(2-aminoethoxy)-2-pyrazine | 117156-54-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-aminoethoxy)-2-pyrazine
• 英文别名: 2-(pyrazin-2-yloxy)ethanamine；[2-(Pyrazin-2-yloxy)ethyl]amine；2-pyrazin-2-yloxyethanamine
• CAS: 117156-54-4
• 化学式: C₆H₉N₃O
• 分子量: 139.157
• InChiKey: NTWSIHDXQCZTIB-UHFFFAOYSA-N

物化性质

• 沸点：
  66-68 °C(Press: 0.6 Torr)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-aminoethoxy)-2-pyrazine 在 四丁基溴化铵 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 56.0h， 生成 Bis-(5,5'-dimethyl-1'-vinyl-1'H-[1,3']bipyrazolyl-3-ylmethyl)-[2-(pyrazin-2-yloxy)-ethyl]-amine
  参考文献：
  名称：

  Synthesis and ionophore properties of a series of new tetrapyrazolic macrocycles

  摘要：

  DOI：

  10.1016/s0040-4020(01)85096-1
• 作为产物：
  描述：

  2-氯吡嗪 、 C.I.酸性橙108 在 sodium hydride 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以80%的产率得到(2-aminoethoxy)-2-pyrazine
  参考文献：
  名称：

  Synthesis and ionophore properties of a series of new tetrapyrazolic macrocycles

  摘要：

  DOI：

  10.1016/s0040-4020(01)85096-1

文献信息

• [EN] NEW-4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE 4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE
  申请人：ALMIRALL PRODESFARMA SA

  公开号：WO2003082873A1

  公开（公告）日：2003-10-09

  This invention is directed to new potent and selective antagonists of A2A and/or A2B adenosine receptors having the general formula (I) to process for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

  这项发明是针对新型高效选择性A2A和/或A2B腺苷受体拮抗剂的，其具有通用公式（I），用于其制备的过程；包含它们的药物组合物；以及它们在治疗中的应用。
• Novel Aryloxyethyl Derivatives of 1-(1-Benzoylpiperidin-4-yl)methanamine as the Extracellular Regulated Kinases 1/2 (ERK1/2) Phosphorylation-Preferring Serotonin 5-HT_1A Receptor-Biased Agonists with Robust Antidepressant-like Activity
  作者：Joanna Sniecikowska、Monika Gluch-Lutwin、Adam Bucki、Anna Więckowska、Agata Siwek、Magdalena Jastrzebska-Wiesek、Anna Partyka、Daria Wilczyńska、Karolina Pytka、Krzysztof Pociecha、Agnieszka Cios、Elżbieta Wyska、Anna Wesołowska、Maciej Pawłowski、Mark A. Varney、Adrian Newman-Tancredi、Marcin Kolaczkowski

  DOI：10.1021/acs.jmedchem.9b00062

  日期：2019.3.14

  Novel 1-(1-benzoylpiperidin-4-yl)methanamine derivatives were designed as "biased agonists" of serotonin 5-HT1A receptors. The compounds were tested in signal transduction assays (ERK1/2 phosphorylation, CAMP inhibition, Ca2+ mobilization, and beta-arrestin recruitment) which identified ERK1/2 phosphorylation-preferring aryloxyethyl derivatives. The novel series showed high 5-HT1A receptor affinity, >1000-fold selectivity versus noradrenergic alpha(1), dopamine D-2, serotonin 5-HT2A, histamine H-1, and muscarinic M-1 receptors, and favorable druglike properties (CNS-MPO, Fsp(3), LELP). The lead structure, (3-chloro-4-fluorophenyl) ( 4-fluor-4-(((2-(pyridin-2-yloxy)ethyl)amino)methyl)piperidin-1-yl)methanone (17, NLX-204), displayed high selectivity in the SafetyScreen44 panel (including hERG channel), high solubility, metabolic stability, and Caco-2 penetration and did not block CYP3A4, CYP2D6 isoenzymes, or P-glycoprotein. Preliminary in vivo studies confirmed its promising pharmacokinetic profile. 17 also robustly stimulated ERK1/2 phosphorylation in rat cortex and showed highly potent (MED = 0.16 mg/kg) and efficacious antidepressant-like activity, totally eliminating immobility in the rat Porsolt test. These data suggest that the present 5-HT1A receptor-biased agonists could constitute promising antidepressant drug candidates.
• TARRAGO, G.;ZIDANE, I.;MARZIN, C.;TEP, A., TETRAHEDRON, 44,(1988) N 1, 91-100
  作者：TARRAGO, G.、ZIDANE, I.、MARZIN, C.、TEP, A.

  DOI：——

  日期：——
• NEW-4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE DERIVATIVES
  申请人：Laboratorios Almirall, S.A.

  公开号：EP1492793B1

  公开（公告）日：2008-01-16
• PYRROLOTRIAZINES AS POTASSIUM ION CHANNEL INHIBITORS
  申请人：Bristol-Myers Squibb Company

  公开号：EP2970296B1

  公开（公告）日：2016-12-21