N-<3-<(diethylamino)methyl>-5,6,7,8-tetrahydro-4-hydroxy-1-naphthalenyl>acetamide | 37796-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-<3-<(diethylamino)methyl>-5,6,7,8-tetrahydro-4-hydroxy-1-naphthalenyl>acetamide
• 英文别名: 4-acetamido-2-diethylaminomethyl-5,6,7,8-tetrahydronaphthalen-1-ol；2-Diaethylaminomethyl-4-acetamino-5,6,7,8-tetrahydro-1-naphthol；2-diethylaminomethyl-4-acetamino-5,6,7,8-tetrahydro-I-naphthol；N-[3-(diethylaminomethyl)-4-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]acetamide
• CAS: 37796-69-3
• 化学式: C₁₇H₂₆N₂O₂
• 分子量: 290.406
• InChiKey: ARPLEZKERSOKCB-UHFFFAOYSA-N

物化性质

• 熔点：
  153-155 °C
• 沸点：
  459.5±45.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-<3-<(diethylamino)methyl>-5,6,7,8-tetrahydro-4-hydroxy-1-naphthalenyl>acetamide 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成 4-(7-chloro-quinolin-4-ylamino)-2-diethylaminomethyl-5,6,7,8-tetrahydro-naphthalen-1-ol
  参考文献：
  名称：

  Antimalarial drugs. 61. Synthesis and antimalarial effects of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-6-alkylphenols and their N.omega.-oxides

  摘要：

  A series of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-6-alkylphenols and their N omega-oxides were synthesized by the condensation of 4,7-dichloroquinoline and 4,7-dichloroquinoline N omega-oxide with appropriately substituted 4-amino-2-[(diethylamino)methyl]-6-alkylphenol dihydrochlorides. The latter precursors were prepared in a six-step synthesis starting from available 2-alkylphenols. Several of the title compounds display potent antimalarial activity in mice.

  DOI：

  10.1021/jm00388a027
• 作为产物：
  描述：

  1-氨基-4-硝基萘 在 镍 sodium hydroxide 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 89.67h， 生成 N-<3-<(diethylamino)methyl>-5,6,7,8-tetrahydro-4-hydroxy-1-naphthalenyl>acetamide
  参考文献：
  名称：

  Antimalarial drugs. 61. Synthesis and antimalarial effects of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-6-alkylphenols and their N.omega.-oxides

  摘要：

  A series of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-6-alkylphenols and their N omega-oxides were synthesized by the condensation of 4,7-dichloroquinoline and 4,7-dichloroquinoline N omega-oxide with appropriately substituted 4-amino-2-[(diethylamino)methyl]-6-alkylphenol dihydrochlorides. The latter precursors were prepared in a six-step synthesis starting from available 2-alkylphenols. Several of the title compounds display potent antimalarial activity in mice.

  DOI：

  10.1021/jm00388a027

文献信息

• New anti-malarial agents
  申请人：Aktiebolaget Astra

  公开号：US03948920A1

  公开（公告）日：1976-04-06

  Compounds of the formula ##SPC1## Wherein A designates that the fused six-membered ring could be either unreduced, partially reduced or totally reduced and wherein R.sup.1 is --N(CH.sub.3).sub.2, --N(C.sub.2 H.sub.5).sub.2, ##EQU1## or --N(CH.sub.2 CH.sub.2 Cl).sub.2 and R.sup.2 is ##SPC2## And R is an acyl group with 1-5 carbon atoms, and pharmaceutically acceptable salts thereof; processes for their preparation; pharmaceutical preparations containing at least one of these compounds and the use thereof in the treatment of and protection against malaria infection.

  化合物的公式为##SPC1##其中A表示融合的六元环可以是未还原的、部分还原的或完全还原的，R.sup.1是--N(CH.sub.3).sub.2、--N(C.sub.2 H.sub.5).sub.2、##EQU1##或--N(CH.sub.2 CH.sub.2 Cl).sub.2，而R.sup.2是##SPC2##，R是一个含有1-5个碳原子的酰基基团，以及其药学上可接受的盐；制备它们的方法；包含至少其中一种化合物的制药制剂以及在治疗和预防疟疾感染方面的应用。
• Barlin, Gordon B.; Jiravinyu, Chuenjit; Yan, Jing-He, Australian Journal of Chemistry, 1991, vol. 44, # 5, p. 677 - 685
  作者：Barlin, Gordon B.、Jiravinyu, Chuenjit、Yan, Jing-He

  DOI：——

  日期：——
• BARLIN, GORDON B.;JIRAVINYU, CHUENJIT;YAN, JING-HE, AUSTRAL. J. CHEM., 44,(1991) N, C. 677-685
  作者：BARLIN, GORDON B.、JIRAVINYU, CHUENJIT、YAN, JING-HE

  DOI：——

  日期：——
• KESTEN S. J.; JOHNSON J.; WERBEL L. M., J. MED. CHEM., 30,(1987) N 5, 906-911
  作者：KESTEN S. J.、 JOHNSON J.、 WERBEL L. M.

  DOI：——

  日期：——
• US3948920A
  申请人：——

  公开号：US3948920A

  公开（公告）日：1976-04-06