p-hexylphenylisocyanate | 307959-18-8

• 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: p-hexylphenylisocyanate
• 英文别名: 1-hexyl-4-isocyanatobenzene；4-hexylphenyl isocyanate
• CAS: 307959-18-8
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: MPPJTJFVFAQIPN-UHFFFAOYSA-N

物化性质

• 沸点：
  282.8±19.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-丁二醇 、 p-hexylphenylisocyanate 以 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到1,4-bis[N-(p-hexylphenyl)carbamoyloxy]butane
  参考文献：
  名称：

  Synthesis of bis[N-(p-aryl)-carbamoyloxy]alkanes as new low-molecular weight organogelators

  摘要：

  A series of bis-carbamate-based low-molecular-weight organogelators were synthesized, and their structure property relationships with respect to their gelation abilities in organic solvents were investigated. The self-aggregation behavior of the thermoreversible organogels was investigated by FTIR, temperature-dependent NMR, and SEM studies. The results revealed that the self-assembly into fibrous structures is driven by hydrogen bonding, it it stacking, and hydrophobic interactions. It was found that para-aryl substitution and the number of methylene units connecting two carbamate groups had a significant influence on gelation. The effect of temperature on gel formation was also investigated for all compounds. The most interesting feature was observed for p-hexyl derivative, which gels at -18 degrees C but not room temperature. Furthermore, thermal properties of the gels were studied by dropping ball experiments and DSC. para-Alkoxyphenyl derivatives were also found to be good organogelators for olive oil, sunflower oil, corn oil, and ethyl laurate, isopropyl myristate, n-butyl palmitate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.01.042
• 作为产物：
  描述：

  4-己基苯甲酰氯 在 sodium azide 作用下， 以 水 、 丙酮 、 苯 为溶剂， 反应 1.0h， 生成 p-hexylphenylisocyanate
  参考文献：
  名称：

  脂肪酸酰胺水解酶（FAAH），乙酰胆碱酯酶（AChE）和丁酰胆碱酯酶（BuChE）：氨基甲酸酯作为潜在的抗阿尔茨海默氏病病原体发展的网络化目标

  摘要：

  内源性大麻素系统的调节正在成为治疗神经退行性疾病的可行途径，参与神经保护和抗炎过程。特别地，通过FAAH抑制间接增强内源性大麻素信号传导至治疗水平可能有益于神经退行性疾病，例如阿尔茨海默氏病，有效预防或减慢疾病的发展。因此，在寻找更有效的阿尔茨海默氏病治疗方法中，本文将多目标导向的配体范式用于氨基甲酸酯的设计，该氨基甲酸酯能够同时靶向最近提出的内源性大麻素系统和经典的胆碱酯酶系统，并实现有效的双重治疗。 FAAH /胆碱酯酶抑制剂。在这两个合成的化合物系列中，9和19被确定为有效的双重FAAH / ChE抑制剂，具有均衡的纳摩尔活性。因此，9和19可被视为阿尔茨海默氏病治疗的新有希望的候选者。

  DOI：

  10.1021/acs.jmedchem.6b00609

文献信息

• N-Substituted 2-Isonicotinoylhydrazinecarboxamides — New Antimycobacterial Active Molecules
  作者：Zuzana Rychtarčíková、Martin Krátký、Martin Gazvoda、Markéta Komlóová、Slovenko Polanc、Marijan Kočevar、Jiřina Stolaříková、Jarmila Vinšová

