didodecyl chlorophosphate | 77638-31-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: didodecyl chlorophosphate
• 英文别名: Dilauryl chlorophosphate；1-[chloro(dodecoxy)phosphoryl]oxydodecane
• CAS: 77638-31-4
• 化学式: C₂₄H₅₀ClO₃P
• 分子量: 453.086
• InChiKey: JVDAQRSNKWBATO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  29
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  didodecyl chlorophosphate 在 水 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以57.8 g的产率得到二(十二烷基)磷酸酯
  参考文献：
  名称：

  长链磷酸二烷基酯的便捷制备：磷酸二烷基酯的合成

  摘要：

  摘要 氯氧化磷与伯醇（1.8当量）和三乙胺（1.8当量）在甲苯中反应，然后过滤并用蒸汽处理，得到的磷酸二烷基酯收率高，基本上没有磷酸三烷基酯的污染。 氯氧化磷与伯醇（1.8当量）和三乙胺（1.8当量）在甲苯中反应，然后过滤并用蒸汽处理，得到的磷酸二烷基酯收率高，基本上没有磷酸三烷基酯的污染。

  DOI：

  10.1055/s-0031-1290823
• 作为产物：
  描述：

  亚磷酸二(十二烷基)脂 在 四氯化碳 作用下， 生成 didodecyl chlorophosphate
  参考文献：
  名称：

  New amphiphilic N-phosphoryl oligopeptides designed for gene delivery

  摘要：

  Gene therapy is a potent tool for the treatment of cancer and other gene defect diseases, which involves using DNA that encodes a functional, therapeutic gene to replace a mutated gene. However, the DNA transfection efficiency is restricted by its negative charges and low susceptibility to endonucleases which prevent them penetrating tissue and cellular membranes. Both viral and non-viral vectors have been used for gene delivery, but the former are limited by their immunogenicity, while the latter are less efficient than their viral counterpart. Cationic amphiphilic lipopeptides whose structures can be easily modified and transformed have been used as non-viral vectors in gene delivery system due to their low cytotoxicity and high transfection efficiency. In this study, a series of cationic amphiphilic N-phosphoryl oligopeptides with varied lengths of hydrophobic tails and oligopeptide headgroups (C12-K6, C14-K6, C16-K6, Chol-K6 and C12-H6) were synthesized and used as gene delivery vectors. The affinities, abilities to condense pDNA and transfection efficiencies of the K6-lipopeptides were better than those of the H6-lipopeptides. In addition, the hydrophobic chains of the lipopeptides also affected their transfection efficiencies. The K6-lipopeptide with a hydrophobic chain of twelve carbons (C12-K6) showed the highest transfection efficiency in all these synthetic lipopeptides. At an optimal P/N ratio of 20, C12-K6 showed comparable pDNA transfection efficiency to PEI-25k, a well-defined gene delivery vector, but the cytotoxicity of C12-K6 was much lower. With acceptable gene transfection efficiency and low cytotoxicity, this cationic amphiphilic lipopeptide will have promising applications in gene therapy. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijpharm.2014.04.007

文献信息

• 3-O-Phosphate ester conjugates of 17-β-O-{1-[2-carboxy-(2-hydroxy-4-methoxy-3-carboxamido)anilido]ethyl}1,3,5(10)-estratriene as novel bone-targeting agents
  作者：Shama Nasim、Ashish P. Vartak、William M. Pierce、K. Grant Taylor、Ned Smith、Peter A. Crooks

  DOI：10.1016/j.bmcl.2010.10.023

  日期：2010.12

  A series of 3-O-phosphorylated analogs (4–10) of a novel bone-targeting estradiol analog (3) were synthesized after a thorough study of the reaction of 3 with a selection of phosphoryl chlorides under a variety of reaction conditions. Evaluation of these novel phosphate analogs for affinity for hydroxyapatite revealed that they bind with equal or higher affinity when compared to the bone tissue accumulator

