2-(环己基氨基)乙腈 | 1074-58-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-(环己基氨基)乙腈
• 英文名称: N-(cyanomethyl)cyclohexylamine
• 英文别名: N-cyclohexyl-aminoacetonitrile；cyclohexylaminoacetonitrile；N-cyclohexyl-glycine nitrile；N-Cyclohexyl-glycin-nitril；Cyclohexylaminoessigsaeure-nitril；cyclohexylamino-acetonitrile；2-(Cyclohexylamino)acetonitrile
• CAS: 1074-58-4
• 化学式: C₈H₁₄N₂
• 分子量: 138.213
• InChiKey: PIYOTHVPNLMMFD-UHFFFAOYSA-N

物化性质

• 熔点：
  18°C
• 沸点：
  243.64°C (rough estimate)
• 密度：
  0.9657

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  2-(环己基氨基)乙腈 在 盐酸 作用下， 生成 N-环己基甘氨酸
  参考文献：
  名称：

  Zelinsky; Arzybaschew, Chemische Berichte, 1907, vol. 40, p. 3053

  摘要：

  DOI：
• 作为产物：
  描述：

  环己胺 以 乙醚 、 二甲基亚砜 为溶剂， 反应 9.0h， 生成 2-(环己基氨基)乙腈
  参考文献：
  名称：

  苯并三唑与甲醛和脂肪族伯胺的反应：1：1：1、2：2：1和2：3：2加合物的选择性形成以及它们与亲核试剂反应的研究

  摘要：

  苯并三唑（BtH）在水性介质中容易与脂肪族伯胺和甲醛反应生成三种或更多种产品中的一种或多种：（i）（BtCH 2）2 NR（5），（ii）（BtCH 2 NR）2 CH 2（6）和/或（iii）BtCH 2 NHR（7）。形成的产物取决于底物的摩尔比以及胺中的空间位阻程度，并且还受溶剂性质的影响。伯脂族1,2-或1,3-二胺生成的环状缩醛是咪唑烷（8a）和六氢嘧啶（8b））衍生产品。还描述了这些缩醛与格氏试剂以及氰化物阴离子作为亲核试剂的反应。

  DOI：

  10.1039/p19900000541

文献信息

• Dynamics in Catalytic Asymmetric Diastereoconvergent (3 + 2) Cycloadditions with Isomerizable Nitrones and α-Keto Ester Enolates
  作者：Tetsuya Ezawa、Yoshihiro Sohtome、Daisuke Hashizume、Masaya Adachi、Mai Akakabe、Hiroyuki Koshino、Mikiko Sodeoka

  DOI：10.1021/jacs.1c02833

  日期：2021.6.23

  Reaction design in asymmetric catalysis has traditionally been predicated on a structurally robust scaffold in both substrates and catalysts, to reduce the number of possible diastereomeric transition states. Herein, we present the stereochemical dynamics in the Ni(II)-catalyzed diastereoconvergent (3 + 2) cycloadditions of isomerizable nitrile-conjugated nitrones with α-keto ester enolates. Even in

  传统上，不对称催化中的反应设计基于底物和催化剂中结构坚固的支架，以减少可能的非对映异构过渡态的数量。在此，我们展示了 Ni(II) 催化的非对映会聚 (3 + 2) 环加成反应中的可异构化腈共轭硝酮与 α-酮酯烯醇化物的立体化学动力学。即使在存在多个平衡物种的情况下，催化协议也显示出广泛的底物范围，以访问一系列带有相邻立体中心的含 CN 构建块，具有高对映选择性和非对映选择性。我们的计算研究表明，在去质子化过程中形成 ( Z )-Ni-烯醇化物的过程中控制了对映选择性，而独特的合成 添加主要由硝酮和配体之间的弱非共价键相互作用控制。
• Indole derivatives pharmaceutical preparations based thereon, and
  申请人：Schering Aktiengesellschaft

