(2-phenylethylamino)phosphoryl dichloride | 34492-23-4

• 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: (2-phenylethylamino)phosphoryl dichloride
• 英文别名: phenethyl-phosphoramidic acid dichloride
• CAS: 34492-23-4
• 化学式: C₈H₁₀Cl₂NOP
• 分子量: 238.053
• InChiKey: CNQPPJPBYVVICP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (2-phenylethylamino)phosphoryl dichloride 在 氨 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 N-(2-phenylethyl)phosphoric triamide
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Phosphoramide Derivatives as Urease Inhibitors

  摘要：

  The design, synthesis, and biological evaluation of phosphoramide derivatives as urease inhibitors to reduce the loss of ammonia has been carried out. Forty phosphorus derivatives were synthesized and their inhibitory activities evaluated against that of jack bean urease. In addition, in vivo assays have been carried out. All of the compounds were characterized by IR, H-1 NMR, MS, and elemental microanalysis. In some cases, detailed molecular modeling studies were carried out, and these highlighted the interaction between the enzyme active center and the compounds and also the characteristics related to their activity as urease inhibitors. According to the IC50 values for in vitro inhibitory activity, 12 compounds showed values below 1 mu M and 8 of them represent improvements of activity in comparison to the commercial urease inhibitor N-n-butylthiophosphorictriamide (NBPT) (100 nM) (AGROTAIN). On the basis of the activity results and the conclusions of the molecular modeling study, a structural model for new potential inhibitors has been defined.

  DOI：

  10.1021/jf072901y
• 作为产物：
  描述：

  2-苯乙胺盐酸盐 在 三氯氧磷 作用下， 生成 (2-phenylethylamino)phosphoryl dichloride
  参考文献：
  名称：

  Dorn,H.; Welfle,H., Journal fur praktische Chemie (Leipzig 1954), 1971, vol. 313, p. 218 - 228

  摘要：

  DOI：

文献信息

• Diastereoselectivity in nucleophilic displacement reactions at phosphorus; isolation and characterization of a pentacoordinated intermediate
  作者：Franco Alberto Merckling、Peter Rüedi

  DOI：10.1016/0040-4039(96)00275-4

  日期：1996.3

  Reaction of the axially substituted trans-3-chloro-2,4-dioxa-3λ5-phosphabicyclo[4.4.0]decan-3-one ((±)-1) with O- and S-nucleophiles in the presence of DBN preferentially proceeds with retention at P, whereas the epimeric ration is reversed with DBU as the auxiliary base. N-nucleophiles exclusively react with inversion; in the presence of DBN, a pentacoordinated compound (5), which is considered to

  轴向取代的反应反式-3-氯-2,4-二氧杂3λ 5 -phosphabicyclo [4.4.0]癸烷-3-酮（（±） - 1）与O-和在DBN的存在S-亲核试剂优先保留在P处，而差向异构率以DBU作为辅助碱基而逆转。N-亲核试剂仅与倒位反应；在DBN存在下，分离出被认为是反应中间体的五配位化合物（5）作为主要产物。
• Dorn; Welfle, Pharmazie, 1972, vol. 27, # 1, p. 15 - 17
  作者：Dorn、Welfle

  DOI：——

  日期：——