  一系列3- ø磷酸化的类似物（4 - 10）的新型靶向骨的雌二醇类似物（的3）中的反应的深入研究后合成3用在各种反应条件的选择磷酰基氯化物。这些新型磷酸盐类似物对羟基磷灰石亲和力的评估表明，与骨组织蓄积剂四环素相比，它们以相等或更高的亲和力结合。
• Process for preparing particle board and polyisocyanate-phosphorus
  申请人：The Upjohn Company

  公开号：US04257996A1

  公开（公告）日：1981-03-24

  The use of polyisocyanates as binders in the preparation of particle boards is subject to the drawback that the boards exhibit a tendency to adhere to the face of the platens used in their formation. This problem is minimized by utilizing, in association with the polyisocyanate to be used as binder, minor amounts of one or more phosphates or thiophosphates of the formula: ##STR1## where R=alkyl (C.sub.3 and higher), alkenyl (C.sub.3 and higher), aryl, alkyl-substituted aryl, ##STR2## (where R.sub.2 is alkyl, aryl, or alkyl-substituted aryl, A and B are H, methyl, chloromethyl, 2,2,2-trichloromethyl, m=1-25) and lower-alkyl substituted by from 1 to 2 acyloxy groups where acyl is the residue of an aliphatic carboxylic acid having at least 2 carbon atoms; R.sub.1 is Cl, Br, lower-alkoxy, lower-alkylmercapto, arylamino, mono(lower-alkyl)amino, di(lower-alkyl)amino, hydroxy(lower-alkylene)oxy, aryloxy, hydrocarbylureido, and an enol residue; X=O or S and n=1 or 2. The polyisocyanates and the phosphates or thiophosphates are applied to the particles separately, or after preblending one with the other. Whether the components are applied separately or in combination one with the other, they can each be applied either neat or in the form of an emulsion or emulsions.

  在制备颗粒板时，使用聚异氰酸酯作为粘合剂存在一个缺点，即板材有粘附在用于其制造的平板表面的倾向。通过在将用作粘合剂的聚异氰酸酯与一种或多种磷酸盐或硫代磷酸盐结合使用少量的方法，可以最小化这个问题，其中磷酸盐或硫代磷酸盐的公式为：##STR1##其中R = 烷基（C.sub.3及以上），烯丙基（C.sub.3及以上），芳基，烷基取代的芳基，##STR2##（其中R.sub.2为烷基，芳基或烷基取代的芳基，A和B为H，甲基，氯甲基，2,2,2-三氯甲基，m = 1-25）和下游烷基取代1-2个酰氧基，其中酰基是具有至少2个碳原子的脂肪族羧酸的残基; R.sub.1是Cl，Br，下游烷氧基，下游烷基硫醇，芳基氨基，单（下游烷基）氨基，双（下游烷基）氨基，羟基（下游烷基）氧基，芳氧基，羟基烷基脲和烯醇残基; X = O或S，n = 1或2。聚异氰酸酯和磷酸盐或硫代磷酸盐分别应用于颗粒，或在彼此预混后应用。无论组分是分别应用还是混合应用，它们都可以单独或以乳液或乳液形式应用。
• US4257996A
  申请人：——

  公开号：US4257996A

  公开（公告）日：1981-03-24
• US6299887B1
  申请人：——

  公开号：US6299887B1

  公开（公告）日：2001-10-09
• Convenient Preparation of Long-Chain Dialkyl Phosphates: Synthesis of Dialkyl Phosphates
  作者：R. Aitken、Chris Collett、Shaun Mesher

  DOI：10.1055/s-0031-1290823

  日期：2012.8

  Abstract Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration and treatment with steam, gives dialkyl phosphates in good yield and essentially free from trialkyl phosphate contamination. Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration

  摘要 氯氧化磷与伯醇（1.8当量）和三乙胺（1.8当量）在甲苯中反应，然后过滤并用蒸汽处理，得到的磷酸二烷基酯收率高，基本上没有磷酸三烷基酯的污染。 氯氧化磷与伯醇（1.8当量）和三乙胺（1.8当量）在甲苯中反应，然后过滤并用蒸汽处理，得到的磷酸二烷基酯收率高，基本上没有磷酸三烷基酯的污染。