2-(4-chlorophenyl)-3-methylbutyramide | 69741-69-1

• 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-(4-chlorophenyl)-3-methylbutyramide
• 英文别名: (RS)-2-isopropyl-4'-chlorophenylacetamide；α-isopropyl-p-chlorophenylacetamide；2-(4-Chlorophenyl)-3-methylbutanamide
• CAS: 69741-69-1
• 化学式: C₁₁H₁₄ClNO
• mdl: MFCD11643424
• 分子量: 211.691
• InChiKey: QZVCKPXVTOPHBV-UHFFFAOYSA-N

物化性质

• 沸点：
  358.4±25.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  43.09
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenyl)-3-methylbutyramide 在 cell-free extract of amidase gene cloned from Klebsiella oxytoca KCTC 1686 and functionally expressed in Escherichia coli BL₂₁(DE₃) 作用下， 以 甲醇 为溶剂， 以99%的产率得到
  参考文献：
  名称：

  Soluble and functional expression of a recombinant enantioselective amidase from Klebsiella oxytoca KCTC 1686 in Escherichia coli and its biochemical characterization

  摘要：

  A gene encoding an enantioselective amidase (KamH) was cloned from Klebsiella oxytoca KCTC 1686 and inserted into the EcoRI and HindiIII sites of the vector pET-30a(+). When KamH with a peptide containing a His-tag and an enterokinase cleavage site was overexpressed in Escherichia coli, approximately half was found in the soluble fraction, but it lacked activity. After cleavage of the peptide by enterokinase, the enzyme activity was partly restored, reaching 420.2 +/- 33.62 U/g dry cell weight (DCW). Another recombinant plasmid was constructed by inserting the KamH gene into the Ndel and EcoRI sites of pET-30a(+) to express KamH in its native form. The overexpressed amidase was found primarily in the soluble fraction and its maximum activity was 3613.4 +/- 201.68 U/g DCW. This indicated that the peptide influenced not only soluble expression but also activity of KamH, perhaps by blocking the substrate-binding tunnel of KamH. Similar results were obtained with heterologously expressed amidases from Rhodococcus erythro-polis MP50 and Agrobacterium tumefaciens d3. All of these amidases have an N-terminal alpha-helical domain. Therefore, amidases of this type may be functionally expressed in their native form. KamH hydrolyzed a range of aliphatic and aromatic amides and exhibited strict S-selectivity towards racemic amides. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.procbio.2015.05.005
• 作为产物：
  描述：

  2-(4-氯苯基)-3-甲基丁酸 在 ammonium hydroxide 作用下， 生成 2-(4-chlorophenyl)-3-methylbutyramide
  参考文献：
  名称：

  合成和评估一系列新的取代的酰基（硫）脲和噻二唑[2,3-a]嘧啶衍生物，它们是流感病毒神经氨酸酶的有效抑制剂。

  摘要：

  制备了一系列取代的酰基（硫）脲和2H-1,2,4-噻二唑[2,3-a]嘧啶衍生物，并测试了它们的细胞培养和对流感病毒的酶活性。它们的体外神经氨酸酶抑制活性与培养细胞中的相应活性高度吻合，并且被评价为有效的神经氨酸酶抑制剂。在显示IC（50）s <0.1microM的类似物中，有16和60被进一步研究，认为它们具有未来发展的最大潜力。描述了代表性化合物的分子对接工作，以提供对其作用机理的更多见解，并进一步使本文中该新系列的观察合理化，该新系列代表了新型的高效和选择性的流感病毒抑制剂。

  DOI：

  10.1016/j.bmc.2006.08.034

文献信息

• ORGANIC COMPOUNDS
  申请人：Breitenstein Werner

  公开号：US20090233920A1

  公开（公告）日：2009-09-17

  The invention relates to 3,5-substituted piperidine compounds, these compounds for use in the diagnostic and therapeutic treatment of a warm-blooded animal, especially for the treatment of a disease (=disorder) that depends on activity of renin; the use of a compound of that class for the preparation of a pharmaceutical formulation for the treatment of a disease that depends on activity of renin; the use of a compound of that class in the treatment of a disease that depends on activity of renin; pharmaceutical formulations comprising a 3,5-substituted piperidine compound, and/or a method of treatment comprising administering a 3,5-substituted piperidine compound, a method for the manufacture of a 3,5-substituted piperidine compound, and novel intermediates and partial steps for its synthesis. The preferred compounds (which can also be present as salts) have the formula I wherein R1, R2, T, R3 and R4 are as defined in the specification.

  该发明涉及3,5-取代哌啶化合物，这些化合物用于诊断和治疗温血动物，特别是用于治疗依赖肾素活性的疾病（=紊乱）；该类化合物用于制备用于治疗依赖肾素活性疾病的药物配方；该类化合物用于治疗依赖肾素活性的疾病；包括3,5-取代哌啶化合物的药物配方，和/或包括给予3,5-取代哌啶化合物的治疗方法，一种用于制造3,5-取代哌啶化合物的方法，以及其合成的新中间体和部分步骤。优选的化合物（也可以存在为盐）具有式I的结构，其中R1、R2、T、R3和R4如规范中定义。
• Synthesis and evaluation of a new series of substituted acyl(thio)urea and thiadiazolo [2,3-a] pyrimidine derivatives as potent inhibitors of influenza virus neuraminidase
  作者：Chuanwen Sun、Xiaodong Zhang、Hai Huang、Pei Zhou

  DOI：10.1016/j.bmc.2006.08.034

  日期：2006.12

  A series of substituted acyl(thio)urea and 2H-1,2,4-thiadiazolo [2,3-a] pyrimidine derivatives were prepared and both of their cell culture and enzymatic activity toward influenza virus were tested. Their in vitro neuraminidase inhibitory activities were in good agreement with the corresponding activities in cultured cells and they were evaluated as potent neuraminidase inhibitors. Of the analogues

  制备了一系列取代的酰基（硫）脲和2H-1,2,4-噻二唑[2,3-a]嘧啶衍生物，并测试了它们的细胞培养和对流感病毒的酶活性。它们的体外神经氨酸酶抑制活性与培养细胞中的相应活性高度吻合，并且被评价为有效的神经氨酸酶抑制剂。在显示IC（50）s <0.1microM的类似物中，有16和60被进一步研究，认为它们具有未来发展的最大潜力。描述了代表性化合物的分子对接工作，以提供对其作用机理的更多见解，并进一步使本文中该新系列的观察合理化，该新系列代表了新型的高效和选择性的流感病毒抑制剂。
• (6-Phenoxy-2-pyridyl) methyl esters of imidates
  申请人：Zoecon Corporation

  公开号：US04254264A1

  公开（公告）日：1981-03-03

  Novel imidates, intermediates therefor, synthesis thereof and the use of said imidates for the control of pests.

  小说咪唑，其中间体，其合成以及使用该咪唑控制害虫。
• Phenoxy imidates
  申请人：Zoecon Corporation

  公开号：US04272449A1

  公开（公告）日：1981-06-09

  Novel imidates, intermediates therefor, synthesis thereof and the use of said imidates for the control of pests.

  小说咪唑类化合物，其中间体，其合成方法以及利用所述咪唑类化合物控制害虫的方法。
• Cyclopropyl and phenylisobutylimidates
  申请人：Zoecon Corporation

  公开号：US04285879A1

  公开（公告）日：1981-08-25

  Novel imidates, intermediates therefor, synthesis thereof and the use of said imidates for the control of pests.

  小说咪唑类似物，其中间体，其合成以及使用所述咪唑类似物控制害虫。