2-(1-哌嗪基)烟醛 | 104842-73-1

• 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: 2-(1-哌嗪基)烟醛
• 英文名称: 2-(piperazin-1-yl)nicotinaldehyde
• 英文别名: 2-Piperazin-1-ylpyridine-3-carbaldehyde
• CAS: 104842-73-1
• 化学式: C₁₀H₁₃N₃O
• 分子量: 191.233
• InChiKey: MGQDWKRTYGEMPT-UHFFFAOYSA-N

物化性质

• 沸点：
  383.1±37.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  2-(1-哌嗪基)烟醛 在 吡啶 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 72.0h， 生成 3-[4-[4-[3-(Methoxyiminomethyl)pyridin-2-yl]piperazin-1-yl]butyl]-1-thia-3-azaspiro[4.4]nonane-2,4-dione
  参考文献：
  名称：

  Atypical antipsychotic agents: patterns of activity in a series of 3-substituted 2-pyridinyl-1-piperazine derivatives

  摘要：

  A series of 3-substituted 2-pyridinyl-1-piperazine derivatives have been appended to cyclic imide groups and evaluated for their potential antipsychotic activity. The dopamine receptor affinities of these target molecules, as well as their ability to block apomorphine-induced stereotypy or reverse neuroleptic-induced catalepsy, was dependent on the lipophilic and electronic characteristics of the substituent situated on the pyridine ring. Groups with + omega and - phi values were most consistent with the desired biological profile of the target molecules, the cyano moiety being the optimum choice. Evaluation of compound 12 in a monkey model of amphetamine psychosis, and the regional selectivity it expresses for the A10 dopaminergic cell bodies in electrophysiological experiments, suggest this compound would be an atypical antipsychotic agent with few side effects.

  DOI：

  10.1021/jm00398a021
• 作为产物：
  描述：

  2-哌嗪烟酰腈 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以43%的产率得到2-(1-哌嗪基)烟醛
  参考文献：
  名称：

  Atypical antipsychotic agents: patterns of activity in a series of 3-substituted 2-pyridinyl-1-piperazine derivatives

  摘要：

  A series of 3-substituted 2-pyridinyl-1-piperazine derivatives have been appended to cyclic imide groups and evaluated for their potential antipsychotic activity. The dopamine receptor affinities of these target molecules, as well as their ability to block apomorphine-induced stereotypy or reverse neuroleptic-induced catalepsy, was dependent on the lipophilic and electronic characteristics of the substituent situated on the pyridine ring. Groups with + omega and - phi values were most consistent with the desired biological profile of the target molecules, the cyano moiety being the optimum choice. Evaluation of compound 12 in a monkey model of amphetamine psychosis, and the regional selectivity it expresses for the A10 dopaminergic cell bodies in electrophysiological experiments, suggest this compound would be an atypical antipsychotic agent with few side effects.

  DOI：

  10.1021/jm00398a021

文献信息

• DIKETO-PIPERAZINE AND PIPERIDINE DERIVATIVES AS ANTIVIRAL AGENTS
  申请人：Wang Tao

  公开号：US20070249579A1

  公开（公告）日：2007-10-25

  This disclosure provides compounds having drug and bio-affecting properties, their pharmaceutical compositions and method of use. In particular, the disclosure is concerned with diketo piperazine and piperadine derivatives that possess unique antiviral activity. More particularly, the present disclosure relates to compounds useful for the treatment of HIV and AIDS.

  本公开提供具有药物和生物影响特性的化合物，它们的药物组合物和使用方法。具体而言，该公开涉及具有独特抗病毒活性的二酮哌嗪和哌啶衍生物。更具体地说，本公开涉及用于治疗艾滋病毒和艾滋病的化合物。
• Antipsychotic cyclic imide derivatives of
  申请人：Bristol-Myers Company

  公开号：US04619930A1

  公开（公告）日：1986-10-28

  Disubstituted N,N-piperazinyl derivatives are disclosed wherein one substituent is a substituted pyridin-2-yl ring and the second substituent is a butylene chain attached to cyclic imide heterocycles such as azaspiro[4.5]decanedione, dialkylglutarimide, thiazolidinedione, spirocyclopentylthiazolidinedione, or morpholine-2,6-dione. The compounds have psychotropic properties and 2-[4-[4-(2,4-dioxo-1-thia-3-azaspiro[4.5]nonane-3-yl)butyl]-1-piperazinyl] pyridine-3-carboxaldehyde is a typical embodiment having selective antipsychotic activity.

