5,8-di-morpholin-4-yl-2-phenyl-pyrimido[4,5-d]pyridazine | 33222-18-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5,8-di-morpholin-4-yl-2-phenyl-pyrimido[4,5-d]pyridazine
• 英文别名: 5,8-Dimorpholino-2-phenylpyrimidino<4,5-d>-pyridazin；5,8-Dimorpholino-2-phenyl-pyrimido<4,5-d>pyridazine；2-Phenyl-5,8-dimorpholinopyrimido<4,5-d>pyridazin；4-(5-Morpholin-4-yl-2-phenylpyrimido[4,5-d]pyridazin-8-yl)morpholine
• CAS: 33222-18-3
• 化学式: C₂₀H₂₂N₆O₂
• 分子量: 378.434
• InChiKey: SJYNDXSIRWIWIW-UHFFFAOYSA-N

物化性质

• 熔点：
  180-182 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  595.5±50.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  76.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,8-di-morpholin-4-yl-2-phenyl-pyrimido[4,5-d]pyridazine 在 盐酸 作用下， 生成 6-morpholin-4-yl-1,2-dihydro-pyridazine-3,4-dione
  参考文献：
  名称：

  Hieda; Yurugi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1972, vol. 92, # 11, p. 1312 - 1315

  摘要：

  DOI：

文献信息

• Studies on the syntheses of N-heterocyclic compounds. XXII. The reaction of polyazanaphthalene derivatives with organometallic reagents.
  作者：AKIO MIYAKE、KATSUMI ITOH、NORIO TADA、YOSHIKAZU OKA、SHOJIRO YURUGI

  DOI：10.1248/cpb.23.1488

  日期：——

  Reaction of 5, 8-dimorpholino-2-phenylpyrimido [4, 5-d] pyridazine (I) with Grignard reagent or organolithium afforded 4-substituted-3, 4-dihydro derivatives (II). The use of an excess of the reagent gave rise to further substitution at 8-position to afford 4, 8-disubstituted-3, 4-dihydro derivatives (III and VII). Similar results were observed in the reaction of Grignard reagents with analogous tetraazanaphthalene derivatives, 5, 8-dimorpholino-2-phenylpyrimido [4, 5-d] pyrimidine (XX) and 5, 8-dimorpholino-2-phenyl-pyrazino [2, 3-d] pyridazine (XXII), to afford 4-substituted-3, 4-dihydro derivatives (XXI) and 3-substituted-3, 4-dihydro derivatives (XXIII), respectively. Among the obtained derivatives, IIa and IIj exhibited significant diuretic activity.

  5，8-二吗啉基-2-苯基嘧啶并[4，5-d]哒嗪（I）与格氏试剂或有机锂反应，得到 4-取代-3，4-二氢衍生物（II）。使用过量的试剂可进一步取代 8 位，得到 4，8-二取代-3，4-二氢衍生物（III 和 VII）。格氏试剂与类似的四氮杂萘衍生物--5，8-二吗啉基-2-苯基嘧啶并[4，5-d]嘧啶（XX）和 5，8-二吗啉基-2-苯基吡嗪并[2，3-d]哒嗪（XXII）反应，也观察到了类似的结果，分别得到了 4-取代的-3，4-二氢衍生物（XXI）和 3-取代的-3，4-二氢衍生物（XXIII）。在获得的衍生物中，IIa 和 IIj 具有显著的利尿活性。
• Studies on the syntheses of N-heterocyclic compounds. XXIII. The photochemical reaction of polyazanaphthalene derivatives.
  作者：AKIO MIYAKE、YOSHIKAZU OKA、SHOJIRO YURUGI

  DOI：10.1248/cpb.23.1500

  日期：——

  Photochemical reactions of tetraazanaphthalene derivatives, I, II, and III, with alcohols and cyclic ethers in the presence of photosensitizer resulted in selective addition at the 3, 4 C=N bond to give substituted-3, 4-dihydro derivatives. Potential diuretic activity was shown by many of the obtained compounds.

  四氮萘衍生物I、II和III与醇和环醚在光敏剂存在下的光化学反应导致选择性地添加在3, 4 C=N键上，生成了取代的3, 4-二氢衍生物。许多获得的化合物显示出潜在的利尿活性。