  DOI：10.3390/molecules19043851

  日期：——

  This report presents a new modification of the isoniazid (INH) structure linked with different anilines via a carbonyl group obtained by two synthetic procedures and with N-substituted 5-(pyridine-4-yl)-1,3,4-oxadiazole-2-amines prepared by their cyclisation. All synthesised derivatives were characterised by IR, NMR, MS and elemental analyses and were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv, Mycobacterium avium 330/88, Mycobacterium kansasii 235/80 and one clinical isolated strain of M. kansasii 6509/96. 2-Isonicotinoyl-N-(4-octylphenyl)hydrazinecarboxamide displayed an in vitro efficacy comparable to that of INH for M. tuberculosis with minimum inhibitory concentrations (MICs) of 1–2 μM. Among the halogenated derivatives, the best anti-tuberculosis activity was found for 2-isonicotinoyl-N-(2,4,6-trichlorophenyl)hydrazinecarboxamide (MIC = 4 μM). In silico modelling on the enoyl-acyl carrier protein reductase InhA confirmed that longer alkyl substituents are advantageous for the interactions and affinity to InhA. Most of the hydrazinecarboxamides, especially those derived from 4-alkylanilines, exhibited significant activity against INH-resistant nontuberculous mycobacteria.

  本报告介绍了一种新的异烟肼（INH）结构修饰，通过两种合成方法获得的羰基与不同的苯胺连接，并制备了通过它们的环化合成的N-取代的5-(吡啶-4-基)-1,3,4-噁二唑-2-胺。所有合成的衍生物均通过IR、NMR、MS和元素分析进行了表征，并在体外评估了它们对结核分枝杆菌H37Rv、鸟分枝杆菌330/88、堪萨斯分枝杆菌235/80和一种临床分离的堪萨斯分枝杆菌6509/96的抗分枝杆菌活性。2-异烟酰基-N-(4-辛基苯基)酰肼羰酰胺在体外对结核分枝杆菌的疗效与INH相当，最低抑制浓度（MICs）为1-2 μM。在卤代衍生物中，2-异烟酰基-N-(2,4,6-三氯苯基)酰肼羰酰胺显示出最佳的抗结核活性（MIC = 4 μM）。对烯酰基酰基载体蛋白还原酶InhA的计算机模拟证实，较长的烷基取代基有利于与InhA的相互作用和亲和力。大多数酰肼羰酰胺，特别是那些源自4-烷基苯胺的衍生物，对耐INH的非结核分枝杆菌显示出显著的活性。
• [EN] METHODS OF USING SEMI-SYNTHETIC GLYCOPEPTIDES AS ANTIBACTERIAL AGENTS<br/>[FR] PROCÉDÉS D'UTILISATION DE GLYCOPEPTIDES SEMI-SYNTHÉTIQUES EN TANT QU'AGENTS ANTIBACTÉRIENS
  申请人：BIOMARIN PHARM INC

  公开号：WO2011140009A1

  公开（公告）日：2011-11-10

  Methods of using semi-synthetic glycopeptides of formula I-XIV having antibacterial activity are described.

  描述了利用具有抗菌活性的半合成糖肽（化学式I-XIV）的方法。
• [EN] NOVEL SEMI-SYNTHETIC GLYCOPEPTIDES AS ANTIBACTERIAL AGENTS<br/>[FR] NOUVEAUX GLYCOPEPTIDES SEMI-SYNTHÉTIQUES COMME AGENTS ANTIBACTÉRIENS
  申请人：LEAD THERAPEUTICS INC

  公开号：WO2010065174A1

  公开（公告）日：2010-06-10

  Semi-synthetic glycopeptides having antibacterial activity are described, in particular, the semi¬ synthetic glycopeptides described herein are made by chemical modification of a glycopeptide (Compound A, Compound B, Compound H or Compound C) or monosaccharide made by hydrolyzing the disaccharide moiety of the amino acid-4 of the parent glycopeptide in acidic medium to give the amino acid-4 monosaccharide; conversion of the monosaccharide to the amino-sugar derivative; acylation of the amino substituent on the amino acid-4 amino-substituted sugar moiety on these scaffolds with certain acyl groups; and conversion of the acid moiety on the macrocyclic ring of these scaffolds to certain substituted amides. Key reaction is the treatment of properly protected intermediate compound with isocyanate. Also provided are methods for the synthesis of the compounds, pharmaceutical compositions containing the compounds, and methods of use of the compounds for the treatment and/or prophylaxis of diseases, especially bacterial infections.