  公开号：US04835175A1

  公开（公告）日：1989-05-30

  Indole derivatives of Formula I ##STR1## wherein R.sub.1 is hydrogen, alkyl of 1-6 carbon atoms, or benzyl R.sub.2 is hydrogen, alkyl of up to 4 carbon atoms, free or esterified hydroxyalkyl of up to 4 carbon atoms, or free, amidated or esterified carboxy or carboxyalkyl, R.sub.3 is hydrogen or alkyl containing 1-6 carbon atoms, R.sub.4 is hydrogen or alkyl containing 1-6 carbon atoms and R.sub.5 is hydrogen, or alkyl, alkenyl, or cycloalkyl, all of which per se contain up to 6 carbon atoms, and all of which are optionally substituted by a free or esterified carboxy group or by an optionally substituted phenyl group; or a polymethylene group of up to 8 carbon atoms linking the first indole residue to a second indole residue of Formula Ia ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are as defined above, and the physiologically acceptable salts thereof with acids and, optionally, their alkali metal and alkaline earth metal salts, possess valuable pharmacological properties, such as stimulating .beta.-receptors and prevention of premature labor, are described.

  Formula I中的吲哚衍生物##STR1##其中R.sub.1是氢，1-6个碳原子的烷基，或苄基R.sub.2是氢，最多4个碳原子的烷基，自由或酯化的最多4个碳原子的羟基烷基，或自由的，酰化的或酯化的羧基或羧基烷基，R.sub.3是氢或含有1-6个碳原子的烷基，R.sub.4是氢或含有1-6个碳原子的烷基，R.sub.5是氢，或烷基，烯基，或环烷基，这些本身包含最多6个碳原子，并且这些都可以选择地被自由或酯化的羧基或通过一个可选择地被取代的苯基团取代；或者是一个最多含有8个碳原子的聚亚甲基基团，将第一个吲哚残基与Formula Ia的第二个吲哚残基连接起来##STR2##其中R.sub.1，R.sub.2，R.sub.3和R.sub.4如上所定义，并且其与酸的生理上可接受的盐，以及可选地其碱金属和碱土金属盐，具有有价值的药理特性，如刺激β-受体和预防早产。
• [EN] REGULATORS FOR CONTROLLING LINEAR AND PSEUDO-RING EXPANSION POLYMERIZATION OF VINYL MONOMERS<br/>[FR] RÉGULATEURS POUR RÉGULER LA POLYMÉRISATION LINÉAIRE ET PAR EXPANSION DE PSEUDO-CYCLES DE MONOMÈRES VINYLIQUES
  申请人：DISPOLTEC B V

  公开号：WO2017076992A1

  公开（公告）日：2017-05-11

  The invention concerns new regulator compounds for a novel polymerization process for vinyl monomers, which yields polymers with improved control over composition and nearly full to full conservation of architectural integrity up to high conversion. The regulator compounds are defined by according to anyone of the Formulas (1A), (1B), (1C), (1D), (1E), (1F), (1G), (1H) and (1I), wherein R1 stands for an optionally substituted secondary or tertiary alkyl or secondary or tertiary aralkyl; Z1 stands for -CN or a carboxylic acid ester of formula C(O)OR21; Z2 may be chosen from the group of -CN, carboxylic acid, salts of carboxylic acids, carboxylic acid ester, carboxylic acid amides, (hetero)aryl, alkenyl and halogen; R2, R3, R4 and R5 are each independently chosen from the group of H, alkyl, aralkyl, (hetero)aryl, -CN and carboxylic acid ester of formula C(O)OR22; R7 stands for a primary alkyl or primary aralkyl, -CN or hydrogen; Y stands for a bridging group and n is 2, 3, 4, 5 or 6; in case R1 stands for tertiary alkyl or tertiary aralkyl, R6 stands for a primary alkyl or primary aralkyl, -CN or a carboxylic acid ester of formula C(O)OR26; in case R1 stands for a secondary alkyl or secondary aralkyl, R6 stands for a primary or secondary alkyl or primary or secondary aralkyl, -CN, a carboxylic acid ester of formula C(O)OR26 or a phosphonic acid ester of formula P(O)(OR27)2, a (hetero)aryl or an alkenyl; R21, R22, R26 and R27 each independently stand for alkyl or aralkyi having from 1-30 carbon atoms, optionally containing heteroatoms.

