1-(4-chlorophenyl)-2,4-benzenediol | 1271736-95-8

• 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: 1-(4-chlorophenyl)-2,4-benzenediol
• 英文别名: 4-(4-Chlorophenyl)benzene-1,3-diol
• CAS: 1271736-95-8
• 化学式: C₁₂H₉ClO₂
• 分子量: 220.655
• InChiKey: NLOMBRHITANDKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-2,4-benzenediol 在 sodium phosphate dibasic dodecahydrate 、 potassium nitrososulfonate 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 20.0h， 以55%的产率得到5-(4-chlorophenyl)-2-hydroxy-2,5-cyclohexadiene-1,4-dione
  参考文献：
  名称：

  Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues

  摘要：

  As a part of our drug discovery efforts we developed a series of simplified derivatives of bolinaquinone (BLQ), a hydroxyquinone marine metabolite, showing potent anti-inflammatory activity. Thirteen new hydroxyquinone derivatives closely related to BLQ were synthesized and tested on mouse macrophagelike RAW 264.7 cell line in order to investigate their ability to modulate the production of Prostaglandin E-2 (PGE(2)). This optimization process led to the identification of three strictly correlated compounds with comparable and higher inhibitory potency than BLQ on PGE2 production. To evaluate the affinity of BLQ and its analogues for h5PLA(2), surface plasmon resonance (SPR) experiments were performed. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.028
• 作为产物：
  描述：

  1-(4-chlorophenyl)-2,4-dimethoxybenzene 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以76%的产率得到1-(4-chlorophenyl)-2,4-benzenediol
  参考文献：
  名称：

  Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues

  摘要：

  As a part of our drug discovery efforts we developed a series of simplified derivatives of bolinaquinone (BLQ), a hydroxyquinone marine metabolite, showing potent anti-inflammatory activity. Thirteen new hydroxyquinone derivatives closely related to BLQ were synthesized and tested on mouse macrophagelike RAW 264.7 cell line in order to investigate their ability to modulate the production of Prostaglandin E-2 (PGE(2)). This optimization process led to the identification of three strictly correlated compounds with comparable and higher inhibitory potency than BLQ on PGE2 production. To evaluate the affinity of BLQ and its analogues for h5PLA(2), surface plasmon resonance (SPR) experiments were performed. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.028

文献信息

• 1,3-Dihydroxybenzene derivatives and colorants containing said compounds
  申请人：——

  公开号：US20040016063A1

  公开（公告）日：2004-01-29

  1,3-Dihydroxybenzene derivatives of general formula (I) or (Ia) or physiologically tolerated, water-soluble thereof 1 wherein R′1 denotes substituted pyridyl group, a pyrimidyl group, a group of formula (IIa) or (IIIa) 2 and the dyeing agents for keratin fibers containing these compounds.

  一般式(I)或(Ia)的1,3-二羟基苯衍生物，或其生理耐受性、水溶性的衍生物，其中R′1代表取代吡啶基、嘧啶基、式(IIa)或(IIIa)的基团，以及含有这些化合物的角蛋白纤维染料剂。
• 1,3-DIHYDROXYBENZOL-DERIVATE UND DIESE VERBINDUNGEN ENTHALTENDE FÄRBEMITTEL
  申请人：Wella Aktiengesellschaft

  公开号：EP1392673A2

  公开（公告）日：2004-03-03
• US7125428B2
  申请人：——

  公开号：US7125428B2

  公开（公告）日：2006-10-24
• [DE] 1,3-DIHYDROXYBENZOL-DERIVATE UND DIESE VERBINDUNGEN ENTHALTENDE FÄRBEMITTEL<br/>[EN] 1,3-DIHYDROXYBENZENE DERIVATIVES AND COLORANTS CONTAINING SAID COMPOUNDS<br/>[FR] DERIVES DE 1,3-DIHYDROXYBENZENE ET COLORANTS CONTENANT CES COMPOSES
  申请人：WELLA AG

  公开号：WO2002096901A2

  公开（公告）日：2002-12-05

  1,3-Dihydroxybenzol-Derivate der allgemeinen Formel (I) oder (Ia) oder deren physiologisch verträglichen, wasserlöslichen Salze, mit R'1 gleich einer substituierten Pyridylgruppe, einer Pyrimidylgruppe, einem Rest der Formel (IIa) oder (IIIa), (IIa), (IIIa)sowie diese Verbindungen enthaltende Färbemittel für Keratinfasern.
• Structure-based design, synthesis and preliminary anti-inflammatory activity of bolinaquinone analogues
  作者：Carmen Petronzi、Rosanna Filosa、Antonella Peduto、Maria Chiara Monti、Luigi Margarucci、Antonio Massa、Simona Francesca Ercolino、Valentina Bizzarro、Luca Parente、Raffaele Riccio、Paolo de Caprariis

  DOI：10.1016/j.ejmech.2010.11.028

  日期：2011.2

  As a part of our drug discovery efforts we developed a series of simplified derivatives of bolinaquinone (BLQ), a hydroxyquinone marine metabolite, showing potent anti-inflammatory activity. Thirteen new hydroxyquinone derivatives closely related to BLQ were synthesized and tested on mouse macrophagelike RAW 264.7 cell line in order to investigate their ability to modulate the production of Prostaglandin E-2 (PGE(2)). This optimization process led to the identification of three strictly correlated compounds with comparable and higher inhibitory potency than BLQ on PGE2 production. To evaluate the affinity of BLQ and its analogues for h5PLA(2), surface plasmon resonance (SPR) experiments were performed. (C) 2010 Elsevier Masson SAS. All rights reserved.