(R)-2,8-dimethyl-2-((3'E,7'E)-4',8',12'-trimethyltrideca-3',7',11'-trienyl)chroman-6-yl 4-chlorophenylsulfonylcarbamate | 1208120-88-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (R)-2,8-dimethyl-2-((3'E,7'E)-4',8',12'-trimethyltrideca-3',7',11'-trienyl)chroman-6-yl 4-chlorophenylsulfonylcarbamate
• 英文别名: [(2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-yl] N-(4-chlorophenyl)sulfonylcarbamate
• CAS: 1208120-88-0
• 化学式: C₃₄H₄₄ClNO₅S
• 分子量: 614.246
• InChiKey: NPZCFXXMKAOUPJ-VDIRGDCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对氯苯磺酰异氰酸酯 、 δ-生育三烯醇 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以50%的产率得到(R)-2,8-dimethyl-2-((3'E,7'E)-4',8',12'-trimethyltrideca-3',7',11'-trienyl)chroman-6-yl 4-chlorophenylsulfonylcarbamate
  参考文献：
  名称：

  [EN] ANTI-CANCER TOCOTRIENOL ANALOGUES AND ASSOCIATED METHODS
  [FR] ANALOGUES ANTICANCÉREUX DU TOCOTRIÉNOL ET PROCÉDÉS ASSOCIÉS

  摘要：

  披露了涉及癌症治疗的化合物，包括生育三烯酚及其衍生物，包括2,5,7,8-四甲基-2-((3E,7E)-4,8,12-三甲基十三碳烯-3,7,11-三烯基)色苷-6-基苯磺酰氨基甲酸酯；(R)-2,8-二甲基-2-((3E,7E)-4,8,12-三甲基十三碳烯-3,7,11-三烯基)色苷-6-基对甲苯磺酰氨基甲酸酯；以及(R)-2,5,7,8-四甲基-2-((3E,7E)-4,8,12-三甲基十三碳烯-3,7,11-三烯基)色苷-6-基苄基氨基甲酸酯。这些类型化合物的治疗用途也得到了教导。

  公开号：

  WO2010124223A1

文献信息

• [EN] ANTI-CANCER TOCOTRIENOL ANALOGUES AND ASSOCIATED METHODS<br/>[FR] ANALOGUES ANTICANCÉREUX DU TOCOTRIÉNOL ET PROCÉDÉS ASSOCIÉS
  申请人：FIRST TECH INTERNAT LTD

  公开号：WO2010124223A1

  公开（公告）日：2010-10-28

  Compounds are disclosed relating to the treatment of cancer that include tocotrienols and derivatives of tocotrienols including 2,5,7,8-tetramethyl-2- ((3E,7E)-4,8,12-trimethyltrideca-3,7,l l-trienyl)chroman-6- ylphenylsulfonylcarbamate; (R)-2,8-dimethyl-2-((3E,7E)-4,8,12-trimethyltrideca- 3,7,1 l-trienyl)chroman-6-yl tosylcarbamate; and (R)-2,5,7,8-tetramethyl-2- ((3E,7E)-4,8, 12-trimethyltrideca-3,7, 1 l-trienyl)chroman-6-yl benzylcarbamate. Therapeutic uses of these types of compounds are also taught.

  披露了涉及癌症治疗的化合物，包括生育三烯酚及其衍生物，包括2,5,7,8-四甲基-2-((3E,7E)-4,8,12-三甲基十三碳烯-3,7,11-三烯基)色苷-6-基苯磺酰氨基甲酸酯；(R)-2,8-二甲基-2-((3E,7E)-4,8,12-三甲基十三碳烯-3,7,11-三烯基)色苷-6-基对甲苯磺酰氨基甲酸酯；以及(R)-2,5,7,8-四甲基-2-((3E,7E)-4,8,12-三甲基十三碳烯-3,7,11-三烯基)色苷-6-基苄基氨基甲酸酯。这些类型化合物的治疗用途也得到了教导。
• ANTI-CANCER TOCOTRIENOL ANALOGUES AND ASSOCIATED METHODS
  申请人：Sylvester Paul W.

  公开号：US20100273869A1

  公开（公告）日：2010-10-28

  Compounds are disclosed relating to the treatment of cancer that include tocotrienols and derivatives of tocotrienols including 2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)chroman-6-ylphenylsulfonylcarbamate; (R)-2,8-dimethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)chroman-6-yl tosylcarbamate; and (R)-2,5,7,8-tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)chroman-6-yl benzylcarbamate. Therapeutic uses of these types of compounds are also taught.
• US8268786B2
  申请人：——

  公开号：US8268786B2

  公开（公告）日：2012-09-18
• Design and preliminary structure–activity relationship of redox-silent semisynthetic tocotrienol analogues as inhibitors for breast cancer proliferation and invasion
  作者：Ahmed Y. Elnagar、Vikram B. Wali、Paul W. Sylvester、Khalid A. El Sayed

  DOI：10.1016/j.bmc.2009.11.054

  日期：2010.1

  Vitamin E (VE) is a generic term that represents a family of compounds composed of various tocopherol and tocotrienol isoforms. Tocotrienols display potent anti-angiogenic and antiproliferative activities. Redox-silent tocotrienol analogues also display potent anticancer activity. The ultimate objective of this study was to develop semisynthetically C-6-modified redox-silent tocotrienol analogues with enhanced antiproliferative and anti-invasive activities as compared to their parent compound. Examples of these are carbamate and ether analogues of alpha-, gamma-, and delta-tocotrienols (1-3). Various aliphatic, olefinic, and aromatic substituents were used. Steric limitation, electrostatic, hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) properties were varied at this position and the biological activities of these derivatives were tested. Three-dimensional quantitative structure-activity relationship (3D QSAR) studies were performed using Comparative Molecular Field (CoMFA) and Comparative Molecular Similarity Indices Analyses (CoMSIA) to better understand the structural basis for biological activity and guide the future design of more potent VE analogues. (C) 2009 Elsevier Ltd. All rights reserved.