4-phenoxymethylphenyl isocyanate | 74119-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-phenoxymethylphenyl isocyanate
• 英文别名: 1-isocyanato-4-(phenoxymethyl)benzene
• CAS: 74119-28-1
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: WFVLGLQYJTYXMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-phenoxymethylphenyl isocyanate 、 烯丙醇 以 苯 为溶剂， 反应 5.0h， 以0.33 mg的产率得到(4-phenoxymethylphenyl)carbamic acid allyl ester
  参考文献：
  名称：

  A Self-Immolative Spacer That Enables Tunable Controlled Release of Phenols under Neutral Conditions

  摘要：

  A current challenge in the area of responsive materials is the design of reagents and polymers that provide controlled release of phenols in environments that are less polar than water. In these contexts, a molecular strategy that enables release of nearly any phenol with predictable and tunable rates and without complication from background hydrolysis would substantially increase the precision with which materials can be designed to respond to a particular signal. This Article addresses this problem at the fundamental level by describing the design, synthesis, and physical-organic characterization of two small molecule self-immolative spacers that are capable of releasing phenols in organic and mixed organic aqueous solutions. The rate of release from these small molecule model systems is predictable and tunable, such that nearly any type of phenol, regardless of pK(a) value, can be released in neutral solutions without complications from nonspecific background release due to hydrolysis. Furthermore, the release properties of the spacers can be predicted from bond length and conformation data (obtained from crystal structures). On the basis of these results, it should now be possible to incorporate these design elements into materials to enable precise response properties in environments that are not 100% aqueous.

  DOI：

  10.1021/jo300400q
• 作为产物：
  描述：

  4-苯氧基甲基苯甲酸 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 4-phenoxymethylphenyl isocyanate
  参考文献：
  名称：

  A Self-Immolative Spacer That Enables Tunable Controlled Release of Phenols under Neutral Conditions

  摘要：

  A current challenge in the area of responsive materials is the design of reagents and polymers that provide controlled release of phenols in environments that are less polar than water. In these contexts, a molecular strategy that enables release of nearly any phenol with predictable and tunable rates and without complication from background hydrolysis would substantially increase the precision with which materials can be designed to respond to a particular signal. This Article addresses this problem at the fundamental level by describing the design, synthesis, and physical-organic characterization of two small molecule self-immolative spacers that are capable of releasing phenols in organic and mixed organic aqueous solutions. The rate of release from these small molecule model systems is predictable and tunable, such that nearly any type of phenol, regardless of pK(a) value, can be released in neutral solutions without complications from nonspecific background release due to hydrolysis. Furthermore, the release properties of the spacers can be predicted from bond length and conformation data (obtained from crystal structures). On the basis of these results, it should now be possible to incorporate these design elements into materials to enable precise response properties in environments that are not 100% aqueous.

  DOI：

  10.1021/jo300400q

文献信息

• [EN] DERIVATIVES OF PHENYL (THIO) UREA DEOXYTHYMIDINE AND USE THEREOF AS ANTIMALARIALS<br/>[FR] DÉRIVÉS DE PHÉNYL(THIO)URÉEDÉSOXYTHYMIDINE ET LEUR UTILISATION COMME ANTIPALUDIQUES
  申请人：UNIV DUNDEE

  公开号：WO2013014445A1

  公开（公告）日：2013-01-31

  Deoxythymidine derivatives according to formula (I) are disclosed. wherein: X may be O or S; and R1, R2, R3, R4 and R5 may each be independently selected from H, halo, C1-C6 alkyl, C1-C6 haloalkyl, nitro, phenyl, heteroaryl, substituted heteroaryl wherein the substituents may be C1-C6 alkyl or C1-C6 haloalkyl, benzyl, -CH2OAr, -OR6 and six-membered ring heterocyclic groups containing 1 or more O and/or N heteroatoms wherein any N heteroatom may be C1-C6 alkyl-substituted; and R6 may be selected from C1-C6 alkyl, phenyl, six-membered ring heterocyclic groups containing at least one O heteroatom, benzyl and substituted benzyl wherein the substituents may be halo, C1-C6 alkyl or C1-C6 alkoxy; R7 may be H or C1-C6 alkyl; and the stereochemistry of the bond depicted as 〰 is either α or β. Such derivatives have shown good inhibitory activity against malaria-causing parasites, e.g. Plasmodium falciparum, but have shown low levels of toxicity to human cells.

  根据公式（I），披露了脱氧胸苷衍生物。其中：X可以是O或S；R1、R2、R3、R4和R5可以分别独立地选择自H、卤素、C1-C6烷基、C1-C6卤代烷基、硝基、苯基、杂环芳基、取代的杂环芳基，其中取代基可以是C1-C6烷基或C1-C6卤代烷基、苄基、-CH2OAr、-OR6和含有1个或多个O和/或N杂原子的六元环杂环基团，其中任何N杂原子可以是C1-C6烷基取代的；R6可以选择自C1-C6烷基、苯基、含有至少一个O杂原子的六元环杂环基团、苄基和取代的苄基，其中取代基可以是卤素、C1-C6烷基或C1-C6烷氧基；R7可以是H或C1-C6烷基；而所示键的立体化学为α或β。这些衍生物已显示出对引起疟疾的寄生虫，如疟原虫（Plasmodium falciparum），具有良好的抑制活性，但对人类细胞的毒性水平较低。
• N'-phenyl-N-methylurea derivatives
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04260411A1

  公开（公告）日：1981-04-07

  A compound of the formula: ##STR1## wherein A is a hydrogen atom, a methyl group or a methoxy group, Rs are same or different and each a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a trifluoromethyl group, a cyano group or a methylenedioxy group, X is a hydrogen atom or a halogen atom, Y is an oxygen atom or a sulfur atom, Z is a lower alkylene group and n is an integer of 0 to 3, provided that the substituted ureido group being present at the m- or p-position to the substituent represented by the symbol X and at the same time at the m- or p-position to the substituent represented by the symbol Z, which shows herbicidal and/or fungicidal activities and can be prepared, for instance, by reacting the corresponding phenyl isocyanate with a reagent of the formula: ##STR2## wherein A is as defined above.

  一种化合物的化学式如下：##STR1## 其中A是氢原子、甲基基团或甲氧基团，Rs是相同或不同的卤素原子、低碳基团、低碳氧基团、低碳硫基团、三氟甲基基团、氰基或亚甲二氧基基团，X是氢原子或卤素原子，Y是氧原子或硫原子，Z是低碳烷基基团，n是0到3的整数，条件是取代脲基位于由符号X表示的取代基和同时位于由符号Z表示的取代基的m-或p-位置，该化合物具有除草和/或杀菌活性，并可通过将相应的苯基异氰酸酯与以下化合物反应制备而成：##STR2## 其中A如上所定义。
• US4260411A
  申请人：——

  公开号：US4260411A

  公开（公告）日：1981-04-07