2-(propylamino)butanenitrile | 29151-32-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(propylamino)butanenitrile
• CAS: 29151-32-4
• 化学式: C₇H₁₄N₂
• 分子量: 126.202
• InChiKey: ZBHDPWYDXUHXAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氢氰酸 、 4-氮杂-3-庚烯 生成 2-(propylamino)butanenitrile
  参考文献：
  名称：

  Henry; Dewael, Chemisches Zentralblatt, 1904, vol. 75, # II, p. 945

  摘要：

  DOI：

文献信息

• Photoredox-Catalyzed C_α–H Cyanation of Unactivated Secondary and Tertiary Aliphatic Amines: Late-Stage Functionalization and Mechanistic Studies
  作者：Ozgur Yilmaz、Martins S. Oderinde、Marion H. Emmert

  DOI：10.1021/acs.joc.8b01700

  日期：2018.9.21

  general, high-yielding amine Cα–H cyanation protocol via photoredox catalysis. Inexpensive NaCN is employed as the cyanide source and air is the external oxidant, resulting in mild and highly functional group tolerant conditions. Notably, efficient Cα–H cyanations of secondary and tertiary aliphatic amines and of complex, biologically active compounds (drugs) can be performed using the established methodology

  本文描述了开发和一个一般地，高产胺的C机理研究α -H氰化经由photoredox催化协议。廉价的NaCN用作氰化物源，空气是外部氧化剂，导致温和且高度官能团耐受的条件。值得注意的是，高效的C α -H的cyanations二级和三级可使用所建立的方法进行脂族胺和复杂的，生物活性化合物（药物）的。机理研究表明，该羧酸添加剂具有三种作用：形成稳定的半胱氨酸中间体，通过使底物质子化来防止催化剂分解以及调节光激发催化剂物种的荧光猝灭。
• Continuous-Flow Oxidative Cyanation of Primary and Secondary Amines Using Singlet Oxygen
  作者：Dmitry B. Ushakov、Kerry Gilmore、Daniel Kopetzki、D. Tyler McQuade、Peter H. Seeberger

  DOI：10.1002/anie.201307778

  日期：2014.1.7

  continuous‐flow LED‐photoreactor with a catalytic amount of tetraphenylporphyrin as the sensitizer. α‐Aminonitriles were obtained in good to excellent yields when trimethylsilyl cyanide served as an in situ imine trap. At 25°C, primary amines were found to undergo oxidative coupling prior to cyanide addition and yielded secondary α‐aminonitriles. Primary α‐aminonitriles were synthesized from the corresponding

  伯胺和仲胺可被单线态氧快速定量地氧化为相应的亚胺。这种氧气的反应形式是使用可变温度的连续流LED光反应器产生的，该反应器具有催化量的四苯基卟啉作为敏化剂。当三甲基甲硅烷基氰化物用作原位亚胺捕集阱时，可以很好地获得α-氨基腈。在25°C下，发现伯胺在添加氰化物之前先进行氧化偶合，并生成仲α-氨基腈。首次由相应的伯胺通过–50°C的氧化斯特雷克反应合成伯α-氨基腈。此原子的经济和通路自由保护基团的提供路线外消旋氨基酸，其通过合成例举叔来自新戊胺的盐酸亮氨酸。
• Heterocyclic modulators of lipid synthesis
  申请人：Sagimet Biosciences Inc.

  公开号：US11034690B2

  公开（公告）日：2021-06-15

  Compounds that are fatty acid synthesis modulators are provided. The compounds may be used to treat disorders characterized by disregulation of the fatty acid synthase function by modulating the function and/or the fatty acid synthase pathway. Methods are provided for treating such disorders including viral infections, such as hepatitis C infection, cancer and metabolic disorders, such as non-alcoholic steatohepatitis (NASH).

  本研究提供了脂肪酸合成调节剂化合物。通过调节脂肪酸合成酶的功能和/或脂肪酸合成酶途径，这些化合物可用于治疗以脂肪酸合成酶功能失调为特征的疾病。提供了治疗此类疾病的方法，包括病毒感染，如丙型肝炎感染、癌症和代谢紊乱，如非酒精性脂肪性肝炎（NASH）。
• HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS
  申请人：3-V Biosciences, Inc.

  公开号：US20170119786A1

  公开（公告）日：2017-05-04

  Compounds that are fatty acid synthesis modulators are provided. The compounds may be used to treat disorders characterized by disregulation of the fatty acid synthase function by modulating the function and/or the fatty acid synthase pathway. Methods are provided for treating such disorders including viral infections, such as hepatitis C infection, cancer and metabolic disorders, such as non-alcoholic steatohepatitis (NASH).
• US9809591B2
  申请人：——

  公开号：US9809591B2

  公开（公告）日：2017-11-07