2-hydrazino-3-naphthalen-1-yl-3H-quinazolin-4-one | 87465-87-0

• 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: 2-hydrazino-3-naphthalen-1-yl-3H-quinazolin-4-one
• 英文别名: 2-Hydrazinyl-3-naphthalen-1-ylquinazolin-4-one
• CAS: 87465-87-0
• 化学式: C₁₈H₁₄N₄O
• 分子量: 302.335
• InChiKey: BXWHQOMQWYOYHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydrazino-3-naphthalen-1-yl-3H-quinazolin-4-one 在 亚硝酸 作用下， 以87%的产率得到4-Naphthyl-1-4,5-dihydrotetrazolo<1,5-a>chinazolin-5-on
  参考文献：
  名称：

  Kottke; Kuhmstedt; Griesner, Pharmazie, 1983, vol. 38, # 6, p. 367 - 368

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Thioxo-3-naphth-1'-yl-3,4-dihydrochinazolin-4-on 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以63%的产率得到2-hydrazino-3-naphthalen-1-yl-3H-quinazolin-4-one
  参考文献：
  名称：

  Kottke; Kuhmstedt; Griesner, Pharmazie, 1983, vol. 38, # 6, p. 367 - 368

  摘要：

  DOI：

文献信息

• Novel Nonpeptide CCK-B Antagonists:  Design and Development of Quinazolinone Derivatives as Potent, Selective, and Orally Active CCK-B Antagonists
  作者：Janak K. Padia、Mark Field、Joanna Hinton、Ken Meecham、Julius Pablo、Rob Pinnock、Bruce D. Roth、Lakhbir Singh、Nirmala Suman-Chauhan、Bharat K. Trivedi、Louise Webdale

  DOI：10.1021/jm970373j

  日期：1998.3.1

  We have designed a novel series of CCK-B receptor antagonists by combining key pharmacophores, an arylurea moiety of 1 and a quinazolinone ring of 3, from two known series. Our earlier studies showed that compounds with methylene linkers in our "target" produced moderate binding affinity and selectivity for CCK-B receptors, whereas its higher and lower homologues resulted in loss of affinity. Introduction of -NH- as a linker dramatically enhanced binding affinity and selectivity for CCK-B receptors, thus providing several compounds with single-digit nanomolar binding affinity and excellent selectivity. Analogous to the earlier studies of the series of quinazolinone derivatives 3, we also found 3-isopropoxyphenyl as a preferred substitution on the N-3 quinazolinone. Electron-withdrawing substitutions on the urea terminal phenyl ring enhanced the CCK-B potency. Representative compounds of this series were tested in the functional assay and showed pure antagonist profiles. Compounds 51 and 61 were orally active in the elevated rat X-maze test. These compounds were also evaluated for their pharmacokinetic profile. The absolute oral bioavailability of compound 61 was 22% in rats.
• KOTTKE, K.;KUEHMSTEDT, H.;GRIESNER, G., PHARMAZIE, 1983, 38, N 6, 367-368
  作者：KOTTKE, K.、KUEHMSTEDT, H.、GRIESNER, G.

  DOI：——

  日期：——
• US6897213B1
  申请人：——

  公开号：US6897213B1

  公开（公告）日：2005-05-24
• Kottke; Kuhmstedt; Griesner, Pharmazie, 1983, vol. 38, # 6, p. 367 - 368
  作者：Kottke、Kuhmstedt、Griesner

  DOI：——

  日期：——