(4-甲基苯基)N-苯基氨基甲酸酯 | 16323-13-0

• 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: (4-甲基苯基)N-苯基氨基甲酸酯
• 中文别名: 4-甲基苯基苯基氨基甲酸酯
• 英文名称: 4-methylphenyl phenylcarbamate
• 英文别名: Carbanilic acid, P-tolyl ester；(4-methylphenyl) N-phenylcarbamate
• CAS: 16323-13-0
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: PHGYDISVSYRXHT-UHFFFAOYSA-N

物化性质

• 溶解度：
  17.8 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  (4-甲基苯基)N-苯基氨基甲酸酯 生成 对甲酚 、 异氰酸苯酯
  参考文献：
  名称：

  EFFICACY, SAFETY AND PATIENT SATISFACTION OUTCOMES OF THE AMS 700CX INFLATABLE PENILE PROSTHESIS: RESULTS OF A LONG-TERM MULTICENTER STUDY

  摘要：

  Purpose: We performed a long-term multicenter study of the AMS 700CX double dagger 3-piece inflatable penile prosthesis, focusing on longevity, morbidity and patient satisfaction in men implanted up to 134 months with a median followup of 47.7 months.Materials and Methods: We performed a large scale retrospective multicenter study in 2 phases. Phase 1 was a medical record review of 372 men who underwent implantation with the AMS 700CX penile prosthesis from 1987 to 1996 by 7 frequent penile prosthesis implanters, Phase 2 included a structured telephone interview of 207 patients by a neutral observer.Results: For the 372 men in phase 1 mean device mechanical reliability plus or minus standard deviation was 92.1% +/- 3.3% affer 3 and 86.2% +/- 4.6% after 5 years. Patient age was 21 to 79 years (mean 57.6 +/- 11.0) at implantation. The etiology of erectile dysfunction was vascular in 27.7% of the cases, Peyronie's disease in 16.9%, diabetes mellitus in 12.9% and radical surgery in 11.6%. Of the men 55.6% received previous treatment for erectile dysfunction. Postoperative infection and device malfunction developed in 3.2% and 17.5% of the cases, respectively. Of the 207 men interviewed in phase 2, 86% still had an AMS 700CX penile prosthesis implanted, including 87.1% with erection suitable for coitus. Currently 79% of those with a device use it at least twice monthly and 88.2% would recommend an implant to a relative or friend.Conclusions: The AMS 700CX penile implant produced suitable erection and excellent patient satisfaction at long-term followup in the majority of men. Implant reliability is excellent and postoperative morbidity is low.

  DOI：

  10.1016/s0022-5347(05)67364-8
• 作为产物：
  描述：

  4-methylphenyl (2,4,6-trinitrophenyl) carbonate 、 苯胺 在 potassium chloride 作用下， 以 乙醇 、 水 为溶剂， 生成 (4-甲基苯基)N-苯基氨基甲酸酯
  参考文献：
  名称：

  碳酸二芳基酯的协同氨解：亲核试剂，非离去基团和亲核试剂的碱性的动力学敏感性

  摘要：

  4-甲基苯基，苯基和4-氯苯基-2,4,6-三硝基苯碳酸酯（的反应的动力学1，2，和3，分别地）与一系列苯胺和仲脂环族（SA）的胺已经进行了用分光光度法在44重量％的乙醇-水，在25.0℃下，离子强度0.2 M的布朗斯台德图（统计学校正）为碳酸盐的反应中1 - 3与苯胺和SA胺是线性的与斜率（β ñ在的范围内）分别归因于协调机制，分别为0.69–0.78和0.45–0.48。对于log k N对非离开的碱性（βNLG）和离开（β LG）基团进行了讨论。苯胺比等压SA胺更具反应性，这可能是由于后者提供的更大的位阻。©2012 Wiley Periodicals，Inc.国际化学杂志Kinet 44：604–611，2012

  DOI：

  10.1002/kin.20700

文献信息

• Synthesis, anticholinesterase, and calcium-antagonist activity of phenyl esters of n-substituted carbamic acid
  作者：Yu. Ya. Ivanov、N. M. Smirnova

  DOI：10.1007/bf02464676

  日期：1997.1

  anticholinesterase compounds renders them capable of producing calcium-antagonist action in addition to the anticholinesterase effect [1-4] . For example, Ca 2§ antagonism was observed in reversible cholinesterase inhibitors such as the esters of N-substituted carbamic acid with aliphatic structure of the alcohol part of the molecule [4]. The purpose of this work was to answer the question as to whether

  先前我们已经证明，抗胆碱酯酶化合物的化学结构的某些修饰使它们能够产生除抗胆碱酯酶作用之外的钙拮抗剂作用 [1-4] 。例如，在可逆胆碱酯酶抑制剂中观察到 Ca 2§ 拮抗作用，例如 N-取代氨基甲酸的酯类，其分子的醇部分具有脂肪族结构 [4]。这项工作的目的是回答关于钙拮抗剂活性是否也是通过不同机制与胆碱酯酶相互作用的抗胆碱酯酶物质所固有的问题。初步研究表明，N-取代氨基甲酸的苯基酯通过组合机制（同时具有可逆和不可逆特征）抑制这些酶。在这方面，我们合成了一系列通式为RtNHC(O)OR 2 的化合物，其中R 1 = Me (I, II), Ph (IV, V), n-Bu (III)；R 2 = Ph (I, III, IV), CrI-I4Me-4 (II, V)。
• ANTIMICROBIAL CATIONIC POLYAMINES
  申请人：International Business Machines Corporation

