(S)-N-(2-benzoyl-4-chlorophenyl)-phenylglycinamide hydrochloride | 1295585-08-8

• 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: (S)-N-(2-benzoyl-4-chlorophenyl)-phenylglycinamide hydrochloride
• 英文别名: (2S)-2-amino-N-(2-benzoyl-4-chlorophenyl)-2-phenylacetamide;hydrochloride
• CAS: 1295585-08-8
• 化学式: C₂₁H₁₇ClN₂O₂*ClH
• 分子量: 401.292
• InChiKey: XWGAMDFLAGMTNG-FYZYNONXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  72.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-甲基哌嗪-1-甲酰氯 、 (S)-N-(2-benzoyl-4-chlorophenyl)-phenylglycinamide hydrochloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到(S)-N-(2-(2-benzoyl-4-chlorophenylamino)-2-oxo-1-phenylethyl)-4-methylpiperazine-1-carbamide
  参考文献：
  名称：

  2-Acylamino-5-chlorobenzophenones with enhanced selectivity towards malaria parasites

  摘要：

  Previously we described a series of 5-acylaminobenzophenones with considerable antimalarial activity. Unfortunately, most compounds also displayed high cytotoxicity resulting in low selectivity towards malaria parasites. Through the replacement of the 5-acylamino moiety by simple chlorine and further modifications of the 2-acylamino residue we could obtain inhibitors with improved selectivity towards malaria parasites combined with an acceptable reduction of antimalarial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.056
• 作为产物：
  描述：

  N-(叔丁氧羰基)-L-2-苯甘氨酸 在 吡啶 、 盐酸 、 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 生成 (S)-N-(2-benzoyl-4-chlorophenyl)-phenylglycinamide hydrochloride
  参考文献：
  名称：

  2-Acylamino-5-chlorobenzophenones with enhanced selectivity towards malaria parasites

  摘要：

  Previously we described a series of 5-acylaminobenzophenones with considerable antimalarial activity. Unfortunately, most compounds also displayed high cytotoxicity resulting in low selectivity towards malaria parasites. Through the replacement of the 5-acylamino moiety by simple chlorine and further modifications of the 2-acylamino residue we could obtain inhibitors with improved selectivity towards malaria parasites combined with an acceptable reduction of antimalarial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.056

文献信息

• 2-Acylamino-5-chlorobenzophenones with enhanced selectivity towards malaria parasites
  作者：Swetlana Heinrich、Mirko Altenkämper、Benjamin Bechem、Johann Perruchon、Regina Ortmann、Hans-Martin Dahse、Yulin Wang、Michael Lanzer、Martin Schlitzer

  DOI：10.1016/j.ejmech.2011.01.056

  日期：2011.4

  Previously we described a series of 5-acylaminobenzophenones with considerable antimalarial activity. Unfortunately, most compounds also displayed high cytotoxicity resulting in low selectivity towards malaria parasites. Through the replacement of the 5-acylamino moiety by simple chlorine and further modifications of the 2-acylamino residue we could obtain inhibitors with improved selectivity towards malaria parasites combined with an acceptable reduction of antimalarial activity. (c) 2011 Elsevier Masson SAS. All rights reserved.