4-硝基甲基苯丙胺 | 4302-88-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-硝基甲基苯丙胺
• 英文名称: p-nitromethamphetamine
• 英文别名: (+/-)-2-methylamino-1-(4-nitro-phenyl)-propane；(+/-)-2-Methylamino-1-(4-nitro-phenyl)-propan；p-Nitromethylamphetamine；N-methyl-1-(4-nitrophenyl)propan-2-amine
• CAS: 4302-88-9
• 化学式: C₁₀H₁₄N₂O₂
• 分子量: 194.233
• InChiKey: FMYSLOHXMJLTRT-UHFFFAOYSA-N

物化性质

• 保留指数：
  1658

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2921499090

反应信息

• 作为反应物：
  描述：

  4-硝基甲基苯丙胺 在 lithium aluminium tetrahydride 作用下， 生成 4-[2-(甲基氨基)丙基]苯胺
  参考文献：
  名称：

  Hair analysis for drugs of abuse XXI. Effect of para-substituents on benzene ring of methamphetamine on drug incorporation into rat hair

  摘要：

  In order to study the effect of para-substituents on the benzene ring of methamphetamine on drug incorporation into hair from blood, the plasma AUCs and hair concentrations of 7 methamphetamines methamphetamine(MA), p-hydroxymethamphetamine(OHMA) , p-bromomethamphetamine (BMA), p-aminomethamphetamine (MOMA) and 3,4-methylenedioxymethamphetamine (MDMA)I plus propylhexedrine(PHX) in DA rats was determined after intraperitoneal injection at 5 mg/kg, with single dose for the plasma AUC and 10: doses for the hair concentration. Drug incorporation rates into hair (ICRs) were calculated by dividing each hair concentration by each plasma AUG. Comparing the:highest value (NMA) to the lowest one (OHMA), the ICR of NMA was 31.7 times largerthan that of OHMA. Using the ICR of MA which has no substitute on the benzene ring as a base point, nitro, bromo, methylenedioxy, methoxy and amino groups raised the drug incorporation into rat hair in this order. On the other hand, hydroxy substitution showed a negative effect on the ICR. In comparison between the ICRs of MA and PHX, it was found that the benzene ring shows higher affinity to melanin and less lipophilicity than the cyclohexyl ring. Our results showed that there is a relatively strong effect of the functional groups on drug incorporation into hair. The combination of melanin affinity and lipophilicity are clearly correlated with their ICR.

  DOI：

  10.1016/s0024-3205(99)00629-3
• 作为产物：
  描述：

  DL-甲基苯丙胺 在 硝酸 作用下， 生成 4-硝基甲基苯丙胺
  参考文献：
  名称：

  Synthesis of Arylpropylamines. III. From Nuclear Nitration¹

  摘要：

  DOI：

  10.1021/ja01211a005

文献信息

• NOVEL AMPHETAMINE DERIVATIVES AND PROTEIN AND POLYPEPTIDE AMPHETAMINE DERIVATIVE CONJUGATES AND LABELS
  申请人：BIOSITE DIAGNOSTICS INC.

  公开号：EP0634999A1

  公开（公告）日：1995-01-25
• EP0634999A4
  申请人：——

  公开号：EP0634999A4

  公开（公告）日：1995-02-01
• US4959366A
  申请人：——

  公开号：US4959366A

  公开（公告）日：1990-09-25
• US5079248A
  申请人：——

  公开号：US5079248A

  公开（公告）日：1992-01-07
• Synthesis of Arylpropylamines. III. From Nuclear Nitration¹
  作者：T. M. Patrick、E. T. McBee、H. B. Hass

  DOI：10.1021/ja01211a005

  日期：1946.7