KYS05076 | 928006-44-4

• 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: KYS05076
• 英文别名: Methyl 2-(2-(methyl(5-(pyrrolidin-1-yl)pentyl)amino)-3-phenyl-3,4-dihydroquinazolin-4-yl)acetate；methyl 2-[2-[methyl(5-pyrrolidin-1-ylpentyl)amino]-3-phenyl-4H-quinazolin-4-yl]acetate
• CAS: 928006-44-4
• 化学式: C₂₇H₃₆N₄O₂
• 分子量: 448.608
• InChiKey: XJHWSJMWAMLTTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  KYS05076 在 lithium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 KYS05077
  参考文献：
  名称：

  Synthesis and biological evaluation of novel T-type calcium channel blockers

  摘要：

  3,4-Dihydroquinazoline analogues substituted by N-methyl-N-(5-pyrrolidinopentyl)amine at the 2-position were synthesized and their blocking effects were evaluated for T- and N-type calcium channels. Compound 11b (KYS05080), compared to mibefradil (IC50 = 1.34 0.49 mu M), was about 5-fold potent (IC50 = 0.26 +/- 0.01 mu M) for T-type calcium channel (alpha(1)G) blocking and its selectivity of T/N-type was also improved (7.5 versus 1.4 of mibefradil). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.024
• 作为产物：
  描述：

  N-(5-溴戊基)邻苯二甲酰亚胺 在 lithium aluminium tetrahydride 、 potassium carbonate 、 sodium iodide 、 肼 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 苯 为溶剂， 生成 KYS05076
  参考文献：
  名称：

  Synthesis and biological evaluation of novel T-type calcium channel blockers

  摘要：

  3,4-Dihydroquinazoline analogues substituted by N-methyl-N-(5-pyrrolidinopentyl)amine at the 2-position were synthesized and their blocking effects were evaluated for T- and N-type calcium channels. Compound 11b (KYS05080), compared to mibefradil (IC50 = 1.34 0.49 mu M), was about 5-fold potent (IC50 = 0.26 +/- 0.01 mu M) for T-type calcium channel (alpha(1)G) blocking and its selectivity of T/N-type was also improved (7.5 versus 1.4 of mibefradil). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.024

文献信息

• Synthesis and SAR Study of T-Type Calcium Channel Blockers. Part II
  作者：Yun Jeong Choe、Han Na Seo、Soo Yeon Jung、Hyewhon Rhim、Jungahn Kim、Dong Joon Choo、Jae Yeol Lee

  DOI：10.1002/ardp.200800079

  日期：2008.10

  3,4‐Dihydroquinazoline derivatives have been known to be the novel and potent T‐type calcium channel blockers. From a systematic variation of 3,4‐dihydroquinazoline derivative 5c (KYS05043), plausible SAR results were established. It was revealed that a 5‐(dimethylamino)pentylamino group at R1, a biphenyl group at R2, and a benzyl amido group at R3 in the 3,4‐dihydroquinazoline backbone are closely

  已知 3,4-二氢喹唑啉衍生物是新型有效的 T 型钙通道阻滞剂。根据 3,4-二氢喹唑啉衍生物 5c (KYS05043) 的系统变异，建立了合理的 SAR 结果。结果表明，3,4-二氢喹唑啉骨架中R1的5-(二甲氨基)戊氨基、R2的联苯基和R3的苄基氨基与通道选择性(T/N型)密切相关。以及基于 6k (KYS05090) 发现的效力。
• Synthesis and biological evaluation of novel T-type calcium channel blockers
  作者：Ja Youn Choi、Han Na Seo、Min Joo Lee、Seong Jun Park、Sung Jun Park、Ji Young Jeon、Joo Hi Kang、Ae Nim Pae、Hyewhon Rhim、Jae Yeol Lee

  DOI：10.1016/j.bmcl.2006.10.024

  日期：2007.1

  3,4-Dihydroquinazoline analogues substituted by N-methyl-N-(5-pyrrolidinopentyl)amine at the 2-position were synthesized and their blocking effects were evaluated for T- and N-type calcium channels. Compound 11b (KYS05080), compared to mibefradil (IC50 = 1.34 0.49 mu M), was about 5-fold potent (IC50 = 0.26 +/- 0.01 mu M) for T-type calcium channel (alpha(1)G) blocking and its selectivity of T/N-type was also improved (7.5 versus 1.4 of mibefradil). (c) 2006 Elsevier Ltd. All rights reserved.