<4-(2-chloroethoxy)phenyl>acetamide | 97315-36-1

• 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: <4-(2-chloroethoxy)phenyl>acetamide
• 英文别名: 4-(2-Chloro)ethoxyphenylacetamide；2-[4-(2-chloroethoxy)phenyl]acetamide
• CAS: 97315-36-1
• 化学式: C₁₀H₁₂ClNO₂
• 分子量: 213.664
• InChiKey: HSCJFQKEJDNUSL-UHFFFAOYSA-N

物化性质

• 熔点：
  173-175 °C(Solv: ethanol (64-17-5))
• 沸点：
  412.0±30.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  咪唑 、 <4-(2-chloroethoxy)phenyl>acetamide 在 sodium hydride 作用下， 生成 2-[4-(2-Imidazol-1-yl-ethoxy)-phenyl]-acetamide
  参考文献：
  名称：

  Selective thromboxane synthetase inhibitors. 1. 1-[(Aryloxy)alkyl]-1H-imidazoles

  摘要：

  1-(2-Phenoxyethyl)-1H-imidazole was found to be an inhibitor of thromboxane (TxA2) synthetase, but it also inhibited the adrenal cytochrome P-450 enzyme steroid 11 beta-hydroxylase. The preparation of a series of analogues is described, and activity against TxA2 synthetase, PGI2 synthetase, cyclooxygenase, and steroid 11 beta-hydroxylase is discussed. Potency against TxA2 synthetase was increased by introduction of a carboxyl group at a suitable distance from the imidazole ring. A distance of 8.1-8.8 A between N-1 of the imidazole and the carboxyl carbon was found to be optimal. Introduction of a carboxyl group also had the effect of reducing activity against steroid 11 beta-hydroxylase. The most potent and selective compound was found to be 4-[2-(1H-imidazol-1-yl) ethoxy]benzoic acid (14).

  DOI：

  10.1021/jm00148a009
• 作为产物：
  描述：

  2-氯乙基对甲苯磺酸酯 、 4-羟基苯乙酰胺 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 16.0h， 以55%的产率得到<4-(2-chloroethoxy)phenyl>acetamide
  参考文献：
  名称：

  Selective thromboxane synthetase inhibitors. 1. 1-[(Aryloxy)alkyl]-1H-imidazoles

  摘要：

  1-(2-Phenoxyethyl)-1H-imidazole was found to be an inhibitor of thromboxane (TxA2) synthetase, but it also inhibited the adrenal cytochrome P-450 enzyme steroid 11 beta-hydroxylase. The preparation of a series of analogues is described, and activity against TxA2 synthetase, PGI2 synthetase, cyclooxygenase, and steroid 11 beta-hydroxylase is discussed. Potency against TxA2 synthetase was increased by introduction of a carboxyl group at a suitable distance from the imidazole ring. A distance of 8.1-8.8 A between N-1 of the imidazole and the carboxyl carbon was found to be optimal. Introduction of a carboxyl group also had the effect of reducing activity against steroid 11 beta-hydroxylase. The most potent and selective compound was found to be 4-[2-(1H-imidazol-1-yl) ethoxy]benzoic acid (14).

  DOI：

  10.1021/jm00148a009

文献信息

• [EN] ARYLGLYCINE DERIVATIVES FOR USE AS GLYCINE TRANSPORT INHIBITORS<br/>[FR] DERIVES D'ARYLGLYCINE UTILISABLES COMME INHIBITEURS DE TRANSPORT DE GLYCINE
  申请人：NPS ALLELIX CORP

  公开号：WO2004022534A1

  公开（公告）日：2004-03-18

  The present invention relates to compounds of Formula (I) and salts solvates and hydrates thereof. The invention further relates to pharmaceutical compositions containing said compounds and methods of treating neurological and neuropsychistric disorders using said compounds.

  本发明涉及式(I)的化合物及其盐、溶剂化物和水合物。该发明进一步涉及含有所述化合物的药物组合物，以及使用所述化合物治疗神经和神经精神障碍的方法。
• Arylglycine derivatives for use as glycine transport inhibitors
  申请人：NPS Allelix Corporation

  公开号：US20040152740A1

  公开（公告）日：2004-08-05

  The present invention relates to compounds of Formula 1: 1 and salts solvates and hydrates thereof. The invention further relates to pharmaceutical compositions containing said compounds and methods of treating neurological and neuropsychistric disorders using said compounds.

  本发明涉及1:1式化合物及其盐、溶剂化合物和水合物。本发明还涉及含有该化合物的制药组合物以及使用该化合物治疗神经和神经精神障碍的方法。
• DE2135678
  申请人：——

  公开号：——

  公开（公告）日：——
• CROSS, P. E.;DICKINSON, R. P.;PARRY, M. J.;RANDALL, M. J., J. MED. CHEM., 1985, 28, N 10, 1427-1432
  作者：CROSS, P. E.、DICKINSON, R. P.、PARRY, M. J.、RANDALL, M. J.

  DOI：——

  日期：——
• Selective thromboxane synthetase inhibitors. 1. 1-[(Aryloxy)alkyl]-1H-imidazoles
  作者：Peter E. Cross、Roger P. Dickinson、M. John Parry、Michael J. Randall

  DOI：10.1021/jm00148a009

  日期：1985.10

  1-(2-Phenoxyethyl)-1H-imidazole was found to be an inhibitor of thromboxane (TxA2) synthetase, but it also inhibited the adrenal cytochrome P-450 enzyme steroid 11 beta-hydroxylase. The preparation of a series of analogues is described, and activity against TxA2 synthetase, PGI2 synthetase, cyclooxygenase, and steroid 11 beta-hydroxylase is discussed. Potency against TxA2 synthetase was increased by introduction of a carboxyl group at a suitable distance from the imidazole ring. A distance of 8.1-8.8 A between N-1 of the imidazole and the carboxyl carbon was found to be optimal. Introduction of a carboxyl group also had the effect of reducing activity against steroid 11 beta-hydroxylase. The most potent and selective compound was found to be 4-[2-(1H-imidazol-1-yl) ethoxy]benzoic acid (14).