Methyl 4-chloro-2-[(2-phenylacetyl)amino]benzoate | 147778-09-4

• 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: Methyl 4-chloro-2-[(2-phenylacetyl)amino]benzoate
• CAS: 147778-09-4
• 化学式: C₁₆H₁₄ClNO₃
• 分子量: 303.745
• InChiKey: CYYQEHOWVPDQAP-UHFFFAOYSA-N

物化性质

• 沸点：
  497.3±45.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 4-chloro-2-[(2-phenylacetyl)amino]benzoate 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 7-氯-4-羟基-3-苯基-2(1H)-喹啉酮
  参考文献：
  名称：

  Identification and initial structure-activity relationships of a novel non-peptide quinolone GnRH receptor antagonist

  摘要：

  Screening of the Merck sample collection for non-peptide compounds with binding affinity for the rat GnRH receptor led to the identification of the substituted quinolone (1) as a lead compound in the search for a non-peptide GnRH receptor antagonist. Substantial improvements in potency (similar to 300 fold) were achieved by addition of an alkyl amine at the 4-position, a 3,5-dimethylphenyl group at the 3-position and 6-nitro-7-chloro-substitution of the 1H-quinolone core. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00446-1
• 作为产物：
  描述：

  甲基2-胺-4-氯苯酚酯 、 苯乙酰氯 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 Methyl 4-chloro-2-[(2-phenylacetyl)amino]benzoate
  参考文献：
  名称：

  Identification and initial structure-activity relationships of a novel non-peptide quinolone GnRH receptor antagonist

  摘要：

  Screening of the Merck sample collection for non-peptide compounds with binding affinity for the rat GnRH receptor led to the identification of the substituted quinolone (1) as a lead compound in the search for a non-peptide GnRH receptor antagonist. Substantial improvements in potency (similar to 300 fold) were achieved by addition of an alkyl amine at the 4-position, a 3,5-dimethylphenyl group at the 3-position and 6-nitro-7-chloro-substitution of the 1H-quinolone core. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00446-1

文献信息

• Identification and initial structure-activity relationships of a novel non-peptide quinolone GnRH receptor antagonist
  作者：Robert J. DeVita、Darius D. Hollings、Mark T. Goulet、Matthew J. Wyvratt、Michael H. Fisher、Jane-L. Lo、Yi Tien Yang、Kang Cheng、Roy G. Smith

  DOI：10.1016/s0960-894x(99)00446-1

  日期：1999.9

  Screening of the Merck sample collection for non-peptide compounds with binding affinity for the rat GnRH receptor led to the identification of the substituted quinolone (1) as a lead compound in the search for a non-peptide GnRH receptor antagonist. Substantial improvements in potency (similar to 300 fold) were achieved by addition of an alkyl amine at the 4-position, a 3,5-dimethylphenyl group at the 3-position and 6-nitro-7-chloro-substitution of the 1H-quinolone core. (C) 1999 Elsevier Science Ltd. All rights reserved.