N-(4-二甲基氨基甲基-3-羟基苯基)乙酰胺 | 133914-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-二甲基氨基甲基-3-羟基苯基)乙酰胺
• 英文名称: N-(4-dimethylaminomethyl-3-hydroxyphenyl)acetamide
• 英文别名: 5-acetamido-2-[(N,N-dimethylamino)methyl]-phenol；5-acetamido-2-[(dimethylamino)methyl]phenol；N-[4-[(dimethylamino)methyl]-3-hydroxyphenyl]acetamide
• CAS: 133914-73-5
• 化学式: C₁₁H₁₆N₂O₂
• 分子量: 208.26
• InChiKey: LNVHTJNCAIZWSP-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C
• 沸点：
  382.1±37.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-二甲基氨基甲基-3-羟基苯基)乙酰胺 在 palladium on activated carbon 作用下， 以 氢氧化钾 为溶剂， 以68%的产率得到5-氨基-2-甲基苯酚
  参考文献：
  名称：

  Organic synthesis

  摘要：

  对于ortho-羟基曼尼希碱转化为相应的甲基化化合物，例如甲酚，可以有效地使用一种新颖的加氢技术来实现。

  公开号：

  US04980505A1
• 作为产物：
  描述：

  聚合甲醛 、 N-(3-羟基苯基)乙酰胺 以 甲醇 、 二甲胺 为溶剂， 以13.7 g (65%)的产率得到N-(4-二甲基氨基甲基-3-羟基苯基)乙酰胺
  参考文献：
  名称：

  Dye couplers

  摘要：

  本发明涉及氨基酚(I)作为新型偶联剂，其中R.sub.1和R.sub.2可以相同也可以不同，是氢、烷基和烷基羟基，烷基部分含有1至约6个碳原子，或者R.sub.1和R.sub.2还可以与它们附着的氮原子一起形成吗啡啶、哌啶或吡咯烷环，R.sub.3和R.sub.4是氢、烷基、酰基和烷基羟基，含有1至约6个碳原子，并且含有至少一种主要染料中间体的氧化染发组合物，在水性或水醇性介质中。

  公开号：

  US05073173A1

文献信息

• Hair dye coupler compounds
  申请人：Clairol Incorporated

  公开号：US05183941A1

  公开（公告）日：1993-02-02

  The present invention concerns the aminophenols (I) as novel couplers ##STR1## wherein R.sub.1 and R.sub.2 may be the same or different and are hydrogen, alkyl and hydroxyalkyl of from 1 to about 6 carbons in the alkyl moiety, or R.sub.1 and R.sub.2 can also form, together with the nitrogen atom to which they are attached, a morpholine, piperidine or pyrrolidine ring, and R.sub.3 and R.sub.4 are hydrogen, alkyl, acyl and hydroxyalkyl having from 1 to about 6 carbons, and oxidative hair dye compositions containing same along with at least one primary dye intermediate in aqueous or hydroalcoholic media.

  本发明涉及氨基酚（I）作为新型偶联剂的化合物，其中R.sub.1和R.sub.2可以相同也可以不同，是氢，烷基和1至6个碳的烷基中的羟基烷基，或者R.sub.1和R.sub.2还可以与它们附着的氮原子一起形成吗啡环，哌啶环或吡咯烷环，而R.sub.3和R.sub.4是氢，烷基，酰基和1至6个碳的羟基烷基，以及包含至少一种主要染料中间体的氧化染发组合物，该组合物在水或水醇介质中含有相同的氨基酚。
• A process for the synthesis of ortho-methylated hydroxyaromatic compounds
  申请人：Bristol-Myers Squibb Company

  公开号：EP0373668A2

  公开（公告）日：1990-06-20

  The conversion of ortho-hydroxylated Mannich bases to the corresponding methylated compounds, e.g., cresols, can be effectively carried out using a novel hydrogenation technique.

  利用一种新型氢化技术，可以有效地将正羟基曼尼希碱转化为相应的甲基化化合物，如甲酚。
• Hair colorant assessment, selection and formulation system
  申请人：Innovative Beauty LLC

  公开号：US11137291B1

  公开（公告）日：2021-10-05

  A hair colorant selection and formulation system including one or more of a hair color analyzer operable to determine hair color of a hair sample and match the determined hair color to a color in a color space, a hair color selector operable in combination with a fiber optic hair sample to generate the color selected in a color space in the optical fibers of a fiber optic hair sample, and a hair colorant mixer which operates to mix a hair colorant, which can be individually, or in various combinations, operably coupled to one or more computing devices through one or more server computers via a network which supports a hair colorant selection and hair colorant formulation program accessible by the one or more computing devices.

  一种头发着色剂选择和配制系统，包括一个或多个头发颜色分析仪，可用于确定头发样本的头发颜色，并将确定的头发颜色与颜色空间中的颜色相匹配；一个头发颜色选择器，可与光纤头发样本相结合，在光纤头发样本的光纤中生成颜色空间中选择的颜色、以及一个染发剂混合器，该染发剂混合器用于混合染发剂，可单独或以各种组合方式通过一个或多个服务器计算机经由网络与一个或多个计算设备连接，该网络支持一个或多个计算设备可访问的染发剂选择和染发剂配制程序。
• Isoquine and Related Amodiaquine Analogues:  A New Generation of Improved 4-Aminoquinoline Antimalarials
  作者：Paul M. O'Neill、Amira Mukhtar、Paul A. Stocks、Laura E. Randle、Stephen Hindley、Stephen A. Ward、Richard C. Storr、Jamie F. Bickley、Ian A. O'Neil、James L. Maggs、Ruth H. Hughes、Peter A. Winstanley、Patrick G. Bray、B. Kevin Park

  DOI：10.1021/jm030796n

  日期：2003.11.1

  Amodiaquine (AQ) (2) is a 4-aminoquinoline antimalarial that can cause adverse side effects including agranulocytosis and liver damage. The observed drug toxicity is believed to involve the formation of an electrophilic metabolite, amodiaquine quinoneimine (AQQI), which can bind to cellular macromolecules and initiate hypersensitivity reactions. We proposed that interchange of the 3' hydroxyl and the 4' Mannich side-chain function of amodiaquine would provide a new series of analogues that cannot form toxic quinoneimine metabolites via cytochrome P450-mediated metabolism. By a simple two-step procedure, 10 isomeric amodiaquine analogues were prepared and subsequently examined against the chloroquine resistant K1 and sensitive HB3 strains of Plasmodium falciparum in vitro. Several analogues displayed potent antimalarial activity against both strains. On the basis of the results of in vitro testing, isoquine (ISQ1 (3a)) (IC50 = 6.01 nM +/- 8.0 versus K1 strain), the direct isomer of amodiaquine, was selected for in vivo antimalarial assessment. The potent in vitro antimalarial activity of isoquine was translated into excellent oral in vivo ED50 activity of 1.6 and 3.7 mg/kg against the P. yoelii NS strain compared to 7.9 and 7.4 mg/kg for amodiaquine. Subsequent metabolism studies in the rat model demonstrated that isoquine does not undergo in vivo bioactivation, as evidenced by the complete lack of glutathione metabolites in bile. In sharp contrast to amodiaquine, isoquine (and Phase I metabolites) undergoes clearance by Phase II glucuronidation. On the basis of these promising initial studies, isoquine (ISQ1 (3a)) represents a new second generation lead worthy of further investigation as a cost-effective and potentially safer alternative to amodiaquine.
• US4980505A
  申请人：——

  公开号：US4980505A

  公开（公告）日：1990-12-25