2’,5’-二甲基联苯-3-羧酸 | 1181626-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2’,5’-二甲基联苯-3-羧酸
• 中文别名: 2`,5`-二甲基联苯-3-羧酸
• 英文名称: 2',5'-Dimethyl-[1,1'-biphenyl]-3-carboxylic acid
• 英文别名: 3-(2,5-dimethylphenyl)benzoic acid
• CAS: 1181626-10-7
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: ABYDLDPPTUIJHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  2’,5’-二甲基联苯-3-羧酸 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 CYM50367
  参考文献：
  名称：

  SAR analysis of innovative selective small molecule antagonists of sphingosine-1-phosphate 4 (S1P4) receptor

  摘要：

  Recent evidence suggests an innovative application of chemical modulators targeting the S1P(4) receptor as novel mechanism-based drugs for the treatment of influenza virus infection. Modulation of the S1P(4) receptor may also represent an alternative therapeutic approach for clinical conditions where reactive thrombocytosis is an undesired effect or increased megakaryopoiesis is required. With the exception of our recent research program disclosure, we are not aware of any selective S1P(4) antagonists reported in the literature to date. Herein, we describe complementary structure-activity relationships (SAR) of the high-throughput screening (HTS)-derived hit 5-(2,5-dichlorophenyl)-N-(2,6-dimethylphenyl)furan-2-carboxamide and its 2,5-dimethylphenyl analog. Systematic structural modifications of the furan ring showed that both steric and electronic factors in this region have a significant impact on the potency. The furan moiety was successfully replaced with a thiophene or phenyl ring maintaining potency in the low nanomolar range and high selectivity against the other S1P receptor subtypes. By expanding the molecular diversity within the hit-derived class, our SAR study provides innovative small molecule potent and selective S1P(4) antagonists suitable for in vivo pharmacological validation of the target receptor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.132
• 作为产物：
  描述：

  3-溴苯甲酸甲酯 在 potassium phosphate 、 水 、 palladium diacetate 、 lithium hydroxide 、 三环己基膦 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 为溶剂， 反应 15.0h， 生成 2’,5’-二甲基联苯-3-羧酸
  参考文献：
  名称：

  SAR analysis of innovative selective small molecule antagonists of sphingosine-1-phosphate 4 (S1P4) receptor

  摘要：

  Recent evidence suggests an innovative application of chemical modulators targeting the S1P(4) receptor as novel mechanism-based drugs for the treatment of influenza virus infection. Modulation of the S1P(4) receptor may also represent an alternative therapeutic approach for clinical conditions where reactive thrombocytosis is an undesired effect or increased megakaryopoiesis is required. With the exception of our recent research program disclosure, we are not aware of any selective S1P(4) antagonists reported in the literature to date. Herein, we describe complementary structure-activity relationships (SAR) of the high-throughput screening (HTS)-derived hit 5-(2,5-dichlorophenyl)-N-(2,6-dimethylphenyl)furan-2-carboxamide and its 2,5-dimethylphenyl analog. Systematic structural modifications of the furan ring showed that both steric and electronic factors in this region have a significant impact on the potency. The furan moiety was successfully replaced with a thiophene or phenyl ring maintaining potency in the low nanomolar range and high selectivity against the other S1P receptor subtypes. By expanding the molecular diversity within the hit-derived class, our SAR study provides innovative small molecule potent and selective S1P(4) antagonists suitable for in vivo pharmacological validation of the target receptor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.132

文献信息

• [EN] 1,4-DISUBSTITUTED NAPHTALENES AS INHIBITORS OF P38 MAP KINASE<br/>[FR] NAPHTALENES DISUBSTITUES EN POSITION 1,4 UTILISES COMME INHIBITEURS DE MAP KINASE P38
  申请人：ARQULE INC

  公开号：WO2006010082A1

  公开（公告）日：2006-01-26

  In general, the present invention relates to compounds capable of inhibiting P38, methods for inhibiting P38 in vivo or in vitro, diagnostics for determining activity in the treatment of P38 and/or cytokine-associated conditions and methods for treating conditions associated with P38 activity or cytokine activity.

  一般而言，本发明涉及能够抑制P38的化合物，用于体内或体外抑制P38的方法，用于诊断治疗P38和/或细胞因子相关疾病活性的诊断方法，以及用于治疗与P38活性或细胞因子活性相关的疾病的方法。
• 1,4-Disubstituted Naphthalenes as Inhibitors of P38 Map Kinase
  申请人：Ashwell A. Mark

  公开号：US20080032967A1

  公开（公告）日：2008-02-07

  In general, the present invention relates to compounds capable of inhibiting P38, methods for inhibiting P38 in vivo or in vitro, diagnostics for determining activity in the treatment of P38 and/or cytokine-associated conditions and methods for treating conditions associated with P38 activity or cytokine activity.

  总的来说，本发明涉及能够抑制P38的化合物，抑制P38在体内或体外的方法，用于确定在治疗P38和/或细胞因子相关疾病中的活性的诊断方法，以及用于治疗与P38活性或细胞因子活性相关的疾病的方法。
• US7829560B2
  申请人：——

  公开号：US7829560B2

  公开（公告）日：2010-11-09
• [EN] DISAZO DYES<br/>[FR] COLORANTS DISAZO
  申请人：ZENECA LIMITED

  公开号：WO1995000592A1

  公开（公告）日：1995-01-05

  (EN) Compounds of formula (1) and salts thereof, wherein: T1 and T2 each independently is H, acyl or optionally substituted alkyl or aryl; or T1 and T2 together represent an optionally substituted hydrocarbylene optionally interrupted by oxygen; D is optionally substituted phenylene or naphthylene; E is optionally substituted naphthylene or quinolinylene; Z is H or optionally substituted aryl; and n has a value of 0 or 1; provided that T1, T2 and Z are not all H when n has a value of 0 and their use in inks, especially ink jet printing inks, for paper.(FR) Composés de la formule (1) et leurs sels, dans laquelle T1 et T2 représentent indépendamment H, acyle ou alkyle ou aryle éventuellement substitué; ou T1 et T2 représentent ensemble un hydrocarbylène éventuellement substitué, éventuellement interrompu par oxygène; D représente phénylène ou naphtylène éventuellement substitué; E représente naphtylène ou quinolinylène éventuellement substitué; Z représente H ou aryle éventuellement substitué; et n vaut 0 ou 1; à condition que T1, T2 et Z ne représentent pas tous H lorsque n vaut 0 ou 1. L'invention se rapporte également à leur utilisation dans des encres, en particulier des encres pour impression à jet d'encre sur du papier.
• [EN] DISAZO COMPOUND<br/>[FR] COMPOSE DISAZO
  申请人：ZENECA LIMITED

  公开号：WO1995017471A1

  公开（公告）日：1995-06-29

  (EN) A compound of Formula (1) and salts thereof wherein: L is optionally substituted piperazinyl; D is optionally substituted phenylene or naphthylene; E is optionally substituted phenylene, naphthylene or quinoline; R is H or C1-4-alkyl; Z is optionally substituted carboxyaryl; and n has a value of 0 or 1. A compound of formula (1) is useful as a colorant for black inks suitable for ink jet printing.(FR) Composé de la formule (1) ainsi que ses sels. Dans cette formule, L est pipérazinyle facultativement substitué; D est phénylène ou naphtylène facultativement substitué; E est phénylène, naphtylène ou quinoléine facultativement substitué; R représente H ou alcoyle C1-4; Z est carboxyaryle facultativement substitué; et n vaut 0 ou 1. Ce composé de la formule (1) est utile en tant que colorant pour des encres noires appropriées à l'impression par jet d'encre.