ethyl 2,6-dimethylphenylcarbamate | 35601-96-8

• 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: ethyl 2,6-dimethylphenylcarbamate
• 英文别名: (2,6-dimethyl-phenyl)-carbamic acid ethyl ester；(2,6-Dimethyl-phenyl)-carbamidsaeure-aethylester；ethyl N-2,6-dimethylphenylcarbamate；Ethyl N-(2,6-dimethylphenyl)carbamate
• CAS: 35601-96-8
• 化学式: C₁₁H₁₅NO₂
• mdl: MFCD00089846
• 分子量: 193.246
• InChiKey: IJAQDOIKWBEHFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  ethyl 2,6-dimethylphenylcarbamate 在 乙醇 、 水 、 硝酸 、 sodium acetate 、 镍 、 溶剂黄146 、 sodium nitrite 作用下， 生成 (4-butylamino-2,6-dimethyl-phenyl)-carbamic acid-(2-diethylamino-ethyl ester)
  参考文献：
  名称：

  Dahlbom; Misiorny, Acta Chemica Scandinavica (1947), 1957, vol. 11, p. 1350,1354

  摘要：

  DOI：
• 作为产物：
  描述：

  氯甲酸乙酯 、 2,6-二甲基苯胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl 2,6-dimethylphenylcarbamate
  参考文献：
  名称：

  芳基磺酰亚胺咪唑烷酮类抗癌剂的构效关系研究

  摘要：

  为了找到新型的N-芳基磺酰亚胺基咪唑啉酮类强效抗癌药，通过对2-甲基-4-（2-氧代-4-苯基咪唑烷基-1-基磺酰基）苯基氨基甲酸酯的结构和活性关系进行了探索。其类似物对HCT116，A549和NCL-H460癌细胞系的体外细胞毒性。在合成的衍生物中，氨基甲酸酯类似物（4a - f和4k - p）对所有癌细胞系均表现出对阿霉素的优异细胞毒性。这些衍生物的SAR研究证实，完整的4-苯基-1-苯磺酰氨基咪唑啉酮作为基本药效团具有关键作用，仅在1-氨基苯磺酰基部分的2位疏水取代有利于增强活性。

  DOI：

  10.1016/j.bmcl.2011.09.025

文献信息

• [EN] SELECTIVE INHIBITORS OF NLRP3 INFLAMMASOME<br/>[FR] INHIBITEURS SÉLECTIFS DE L'INFLAMMASOME NLRP3
  申请人：NODTHERA LTD

  公开号：WO2019025467A1

  公开（公告）日：2019-02-07

  The present disclosure relates to compounds of Formula (I): (I); and to their pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for inhibiting the maturation of cytokines of the IL-1 family by inhibiting inflammasomes and may be used in the treatment of disorders in which inflammasome activity is implicated, such as autoinflammatory and autoimmune diseases and cancers.

  本公开涉及式(I)化合物：(I)；及其药用可接受盐、药物组合物、使用方法和制备方法。所公开的化合物可用于通过抑制炎症小体来抑制IL-1家族细胞因子的成熟，并可用于治疗炎症小体活性涉及的疾病，如自炎性和自身免疫疾病以及癌症。
• Process for producing diphenylmethane dicarbamates
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP0110732A2

  公开（公告）日：1984-06-13

  A process for producing a diphenylmethane dicarbamate by reacting a N-phenylcarbamate with a methylenating agent is disclosed. The process is carried out by condensing N-phenylcarbamate in two steps using a combination of two different types of acid catalysts. The catalysts exhibit a strong catalizing effect and yet can be radily separated from the reaction mixture. The process produces dineuclear diphenylmethane dicarbamates in high selectivity. The acid catalysts can be easily recovered from the reaction mixtures and put to another use.

