1-(2-羟乙基)-4-(2-嘧啶基)哌嗪 | 120081-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(2-羟乙基)-4-(2-嘧啶基)哌嗪
• 英文名称: 4-(2-pyrimidinyl)-1-piperazineethanol
• 英文别名: 1-(2-hydroxyethyl)-4-(2-pyrimidyl)piperazine；[4-(2-pyrimidinyl)piperazino]ethanol；2-[1-(2-pyrimidyl)-4-piperazinyl]ethanol；2-(4-(Pyrimidin-2-yl)piperazin-1-yl)ethan-1-ol；2-(4-pyrimidin-2-ylpiperazin-1-yl)ethanol
• CAS: 120081-31-4
• 化学式: C₁₀H₁₆N₄O
• mdl: MFCD01456227
• 分子量: 208.263
• InChiKey: IJYSFZMTLIUWPO-UHFFFAOYSA-N

物化性质

• 沸点：
  399.6±52.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-羟乙基)-4-(2-嘧啶基)哌嗪 以82%的产率得到1-(2-benzoylthioethyl)-4-(2-pyrimidyl)piperazine
  参考文献：
  名称：

  PENEM DERIVATIVES AND ANTIMICROBIAL AGENT CONTAINING THE SAME

  摘要：

  公开号：

  EP0757051B1
• 作为产物：
  描述：

  1-(2-chloroethyl)-4-(2-pyrimidinyl)piperazine 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.75h， 生成 1-(2-羟乙基)-4-(2-嘧啶基)哌嗪
  参考文献：
  名称：

  微波辐射条件下有效的一锅两步合成4-取代的1-杂芳基哌嗪

  摘要：

  已经开发出一种高效的一锅两步微波程序，用于合成4-取代的1-杂芳基哌嗪。将杂芳基氯化物与1,4-二氮杂双环[2.2.2]辛烷（DABCO）在160°C微波加热15分钟，得到1-杂芳基-4-（2-氯乙基）哌嗪，可以进一步与各种亲核试剂反应，再次在微波辐射条件下，以良好至优异的产率得到4-取代的1-杂芳基哌嗪阵列。

  DOI：

  10.1016/j.tetlet.2007.02.114

文献信息

• Adamantyl- and fluorenyl-arylpiperazines and -arylpiperidines
  申请人：American Home Products Corp.

  公开号：US04797489A1

  公开（公告）日：1989-01-10

  The compounds ##STR1## wherein R.sup.1 is 1-adamantyl, 3-methyl-1-adamantyl, 9-fluorenyl or 1-fluorenyl; n is 0 or 1; m is 1, 2, 3, 4 or 5; and X is ##STR2## where R.sup.2 is phenyl, benzyl, pyridinyl, pyrimidinyl, pyrazinyl or substituted phenyl or benzyl in which the substituent is alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, halo, cyano, nitro or trifluoromethyl, ##STR3## where R.sup.3 is hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, halo, cyano or nitro; or pharmaceutically acceptable salts thereof are useful antidepressant and/or anxiolytic agents.

  化合物##STR1##中，其中R.sup.1是1-金刚烷基，3-甲基-1-金刚烷基，9-芴基或1-芴基；n为0或1；m为1、2、3、4或5；X为##STR2##其中R.sup.2是苯基，苄基，吡啶基，嘧啶基，吡嗪基或取代苯基或苄基，其中取代基是1到6个碳原子的烷基，1到6个碳原子的烷氧基，卤素，氰基，硝基或三氟甲基，##STR3##其中R.sup.3是氢，1到6个碳原子的烷基，1到6个碳原子的烷氧基，卤素，氰基或硝基；或其药学上可接受的盐是有用的抗抑郁和/或抗焦虑剂。
• Noradamantyl-carboxylic acid piperazinoalkyl esters
  申请人：American Home Products Corporation

  公开号：US04873331A1

  公开（公告）日：1989-10-10

  The compounds of the following structural formula posses useful anxiolytic, antidepressant, antipsychotic and learning and memory enhancement properties: ##STR1## in which R.sup.1 is 3-noradamantyl; n is 0 or 1; X is --CO.sub.2 --, --O.sub.2 C-- or --OCO.sub.2 --; m is 1, 2, 3, 4, or 5; and R.sup.2 is phenyl, benzyl, pyridinyl, pyrimidinyl, pyrazinyl or substituted phenyl or benzyl in which the substituent is alkyl, alkoxy, halo, cyano, nitro or trifluoromethyl; or a pharmaceutically acceptable salt thereof.

