(Z)-6-fluoro-3,4-dihydronaphthalen-1(2H)-one oxime | 59080-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (Z)-6-fluoro-3,4-dihydronaphthalen-1(2H)-one oxime
• 英文别名: 6-Fluoro-1-tetralonoxim；N-(6-fluoro-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine
• CAS: 59080-29-4
• 化学式: C₁₀H₁₀FNO
• 分子量: 179.194
• InChiKey: SENHZFZRHBVFKU-UHFFFAOYSA-N

物化性质

• 沸点：
  312.5±41.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-6-fluoro-3,4-dihydronaphthalen-1(2H)-one oxime 反应 16.0h， 生成 7-fluoro-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one
  参考文献：
  名称：

  Design, synthesis and evaluation of novel N-phenylbutanamide derivatives as KCNQ openers for the treatment of epilepsy

  摘要：

  KCNQ (Kv7) has emerged as a validated target for the development of novel anti-epileptic drugs. In this paper, a series of novel N-phenylbutanamide derivatives were designed, synthesized and evaluated as KCNQ openers for the treatment of epilepsy. These compounds were evaluated for their KCNQ opening activity in vitro and in vivo. Several compounds were found to be potent KCNQ openers. Compound 1 with favorable in vitro activity was submitted to evaluation in vivo. Results showed that compound 1 owned significant anti-convulsant activity with no adverse effects. It was also found to posses favorable pharmacokinetic profiles in rat. This research may provide novel potent compounds for the discovery of KCNQ openers in treating epilepsy.

  DOI：

  10.1016/j.bmcl.2018.05.019
• 作为产物：
  描述：

  4-(4-氟苯基)丁酸 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (Z)-6-fluoro-3,4-dihydronaphthalen-1(2H)-one oxime
  参考文献：
  名称：

  环状酰胺与手性磷酸促进的醌单亚胺的高对映选择性[3 + 2]偶联

  摘要：

  使用手性磷酸作为催化剂，实现环酰胺与醌单亚胺的对映选择性[3 + 2]偶联。该转化允许合成高度对映体富集的多环2,3-二氢苯并呋喃。

  DOI：

  10.1039/c6cc01200k

文献信息

• Substituent effects in the naphthalene ring system by fluorine-19 NMR
  作者：W. Adcock、J. Alste、S. Q. A. Rizvi、M. Aurangzeb

  DOI：10.1021/ja00423a012

  日期：1976.3