carbonochloridic acid, 2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]dithio]ethyl ester | 877865-47-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: carbonochloridic acid, 2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]dithio]ethyl ester
• 英文别名: 2-((2-((tert-Butoxycarbonyl)amino)ethyl)disulfaneyl)ethyl carbonochloridate；2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyldisulfanyl]ethyl carbonochloridate
• CAS: 877865-47-9
• 化学式: C₁₀H₁₈ClNO₄S₂
• 分子量: 315.842
• InChiKey: IRIXNPFNEAFXBV-UHFFFAOYSA-N

物化性质

• 沸点：
  414.6±30.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  carbonochloridic acid, 2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]dithio]ethyl ester 在 4-二甲氨基吡啶 、 甲酸 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.5h， 生成 4-[2-[2-[(1S,2R)-1-benzamido-3-[[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-2-benzoyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl]oxy]-3-oxo-1-phenylpropan-2-yl]oxycarbonyloxyethyldisulfanyl]ethylamino]-4-oxobutanoic acid
  参考文献：
  名称：

  Water-soluble prodrugs of paclitaxel containing self-immolative disulfide linkers

  摘要：

  A new series of disulfide-containing prodrugs of paclitaxel were designed, synthesized and evaluated against 6 cancer cell lines. Some of these prodrugs exhibited nearly equal or slightly better anticancer activity when compared to that of paclitaxel. These prodrugs contain water-soluble groups such as amino, carboxyl, hydroxyl, amino acids, etc., and exhibited 6-140 fold increase in aqueous solubility when compared to paclitaxel. One of these prodrugs exhibited improved water solubility, better in vitro anticancer activity and significantly superior oral bioavailability in mice when compared to those of paclitaxel. Thus, we have identified a very promising lead compound for further optimization and evaluation as a potentially bioavailable water-soluble prodrug of paclitaxel. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.088
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.75h， 生成 carbonochloridic acid, 2-[[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]dithio]ethyl ester
  参考文献：
  名称：

  Water-soluble prodrugs of paclitaxel containing self-immolative disulfide linkers

  摘要：

  A new series of disulfide-containing prodrugs of paclitaxel were designed, synthesized and evaluated against 6 cancer cell lines. Some of these prodrugs exhibited nearly equal or slightly better anticancer activity when compared to that of paclitaxel. These prodrugs contain water-soluble groups such as amino, carboxyl, hydroxyl, amino acids, etc., and exhibited 6-140 fold increase in aqueous solubility when compared to paclitaxel. One of these prodrugs exhibited improved water solubility, better in vitro anticancer activity and significantly superior oral bioavailability in mice when compared to those of paclitaxel. Thus, we have identified a very promising lead compound for further optimization and evaluation as a potentially bioavailable water-soluble prodrug of paclitaxel. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.088

文献信息

• NOVEL ARYL HYDROCARBON RECEPTOR LIGANDS DERIVED FROM KYNURENINE
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20190135812A1

  公开（公告）日：2019-05-09

  The present invention relates to novel compounds which are aryl hydrocarbon receptor (AHR) ligands and uses thereof.

  这项发明涉及新型化合物，这些化合物是芳香烃受体（AHR）配体，并且其用途。
• Variable color two-photon fluorescent probe, method for imaging thiol activation in mitochondrion using same, and method for manufacturing the variable color two-photon fluorescent probe
  申请人：Kim Hwan Myung

  公开号：US09005917B2

  公开（公告）日：2015-04-14

  The present invention relates to a two-photon fluorescent probe, more particularly a two-photon fluorescent probe represented by Formula 1, a method for preparing same and a method for imaging thiols in mitochondria using same. The two-photon fluorescent probe according to the present invention, having two probes introduced in one molecule, can selectively dye mitochondria and emit intense fluorescence by reacting with thiols. Accordingly, it can be used to image the distribution and activation of thiols in a living cell or an intact living tissue.

  本发明涉及一种双光子荧光探针，更具体地说，涉及一种由公式1表示的双光子荧光探针，其制备方法以及使用该探针在线粒体中成像硫醇的方法。本发明的双光子荧光探针在一个分子中引入了两个探针，可以选择性染色线粒体，并通过与硫醇反应发出强烈的荧光。因此，它可以用于成像活细胞或完整的活组织中硫醇的分布和激活。
• PRODRUGS CONTAINING NOVEL BIO-CLEAVABLE LINKERS
  申请人：Satyam Apparao

  公开号：US20110269709A1

  公开（公告）日：2011-11-03

  The invention provides the compounds of formula (I) or pharmaceutically acceptable salts thereof. The invention also provides pharmaceutical compositions comprising one or more compounds of formula I or intermediates thereof and one more of pharmaceutically acceptable carriers, vehicles or diluents. The invention further provides methods of preparation and methods of use of prodrugs including NO-releasing prodrugs, double prodrugs and mutual prodrugs comprising the compounds of formula I.

  该发明提供式（I）的化合物或其药学上可接受的盐。该发明还提供包含一个或多个式I化合物或其中间体以及一个或多个药学上可接受的载体、车载物或稀释剂的制药组合物。该发明还提供制备方法和使用方法，其中包括释放NO的前药、双前药和相互前药的前药，其中包括式I的化合物。
• Prodrugs Containing Bio-Cleavable Linkers
  申请人：Piramal Life Sciences Limited

  公开号：EP2075011A2

  公开（公告）日：2009-07-01

  The invention provides the compounds of formula (I) or pharmaceutically acceptable salts thereof. The invention also provides pharmaceutical compositions comprising one or more compounds of formula I or intermediates thereof and one more of pharmaceutically acceptable carriers, vehicles or diluents. The invention further provides methods of preparation and methods of use of prodrugs including NO-releasing prodrugs, double prodrugs and mutual prodrugs comprising the compounds of formula I.

  本发明提供了式 (I) 化合物或其药学上可接受的盐。本发明还提供了包含一种或多种式 I 化合物或其中间体以及一种或多种药学上可接受的载体、载体或稀释剂的药物组合物。本发明进一步提供了包括NO释放原药、双原药和包含式I化合物的互作原药在内的原药的制备方法和使用方法。
• Prodrugs containing novel bio-cleavable linkers
  申请人：Piramal Life Sciences Limited

  公开号：EP2266622A2

  公开（公告）日：2010-12-29

  The invention provides the compounds of formula (I) or pharmaceutically acceptable salts thereof. The invention also provides pharmaceutical compositions comprising one or more compounds of formula I or intermediates thereof and one more of pharmaceutically acceptable carriers, vehicles or diluents. The invention further provides methods of preparation and methods of use of prodrugs including NO-releasing prodrugs, double prodrugs and mutual prodrugs comprising the compounds of formula 1.

  本发明提供了式 (I) 化合物或其药学上可接受的盐。本发明还提供了包含一种或多种式 I 化合物或其中间体以及一种或多种药学上可接受的载体、载体或稀释剂的药物组合物。本发明进一步提供了包括NO释放原药、双原药和包含式1化合物的互作原药在内的原药的制备方法和使用方法。