dl-p-chloroamphetamine hydrochloride | 30572-91-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dl-p-chloroamphetamine hydrochloride
• 英文别名: dl-4-chloromethamphetamine hydrochloride；4-chloromethamphetamine hydrochloride；p-Chloromethamphetamine hydrochloride；1-(4-chlorophenyl)-N-methylpropan-2-amine;hydrochloride
• CAS: 30572-91-9
• 化学式: C₁₀H₁₄ClN*ClH
• 分子量: 220.142
• InChiKey: HXTOYUVXDREQSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  13
• 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：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-苯氧基苯基异氰酸酯 、 dl-p-chloroamphetamine hydrochloride 以 二氯甲烷 为溶剂， 反应 18.0h， 以91%的产率得到1-[2-(4-Chloro-phenyl)-1-methyl-ethyl]-1-methyl-3-(4-phenoxy-phenyl)-urea
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Trisubstituted Phenyl Urea Derivatives as Neuropeptide Y5 Receptor Antagonists

  摘要：

  1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC(50)s less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in acellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).

  DOI：

  10.1021/jm0004547
• 作为产物：
  描述：

  甲胺 、 4-氯苯基丙酮 在 sodium cyanoborohydride 、 溶剂黄146 、 盐酸 作用下， 以 甲醇 、 乙醚 为溶剂， 以39%的产率得到dl-p-chloroamphetamine hydrochloride
  参考文献：
  名称：

  A technique combining trifluoroacetyl derivatization and gas chromatography-mass spectrometry to distinguish methamphetamine and its 4-substituted analogs

  摘要：

  DOI：

  10.1002/jms.1851

文献信息

• NBOMe Test
  申请人：University of Technology Sydney

  公开号：US20210190766A1

  公开（公告）日：2021-06-24

  A method of detecting the presence of an NBOMe in a sample which comprises of contacting the sample with an activated p-quinone such as 2,3,5,6-tetrachloro-1,4-benzoquinone (TCBQ) and an aldehyde, for example acetaldehyde, and optionally a buffer and observing a colour change, which when present, correlates with the presence of an NBOMe. The ingredients may be provided in the form of a kit which can include a colour standard or comparison chart.
• Synthesis and Structure−Activity Relationships of Trisubstituted Phenyl Urea Derivatives as Neuropeptide Y5 Receptor Antagonists
  作者：Christopher Fotsch、Jennifer D. Sonnenberg、Ning Chen、Clarence Hale、William Karbon、Mark H. Norman

  DOI：10.1021/jm0004547

  日期：2001.7.1

  1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC(50)s less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in acellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).
• A technique combining trifluoroacetyl derivatization and gas chromatography-mass spectrometry to distinguish methamphetamine and its 4-substituted analogs
  作者：Masashi Taniguchi、Yoshio Yamamoto、Katsuji Nishi

  DOI：10.1002/jms.1851

  日期：2010.12