  该发明涉及一种用于乙烯单体的新型聚合过程的调节剂化合物，该过程产生具有改善的组成控制和在高转化率下几乎完全至完全保持结构完整性的聚合物。调节剂化合物根据以下任一式(1A)、(1B)、(1C)、(1D)、(1E)、(1F)、(1G)、(1H)和(1I)中的任一式定义，其中R1代表可选择地取代的二级或三级烷基或二级或三级芳基烷基；Z1代表-CN或具有C(O)OR21式的羧酸酯；Z2可从-CN、羧酸、羧酸盐、羧酸酯、羧酸酰胺、(杂)芳基、烯基和卤素的群中选择；R2、R3、R4和R5分别独立地选择自H、烷基、芳基烷基、(杂)芳基、-CN和具有C(O)OR22式的羧酸酯的群；R7代表初级烷基或初级芳基、-CN或氢；Y代表桥接基，n为2、3、4、5或6；如果R1代表三级烷基或三级芳基，则R6代表初级烷基或初级芳基、-CN或具有C(O)OR26式的羧酸酯；如果R1代表二级烷基或二级芳基，则R6代表初级或二级烷基或初级或二级芳基、-CN、具有C(O)OR26式的羧酸酯或具有P(O)(OR27)2式的膦酸酯、(杂)芳基或烯基；R21、R22、R26和R27各自独立地代表具有1-30个碳原子的烷基或芳基，可选择地含有杂原子。
• [EN] NOVEL 2-AMINO-QUINAZOLINE DERIVATIVES USEFUL AS INHIBITORS OF ß-SECRETASE (BACE)<br/>[FR] NOUVEAUX DERIVES DE 2-AMINO-QUINAZOLINE UTILES EN TANT QU'INHIBITEURS DE LA $G(B)-SECRETASE (BACE)
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006017844A1

  公开（公告）日：2006-02-16

  The present invention is directed to novel 2-amino-3,4-dihydro-quinazoline derivatives, pharmaceutical compositions containing them and their use in the treatment of Alzheimer’s disease (AD) and related disorders. The compounds of the invention are inhibitors of β-secretase, also known as β-site cleaving enzyme and BACE.

  本发明涉及新颖的2-氨基-3,4-二氢喹唑啉衍生物，包含它们的药物组合物以及它们在治疗阿尔茨海默病（AD）和相关疾病中的用途。本发明的化合物是β-分泌酶的抑制剂，也被称为β-位点裂解酶和BACE。
• Studies on anti-Fusarium disease activity of aminonitrile derivatives. I. Preventive activities of N-substituted-.ALPHA.-aminonitriles against Fusarium diseases.
  作者：Osamu KIRINO、Hirofumi OSHITA、Tadashi OISHI、Toshiro KATO

  DOI：10.1271/bbb1961.44.25

  日期：——

  Forty nine N-substituted-α-aminonitriles were prepared and their preventive activities against Fusarium diseases were determined. Relationships between chemical structure and preventive activity were examined and the systemic movement in plants was investigated with 14C-N-allylaminoacetonitrile. Of the compounds tested, N-sec-butyl-α-aminoisobutyronitrile and N-allylaminoacetonitrile were most effective in controlling yellows of the Japanese radish which were caused by Fusarium oxvsporum f. sp. raphani. N-Allylaminoacetonitrile showed remarkable systemic movement and a potent preventive activity against Fusarium wilts of cucumber and tomato not only by the soil drench test but also by the foliar spray assay.

  制备了49种代N-取代-α-氨基腈，并测定了它们对镰刀菌病害的防治活性。研究了化学结构与防治活性之间的关系，并使用14C-N-烯丙基氨基乙腈研究了其在植物中的系统运动。在测试的化合物中，N-仲丁基-α-氨基异丁腈和N-烯丙基氨基乙腈对由尖孢镰刀菌萝卜专化型引起的日本萝卜黄化病具有最佳的防治效果。N-烯丙基氨基乙腈显示出卓越的系统运动，对黄瓜和番茄的镰刀菌萎蔫病不仅通过土壤浸渍测试，还通过叶面喷雾法表现出强效的预防活性。

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