N-cyano-2-methyl piperidine | 5321-87-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-cyano-2-methyl piperidine
• 英文别名: 2-methylpiperidine-1-carbonitrile；N-Cyano-α-pipecolin
• CAS: 5321-87-9
• 化学式: C₇H₁₂N₂
• 分子量: 124.186
• InChiKey: BXEASFYXQCYZTR-UHFFFAOYSA-N

物化性质

• 沸点：
  103-105 °C(Press: 12 Torr)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  N-cyano-2-methyl piperidine 在 盐酸 作用下， 生成 acetyl 2-methyl piperidine-N-carboxamide
  参考文献：
  名称：

  Siddiqui, Salimuzzaman; Haider, S. Imtiaz; Ahmad, S. Salman, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1985, vol. 40, # 4, p. 546 - 549

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基哌啶 在 potassium carbonate 作用下， 以 氯仿 、 水 为溶剂， 反应 40.5h， 生成 N-cyano-2-methyl piperidine
  参考文献：
  名称：

  通过烯丙基叔胺的 N-氰化在温和条件下由溴化氰合成氰胺

  摘要：

  通过烯丙基叔胺与溴化氰的一步亲核取代反应选择性地形成氰胺。由于反应条件温和，反应收率良好，以及起始原料的商业可用性，这种新方法代表了通过 N-脱烯丙基化反应和 N-氰化反应合成氰胺的一种有价值的工具。锅。

  DOI：

  10.1055/s-0036-1588533

文献信息

• Direct electrochemical α-cyanation of N-protected cyclic amines
  作者：Samuel Shikuku Libendi、Yosuke Demizu、Osamu Onomura

  DOI：10.1039/b816598j

  日期：——

  α-Cyanation of N-protected cyclic amines was achieved using a direct electrochemical method. Unsubstituted N-protected cyclic amines were easily cyanated at the α-position using an undivided cell in high yields; moreover, α-cyanation of α′-substituted pyrrolidine and α′-,β′- or γ-substituted piperidines smoothly proceeded in high yield and with high to excellent diastereoselectivity. α-Substituted N-cyano-pyrrolidines and -piperidines were also cyanated at the more substituted position (the α-position) using a divided cell with high yield and high regioselectivity.

  通过直接电化学方法，实现了N-保护的环状胺的α-氰化。未取代的N-保护环状胺在无隔膜电池中易于在α位进行氰化，产率很高；此外，α'-取代的吡咯烷和α'、β'或γ-取代的哌啶也能顺利进行高产率的α-氰化，并具有高度至优异的非对映选择性。α-取代的N-氰基吡咯烷和哌啶在有隔膜电池中也能在更取代的位置（α位）进行氰化，产率高且具有高区域选择性。
• 3,5-Disubstituted-[1,2,4]-oxadiazoles and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cytovia, Inc.

  公开号：US20040127521A1

  公开（公告）日：2004-07-01

  Disclosed are 3,5-disubstituted-[1,2,4]-oxadiazoles and analogs thereof, represented by the Formula I: 1 wherein Ar 1 , R 2 , A, B and D are defined herein. The present invention relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  揭示了3,5-二取代-[1,2,4]-噁二唑及其类似物，由式I所表示：其中Ar1、R2、A、B和D在此处定义。本发明涉及发现具有式I的化合物是半胱氨酸蛋白酶激活剂和凋亡诱导剂。因此，本发明的半胱氨酸蛋白酶激活剂和凋亡诱导剂可用于诱导在各种临床病况中发生细胞死亡的情况，其中出现了异常细胞的不受控制的生长和扩散。
• 3,5-disubstituted-[1,2,4]-oxadiazoles and analogs as activators of caspases and inducers of apoptosis and the use of thereof
  申请人：Cai Xiong Sui

  公开号：US20070112003A1

  公开（公告）日：2007-05-17

  Disclosed are 3,5-disubstituted-[1,2,4]-oxadiazoles and analogs thereof, represented by the Formula I: wherein Ar 1 , R 2 , A, B and D are defined herein. The present invention relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及3,5-二取代-[1,2,4]-噁二唑及其类似物，由式I表示：其中Ar1、R2、A、B和D在此定义。本发明涉及发现具有式I的化合物是caspase的激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导在不受控制的异常细胞生长和扩散的各种临床状况中的细胞死亡。
• HETEROCYCLIC DERIVATIVE HAVING INHIBITORY ACTIVITY ON TYPE-I 11 DATA-HYDROXYSTEROID DEHYDROGENASE
  申请人：Itai Akiko

  公开号：US20100234363A1

  公开（公告）日：2010-09-16

  Disclosed is a compound which is useful as an 11β-hydroxysteroid dehydrogenase type 1 inhibitor. A compound represented by the formula: its pharmaceutically acceptable salt, or a solvate thereof, wherein X is O or S, a broken line and a wavy line represent the presence or the absence of a bond, (i) when a broken line represents the presence of a bond, a wavy line represents the absence of a bond, R 2 and R 3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, (ii) when a broken line represents the absence of a bond, a wavy line represents the presence of a bond, R 1 and R 4 are each independently hydrogen, halogen or the like, R 2 and R 3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, and R 5 and R 6 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like.

  本发明涉及一种化合物，可用作11β-羟基类固醇脱氢酶1型抑制剂。化合物的表示式如下：其药学上可接受的盐或其溶剂化物，其中X为O或S，一条断线和一条波浪线分别表示键的存在或不存在，(i) 当断线表示键的存在时，波浪线表示键的不存在，R2和R3各自独立地表示氢、卤素、氰基、羟基、羧基、可选取代的烷基、可选取代的烯基、可选取代的炔基或类似物，(ii) 当断线表示键的不存在时，波浪线表示键的存在，R1和R4各自独立地表示氢、卤素或类似物，R2和R3各自独立地表示氢、卤素、氰基、羟基、羧基、可选取代的烷基、可选取代的烯基、可选取代的炔基或类似物，而R5和R6各自独立地表示氢、可选取代的烷基、可选取代的烯基、可选取代的炔基或类似物。
• Synthesis and anti-arrhythmic activity of aminoguanidine derivatives
  作者：I Érczi、G Rablóczky、A Varró、G Somogy I、M Kürthy、I Bódy

  DOI：10.1016/0223-5234(93)90133-y

  日期：1993.1

  A series of new aminoguanidine derivatives were synthesized and tested for anti-arrhythmic activity. The compounds selected were investigated on other test models. Finally, compound 13 1-(2,6-dimethylphenyl)-4,4-dimethyl-aminoguanidine-hydrochloride (B-GYKI-38 233) was chosen for detailed study.