  公开号：US20150342984A1

  公开（公告）日：2015-12-03

  Antimicrobial, non-hemolytic cationic polyamines were prepared by treating partially N-acylated polyethylenimines and/or partially oxidized polyethylenimines with a protic acid. The cationic polyamines can have a linear or branched polyethylenimine backbone structure. Preferably, the cationic polyamines comprise pendant urea groups, which can be introduced via a cyclic carbonate comprising a pendant urea group. The cationic polyamines can be active against a tuberculosis mycobacterium at low concentration. The cationic polyamines are also effective against Gram-negative Escherichia coli and Pseudomonas aeruginosa , Gram-positive Staphylococcus aureus , and fungus Candida albicans in solution and in the form of a film.

  抗菌、非溶血性阳离子聚胺是通过用一种质子酸处理部分N-酰化聚乙烯亚胺和/或部分氧化聚乙烯亚胺制备的。这些阳离子聚胺可以具有线性或支链聚乙烯亚胺骨架结构。最好的情况是，这些阳离子聚胺包括吊挂脲基团，可以通过含有吊挂脲基团的环状碳酸酯引入。这些阳离子聚胺在低浓度下可以对结核分枝杆菌起作用。这些阳离子聚胺对革兰氏阴性大肠杆菌和铜绿假单胞菌、革兰氏阳性金黄色葡萄球菌以及真菌白色念珠菌在溶液中和膜的形式中也具有有效性。
• A Fe₃ O₄ @SiO₂ /Schiff Base/Pd Complex as an Efficient Heterogeneous and Recyclable Nanocatalyst for One-Pot Domino Synthesis of Carbamates and Unsymmetrical Ureas
  作者：Iman Dindarloo Inaloo、Sahar Majnooni

  DOI：10.1002/ejoc.201901140

  日期：2019.10.9

  A palladium‐catalyzed domino method for the direct synthesis of carbamates and ureas has been developed by using readily available and economical starting materials (aryl halide, carbon monoxide, sodium azide, amines, and alcohols) in a one‐pot approach. This efficient and phosgene‐free process provided an inexpensive and attractive route to synthesize the products in good to excellent yields.

  通过一锅法使用容易获得且经济的起始原料（芳基卤化物，一氧化碳，叠氮化钠，胺和醇），已经开发了直接催化氨基甲酸酯和脲合成钯催化的多米诺骨牌方法。这种高效且无光气的工艺提供了一种廉价且诱人的途径，可以以良好的收率获得优良的合成产物。
• Ureas as safe carbonyl sources for the synthesis of carbamates with deep eutectic solvents (DESs) as efficient and recyclable solvent/catalyst systems
  作者：Iman Dindarloo Inaloo、Sahar Majnooni

  DOI：10.1039/c8nj02624f

  日期：——

  synthesis of primary, N-mono- and N-disubstituted carbamates is developed from ureas. The corresponding carbamates were produced at 120 °C, within 18 h, and in the presence of a deep eutectic solvent as a recyclable catalytic system. The catalyst can be reused for several runs without any reduction in its activity. To demonstrate the utility of this approach, a wide variety of alcohols and phenols were

  由尿素开发了一种简单，有效和环保的一锅法合成伯，N-单和N-二取代的氨基甲酸酯。相应的氨基甲酸酯是在120°C下，在18小时内且在深共熔溶剂作为可循环催化体系的情况下产生的。该催化剂可以重复使用几次，而不会降低其活性。为了证明这种方法的实用性，人们对各种醇和酚进行了研究，以发现中，高收率的各种氨基甲酸酯衍生物。
• Kinetics and Mechanism of the Anilinolysis of Aryl 4-Nitrophenyl Carbonates in Aqueous Ethanol
  作者：Enrique A. Castro、Marcela Gazitúa、José G. Santos

  DOI：10.1021/jo051168b

  日期：2005.9.1

  slopes for the two latter reactions are in accordance with those obtained in stepwise mechanism where breakdown to product of a zwitterionic tetrahedral intermediate is the rate-determining step. On the other hand, the β value for the reactions of BNPC is at the upper limit of those found for concerted mechanisms. The kinetic results for the reactions of anilines with BNPC correlates well with those

  苯胺与4-硝基苯基，4-甲基苯基和4-氯苯基碳酸4-硝基苯酯（分别为BNPC，MPNPC和ClPNPC）的反应是在44 wt％的乙醇-水中于25.0°C下以离子强度进行动力学研究的0.2 M（KCl）。的曲线图ķ实测值VS [胺]是线性的，与所述斜坡（ķ Ñ）与pH值无关。布朗斯台德型图（log k N vs p K a苯胺的共轭酸的线性是线性的，对于苯胺与BNPC，MPNPC和ClPNPC的反应，斜率分别为β= 0.65、0.85和0.78。后两个反应的斜率值与在逐步机理中获得的斜率值一致，其中两性离子四面体中间体的分解是决定速率的步骤。另一方面，BNPC反应的β值处于协同机制发现的β值的上限。苯胺与BNPC反应的动力学结果与相同胺与4-甲基苯基和4-氯苯基2,4-二硝基苯基碳酸酯的协同反应的动力学结果密切相关：计算的log k N值的图（通过多次参数方程式）与实验对数k N值是线性的，