4-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester | 199941-88-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 199941-88-3
• 化学式: C₂₈H₃₃ClN₂O₄
• 分子量: 497.034
• InChiKey: RUNUDRLDJNPWQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.49
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester 在 苯甲醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 7-chloro-3-(3,5-dimethylphenyl)-4-(piperidin-4-ylmethoxy)-1H-quinolin-2-one
  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：

  N-Boc-4-哌啶甲醇 在 四溴化碳 、 potassium carbonate 、 三苯基膦 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[7-Chloro-3-(3,5-dimethyl-phenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester
  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