pentachlorophenyl N-methylcarbamate | 2655-08-5

• 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: pentachlorophenyl N-methylcarbamate
• 英文别名: Pentachlorphenyl-methylcarbamat；2,3,4,5,6-Pentachlorophenyl methylcarbamate；(2,3,4,5,6-pentachlorophenyl) N-methylcarbamate
• CAS: 2655-08-5
• 化学式: C₈H₄Cl₅NO₂
• 分子量: 323.39
• InChiKey: FTCSFJOFZGYXFX-UHFFFAOYSA-N

物化性质

• 沸点：
  384.4±42.0 °C(Predicted)
• 密度：
  1.653±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  pentachlorophenyl N-methylcarbamate 在 吡啶 、 亚硝酰氯 作用下， 反应 2.0h， 以94%的产率得到(2,3,4,5,6-五氯苯基)N-甲基-N-亚硝基氨基甲酸酯
  参考文献：
  名称：

  Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas

  摘要：

  A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.

  DOI：

  10.1021/jm00344a017
• 作为产物：
  描述：

  五氯酚 、 异氰酸甲酯 在 吡啶 作用下， 反应 24.0h， 以85%的产率得到pentachlorophenyl N-methylcarbamate
  参考文献：
  名称：

  Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas

  摘要：

  A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.

  DOI：

  10.1021/jm00344a017

文献信息

• BIODEGRADABLE ORGANIC RADICAL-FUNCTIONALIZED POLYCARBONATES FOR MEDICAL APPLICATIONS
  申请人：International Business Machines Corporation

  公开号：US20160220705A1

  公开（公告）日：2016-08-04

  Paramagnetic, amphiphilic, biocompatible polymers were prepared comprising a carbonate repeat unit bearing a paramagnetic organic radical, more specifically a nitroxyl radical. The radical polymers can be produced in one step from a precursor polymer bearing an active ester side chain by treating the precursor polymer with a radical-bearing nucleophile. The precursor polymer can be prepared by organocatalyzed catalyzed ring opening polymerization (ROP) of a cyclic carbonate monomer bearing an active ester side chain. The radical polymers can be non-toxic and partially biodegradable. The radical polymers have utility as contrast enhancing agents in a medical imaging application and/or as therapeutic agents for treating a medical condition. The radical polymers can also serve as carriers for therapeutic agents (e.g., drugs) and/or medical image enhancing agents (e.g., NIRF dyes).

  具有顺磁性、两性亲疏性、生物相容性的聚合物已经制备好，其中包含一个带有顺磁性有机自由基的碳酸酯重复单元，更具体地说是一个亚硝基自由基。这种自由基聚合物可以通过将带有活性酯侧链的前体聚合物与带有自由基的亲核试剂处理而一步制备而成。前体聚合物可以通过有机催化的环氧化聚合（ROP）来制备，该环氧化单体带有活性酯侧链。这种自由基聚合物可能是无毒且部分可生物降解的。这种自由基聚合物在医学成像应用中可用作增强对比剂，和/或作为治疗医疗状况的治疗剂。这种自由基聚合物还可以作为治疗剂（例如药物）和/或医学图像增强剂（例如NIRF染料）的载体。
• Process for the preparation of substituted-phenyl-N-alkyl-carbamates
  申请人：Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.

  公开号：US04150034A1

  公开（公告）日：1979-04-17

  A process for the preparation of a substituted-phenyl-N-alkyl-carbamate of the formula ##STR1## wherein R.sup.1 and R.sup.2 form part of a carbamoyloxy group and are identical or different and each is hydrogen or lower alkyl, R is halogen, formyl group or a group of the formula ##STR2## in ortho or meta-position to the carbamoyloxy group, wherein X.sup.1 and X.sup.2 are identical or different and each is oxygen or sulphur and R.sup.3 and R.sup.4 are identical or different and each is alkyl, alkenyl or alkynyl or together form a 5-membered saturated or unsaturated heterocycle in which X.sup.1 and X.sup.2 are heteroatoms, said process comprising reacting a compound of the formula ##STR3## in the presence of a base with a compound of the formula ##STR4## wherein A is phenyl substituted with two or more electron withdragroups.

  制备式为##STR1##的取代苯基-N-烷基-氨基甲酸酯的方法，其中R.sup.1和R.sup.2形成一个氨基甲酸酯氧基团的一部分，且相同或不同，且每个是氢或低碳基，R是卤素，甲酰基或式为##STR2##的基团，位于与氨基甲酸酯氧基团的邻位或间位，其中X.sup.1和X.sup.2相同或不同，且每个是氧或硫，R.sup.3和R.sup.4相同或不同，且每个是烷基，烯基或炔基，或者一起形成一个5-成员饱和或不饱和杂环，在其中X.sup.1和X.sup.2是杂原子，所述方法包括将式为##STR3##的化合物与式为##STR4##的化合物在碱存在下反应，其中A是苯基，取代有两个或更多电子吸引基团。
• US4150034A
  申请人：——

  公开号：US4150034A

  公开（公告）日：1979-04-17
• US9718957B2
  申请人：——

  公开号：US9718957B2

  公开（公告）日：2017-08-01
• Activated N-nitrosocarbamates for regioselective synthesis of N-nitrosoureas
  作者：Jean Martinez、Joel Oiry、Jean Louis Imbach、Francois Winternitz

  DOI：10.1021/jm00344a017

  日期：1982.2

  A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas. As an interesting example, N,N'-bis[(2-chloroethyl)nitrosocarbamoyl]cystamine, a new attractive oncostatic derivative, has been prepared. The cytotoxic activity of these various compounds were tested on L1210 leukemia.