N-methyl-2-chloro-2-phenylethanamide | 78899-96-4

• 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: N-methyl-2-chloro-2-phenylethanamide
• 英文别名: 2-chloro-N-methylphenylacetamide；2-chloro-N-methyl-2-phenylacetamide
• CAS: 78899-96-4
• 化学式: C₉H₁₀ClNO
• 分子量: 183.637
• InChiKey: PCQWDPPCRNFWOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  344.1±35.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methyl-2-chloro-2-phenylethanamide 、 吡啶并[3,2-D][1,3]噻唑-2-硫醇 生成 N-methyl-2-phenyl-2-([1,3]thiazolo[5,4-b]pyridin-2-ylsulfanyl)acetamide
  参考文献：
  名称：

  TSUDA, JOSIXIRO;TSUDA, JOSIAKI;DOI, TADAXIRO

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(Mesyloxy)-N-methylphenylacetanilide 在 三乙胺盐酸盐 、 三乙胺 作用下， 以79%的产率得到N-methyl-2-chloro-2-phenylethanamide
  参考文献：
  名称：

  Base-promoted reaction of O-sulfonylated hydroxamic acids with nucleophiles. A new method for the synthesis of .alpha.-substituted amides

  摘要：

  Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0-degrees-C gives 2-chloroamides 3 in good yields. Use of a single equivalent of triethylamine gives the (N-mesyl-oxy)amides 1, which are versatile synthetic intermediates as they can be readily converted to 2-bromoamides 4 with lithium bromide and triethylamine and to 2-hydroxyamides 5 with triethylamine in aqueous acetonitrile.

  DOI：

  10.1021/jo00047a024

文献信息

• [EN] AMINOPYRIMIDINE DERIVATIVES AS JNK INHIBITORS<br/>[FR] DERIVES D'AMINOPYRIMIDINE EN TANT QU'INHIBITEURS DE LA JNK
  申请人：CELLTECH R&D LTD

  公开号：WO2006038001A1

  公开（公告）日：2006-04-13

  A compound of formula (I) or a pharmaceutically acceptable salt, solvate or N-­oxide thereof: wherein A represents a pyrrole, pyrazole, imidazole or triazole ring; B represents a benzene, pyridine or pyrimidine ring; M represents the residue of an azetidine, pyrrolidine or piperidine ring; E represents a covalent bond or an optionally substituted straight or branched alkylene chain containing from 1 to 4 carbon atoms; Z represents hydrogen, -CORa, -C02Rb, -CONKc Rd, -CONRcORb, -COCO2Rb, - COCONRcRd, -COCH2NRcRd, -COCH2NRcCONKcRd, COCH2NRcCO2Rb, -NRcCORa, - NRcCO2Rb, -NRcCONRcRd, -S02Re, -SO2NRcRd or -SO2NRcC02Rb; or Z represents an optionally substituted phenyl, heteroaryl or C3-7 heterocycloalkyl group; R1 and R2 independently represent hydrogen, halogen, cyano, nitro, C1-6 alkyl, trifluoromethyl, hydroxy, C1-6 alkoxy, difluoromethoxy, trifluoromethoxy, C1-6 alkylsulphonyl, amino, C1-6 alkylamino, di(C1-6)alkylamino, aminocarbonyl or C2-6 alkoxycarbonyl; R3 represents hydrogen, C1-6 alkyl, -CH2CONRcRd or -SO2Re; R4 represents hydrogen, C1-6 alkoxy, oxo, -CO2Rb or -CONKcRd. The compounds of the present invention are potent inhibitors of JNK.

  式（I）的化合物或其药学上可接受的盐、溶剂或N-氧化物：其中A代表吡咯、吡唑、咪唑或三唑环；B代表苯、吡啶或嘧啶环；M代表氮杂环丙烷、吡咯丙烷或哌啶环的残基；E代表共价键或含有1至4个碳原子的可选取代的直链或支链烷基链；Z代表氢、-CORa、-C02Rb、-CONKcRd、-CONRcORb、-COCO2Rb、-COCONRcRd、-COCH2NRcRd、-COCH2NRcCONKcRd、COCH2NRcCO2Rb、-NRcCORa、-NRcCO2Rb、-NRcCONRcRd、-S02Re、-SO2NRcRd或-SO2NRcC02Rb；或Z代表可选取代的苯基、杂环芳基或C3-7杂环烷基基团；R1和R2独立地代表氢、卤素、氰基、硝基、C1-6烷基、三氟甲基、羟基、C1-6烷氧基、二氟甲氧基、三氟甲氧基、C1-6烷基磺酰基、氨基、C1-6烷基氨基、二(C1-6)烷基氨基、氨基甲酰基或C2-6烷氧羰基；R3代表氢、C1-6烷基、-CH2CONRcRd或-SO2Re；R4代表氢、C1-6烷氧基、氧代、-CO2Rb或-CONKcRd。本发明的化合物是JNK的有效抑制剂。
• POLYMER PRODUCTION METHOD AND RADICAL POLYMERIZATION INITIATING GROUP-CONTAINING COMPOUND
  申请人：Dainichiseika Color & Chemicals Mfg. Co., Ltd.

