1-(2-methoxyphenyl)-4-(2-(2-aminopyrimidinyl)ethyl)piperazine | 108381-49-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(2-methoxyphenyl)-4-(2-(2-aminopyrimidinyl)ethyl)piperazine
• 英文别名: WAY-100634；2-[2-(4-(2-methoxyphenyl)-l-piperazinyl)ethyl]amino-pyrimidine；N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]pyrimidin-2-amine
• CAS: 108381-49-3
• 化学式: C₁₇H₂₃N₅O
• 分子量: 313.403
• InChiKey: YFZVJHHKKLYLAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  53.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [18F]-4-fluorobenzoic acid chloride 、 1-(2-methoxyphenyl)-4-(2-(2-aminopyrimidinyl)ethyl)piperazine 生成 C₂₄H₂₆⁽¹⁸⁾FN₅O₂
  参考文献：
  名称：

  Synthesis ofL-[3,3,4,4,S-methyl-2H7]methionine for use as a substrate for the methionine loading test

  摘要：

  已制备光学纯L-[3,3,4,4,S-甲基-2H7]蛋氨酸（L-[2H7]蛋氨酸），作为蛋氨酸负荷测试的底物。该外消旋体[2H7]蛋氨酸是通过将DL-[3,3,4,4-2H4]蛋氨酸（DL-[2H4]蛋氨酸）的S-CH3基团转化为C2H3基团制备的。通过与酰化酶的立体特异性水解，分离了外消旋混合物。在给大鼠静脉注射L-[2H7]蛋氨酸后，通过气相色谱-质谱-选择离子监测（GC-MS-SIM）测定了L-[2H7]蛋氨酸及其代谢物在血浆中的浓度。L-[2H4]同型半胱氨酸和L-[2H4]蛋氨酸在给药后30分钟时在血浆中被检测到。这些结果表明，L-[2H7]蛋氨酸通过去甲基化和随后的再甲基化转化为L-[2H4]蛋氨酸。版权所有 © 2001 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.428
• 作为产物：
  描述：

  2-氯嘧啶 、 1-(2-aminoethyl)-4-(2-methoxyphenyl)piperazine 生成 1-(2-methoxyphenyl)-4-(2-(2-aminopyrimidinyl)ethyl)piperazine
  参考文献：
  名称：

  Synthesis ofL-[3,3,4,4,S-methyl-2H7]methionine for use as a substrate for the methionine loading test

  摘要：

  已制备光学纯L-[3,3,4,4,S-甲基-2H7]蛋氨酸（L-[2H7]蛋氨酸），作为蛋氨酸负荷测试的底物。该外消旋体[2H7]蛋氨酸是通过将DL-[3,3,4,4-2H4]蛋氨酸（DL-[2H4]蛋氨酸）的S-CH3基团转化为C2H3基团制备的。通过与酰化酶的立体特异性水解，分离了外消旋混合物。在给大鼠静脉注射L-[2H7]蛋氨酸后，通过气相色谱-质谱-选择离子监测（GC-MS-SIM）测定了L-[2H7]蛋氨酸及其代谢物在血浆中的浓度。L-[2H4]同型半胱氨酸和L-[2H4]蛋氨酸在给药后30分钟时在血浆中被检测到。这些结果表明，L-[2H7]蛋氨酸通过去甲基化和随后的再甲基化转化为L-[2H4]蛋氨酸。版权所有 © 2001 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.428

文献信息

• Krasikova, R. N.; Eriksson, D.; Brown, D., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S480 - S482
  作者：Krasikova, R. N.、Eriksson, D.、Brown, D.、Pike, V.、Halldin, C.

  DOI：——

  日期：——
• US5075308A
  申请人：——

  公开号：US5075308A

  公开（公告）日：1991-12-24
• Short and efficient syntheses of analogues of way-100635: new and potent 5-HT1A receptor antagonists
  作者：Sandrine Marchais、Bartek Nowicki、Håkan Wikström、Lise T. Brennum、Christer Halldin、Victor W. Pike

  DOI：10.1016/s0968-0896(00)00287-x

  日期：2001.3

  Simple syntheses of four new and potent analogues of the 5-HT1A receptor ligand, WAY-100635 are described, namely the 6-(pyridinyl)-bromo-, the 6-(pyridinyl)-fluoro-, the pyrimidine- and the 5-(pyridinyl)-bromo-analogues. The first three analogues were obtained by aromatic nucleophilic substitution of the 2,6-dihalogenopyridine (activated or not as an N-oxide) or of the 2-chloropyrimidine with the corresponding amine nucleophile as a key step. The fourth analogue, the 5-(pyridinyl)-bromo-analogue, was synthesized from the 2-amino-5-bromopyridine via a progressive elongation of the skeleton. The four compounds described are all full antagonists and show good in vitro binding affinities (K-i). (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis ofL-[3,3,4,4,S-methyl-2H7]methionine for use as a substrate for the methionine loading test
  作者：Hiroshi Hasegawa、Yoshihiko Shinohara、Kazunori Tagoku、Takao Hashimoto

  DOI：10.1002/jlcr.428

  日期：2001.1

  Optically pure L-[3,3,4,4,S-methyl-2H7]methionine (L-[2H7]-methionine) for use as a substrate for the methionine loading test has been prepared. The racemic [2H7]methionine was prepared from DL-[3,3,4,4-2H4]methionine (DL-[2H4]methionine) by conversion of the S-CH3 group to a C2H3 group. The racemate was resolved by stereospecific hydrolysis of the N-acetylated derivative with acylase. After an intravenous administration of L-[2H7]methionine in a rat, the concentration of L-[2H7]methionine and the metabolites in plasma were determined by GC-MS-SIM. L-[2H4]Homocysteine and L-[2H4]methionine were detected in plasma at 30 min after dosing. These results show that L-[2H7]methionine was converted by de-methylation and subsequent re-methylation to form L-[2H4]methionine. Copyright © 2001 John Wiley & Sons, Ltd.

  已制备光学纯L-[3,3,4,4,S-甲基-2H7]蛋氨酸（L-[2H7]蛋氨酸），作为蛋氨酸负荷测试的底物。该外消旋体[2H7]蛋氨酸是通过将DL-[3,3,4,4-2H4]蛋氨酸（DL-[2H4]蛋氨酸）的S-CH3基团转化为C2H3基团制备的。通过与酰化酶的立体特异性水解，分离了外消旋混合物。在给大鼠静脉注射L-[2H7]蛋氨酸后，通过气相色谱-质谱-选择离子监测（GC-MS-SIM）测定了L-[2H7]蛋氨酸及其代谢物在血浆中的浓度。L-[2H4]同型半胱氨酸和L-[2H4]蛋氨酸在给药后30分钟时在血浆中被检测到。这些结果表明，L-[2H7]蛋氨酸通过去甲基化和随后的再甲基化转化为L-[2H4]蛋氨酸。版权所有 © 2001 John Wiley & Sons, Ltd.