2-methoxy-6-phenethylaminomethyl-phenol | 55311-35-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methoxy-6-phenethylaminomethyl-phenol
• 英文别名: 2-Methoxy-6-phenaethylaminomethyl-phenol；2-Methoxy-6-(((2-phenylethyl)amino)methyl)phenol；2-methoxy-6-[(2-phenylethylamino)methyl]phenol
• CAS: 55311-35-8
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: PVFQVUDQHCXCBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxy-6-phenethylaminomethyl-phenol 、 聚合甲醛 在 silica gel 、 丙酮 、 苯 、 正己烷 作用下， 以 1,4-二氧六环 为溶剂， 反应 75.0h， 以yields 8-methoxy-3-phenethyl-3,4-dihydro-2H-1,3-benzoxazine as colorless needles melting at 63°-66° C的产率得到8-methoxy-3-phenethyl-3,4-dihydro-2H-benzo[e][1,3]oxazine
  参考文献：
  名称：

  1,3-BENZOXAZINE DERIVATIVES

  摘要：

  化合物的新类别的公式为##STR1## 其中R.sup.1为低碳基，R.sup.2为氢，低碳基或低碳烯基，R.sup.3为氢，低碳基，低碳氧基或卤素，Y为低碳亚基。

  公开号：

  US04035363A1
• 作为产物：
  描述：

  N-phenylethyl-3-methoxy-salicylaldimine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 2-methoxy-6-phenethylaminomethyl-phenol
  参考文献：
  名称：

  Synthesis, structure–activity relationship and in vitro biological evaluation of N-arylethyl isoquinoline derivatives as Coxsackievirus B3 inhibitors

  摘要：

  Currently, there is no approved antiviral drug for the infection caused by enteroviruses. A series of novel N-arylethyl isoquinoline derivatives defined with substituents on the ring A and C were designed, synthesized and evaluated in vitro for their activities against Coxsackievirus B3 (CVB3). The primary structure-activity relationship revealed that substituents on the ring A were not beneficial for the activity. Among these analogs synthesized, compound 7f bearing a methylenedioxy at the R(4) and R(5) positions afforded an anti-CVB3 activity and a reasonable selectivity index (SI = 26.8); furthermore, 7f exhibited a moderate activity against enterovirus 71 (EV71) with SI value of 9.0. Thus it has been selected as an anti-enteroviral lead compound for further investigation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.002

文献信息

• Delaby et al., Bulletin de la Societe Chimique de France, 1956, p. 1830,1832
  作者：Delaby et al.

  DOI：——

  日期：——
• US4035363A
  申请人：——

  公开号：US4035363A

  公开（公告）日：1977-07-12
• Synthesis, structure–activity relationship and in vitro biological evaluation of N-arylethyl isoquinoline derivatives as Coxsackievirus B3 inhibitors
  作者：Yan-Xiang Wang、Yu-Huan Li、Ying-Hong Li、Rong-Mei Gao、Hui-Qiang Wang、Yan-Xin Liu、Li-Mei Gao、Qiao-Ni Lu、Jian-Dong Jiang、Dan-Qing Song

  DOI：10.1016/j.bmcl.2011.08.002

  日期：2011.10

  Currently, there is no approved antiviral drug for the infection caused by enteroviruses. A series of novel N-arylethyl isoquinoline derivatives defined with substituents on the ring A and C were designed, synthesized and evaluated in vitro for their activities against Coxsackievirus B3 (CVB3). The primary structure-activity relationship revealed that substituents on the ring A were not beneficial for the activity. Among these analogs synthesized, compound 7f bearing a methylenedioxy at the R(4) and R(5) positions afforded an anti-CVB3 activity and a reasonable selectivity index (SI = 26.8); furthermore, 7f exhibited a moderate activity against enterovirus 71 (EV71) with SI value of 9.0. Thus it has been selected as an anti-enteroviral lead compound for further investigation. (C) 2011 Elsevier Ltd. All rights reserved.
• 1,3-BENZOXAZINE DERIVATIVES
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04035363A1

  公开（公告）日：1977-07-12

  Novel compounds of the formula ##STR1## wherein R.sup.1 is lower alkyl, R.sup.2 is hydrogen, lower alkyl or lower alkenyl, R.sup.3 is hydrogen, lower alkyl, lower alkoxy or halogen and Y is lower alkylene.

  式##STR1##中的新化合物，其中R.sup.1是较低的烷基，R.sup.2是氢，较低的烷基或较低的烯基，R.sup.3是氢，较低的烷基，较低的烷氧基或卤素，Y是较低的烷基。