  本发明公开了一种通过 N-苯基氨基甲酸酯与甲烯化剂反应生产二苯基甲烷二氨基甲酸酯的工艺。该工艺使用两种不同类型的酸催化剂，分两步缩合 N-苯基氨基甲酸酯。催化剂具有很强的催化作用，而且可以从反应混合物中快速分离出来。该工艺能以高选择性生产二核二苯基甲烷二氨基甲酸酯。酸催化剂可以很容易地从反应混合物中回收，并用于其他用途。
• Method for manufacture of diphenylmethane diisocyanates
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP0123412A1

  公开（公告）日：1984-10-31

  Manufacture of a diphenylmethane diisocyanate for an N-phenylcarbamate is economically accomplished in high yield with high selectivity by a method which comprises (A) a process of methylenation forthe formation of a condensation product containing at least 80 mol% of a dinuclear diphenylmethane dicarbamate by the steps of 1) causing a methylenating agent to react upon at least 2 moles of an N-phenylcarbamate, based on 1 mole of the methylene group of said methylenating agent, in a liquid phase in the presence of an aqueous inorganic acid solution, 2) separating the resultant reaction mixture into the aqueous inorganic acid solution and an organic phase reaction mixture containing substantially none of said inorganic acid, and 3) subsequently treating said organic phase reaction mixture in the presence of an N-phenylcarbamate and a carboxylic acid having a pKa of not more than 4 in an aqueous solution at a temperature of25°C or a solid acid or an acid consisting of said two acids thereby converting a reaction intermediate possessing a methylene-amino bond and contained in said organic phase reaction mixture to a diphenylmethane dicarbamate, and (B) a process of thermal decomposition by the steps of allowing a mixture comprising 1 to 50% by weight of the condensation product obtained in said process of (A) and 99 to 50% by weight of a thermal decomposition solvent having a boiling point under atmospheric pressure in the range of 120 to 350%C and being inactive to isocyanates to flow down into a reactor maintained attemperatu res in the range of 180 to 380°C through the upper part thereof, causing said mixture to come into counterflow contact with a carrier introduced into said reactor upwardly via the lower part thereof thereby producing an organic hydroxyl compound, allowing said organic hydroxyl compound to be discharged from said reactor in the form of vapor in conjunction with said carrier through the upper part thereof, and withdrawing the resultant isocyanate solution from said reactor through the lower part thereof.

  用 N-苯基氨基甲酸酯制造二苯基甲烷二异氰酸酯是一种高产率和高选择性的经济 方法，该方法包括 (A) 通过以下步骤形成含有至少 80 摩尔二核二苯基甲烷二氨基甲酸酯的缩合产物的亚 甲基化过程：1) 使亚甲基化剂与至少 2 摩尔的 N-苯基氨基甲酸酯反应、1) 在无机酸水溶液存在下，使亚甲基化剂在液相中与至少 2 摩尔的 N-苯基氨基甲酸酯发生反应，以所述亚甲基化剂的 1 摩尔亚甲基为基准、2) 将生成的反应混合物分离为无机酸水溶液和基本上不含所述无机酸的有机相反应混合物、3) 随后在温度为 25°C 的水溶液中，在 N-苯基氨基甲酸酯和 pKa 不大于 4 的羧酸或固体酸或由上述两种酸组成的酸的存在下处理上述有机相反应混合物，从而将上述有机相反应混合物中含有的具有亚甲基氨基键的反应中间体转化为二苯基甲烷二氨基甲酸酯、(B) 热分解工艺，其步骤为：使包含 1 至 50%（按重量计）在所述(A)工艺中获得的缩合产物和 99 至 50%（按重量计）的热分解溶剂的混合物流下，该溶剂在大气压下的沸点在 120 至 350℃之间，对异氰酸酯不活泼，并通过其上部流入温度保持在 180 至 380℃之间的反应器中、使所述混合物与通过其下部向上进入所述反应器的载体逆流接触，从而产生有机羟基化合物，使所述有机羟基化合物与所述载体一起通过其上部以蒸汽的形式排出所述反应器，并通过其下部将由此产生的异氰酸酯溶液从所述反应器中抽出。
• Method of condensing N-phenylcarbamates
  申请人：ENICHEM SYNTHESIS S.p.A.

  公开号：EP0410684A2

  公开（公告）日：1991-01-30

  4,4′-Diphenylmethane dicarbamates are produced with high selectivity and in high yield by the one-stage condensation of a N-phenyl carbamate with a methylenating agent in presence of zinc halide as catalyst.

  4,4′-Diphenylmethane dicarbamates 是在卤化锌作为催化剂的存在下，通过 N-苯基氨基甲酸酯与甲烯化剂的一步缩合反应，以高选择性和高产率生产出来的。
• DE2040175
  申请人：——

  公开号：——

  公开（公告）日：——