taxol-2'-chloroacetyl | 152565-19-0

• 英文名称: taxol-2'-chloroacetyl
• 英文别名: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-(2-chloroacetyl)oxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 152565-19-0
• 化学式: C₄₉H₅₂ClNO₁₅
• 分子量: 930.403
• InChiKey: LNIMEAZSVWCUJG-DDQCEMGUSA-N

物化性质

• 沸点：
  981.9±65.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  66
• 可旋转键数：
  17
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  227
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  taxol-2'-chloroacetyl 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.5h， 生成
  参考文献：
  名称：

  Arginine-Based Molecular Transporters:  The Synthesis and Chemical Evaluation of Releasable Taxol-Transporter Conjugates

  摘要：

  [GRAPHICS]A flexible and efficient procedure has been developed for the conjugation of taxol to various arginine-based molecular transporters via the taxol C2' O-chloroacetyl derivative. The resultant taxol-transporter conjugates are highly water soluble and release free taxol with half-lives of minutes to hours depending on the pH and the linker structure.

  DOI：

  10.1021/ol035234c
• 作为产物：
  描述：

  紫杉醇 、 氯乙酸酐 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到taxol-2'-chloroacetyl
  参考文献：
  名称：

  Compositions and methods for enhancing drug delivery across and into epithelial tissues

  摘要：

  这项发明提供了增强药物和其他药剂跨上皮组织传递的组合物和方法，包括皮肤、胃肠道、肺部上皮、眼部组织等。这些组合物和方法还适用于跨内皮组织传递，包括血脑屏障。这些组合物和方法利用一种传递增强转运体，其具有足够的瓜二胺或酰胺侧链基团，以增强与试剂结合的化合物跨组织的传递，相比未结合的化合物。传递增强聚合物包括例如，首选长度在6到25个残基之间的多精氨酸分子。

  公开号：

  US06669951B2

文献信息

• Cobalamin taxane bioconjugates
  申请人：Gebhard John R.

  公开号：US20080233135A1

  公开（公告）日：2008-09-25

  The present invention is directed to methods and compositions including a taxane covalently bonded to the cobalt atom of a cobalamin. The composition can be delivered by any effective route, but is particularly useful as an oral anti-cancer or antiangiogenic compound. The anti-cancer/anti-angiogenic compound can be used in various chemotherapies including anti-angiogenic chemotherapies, alone or in combination with other anti-cancer/anti-angiogenic compounds.

  本发明涉及一种将紫杉醇共价键结合到辅酶B12的钴原子的方法和组合物。该组合物可以通过任何有效途径进行输送，但特别适用于口服抗癌或抗血管生成化合物。抗癌/抗血管生成化合物可用于各种化疗，包括抗血管生成化疗，单独使用或与其他抗癌/抗血管生成化合物结合使用。
• Compositions and methods for enhancing drug delivery across and into ocular tissues
  申请人：Rothbard B. Jonathan

  公开号：US20070213277A1

  公开（公告）日：2007-09-13

  This invention provides compositions and methods for enhancing delivery of drugs and other agents across epithelial tissues, including into and across ocular tissues and the like. The compositions and methods are also useful for delivery across endothelial tissues, including the blood brain barrier. The compositions and methods employ a delivery enhancing transporter that has sufficient guanidino or amidino sidechain moieties to enhance delivery of a compound conjugated to the reagent across one or more layers of the tissue, compared to the non-conjugated compound. The delivery-enhancing polymers include, for example, poly-arginine molecules that are preferably between about 6 and 25 residues in length.

  该发明提供了增强药物和其他药剂跨上皮组织传递的组合物和方法，包括进入和穿过眼组织等。这些组合物和方法还可用于跨内皮组织传递，包括血脑屏障。这些组合物和方法采用具有足够的鸟氨酸或酰胺基侧链基团的传递增强转运体，以增强与试剂结合的化合物跨越一层或多层组织的传递，相比未结合化合物。传递增强聚合物包括，例如，长度在6至25个残基之间的聚精氨酸分子。
• Synthesis of Water-Soluble Paclitaxel Derivatives by Enzymatic Acylation
  作者：Yuri L. Khmelnitsky、Cheryl Budde、J. Michael Arnold、Alexander Usyatinsky、Douglas S. Clark、Jonathan S. Dordick

  DOI：10.1021/ja973103z

  日期：1997.11.1
• Mechanistic considerations pertaining to the solvolysis of paclitaxel analogs bearing ester groups at the C2′ position
  作者：Wieslaw A Klis、Jeffrey G Sarver、Paul W Erhardt

  DOI：10.1016/s0040-4039(01)01643-4

  日期：2001.10

  Dilute solutions of paclitaxel-related derivatives having chloroacetyl esters in the CT position undergo ready methanolysis according to pseudo first-order kinetics while more concentrated solutions appear to be stabilized, possibly by the formation of hydrophobic aggregates that tend to bury this reaction center. Methanolysis is also attenuated in the presence of weak acid, suggesting that paclitaxel's neighboring benzamide nitrogen may be participating in the reaction by serving as an assisting nucleophile. (C) 2001 Elsevier Science Ltd. All rights reserved.
• US7585834B2
  申请人：——

  公开号：US7585834B2

  公开（公告）日：2009-09-08