4-[2-(甲基氨基)丙基]苯胺 | 4302-87-8

• 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-[2-(甲基氨基)丙基]苯胺
• 英文名称: p-aminomethamphetamine
• 英文别名: (+/-)-4-(2-methylamino-propyl)-aniline；4-(2-methylamino-propyl)-aniline；4-(2-Methylamino-propyl)-anilin；(+/-)-4-(2-Methylamino-propyl)-anilin；p-Amino-N,alpha-dimethylphenethylamine；4-[2-(methylamino)propyl]aniline
• CAS: 4302-87-8；64090-81-9
• 化学式: C₁₀H₁₆N₂
• 分子量: 164.25
• InChiKey: CCAQCUJAADGTGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  281.73°C (rough estimate)
• 密度：
  0.9283 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 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：
  38
• 氢给体数：
  2
• 氢受体数：
  2

制备方法与用途

类别：有毒物品

• 毒性分级：高毒
• 急性毒性：
  • 口服（大鼠）LD50：300毫克/公斤
  • 腹腔（大鼠）LD50：85毫克/公斤

可燃性危险特性：

• 可燃；燃烧时产生有毒氮氧化物烟雾

储运特性：

• 库房通风、低温干燥

灭火剂：

• 干粉、泡沫、砂土、二氧化碳
• 雾状水

反应信息

• 作为反应物：
  描述：

  4-[2-(甲基氨基)丙基]苯胺 、 氟硼酸 、 sodium nitrite 、 亚硝酸盐 在 氯化亚铜 乙醚 、 苯 作用下， 以 水 为溶剂， -7.0~90.0 ℃ 、177.75 kPa 条件下， 反应 4.5h， 以(±)-N-methyl-2-(4-fluorophenyl)-1-methyl-ethyl-amine (boiling point: 87°-90° C./10 mmHg) obtained which的产率得到1-(4-氟苯基)-2-(甲基氨基)丙烷
  参考文献：
  名称：

  N-2[(4-fluoro-phenyl)-1-methyl]-2-ethyl-N-methyl-N-propynyl amine and

  摘要：

  该发明涉及公式I的新型N-[2-/4-氟苯基/-1-甲基]-乙基-N-甲基-N-丙炔基胺及其异构体和盐。公式I的化合物可用作选择性MAO抑制剂。

  公开号：

  US04960797A1
• 作为产物：
  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

文献信息

• Cavallini et al., Farmaco, Edizione Scientifica, 1956, vol. 11, p. 805,807
  作者：Cavallini et al.

  DOI：——

  日期：——
• DE767186
  申请人：——

  公开号：——

  公开（公告）日：——
• EP0186680B1
  申请人：——

  公开号：EP0186680B1

  公开（公告）日：1988-03-30
• MAO-B INHIBITORS USEFUL FOR TREATING OBESITY
  申请人：McElroy Francis John

  公开号：US20070004683A1

  公开（公告）日：2007-01-04

  The invention provides novel compounds of formulae I and II: that are monoamine oxidase-B inhibitors, which can be useful in treating obesity, diabetes, and/or cardiometabolic disorders (e.g., hypertension, dyslipidemias, high blood pressure, and insulin resistance).
• US4960797A
  申请人：——

  公开号：US4960797A

  公开（公告）日：1990-10-02