N-(4-cyanophenyl)-N'-<(S)-α-phenethyl>guanidine acetic acid | 116869-20-6

• 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-cyanophenyl)-N'-<(S)-α-phenethyl>guanidine acetic acid
• 英文别名: SC-45647；2-[[N-(4-cyanophenyl)-N'-[(1S)-1-phenylethyl]carbamimidoyl]amino]acetic acid
• CAS: 116869-20-6
• 化学式: C₁₈H₁₈N₄O₂
• 分子量: 322.367
• InChiKey: QBIFEYLZKPFJHE-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  97.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  碳亚胺二氯化,(4-氰基苯基)- 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 20.0h， 生成 N-(4-cyanophenyl)-N'-<(S)-α-phenethyl>guanidine acetic acid
  参考文献：
  名称：

  A Simple Method for the Synthesis of Unsymmetrical Trisubstttuted Guanidines

  摘要：

  A simple method for the synthesis of sweet tasting N,N',N"-trisubstituted guanidines is described. The key intermediate, carbonimidoyl dichloride 6, was prepared using a known method. Reaction of 6 with cyclooctylamine followed by the sodium salt of 5-aminomethyltetrazole or the sodium salt of glycine afforded the desired guanidine. When the carbonimidoyl dichloride was allowed to react with (S)-alpha-phenethylamine followed by the sodium salt of glycine, the guanidine sweetener 2 was obtained.

  DOI：

  10.1080/00397919208021105

文献信息

• SWEETNESS RECEPTOR ANTAGONIST
  申请人：AJINOMOTO CO., INC.

  公开号：US20170101372A1

  公开（公告）日：2017-04-13

  Sweetness receptor antagonists represented by formula (I): wherein each symbol is described herein, are useful for the prophylaxis or treatment of metabolic syndrome, diabetes, obesity and the like.
• US9907766B2
  申请人：——

  公开号：US9907766B2

  公开（公告）日：2018-03-06
• A Simple Method for the Synthesis of Unsymmetrical Trisubstttuted Guanidines
  作者：Srinivasan Nagarajan、Tse-Lok Ho、Grant E. Dubois

  DOI：10.1080/00397919208021105

  日期：1992.4

  A simple method for the synthesis of sweet tasting N,N',N"-trisubstituted guanidines is described. The key intermediate, carbonimidoyl dichloride 6, was prepared using a known method. Reaction of 6 with cyclooctylamine followed by the sodium salt of 5-aminomethyltetrazole or the sodium salt of glycine afforded the desired guanidine. When the carbonimidoyl dichloride was allowed to react with (S)-alpha-phenethylamine followed by the sodium salt of glycine, the guanidine sweetener 2 was obtained.