4-methylphenoxy)benzoic acid
• CAS: 50970-69-9
• 化学式: C₁₄H₁₁ClO₃
• mdl: MFCD17624560
• 分子量: 262.693
• InChiKey: HXFKKGVRIVJXAL-UHFFFAOYSA-N

物化性质

• 熔点：
  145-147 °C(Solvent: Ethanol; Water)
• 沸点：
  382.702±37.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.308±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(p-methylphenyloxy)-4-chlorobenzoic acid 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 硫酸 作用下， 以 四氯化碳 为溶剂， 反应 14.0h， 生成 2-bromomethyl-6-chloroxanthone
  参考文献：
  名称：

  Eckstein, Marian; Marona, Henryk, Polish Journal of Chemistry, 1980, vol. 54, # 6, p. 1281 - 1285

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲酚 、 2,4-二氯苯甲酸 在 Cu₂O#Cu 作用下， 生成 2-(p-methylphenyloxy)-4-chlorobenzoic acid
  参考文献：
  名称：

  一些带有哌嗪部分的新蒽酮衍生物的合成及药理性能评价

  摘要：

  一系列具有哌嗪部分[新呫吨酮衍生物的1 - 7 ]合成并评价它们的药理性质。他们受到结合测定为α 1和β 1肾上腺素能以及5-HT 1A，5-HT 6和5-HT 7B羟色胺受体。还评估了五种测试化合物的抗惊厥特性。化合物3a 3-甲氧基-5-{[4-（2-甲氧基苯基）哌嗪-1-基]甲基} -9 H-黄嘌呤-9-盐酸盐对5-羟色胺能5-HT 1A受体具有更高的亲和力（K i = 24 nM）。在抗惊厥活性而言，6-甲氧基-2 - {[4-（苄基）哌嗪-1-基]甲基} -9- ħ -呫吨-9-酮（5）被证明最好的性能。在最大电击（MES）癫痫发作测定中确定的ED 50为105 mg / kg bw（大鼠，口服）。an吨与哌嗪部分的组合导致口服给药后获得具有提高的生物利用度的化合物。

  DOI：

  10.1016/j.bmcl.2013.05.062

文献信息

• Novel substituted xanthone carboxylic acid compounds
  申请人：Syntex (U.S.A.) Inc.

  公开号：US03949084A1

  公开（公告）日：1976-04-06

  Compositions containing and methods employing, as the essential ingredient, novel substituted xanthone carboxylic acid compounds which are useful in the treatment of allergic conditions. Methods for preparing these compounds and compositions and intermediates therein are also disclosed. 6-Acetylxanthone-2-carboxylic acid is illustrated as a representative compound.

  包含并采用作为基本成分的新型取代黄酮羧酸化合物的组合物和方法，这些化合物在治疗过敏症状方面很有用。还揭示了制备这些化合物、组合物和其中间体的方法。以6-乙酰基黄酮-2-羧酸为代表性化合物。
• TRIAZOLE COMPOUNDS, AND PREPARATION METHOD THEREOF AND USE
  申请人：Wuhan LL Science And Technology Development Co., Ltd.

  公开号：EP3912974A1

  公开（公告）日：2021-11-24

  Disclosed are triazole compounds, and a preparation method thereof and use. The triazole compounds in the present invention have good LPAR1 antagonistic activity and selectivity, low toxicity, and good metabolic stability, and can be used for preventing or treating the LPAR1-related disease or disorder. The IC50 value of some compounds in the present invention can be below 300 nM, even 50 nM. All the compounds in the present invention have good safety, and the range of CC50 thereof can be greater than 200 µM. The compounds in the present invention have good metabolic stability in human, fancy rats, and house mice. The preparation method for the compounds in the present invention is simple, requires mild operation conditions, has high product yield, and is suitable for industrial production.

  本发明公开了三唑类化合物及其制备方法和用途。本发明中的三唑类化合物具有良好的 LPAR1 拮抗活性和选择性，毒性低，代谢稳定性好，可用于预防或治疗 LPAR1 相关疾病或紊乱。本发明中某些化合物的 IC50 值可以低于 300 nM，甚至 50 nM。本发明中的所有化合物都具有良好的安全性，其 CC50 的范围可以大于 200 µM。本发明中的化合物在人、花鼠和家鼠体内具有良好的代谢稳定性。本发明化合物的制备方法简单，操作条件温和，产品收率高，适合工业化生产。
• [EN] TRIAZOLE COMPOUNDS, AND PREPARATION METHOD THEREOF AND USE<br/>[FR] COMPOSÉS DE TRIAZOLE, PROCÉDÉ DE PRÉPARATION ASSOCIÉ ET UTILISATION<br/>[ZH] 三氮唑类化合物及其制备方法与用途
  申请人：WUHAN LL SCIENCE AND TECH DEVELOPMENT CO LTD

  公开号：WO2020147740A1

  公开（公告）日：2020-07-23

  本发明公开了三氮唑类化合物及其制备方法和用途，本发明的三氮唑类化合物具有优异的LPAR1拮抗活性和选择性，且毒性低、代谢稳定性好，可以用于预防或治疗与LPAR1相关的疾病或病症。本发明部分化合物的IC 50值可以低至300nM以下，甚至50nM以下。本发明的化合物都具有较好的安全性，其CC 50范围可大于200μM。本发明的化合物在人、大鼠、小鼠中都具有较好的代谢稳定性。本发明化合物的制备方法简单，反应条件温和，产品收率高，适于工业化生产。
• Microwave-Assisted, Yb(OTf)3 /TfOH Cocatalyzed Synthesis of Xanthones and Thioxanthones by Intramolecular Friedel-Crafts Reaction under Solvent-Free Conditions
  作者：Weike Su、Jie Li、Can Jin

  DOI：10.3987/com-11-12136

  日期：——

  An efficient method for the synthesis of biologically interesting xanthones and thioxanthones was achieved using Yb(OTf)(3)/TfOH as co-catalysts by a microwave radiation-mediated reaction. Both electron-rich and electron-poor substrates could be cyclized in good yields.
• Anticonvulsant evaluation of aminoalkanol derivatives of 2- and 4-methylxanthone
  作者：Natalia Szkaradek、Agnieszka Gunia、Anna M. Waszkielewicz、Lucyna Antkiewicz-Michaluk、Marek Cegła、Edward Szneler、Henryk Marona

  DOI：10.1016/j.bmc.2012.12.051

  日期：2013.3

  A series of 17 new aminoalkanol derivatives of 6-methoxy- or 7-chloro-2-methylxanthone as well as 6-methoxy-4-methylxanthone was synthesized and evaluated for anticonvulsant activity. All compounds were verified in mice after intraperitoneal (ip) administration in maximal electroshock (MES) and subcutaneous pentetrazole (scMet) induced seizures as well as neurotoxicity assessment. Eleven of the tested substances showed protection against electrically evoked seizures in the majority of the tested mice at the dose of 100 mg/kg. Additionally, one was effective at the dose of 30 mg/kg. Five substances were active at the dose of 300 mg/kg or at the dose of 100 mg/kg in the minority of the tested mice. The most promising compound revealed ED50 value of 47.57 mg/kg in MES (mice, ip, 1 h after administration) and at the same time its TD50 was evaluated as above 400 mg/kg. Those values gave PI (calculated as TD50/ED50) of more than 8.41. Three other synthesized xanthone derivatives also proved to act as anticonvulsants and showed ED50 values in MES test (mice, ip) ranged 80-110 mg/kg. Results were quite encouraging and suggested that in the group of xanthone derivatives new potential anticonvulsants might be found. (C) 2013 Elsevier Ltd. All rights reserved.