2-isopropyl-5-methylphenyl phenylcarbamate | 109449-40-3

• 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-isopropyl-5-methylphenyl phenylcarbamate
• 英文别名: phenyl-carbamic acid-(2-isopropyl-5-methyl-phenyl ester)；Phenyl-carbamidsaeure-(2-isopropyl-5-methyl-phenylester)；3-Phenylcarbamoyloxy-p-cymol；O-Phenylcarbamoyl-thymol；Carbanilsaeure-(5-methyl-2-isopropyl-phenyl)-ester；Carbanilsaeurethymylester；(5-methyl-2-propan-2-ylphenyl) N-phenylcarbamate
• CAS: 109449-40-3
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: PDHPDCFLYCZWRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  2-isopropyl-5-methylphenyl phenylcarbamate 生成 百里酚 、 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：

  百里酚 、 异氰酸苯酯 在 三氯化铝 作用下， 生成 2-isopropyl-5-methylphenyl phenylcarbamate
  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

文献信息

• Synthesis, anticholinesterase activity and molecular modeling study of novel carbamate-substituted thymol/carvacrol derivatives
  作者：Belma Zengin Kurt、Isil Gazioglu、Aydan Dag、Ramin Ekhteiari Salmas、Gülru Kayık、Serdar Durdagi、Fatih Sonmez

  DOI：10.1016/j.bmc.2016.12.037

  日期：2017.2

  New thymol and carvacrol derivatives with the carbamate moiety were synthesized and their inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. 5-isopropyl-2-methylphenyl(3-fluorophenyl)carbamate (29) was found to be the most potent AChE inhibitor with IC50 values of 2.22 mu M, and 5-isopropyl-2-methylphenyl (4-fluorophenyl)carbamate (30) exhibited the strongest inhibition against BuChE with IC50 value of 0.02 mu M. Additionally, the result of H4IIE hepatoma cell toxicity assay for compounds 18, 20, 29, 30 and 35 showed negligible cell death at 0.07-10 mu M. Moreover in order to better understand the inhibitory profiles of these molecules, molecular modeling studies were applied. Binding poses of studied compounds at the binding pockets of AChE and BuChE targets were determined. Predicted binding energies of these compounds as well as structural and dynamical profiles of molecules at the target sites were estimated using induced fit docking (IFD) algorithms and post-processing molecular dynamics (MD) simulations methods (i.e., Molecular mechanics Poisson-Boltzmann surface area (MM-PBSA) approaches). (C) 2016 Elsevier Ltd. All rights reserved.
• Semmler; Mc Kenzie, Chemische Berichte, 1906, vol. 39, p. 1163
  作者：Semmler、Mc Kenzie

  DOI：——

  日期：——