N-(2-isopropyl-5-methylphenyl)acetamide | 105973-35-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-(2-isopropyl-5-methylphenyl)acetamide
• 英文别名: 5-methyl-2-isopropylacetanilide；acetic acid-(2-isopropyl-5-methyl-anilide)；Essigsaeure-(2-isopropyl-5-methyl-anilid)；Essigsaeure-thymylamid；Acetyl-thymylamin；N-(2-isopropyl-5-methyl-phenyl)acetamide；N-(5-methyl-2-propan-2-ylphenyl)acetamide
• CAS: 105973-35-1
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: JEICGIPABLGYOV-UHFFFAOYSA-N

物化性质

• 沸点：
  325.0±21.0 °C(Predicted)
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三聚丙烯 、 N-乙酰基-3-甲苯胺 在 bis(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 、 1,4-bis[bis(pentafluorophenyl)phosphino]butane 作用下， 以 邻二氯苯 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 以92%的产率得到N-(2-isopropyl-5-methylphenyl)acetamide
  参考文献：
  名称：

  通过协同去稳定化进行支链选择性烯烃氢芳基化：铱催化乙酰苯胺的邻位烷基化

  摘要：

  用宽咬角和缺电子双膦 d F ppb（1,4-双（二（五氟苯基）膦基）丁烷）改性的铱（I）催化剂体系可促进不同乙酰苯胺和乙酰苯胺之间的高度支链选择性加氢芳基化反应芳基或烷基取代的烯烃。这提供了对具有合成挑战性的苯胺的直接和邻位选择性获取，并解决了与相关弗里德尔-克来福特烷基化相关的长期存在的问题。

  DOI：

  10.1002/anie.201506581

文献信息

• (R)-n-menth-4-en-3-one and its Derivatives in Reactions with N-containing Reagents
  作者：G. Yu. Ishmuratov、V. S. Tukhvatshin、M. P. Yakovleva、R. R. Muslukhov、A. V. Allagulova、G. R. Talipova

  DOI：10.1007/s10600-014-0929-5

  日期：2014.5

  The reactions of (R)-n-menth-4-en-3-one and its derivatives with N-containing reagents were studied. New menthane-type acetamides were synthesized.

  研究了(R)-n-薄荷-4-烯-3-酮及其衍生物与含氮试剂的反应。合成了新的薄荷烷类乙酰胺。
• (R)-4-Menthen-3-one anti-Oxime and Its Transformation under Beckman Rearrangement Conditions
  作者：R. Ya. Kharisov、E. R. Latypova、R. F. Talipov、R. R. Muslukhov、G. Yu. Ishmuratov、G. A. Tolstikov

  DOI：10.1023/b:conc.0000018111.69227.fb

  日期：2003.11

  (R)-4-Menthenone anti-oxime was synthesized for the first time. Its transformations under Beckman rearrangement conditions were studied.
• Widman, Chemische Berichte, 1882, vol. 15, p. 167
  作者：Widman

  DOI：——

  日期：——
• Cooke; Macbeth, Journal of the Chemical Society, 1937, p. 1594
  作者：Cooke、Macbeth

  DOI：——

  日期：——
• ANTI-MICROBIAL AGENTS AND USES THEREOF
  申请人：Tan Derek Shieh

  公开号：US20090170805A1

  公开（公告）日：2009-07-02

  Many pathogens, including Mycobacterium tuberculosis and Yersinia pestis , rely on an iron acquisition system based on siderophores, secreted iron-chelating compounds with extremely high Fe(III) affinity. The compounds of the invention are inhibitors of domain salicylation enzymes, which catalyze the salicylation of an aroyl carrier protein (ArCP) domain to form a salicyl-ArCP domain thioester intermediate via a two-step reaction. The compounds include the intermediate mimic 5′-O—[N-(salicyl)sulfamoyl]-adenosine (salicyl-AMS) and analogs thereof. These compounds are inhibitors of the salicylate activity of MbtA, YbtE, PchD, and other domain salicylation enzymes involved in the biosynthesis of siderophores. Therefore, these compounds may be used in the treatment of infection caused by microorganisms which rely on siderphore-based iron acquisition systems. Pharmaceutical composition and methods of using these compounds to treat or prevent infection are also provided as well as methods of preparing the inventive compounds.