N-(hydroxymethyl)-2-methylpropanamide | 20605-08-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(hydroxymethyl)-2-methylpropanamide
• 英文别名: N-(hydroxymethyl)isobutyramide；N-hydroxymethyl-isobutyramide；N-Hydroxymethyl-isobutyramid；Isobuttersaeure-hydroxymethylamid
• CAS: 20605-08-7
• 化学式: C₅H₁₁NO₂
• 分子量: 117.148
• InChiKey: FXPGYAXCQYSOGY-UHFFFAOYSA-N

物化性质

• 熔点：
  77 °C
• 沸点：
  285.2±23.0 °C(Predicted)
• 密度：
  1.019±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  N-(hydroxymethyl)-2-methylpropanamide 、 2-氯-4-氟苯甲酸 在 硫酸 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 N-(1H-imidazol-2-yl)-2-chloro-4-fluoro-5-(isobutyramidomethyl)benzamide
  参考文献：
  名称：

  Discovery and Characterization of 2-Acylaminoimidazole Microsomal Prostaglandin E Synthase-1 Inhibitors

  摘要：

  As part of a program aimed at the discovery of antinociceptive therapy for inflammatory conditions, a screening hit was found to inhibit microsomal prostaglandin E synthase-1 (mPGES-1) with an IC50 of 17.4 mu M. Structural information was used to improve enzyme potency by over 1000-fold. Addition of an appropriate substituent alleviated time-dependent cytochrome P450 3A4 (CYP3A4) inhibition. Further structure-activity relationship (SAR) studies led to 8, which had desirable potency (IC50 = 12 nM in an ex vivo human whole blood (HWB) assay) and absorption, distribution, metabolism, and excretion (ADME) properties. Studies on the formulation of 8 identified 8 center dot H3PO4 as suitable for clinical development. Omission of a lipophilic portion of the compound led to 26, a readily orally bioavailable inhibitor with potency in HWB comparable to celecoxib. Furthermore, 26 was selective for mPGES-1 inhibition versus other mechanisms in the prostanoid pathway. These factors led to the selection of 26 as a second clinical candidate.

  DOI：

  10.1021/acs.jmedchem.5b01249
• 作为产物：
  描述：

  聚合甲醛 、 异丁酰胺 在 barium dihydroxide 作用下， 生成 N-(hydroxymethyl)-2-methylpropanamide
  参考文献：
  名称：

  Einhorn; Hamburger, Justus Liebigs Annalen der Chemie, 1908, vol. 361, p. 126

  摘要：

  DOI：

文献信息

• [EN] INSECTICIDAL COMPOUNDS BASED ON N-(ARYLSULFANYLMETHYL) CARBOXAMIDE DERIVATIVES<br/>[FR] COMPOSÉS INSECTICIDES À BASE DE DÉRIVÉS DE CARBOXAMIDE N-(ARYLSULFANYLMETHYL)
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014079941A1

  公开（公告）日：2014-05-30

  The present invention provides compounds of formula (I) wherein R1, R2, R3, R4, n, A1, A2, A3, A4, Y1, Y2, and Y3 are as defined in the claims. The invention also relates to processes and intermediates for preparing these compounds, to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising these compounds and to methods of using these compounds to control insect, acarine, nematode and mollusc pests.

  本发明提供了式（I）的化合物，其中R1、R2、R3、R4、n、A1、A2、A3、A4、Y1、Y2和Y3如权利要求中所定义。该发明还涉及制备这些化合物的过程和中间体，包括这些化合物的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及利用这些化合物控制昆虫、螨虫、线虫和软体动物害虫的方法。
• Synthesis, structures and properties ofN-(trihalogermylmethyl)-substituted amides, lactams and imides, the derivatives of the five-coordinate germanium
  作者：T. K. Gar、O. A. Dombrova、D. A. Ivashchenko、V. F. Mironov

  DOI：10.1007/bf00697049

  日期：1993.10

  The formation of trichlorogermyl-substituted amides, lactams, and imides occurs when 2Et2O·HGeCl3 is condensed with compounds possessing the -NCH2Cl fragment and equally well when HGeCl3 interacts with compounds containing -NCH2OH and-NCH2OSiMe3 groups. In some cases, the use of the latter is more advantageous from the preparative point of view. In compounds thus obtained, the germanium is five-coordinate

  当 2Et2O·HGeCl3 与具有 -NCH2Cl 片段的化合物缩合时，以及当 HGeCl3 与含有 -NCH2OH 和 -NCH2OSiMe3 基团的化合物相互作用时，三氯锗烷基取代的酰胺、内酰胺和酰亚胺的形成也会发生。在某些情况下，从制备的角度来看，使用后者更有利。在如此获得的化合物中，由于配位，锗是五配位的。
• INSECTICIDAL COMPOUNDS BASED ON N-ARYLSULFANYLMETHYLCARBOXAMIDEARYLTHIOSULFONAMIDES DERIVATIVES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：US20150320046A1

  公开（公告）日：2015-11-12

  The present invention provides compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , n, A 1 , A 2 , A 3 , A 4 , Y 1 , Y 2 and Y 3 are as defined in the claims. The invention also relates to processes and intermediates for preparing these compounds, to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising these compounds and to methods of using these compounds to control insect, acarine, nematode and mollusc pests.

  本发明提供了式（I）化合物，其中R1、R2、R3、R4、n、A1、A2、A3、A4、Y1、Y2和Y3如权利要求所定义。本发明还涉及制备这些化合物的过程和中间体，以及包含这些化合物的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用这些化合物控制昆虫、螨虫、线虫和软体动物害虫的方法。