1-morpholino-7-phenylpyrido<3,4-d>pyridazin-4(2H)-one | 57961-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-morpholino-7-phenylpyrido<3,4-d>pyridazin-4(2H)-one
• 英文别名: 1-Morpholino-7-phenyl-pyrido<3,4-d>pyridazin-4(3H)-on；1-morpholin-4-yl-7-phenyl-3H-pyrido[3,4-d]pyridazin-4-one；1-morpholin-4-yl-7-phenyl-3H-pyrido[3,4-d]pyridazin-4-one
• CAS: 57961-79-2
• 化学式: C₁₇H₁₆N₄O₂
• 分子量: 308.34
• InChiKey: JJKNPYUCCFMHTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-morpholino-7-phenylpyrido<3,4-d>pyridazin-4(2H)-one 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 生成 4-Chloro-1-morpholino-7-phenyl-pyrido<3,4-d>pyridazin
  参考文献：
  名称：

  Studies on the syntheses of N-heterocyclic compounds. XXV. Syntheses of pyrido(3,4-d)pyridazine derivatives. II.

  摘要：

  对之前报道的强效利尿剂 1，4-二吗啉基-7-苯基哒嗪[3，4-d] （1 : DS-511）的制备方法和一些化学修饰进行了研究，制备出了表 I 所示的多种衍生物。对 1，4-二氯哒嗪[3，4-d]中两个氯基的反应性进行比较后发现，4-氯基对亲核取代的反应性比 1-氯基强。还对 1 进行了一些反应，如酸水解、还原和格氏加成反应。讨论了 1 中位于 6 位的环氮对利尿活性的重要意义。

  DOI：

  10.1248/cpb.23.2239
• 作为产物：
  描述：

  1,4-二吗啉基-7-苯基吡啶并(3,4-d)哒嗪 、 盐酸 以42%的产率得到
  参考文献：
  名称：

  OKA Y.; OMURA K.; MIYAKE A.; ITOH K.; TOMIMOTO M.; TADA N.; YURUGI S., CHEM. AND PHARM. BULL. , 1975, 23, NO 10, 2239-2250

  摘要：

  DOI：

文献信息

• Analysis of 1,4-dimorpholino-7-phenylpyrido[3,4-d]pyridazine (DS-511) and its metabolites in biological specimens. III. Fluorodensitometric method for the simultaneous determination of DS-511 and its metabolites in urine and bile.
  作者：MOTOAKI KUWAYAMA、SOHACHIRO MIYAKE、KOHEI NISHIKAWA

  DOI：10.1248/cpb.28.2158

  日期：——

  A simple and rapid fluorodensitometric method for the simultaneous determination of 1, 4-dimorpholino-7-phenylpyrido [3, 4-d] pyridazine (DS-511) and its metabolites in urine and bile was established. The biological specimens containing DS-511 and its metabolites were separated into lipophilic and hydrophilic layers by extraction with ethyl acetate. The hydrophilic layer was incubated at 37° for 24 hr with β-glucuronidase and arylsulfatase, then separated again into two layers by a similar extraction procedure. The lipophilic layers were purified by two-dimensional thin-layer chromatography with chloroform-methanol (10 : 1) and ethyl acetate-benzene (3 : 2). The hydrophilic layer was passed through a column of Amberlite XAD-2 (100-200 mesh), eluting with ethanol, and the eluate was purified by stepwise thin-layer chromatography with ethyl acetatebenzene (3 : 2) and chloroform-methanol (2 : 1). After moistening the air-dried chromatogram with 1-butanol, the fluorescent spots were quantitatively determined with a spectrodensitometer in the fluorescence mode. The recoveries and the coefficients of variation (c. v.) with this method were 89-116% (c. v. 6-14%) for lipophilic compounds and 93.0-95.0% (c. v. 5-6%) for hydrophilic compounds at concentrations between 0.1-1.0 μg/ml in biological specimens. This method could be used to analyze biological specimens from rats and dogs after administration of DS-511 and should also be applicable to human specimens.

  建立了一种简单快速的荧光密度测定法，用于同时测定尿液和胆汁中的1,4-二氨基-7-苯基吡啶并[3,4-d]哒嗪（DS-511）及其代谢产物。用乙酸乙酯萃取，将含有DS-511及其代谢产物的生物样本分为亲脂层和亲水层。将亲水层在37℃下与β-葡萄糖醛酸酶和芳基硫酸酶一起孵育24小时，然后用类似的萃取程序再次分为两层。用氯仿-甲醇（10:1）和乙酸乙酯-苯（3:2）进行二维薄层色谱法纯化亲脂层。将亲水层通过Amberlite XAD-2（100-200目）柱，用乙醇洗脱，用乙酸乙酯-苯（3:2）和氯仿-甲醇（2:1）进行逐步薄层色谱法纯化洗脱液。用1-丁醇润湿风干的色谱图后，用分光密度计在荧光模式下定量测定荧光点。在生物样本中浓度为0.1-1.0μg/ml时，该方法的回收率和变异系数（CV）分别为：亲脂化合物89-116%（CV 6-14%），亲水化合物93.0