4-{2,6-di-tert-butyl-4-[1-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl)-1-methylethyl-sulfanyl]phenoxy}butane-1,2(S),3(S)-triol

• 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: 4-{2,6-di-tert-butyl-4-[1-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl)-1-methylethyl-sulfanyl]phenoxy}butane-1,2(S),3(S)-triol
• 英文别名: 4-{2,6-di-tert-butyl-4-[1-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl)-1-methylethylsulfanyl]phenoxy}butane-1,2(S),3(S)-triol；(2S,3S)-4-[2,6-ditert-butyl-4-[2-(3,5-ditert-butyl-4-hydroxyphenyl)sulfanylpropan-2-ylsulfanyl]phenoxy]butane-1,2,3-triol
• 化学式: C₃₅H₅₆O₅S₂
• 分子量: 620.959
• InChiKey: OKYHJQSITLTCSP-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  141
• 氢给体数：
  4
• 氢受体数：
  7

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2,6-di-tert-butyl-4-{1-[3,5-di-tert-butyl-4-(2-ethoxy-5(S)-hydroxymethyl-[1,3]dioxolan-4(S)-yl-methoxy)-phenylsulfanyl]-1-methyl-ethylsulfanyl}-phenol	——	C38H60O6S2	677.023
  普罗布考	(4,4'-isopropylidenedithio)bis[2,6-di-tert-butylphenol]	23288-49-5	C31H48O2S2	516.853

反应信息

• 作为产物：
  描述：

  普罗布考 在 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 生成 4-{2,6-di-tert-butyl-4-[1-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl)-1-methylethyl-sulfanyl]phenoxy}butane-1,2(S),3(S)-triol
  参考文献：
  名称：

  Discovery of Novel Phenolic Antioxidants as Inhibitors of Vascular Cell Adhesion Molecule-1 Expression for Use in Chronic Inflammatory Diseases

  摘要：

  Vascular cell adhesion molecule-1 (VCAM-1) mediates recruitment of leukocytes to endothelial cells and is implicated in many inflammatory conditions. Since part of the signal transduction pathway that regulates the activation of VCAM-1 expression is redox-sensitive, compounds with antioxidant properties may have inhibitory effects on VCAM-1 expression. Novel phenolic compounds have been designed and synthesized starting from probucol (1). Many of these compounds demonstrated potent inhibitory effects on cytokine-induced VCAM-1 expression and displayed potent antioxidant effects in. vitro. Some of these derivatives (4o, 4p, 4w, and 4x) inhibited lipopolysaccharide (LPS)-induced secretion of pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-alpha), interleukin-1beta (IL-1beta), and IL-6 from human peripheral blood mononuclear cells (hPBMCs) in a concentration-dependent manner in vitro and showed antiinflammatory effects in an animal model. Compounds 4ad and 4ae are currently in clinical trials for the treatment of rheumatoid arthritis (RA) and prevention of chronic organ transplant rejection, respectively.

  DOI：

  10.1021/jm049685u

文献信息

• Phenolic antioxidants for the treatment of disorders including arthritis, asthma and coronary artery disease
  申请人：Meng Q. Charles

  公开号：US20060020038A1

  公开（公告）日：2006-01-26

  The invention relates to compounds, pharmaceutical compositions comprising the compounds, and methods of using the compounds, wherein the compounds are of the following Formulas: or a pharmaceutically acceptable salt, ester or prodrug thereof, wherein the substituents are defined in the application. The invention further provides methods of treatment of inflammatory disorders by administering the compounds.

  本发明涉及化合物、包含该化合物的药物组成物以及使用该化合物的方法，其中该化合物的结构式为：或其药学上可接受的盐、酯或前药，其中取代基在申请中有定义。本发明进一步提供通过给予该化合物治疗炎症性疾病的方法。
• [EN] PHENOLIC ANTIOXIDANTS FOR THE TREATMENT OF DISORDERS INCLUDING ARTHRITIS, ASTHMA AND CORONARY ARTERY DISEASE<br/>[FR] ANTIOXYDANTS PHÉNOLIQUES POUR LE TRAITEMENT DE TROUBLES INCLUANT L'ARTHRITE, L'ASTHME ET LES TROUBLES DES ARTÈRES CORONAIRES
  申请人：ATHEROGENICS INC

  公开号：WO2005112914A3

  公开（公告）日：2006-01-12
• Methods for reducing platelet activation and for the treatment of thrombotic events
  申请人：Scott A.D. Robert

  公开号：US20070213303A1

  公开（公告）日：2007-09-13

  Methods and compositions for the treatment or prophylaxis of a disorder associated with platelet activation or enhanced thrombin activity are provided, that include the administration of an effective amount of a compound of the formula: or its pharmaceutically acceptable salt, ester or prodrug, wherein the substituents are defined herein, optionally in the appropriate pharmaceutically acceptable carrier for the route of administration selected.
• Methods for Reducing Platelet Activation and for the Treatment of Thrombotic Events
  申请人：Scott Robert A.D.

  公开号：US20110319349A1

  公开（公告）日：2011-12-29

  Methods and compositions for the treatment or prophylaxis of a disorder associated with platelet activation or enhanced thrombin activity are provided, that include the administration of an effective amount of a compound of the formula: or its pharmaceutically acceptable salt, ester or prodrug, wherein the substituents are defined herein, optionally in the appropriate pharmaceutically acceptable carrier for the route of administration selected.
• US7271274B2
  申请人：——

  公开号：US7271274B2

  公开（公告）日：2007-09-18