  以下结构式化合物具有有用的抗焦虑、抗抑郁、抗精神病和学习记忆增强性能：##STR1## 其中R.sup.1为3-诺伊大曼基；n为0或1；X为--CO.sub.2 --、--O.sub.2 C--或--OCO.sub.2 --；m为1、2、3、4或5；R.sup.2为苯基、苄基、吡啶基、嘧啶基、吡嗪基或取代苯基或苄基，其中取代基为烷基、烷氧基、卤素、氰基、硝基或三氟甲基；或其药用可接受盐。
• Penem derivatives and antimicrobial agent containing the same
  申请人：Ishiguro Masaji

  公开号：US20050004092A1

  公开（公告）日：2005-01-06

  A penem derivative represented by the following formula (I): wherein R 1 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted alkenylthio group, a substituted or unsubstituted aralkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic thio group, a substituted or unsubstituted acylthio group, a mercapto group or a hydrogen atom, and R 2 represents a hydrogen atom or a carboxyl-protecting group; or a pharmacologically acceptable salt thereof. The compound (I) exhibits strong antibacterial activities, and especially, shows strong activities against MRSA. It is therefore useful not only as a general antibacterial agent but also as an antibacterial agent for MRSA against which no general antibacterial agents are recognized to be-effective.

  以下是公式（I）所代表的一种青霉烷衍生物： 其中，R1代表取代或未取代的烷基、取代或未取代的烯基、取代或未取代的芳基烷基、取代或未取代的芳基、取代或未取代的烷基硫基、取代或未取代的烯基硫基、取代或未取代的芳基烷基硫基、取代或未取代的芳基硫基、取代或未取代的杂环基、取代或未取代的杂环硫基、取代或未取代的酰基硫基、巯基或氢原子，R2代表氢原子或羧酸保护基；或其药学上可接受的盐。该化合物（I）表现出强大的抗菌活性，特别是对MRSA表现出强大的活性。因此，它不仅有用作一般抗菌剂，还有用作抗MRSA的抗菌剂，对于这种细菌，一般的抗菌剂被认为无效。
• Synthesis and SAR of Adatanserin:  Novel Adamantyl Aryl- and Heteroarylpiperazines with Dual Serotonin 5-HT_1A and 5-HT₂ Activity as Potential Anxiolytic and Antidepressant Agents
  作者：Magid A. Abou-Gharbia、Wayne E. Childers、Horace Fletcher、Georgia McGaughey、Usha Patel、Michael B. Webb、John Yardley、Terrance Andree、Carl Boast、Robert J. Kucharik、Karen Marquis、Herman Morris、Rosemary Scerni、John A. Moyer

  DOI：10.1021/jm9806704

  日期：1999.12.1

  Several novel functionalized adamantyl aryl- and heteroarylpiperazine derivatives were prepared and examined in various receptor binding and behavioral tests to determine their serotonin receptor activities. Many compounds demonstrated modest to high affinity for 5-HT1A receptors, with compounds 9, 13, 23, 33, 34, and 43 being the most potent at this site. Compound 1, 2-[4-(2-pyrimidinyl)-1-piperazinyl] ethyl adamantyl-1-carboxylate, demonstrated relatively high affinity for 5-HT1A receptors (K-i = 8 nM) and acceptable selectivity versus D-2 receptors (K-i = 708 mM); however, it lacked in vivo activity in serotonergic behavioral models. In contrast, compounds 9 (WY-50,324, SEB-324, adatanserin), adamantyl-1-carboxylic acid 2-[4-(2-pyrimidinyl)-1-piperazinyl]ethylamide, and 13, adamantyl-1-carboxylic acid 2-[4-(2-methoxyphenyl)-1-piperazinyl] ethylamide, demonstrated high affinity for 5-HT1A binding sites (K-i = 1 nM for both) and moderate affinity for 5-HT2 receptors (K-i = 73 and 75 nM, respectively). Both compounds also demonstrated partial 5-HT1A agonist activity in vivo in rat serotonin syndrome and 5-HT2 antagonist activity in quipazine- and DOI-induced head shake paradigms. The selective 5-HT1A partial agonist and 5-HT2 antagonist activity of 9 was accompanied by significant anxiolytic activity in an animal conflict model. On the basis of this profile, compound 9 entered development as a combined anxiolytic and antidepressant agent.
• CHILDERS, WAYNE E. (JR);ABOU-CHARBIA, MAGID A.
  作者：CHILDERS, WAYNE E. (JR)、ABOU-CHARBIA, MAGID A.

  DOI：——

  日期：——