  本文介绍了具有抗菌活性的半合成糖肽，特别是在这里描述的半合成糖肽是通过化学修饰糖肽（化合物A、化合物B、化合物H或化合物C）或通过在酸性介质中水解母体糖肽的氨基酸-4的二糖基团，从而得到氨基酸-4单糖的方法制备的；将单糖转化为氨基糖衍生物；用特定的酰基基团对这些支架上氨基酸-4氨基取代糖基团上的氨基取代基进行酰化；并将这些支架上的大环环上的酸基团转化为某些取代酰胺。关键反应是用异氰酸酯处理适当保护的中间化合物。还提供了合成这些化合物的方法，含有这些化合物的制药组合物以及用于治疗和/或预防疾病，特别是细菌感染的化合物的使用方法。
• PROCESS FOR PRODUCING DIALKYL TIN DIALKOXIDES
  申请人：Shinohata Masaaki

  公开号：US20100041908A1

  公开（公告）日：2010-02-18

  An object of the present invention is to provide a process for producing a dialkyl tin compound from a composition of deactivated forms of a dialkyl tin catalyst, and to provide a process for producing the dialkyl tin catalyst from the dialkyl tin compound and using the dialkyl tin catalyst to produce a carbonic acid ester. According to the present invention, a process for producing a dialkyl tin compound is provided that subjects a composition of the deactivated forms of the dialkyl tin catalyst, formed when producing an ester compound, to an alkyl group redistribution reaction and/or dealkylation reaction.

  本发明的目的是提供一种从二烷基锡催化剂的失活形式组成物中生产二烷基锡化合物的方法，并提供一种从二烷基锡化合物生产二烷基锡催化剂并使用该二烷基锡催化剂生产碳酸酯的方法。根据本发明，提供了一种生产二烷基锡化合物的方法，该方法将在生产酯化合物时形成的二烷基锡催化剂的失活形式组成物经过烷基重分布反应和/或脱烷基反应。
• NOVEL SEMI-SYNTHETIC GLYCOPEPTIDES AS ANTIBACTERIAL AGENTS
  申请人：Chu Daniel

  公开号：US20110015119A1

  公开（公告）日：2011-01-20

  Semi-synthetic glycopeptides having antibacterial activity are described, in particular, the semi-synthetic glycopeptides described herein are made by chemical modification of a glycopeptide (Compound A, Compound B, Compound H or Compound C) or monosaccharide made by hydrolyzing the disaccharide moiety of the amino acid-4 of the parent glycopeptide in acidic medium to give the amino acid-4 monosaccharide; conversion of the monosaccharide to the amino-sugar derivative; acylation of the amino substituent on the amino acid-4 amino-substituted sugar moiety on these scaffolds with certain acyl groups; and conversion of the acid moiety on the macrocyclic ring of these scaffolds to certain substituted amides. Key reaction is the treatment of properly protected intermediate compound with isocyanate. Also provided are methods for the synthesis of the compounds, pharmaceutical compositions containing the compounds, and methods of use of the compounds for the treatment and/or prophylaxis of diseases, especially bacterial infections.

  本文描述了具有抗菌活性的半合成糖肽，特别是本文所描述的半合成糖肽是通过化学修饰糖肽（化合物A、化合物B、化合物H或化合物C）或水解母体糖肽中氨基酸-4的二糖基团在酸性介质中生成氨基酸-4单糖而制成的单糖衍生物；将单糖转化为氨基糖衍生物；用某些酰基对这些支架上氨基酸-4氨基取代糖基团上的氨基取代基进行酰化；以及将这些支架上的大环环上的酸基转化为某些取代酰胺。关键反应是用异氰酸酯处理适当保护的中间化合物。还提供了合成这些化合物的方法，含有这些化合物的药物组合物以及使用这些化合物治疗和/或预防疾病，特别是细菌感染的方法。