N-[4-chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid, ethyl ester | 86627-16-9

• 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-[4-chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid, ethyl ester
• 英文别名: Ethyl 4-chloro-6-(2,3-xylidino)-2-pyrimidinylaminoacetate；ethyl 2-[[4-chloro-6-(2,3-dimethylanilino)pyrimidin-2-yl]amino]acetate
• CAS: 86627-16-9
• 化学式: C₁₆H₁₉ClN₄O₂
• 分子量: 334.805
• InChiKey: RJHKBJNHURRKSW-UHFFFAOYSA-N

物化性质

• 熔点：
  164-166 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  500.3±60.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  76.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[4-chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid, ethyl ester 生成 N-[4-Chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid amide
  参考文献：
  名称：

  Pyrimidine and s-triazine derivatives with antilipidemic activity

  摘要：

  公式(I)的嘧啶和s-三嗪衍生物如下：##STR1## 其中X=CH或N；Y=例如卤素、烷氧基；W=例如--S--CH.sub.2 --COOH、--O--CH.sub.2 --COO烷基、--NH--CH.sub.2 --CONHCH.sub.2 CH.sub.2 OH；Z=例如2,3-二甲苯胺基，以及其制备方法。这些化合物表现出高抗脂质活性。

  公开号：

  US04559345A1
• 作为产物：
  描述：

  2,3-二甲基苯胺 在 sodium tungstate 、 双氧水 、 sodium hydride 、 sodium carbonate 、 三乙胺 作用下， 以 乙醇 、 溶剂黄146 、 乙腈 为溶剂， 反应 52.0h， 生成 N-[4-chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid, ethyl ester
  参考文献：
  名称：

  Novel pyrimidine and 1,3,5-triazine hypolipemic agents

  摘要：

  New compounds were synthesized by changing the substituents of a trisubstituted pyrimidine, i.e., [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]thio] acetic acid, a potent hypolipidemic agent, impaired, however, by a marked hepatomegaly-inducing effect. The structural variations led to the subsidence (14b, i.e., 4-chloro-2-(dimethylamino)-6-[(2,3-dimethylphenyl)amino]pyrimidine) or to the reduction (18b, [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]amino] acetic acid) of said untoward effect but still maintained the hypolipidemic effect that, although markedly decreased, still proves significant for serum cholesterol and triglycerides (18b) or for serum triglycerides only (14b).

  DOI：

  10.1021/jm00378a016

文献信息

• Novel pyrimidine and s. triazine derivatives with antilipidemic activity
  申请人：LPB Istituto Farmaceutico s.p.a.

  公开号：EP0073328A1

  公开（公告）日：1983-03-09

  Pyrimidine and s-triazine derivatives of formula (I) in which X = CH or N; Y = for example halogen, alkoxy; W = for example -S-CH2-COOH, -O-CH2-COO alkyl, -NH-CH2-CONHCH2CH2OH; Z = for example 2,3-xylidino, and methods for the preparation thereof are described. The compounds show high antiiipemic activity.

  式(I)的嘧啶和 s-三嗪衍生物 其中 X = CH 或 N；Y = 例如卤素、烷氧基；W = 例如 -S-CH2-COOH、-O-CH2-COO 烷基、-NH-CH2-CONHCH2CH2OH；Z = 例如 2,3-xylidino。这些化合物具有很高的抗血脂活性。
• DATRI, G.;GOMARASCA, P.;RESNATI, G.;TRONCONI, G.;SCOLASTICO, C.;SIRTORI, +, J. MED. CHEM., 1984, 27, N 12, 1621-1629
  作者：DATRI, G.、GOMARASCA, P.、RESNATI, G.、TRONCONI, G.、SCOLASTICO, C.、SIRTORI, +

  DOI：——

  日期：——
• US4559345A
  申请人：——

  公开号：US4559345A

  公开（公告）日：1985-12-17
• Pyrimidine and s-triazine derivatives with antilipidemic activity
  申请人：LBP Istituto Faraceutico S.p.A.

  公开号：US04559345A1

  公开（公告）日：1985-12-17

  Pyrimidine and s-triazine derivatives of formula (I) ##STR1## in which X=CH or N; Y=for example halogen, alkoxy; W=for example --S--CH.sub.2 --COOH, --O--CH.sub.2 --COO alkyl, --NH--CH.sub.2 --CONHCH.sub.2 CH.sub.2 OH; Z=for example 2,3-xylidino, and methods for the preparation thereof are described. The compounds show high antilipemic activity.

  公式(I)的嘧啶和s-三嗪衍生物如下：##STR1## 其中X=CH或N；Y=例如卤素、烷氧基；W=例如--S--CH.sub.2 --COOH、--O--CH.sub.2 --COO烷基、--NH--CH.sub.2 --CONHCH.sub.2 CH.sub.2 OH；Z=例如2,3-二甲苯胺基，以及其制备方法。这些化合物表现出高抗脂质活性。
• Novel pyrimidine and 1,3,5-triazine hypolipemic agents
  作者：Gaetano D'Atri、Piero Gomarasca、Giuseppe Resnati、Giovanni Tronconi、Carlo Scolastico、Cesare R. Sirtori

  DOI：10.1021/jm00378a016

  日期：1984.12

  New compounds were synthesized by changing the substituents of a trisubstituted pyrimidine, i.e., [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]thio] acetic acid, a potent hypolipidemic agent, impaired, however, by a marked hepatomegaly-inducing effect. The structural variations led to the subsidence (14b, i.e., 4-chloro-2-(dimethylamino)-6-[(2,3-dimethylphenyl)amino]pyrimidine) or to the reduction (18b, [[4-chloro-6-[(2,3-dimethylphenyl)amino]-2-pyrimidinyl]amino] acetic acid) of said untoward effect but still maintained the hypolipidemic effect that, although markedly decreased, still proves significant for serum cholesterol and triglycerides (18b) or for serum triglycerides only (14b).