  揭示了二取代N,N-哌嗪基衍生物，其中一个取代基是取代的吡啶-2-基环，第二个取代基是连接到环戊二酮杂环化合物（如氮杂螺[4.5]癸烷二酮，二烷基戊二酰亚胺，噻唑烷二酮，螺环戊基噻唑烷二酮或吗啉-2,6-二酮）的丁二烯链。这些化合物具有精神药理特性，2-[4-[4-(2,4-二氧-1-硫-3-氮杂螺[4.5]壬烷-3-基)丁基]-1-哌嗪基]吡啶-3-甲醛是具有选择性抗精神病活性的典型实施例。
• Antipsychotic cyclic imide derivatives of 2-(4-butylipiperazin-1-yl)
  申请人：Bristol-Myers Company

  公开号：US04757073A1

  公开（公告）日：1988-07-12

  Disubstituted N,N-piperazinyl derivatives are disclosed wherein one substituent is a substituted pyridin-2-yl ring and the second substituent is a butylene chain attached to cyclic imide heterocycles such as azaspiro[4.5]decanedione, dialkylglutarimide, thiazolidinedione, spirocyclopentylthiazolidinedione, or morpholine-2,6-dione. The compounds have psychotropic properties and 2-[4-[4-(2,4-dioxo-1-thia-3-azaspiro[4.5]nonane-3-yl)butyl]-1-piperazinyl] -pyridine-3-carboxaldehyde is a typical embodiment having selective antipsychotic activity.

  本发明涉及二取代N,N-哌嗪基衍生物，其中一个取代基是取代的吡啶-2-基环，第二个取代基是连接到环戊二酰亚氮杂环（如氮杂螺[4.5]癸二酮）、二烷基戊二酰亚胺、噻唑烷二酮、螺环戊基噻唑烷二酮或吗啉-2,6-二酮的丁二烯链。这些化合物具有精神药理特性，2-[4-[4-(2,4-二氧-1-硫-3-氮杂螺[4.5]壬烷-3-基)丁基]-1-哌嗪基]-吡啶-3-甲醛是一种具有选择性抗精神病活性的典型实施例。
• Design, synthesis, and pharmacological evaluations of pyrrolo[1,2-a]quinoxaline-based derivatives as potent and selective sirt6 activators
  作者：Jimin Xu、Shuizhen Shi、Gang Liu、Xuping Xie、Jun Li、Andrew A. Bolinger、Haiying Chen、Wenbo Zhang、Pei-Yong Shi、Hua Liu、Jia Zhou

  DOI：10.1016/j.ejmech.2022.114998

  日期：2023.1

  target for the treatment of various human diseases, while only limited Sirt6 activators have been reported. Herein, a series of novel pyrrolo[1,2-a]quinoxaline-based derivatives have been identified as potent and selective Sirt6 activators with low cytotoxicity. Sirt6-knockdown findings have validated the on-target effects of this class of Sirt6 activators. Docking studies indicate the protonated nitrogen

  Sirt6 激活已成为治疗各种人类疾病的有前景的药物靶点，但目前仅报道了有限的 Sirt6 激活剂。在此，一系列新型吡咯并[1,2- a ]喹喔啉衍生物已被鉴定为具有低细胞毒性的有效、选择性Sirt6激活剂。 Sirt6 敲低研究结果验证了此类 Sirt6 激活剂的靶向作用。对接研究表明， 38侧链上的质子化氮与 Trp188 形成 π 阳离子相互作用，进一步将其稳定在这个扩展的结合袋中。新化合物35、36、38、46、47和50强烈抑制 LPS 诱导的促炎细胞因子/趋化因子的产生，而38也显着抑制 SARS - CoV -2 感染，EC 50值为 9.3 μM。此外，化合物36显着抑制癌细胞集落形成。这些新分子可以作为有用的药理学工具或针对癌症、炎症和传染病的潜在疗法。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。