N-(5,6-dichloro-1,4-dihydroquinazolin-2-yl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide | 875467-37-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(5,6-dichloro-1,4-dihydroquinazolin-2-yl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide
• CAS: 875467-37-1
• 化学式: C₁₄H₁₅Cl₂N₃O₃
• 分子量: 344.197
• InChiKey: NCCMQGBTYHYUAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(5,6-dichloro-1,4-dihydroquinazolin-2-yl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide 在 盐酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以100%的产率得到N-(5,6-dichloro-1,4-dihydroquinazolin-2-yl)-2,3-dihydroxypropanamide
  参考文献：
  名称：

  Quinazoline derivatives useful for the treatment of peripheral arterial disease and as phosphodiesterase inhibitors

  摘要：

  根据本发明，提供了一种治疗宿主外周动脉疾病的方法，包括向宿主投与式(I)到式(III)或其类似物的治疗有效量的化合物。

  公开号：

  US20060030574A1
• 作为产物：
  描述：

  2-氨甲基-3,4-二氯苯胺 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 63.0h， 生成 N-(5,6-dichloro-1,4-dihydroquinazolin-2-yl)-2,2-dimethyl-1,3-dioxolane-4-carboxamide
  参考文献：
  名称：

  SYNTHESIS AND STABILITY OF 3-HYDROXYANAGRELIDE, A BIOLOGICALLY POTENT METABOLITE OF ANAGRELIDE

  摘要：

  Metabolism of 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazolin-2-one (anagrelide), a drug for treating essential thrombocythemia, gives 6,7-dichloro-3-hydroxy-1,5-dihydroimidazo[2,1-b]quinazolin-2-one (3-hydroxyanagrelide) and 2-amino-5,6-dichloro-3,4-dihydroquinazoline. To enable the properties of 3-hydroxyanagrelide to be fully evaluated, the racemic compound has been synthesized. In pH 7.4 aqueous buffer 3-hydroxyanagrelide readily equilibrates with an isomer, 6,7-dichloro-1-hydroxy-3,5-dihydroimidazo[1,2-alpha]-quinazolin-2-one,and is also hydrolyzed to 2-amino-5,6-dichloro-3,4-dihydroquinazoline. 3-Hydroxyanagrelide (half-life 40 hours) was the dominant species at equilibrium and it was concluded that the equilibration and decomposition are sufficiently slow that published assays of 3-hydroxyanagrelide are reliable.

  DOI：

  10.3987/com-12-s(n)115

文献信息

• [EN] QUINAZOLINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF THROMBOCYTHEMIA<br/>[FR] DERIVES DE QUINAZOLINE, UTILISATION DE CES DERNIERS DANS LE TRAITEMENT DE LA THROMBOCYTHEMIE
  申请人：SHIRE HOLDINGS AG

  公开号：WO2006017822A3

  公开（公告）日：2006-08-24
• QUINAZOLINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF THROMBOCYTHEMIA
  申请人：Franklin Richard

  公开号：US20100093772A1

  公开（公告）日：2010-04-15

  A method for the treatment of thrombocythemia in a subject comprising administering a therapeutically effective amount of compounds having the formulas (I) through (III) or equilibrating forms thereof.
• US7700608B2
  申请人：——

  公开号：US7700608B2

  公开（公告）日：2010-04-20
• Quinazoline derivatives useful for the treatment of peripheral arterial disease and as phosphodiesterase inhibitors
  申请人：Franklin Richard

  公开号：US20060030574A1

  公开（公告）日：2006-02-09

  In accordance with the present invention there is provided a method for the treatment of peripheral arterial diseases in a host comprising administering a therapeutically effective amount of compounds having the formulas (I) through (III) or analogues thereof.

  根据本发明，提供了一种治疗宿主外周动脉疾病的方法，包括向宿主投与式(I)到式(III)或其类似物的治疗有效量的化合物。
• SYNTHESIS AND STABILITY OF 3-HYDROXYANAGRELIDE, A BIOLOGICALLY POTENT METABOLITE OF ANAGRELIDE
  作者：Bernard T. Golding、Richard B. Scott、Kristin M. Downey、Keith P. Healy、Alistair P. Henderson、Claire L. Robinson、William Clegg、Ross W. Harrington、Richard Franklin

  DOI：10.3987/com-12-s(n)115

  日期：——

  Metabolism of 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazolin-2-one (anagrelide), a drug for treating essential thrombocythemia, gives 6,7-dichloro-3-hydroxy-1,5-dihydroimidazo[2,1-b]quinazolin-2-one (3-hydroxyanagrelide) and 2-amino-5,6-dichloro-3,4-dihydroquinazoline. To enable the properties of 3-hydroxyanagrelide to be fully evaluated, the racemic compound has been synthesized. In pH 7.4 aqueous buffer 3-hydroxyanagrelide readily equilibrates with an isomer, 6,7-dichloro-1-hydroxy-3,5-dihydroimidazo[1,2-alpha]-quinazolin-2-one,and is also hydrolyzed to 2-amino-5,6-dichloro-3,4-dihydroquinazoline. 3-Hydroxyanagrelide (half-life 40 hours) was the dominant species at equilibrium and it was concluded that the equilibration and decomposition are sufficiently slow that published assays of 3-hydroxyanagrelide are reliable.