  公开号：EP3424960A1

  公开（公告）日：2019-01-09

  The present invention provides: a novel production technique that enables production of a polymer whose molecular weight and molecular weight distribution are controlled and production of a polymer having a complicated structure in a desirably controlled manner using commercially available materials without using a radical polymerization initiator or a special material for use in living radical polymerization and without the need for strict polymerization conditions; and a radical polymerization initiating group-containing compound for use in the technique. The present invention relates to: a method for producing a polymer, the method including a polymerization step of mixing and warming (1) a radically polymerizable monomer, (2) an organic compound wherein at least one group that functions as a group for initiating polymerization of the monomer and that has a structure represented by formula 1 or formula 2 (X in the formula represents Cl or Br) is introduced in a molecule of the organic compound, and (3) an iodine-containing compound, thereby initiating, from the group having the structure, radical polymerization accompanied by a termination reaction; and the organic compound of (2) for use in the method.

  本发明提供了：一种新型生产技术，该技术可使用市售材料，无需使用自由基聚合引发剂或用于活自由基聚合的特殊材料，也无需严格的聚合条件，即可生产出分子量和分子量分布可控的聚合物，并以理想的可控方式生产出具有复杂结构的聚合物；以及一种用于该技术的含自由基聚合引发基团的化合物。本发明涉及 一种生产聚合物的方法，该方法包括以下聚合步骤：将(1)可自由基聚合的单体；(2)有机化合物，其中在有机化合物分子中引入至少一个可作为单体聚合引发基团的基团，该基团具有式 1 或式 2 所代表的结构（式中的 X 代表 Cl 或 Br）；(3)含碘化合物，从而从具有该结构的基团引发伴随终止反应的自由基聚合；以及 (2) 中的有机化合物用于该方法。
• Polymer production method and radical polymerization initiating group-containing compound
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.

  公开号：US10982033B2

  公开（公告）日：2021-04-20

  The present invention provides: a novel production technique that enables production of a polymer whose molecular weight and molecular weight distribution are controlled and production of a polymer having a complicated structure in a desirably controlled manner using commercially available materials without using a radical polymerization initiator or a special material for use in living radical polymerization and without the need for strict polymerization conditions; and a radical polymerization initiating group-containing compound for use in the technique. The present invention relates to: a method for producing a polymer, the method including a polymerization step of mixing and warming (1) a radically polymerizable monomer, (2) an organic compound wherein at least one group that functions as a group for initiating polymerization of the monomer and that has a structure represented by formula 1 or formula 2 (X in the formula represents Cl or Br) is introduced in a molecule of the organic compound, and (3) an iodine-containing compound, thereby initiating, from the group having the structure, radical polymerization accompanied by a termination reaction; and the organic compound of (2) for use in the method.

  本发明提供了：一种新型生产技术，该技术可使用市售材料，无需使用自由基聚合引发剂或用于活自由基聚合的特殊材料，也无需严格的聚合条件，即可生产出分子量和分子量分布可控的聚合物，并以理想的可控方式生产出具有复杂结构的聚合物；以及一种用于该技术的含自由基聚合引发基团的化合物。本发明涉及一种生产聚合物的方法，该方法包括以下聚合步骤：将(1)可自由基聚合的单体；(2)有机化合物，其中在有机化合物分子中引入至少一个可作为单体聚合引发基团的基团，该基团具有式 1 或式 2 所代表的结构（式中的 X 代表 Cl 或 Br）；(3)含碘化合物，从而从具有该结构的基团引发伴随终止反应的自由基聚合；以及 (2) 中的有机化合物用于该方法。
• Efficient conversion of O-sulfonylated arylacetohydroxamic acids to 2-substituted secondary amides
  作者：Robert V. Hoffman、Naresh K. Nayyar、Bruce W. Klinekole

  DOI：10.1021/ja00041a064

  日期：1992.7
• Ouverture des gem dicyano epoxydes par les halohydrates d'amines: Application à la synthèse d'analogues structuraux du tétramisole et évaluation biologique
  作者：S Jaguelin、A Robert、N Genetet、P Gayral

  DOI：10.1016/0223-5234(91)90064-t

  日期：1991.4

  alpha-halogenamides are prepared in a onepot reaction by reacting gem dicyano epoxides with amino hydrohalides. This original reactivity of gem dicyano epoxides is used to prepare substituted [2,1-b]imidazothiazoles which are structural analogs of tetramisole. The main results of the antiparasitic and immunomodulating screenings are also described.