35-二甲基苯基磷酰二氯 | 775-08-6

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 35-二甲基苯基磷酰二氯
• 英文名称: dichlorophosphoric acid-(3,5-dimethyl-phenyl ester)
• 英文别名: Dichlorophosphorsaeure-(3,5-dimethyl-phenylester)；3,5-Xylyl phosphorodichloridate；1-dichlorophosphoryloxy-3,5-dimethylbenzene
• CAS: 775-08-6
• 化学式: C₈H₉Cl₂O₂P
• 分子量: 239.038
• InChiKey: FZYHTHFEIUVTNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  35-二甲基苯基磷酰二氯 在 氨 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 3,5-dimethylphenyldiamidophosphate
  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：

  3,5-二甲基苯酚 在 potassium carbonate 、 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 35-二甲基苯基磷酰二氯
  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

文献信息

• Synthesis and1H,13C and31P NMR studies of 2,10-dichloro-6-aryloxy-12H-dibenzo [d,g] [1,3,2]-dioxaphosphocin 6-oxides
  作者：C. Devendranath Reddy、R. S. N. Reddy、C. Naga Raju、Marwan ElMasri、K. Darrell Berlin、Shankar Subramanian

  DOI：10.1002/mrc.1260291111

  日期：1991.11

  The spectral analyses and syntheses of several novel 2,10-dichloro-6-aryloxy/alkyl-12H-dibenzo [d,g] [1,3,2] dioxaphosphocin 6-oxides have been achieved. Long-range coupling [5J(H,P) = 2.4 Hz] was observed between phosphorus and the bridged methylene protons. Based upon NMR data, a tub-like conformation is proposed for the central eight-membered dioxaphosphocin ring. Long-range 2J(P,O,C) and 3J(P,O,C,C) couplins were determined, as were the 31P chemical shifts for sixteen members of these new heterocycles. A variable-temperature study of one member suggested the presence of a tub form as a reasonable candidate for one major conformer but the presence of other forms was also implied.

  对几种新型 2,10-二氯-6-芳氧基/烷基-12H-二苯并 [d,g] [1,3,2] 二氧磷杂环丁烷 6-氧化物进行了光谱分析和合成。在磷和桥接的亚甲基质子之间观察到了长程耦合[5J(H,P) = 2.4 Hz]。根据核磁共振数据，提出了中心八元二氧磷环的管状构象。对这些新杂环的 16 个成员的长程 2J（P,O,C）和 3J（P,O,C,C）偶联物以及 31P 化学位移进行了测定。对其中一个成员进行的变温研究表明，一个主要构象的合理候选形式是管状，但也暗示存在其他形式。
• Synthesis,1H,13C and31P NMR spectral studies of novel 2-aryloxy/cyclicamino- 3-(4-methylphenyl)- 1H- naphth[ 1,2-e] [1,3,2] oxazaphosphorine 2-oxides/sulphides and13C NMR data for some 4-substituted-dinaphtho dioxaphosphepin 4-oxides/sulphides
  作者：C. Naga Raju、M. S. R. Naidu、E. O. John、M. C. Reddy

  DOI：10.1002/mrc.1260281013

  日期：1990.10

  The syntheses, 1H, 13C and 31P NMR chemical shifts and 13C‐31P coupling constants of 2‐aryloxy/cyclicamino‐2,3‐dihydro ‐3‐ (4‐methylphenyl) ‐1H ‐ naphth [1,2‐e] [1,3,2]oxazaphosphorine 2‐oxides/sulphides and the 13C NMR data for 4‐substituted ‐ dinaphtho [2,1 ‐d:1′,2′‐f] [1,3,2] dioxaphosphepin 4‐oxides/sulphides are reported.

  2-芳氧基/环氨基-2,3-二氢-3-(4-甲基苯基)-1H-萘[1,2-e]的合成、1H、13C和31P NMR化学位移和13C-31P耦合常数[1] ,3,2]oxazaphosphorine 2-oxides/sulphides 和 13C NMR 数据为 4-取代 - dinaphtho [2,1 -d:1',2'-f] [1,3,2] dioxaphosphepin 4-oxides/sulphides被报道。
• Devendranath Reddy; Reddy; Naga Raju, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 6, p. 426 - 432
  作者：Devendranath Reddy、Reddy、Naga Raju

  DOI：——

  日期：——
• Bull; Naidu; Nagaraju, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 7, p. 688 - 690
  作者：Bull、Naidu、Nagaraju

  DOI：——

  日期：——
• Prasad, M. V. S. R.; Naidu, M. S. R., Journal of the Indian Chemical Society, 1992, vol. 69, # 3, p. 164 - 166
  作者：Prasad, M. V. S. R.、Naidu, M. S. R.

  DOI：——

  日期：——