n-propyliminobis-propionitrile | 1555-59-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: n-propyliminobis-propionitrile
• 英文别名: Di(β-Cyanoethyl)-propylamin；N-Propyl-N,N-di-(2-cyanaethyl)-amin；3,3'-(propylazanediyl)dipropanenitrile；3,3'-propylimino-di-propionitrile；N,N-bis(2-cyanoethyl)-propylamine；Bis-(2-cyan-aethyl)-propyl-amin；3-[2-cyanoethyl(propyl)amino]propanenitrile
• CAS: 1555-59-5
• 化学式: C₉H₁₅N₃
• 分子量: 165.238
• InChiKey: JMCDHLBINXPPQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  n-propyliminobis-propionitrile 在 盐酸 、 sodium methylate 、 苯 作用下， 生成 4-氧代-1-丙基-哌啶-3-羧酸甲酯
  参考文献：
  名称：

  Preobrashenskii et al., Zhurnal Obshchei Khimii, 1957, vol. 27, p. 3162,3165,3166;engl.Ausg.S.3200,3202,3203

  摘要：

  DOI：
• 作为产物：
  描述：

  双(2-氰基乙基)胺 、 1-碘代丙烷 在 乙醇 、 碳酸氢钠 作用下， 生成 n-propyliminobis-propionitrile
  参考文献：
  名称：

  Preobrashenskii et al., Zhurnal Obshchei Khimii, 1957, vol. 27, p. 3162,3165,3166;engl.Ausg.S.3200,3202,3203

  摘要：

  DOI：

文献信息

• Preparation of secondary amines from nitriles
  申请人：——

  公开号：US20020128513A1

  公开（公告）日：2002-09-12

  Secondary amines of the formula (II) (X—CH 2 —) 2 NH  (II) where X is a C 1-20 -alkyl, C 2-20 -alkenyl or C 3-8 -cycloalkyl group which may be unsubstituted or substituted by C 1-20 -alkyl, C 3-8 -cycloalkyl, C 4-20 -alkylcycloalkyl, C 4-20 -cycloalkylalkyl, C 2-20 -alkoxyalkyl, C 6-14 -aryl, C 7-20 -alkylaryl, C 7-20 -aralkyl, C 1-20 -alkoxy, hydroxy, C 1-20 -hydroxyalkyl, amino, C 1-20 -alkylamino, C 2-20 -dialkylamino, C 2-12 -alkenylamino, C 3-8 -cycloalkylamino, arylamino, diarylamino, aryl-C 1-8 -alkylamino, halogen, mercapto, C 2-20 -alkenyloxy, C 3-8 -cycloalkoxy, aryloxy and/or C 2-8 -alkoxycarbonyl, are prepared by reacting nitriles of the formula (III) X—CN  (III) with hydrogen at from 20 to 250° C. and pressures of from 60 to 350 bar in the presence of an Rh-containing catalyst comprising from 0.1 to 5% by weight, based on the total weight of the catalyst, of Rh on a support to give mixtures of primary amines of the formula (I) X—CH 2 —NH 2 (I) and secondary amines of the formula (II) (X—CH 2 —) 2 NH  (II) and returning at least part of the primary amines separated from the mixtures obtained to the reaction.

  化学方程式中的次要胺的公式（II）（X—CH2—）2NH  （II），其中X是C1-20-烷基、C2-20-烯基或C3-8-环烷基，可以未取代或被C1-20-烷基、C3-8-环烷基、C4-20-烷基环烷基、C4-20-环烷基烷基、C2-20-烷氧基烷基、C6-14-芳基、C7-20-烷基芳基、C7-20-芳基烷基、C1-20-烷氧基、羟基、C1-20-羟基烷基、氨基、C1-20-烷基氨基、C2-20-二烷基氨基、C2-12-烯基氨基、C3-8-环烷基氨基、芳基氨基、二芳基胺基、芳基-C1-8-烷基氨基、卤素、巯基、C2-20-烯氧基、C3-8-环烷氧基、芳氧基和/或C2-8-烷氧羰基，通过在20至250°C和60至350巴的压力下，在含有0.1至5%重量Rh的催化剂的存在下，将公式（III）X—CN  （III）的腈与氢反应制备而成，所述催化剂基于总重量的0.1至5%的Rh载于载体上，以给出公式（I）X—CH2—NH2（I）的一次胺和公式（II）（X—CH2—）2NH  （II）的二次胺的混合物，并将至少从所得混合物中分离的一部分一次胺返回反应中。
• Preparation of primary and secondary amines from nitriles
  申请人：——

  公开号：US20020091194A1

  公开（公告）日：2002-07-11

  Mixtures of primary amines of the formula (I) X—CH 2 —NH 2 (I) and secondary amines of the formula (II) (X—CH 2 —) 2 NH   (II) where X is C 1-20 -alkyl, C 2-20 -alkenyl or C 3-8 -cycloalkyl which may be unsubstituted or substituted by C 1-20 -alkyl, C 3-8 -cycloalkyl, C 4-20 -alkylcycloalkyl, C 4-20 -cycloalkylalkyl, C 2-20 -alkoxyalkyl, C 6-14 -aryl, C 7-20 -alkylaryl, C 7-20 -aralkyl, C 1-20 -alkoxy, hydroxy, C 1-20 -hydroxyalkyl, amino, C 1-20 -alkylamino, C 2-20 -diallcylamino, C 2-12 -alkenylamino. C 3-8 -cycloalkylamino, arylamino, diarylamino, aryl-C 1-8 -alkylamino, halogen, mercapto, C 2-20 -alkenyloxy, C 3-8 -cycloalkoxy, aryloxy and/or C 2-8 -alkoxycarbonyl are prepared by reacting nitriles of the formula (III) X—CN   (III) with hydrogen at from 50 to 250° C. and pressures of from 5 to 350 bar in the presence of a Pd-containing catalyst comprising, based on the total weight of the catalyst, from 0.1 to 10% by Weight of Pd on a support.

  式 (I) 的伯胺混合物 X-CH 2 -NH 2 (I) 和式 (II) 的仲胺 (X-CH 2 -) 2 NH (II) 其中 X 为 C 1-20 -烷基、C 2-20 -烯基或 C 3-8 -环烷基，可为未取代或被 C 1-20 -烷基、C 3-8 -环烷基、C 4-20 -环烷基，C 4-20 -环烷基烷基，C 2-20 -烷氧基烷基，C 6-14 -芳基、C 7-20 -烷基芳基，C 7-20 -芳烷基，C 1-20 -烷氧基、羟基、C 1-20 -羟基烷基、氨基、C 1-20 -烷基氨基、C 2-20 -二烷基氨基，C 2-12 -烯氨基C 3-8 -环烷基氨基、芳基氨基、二芳基氨基、芳基-C 1-8 -烷基氨基、卤素、巯基、C 2-20 -烯氧基、C 3-8 -环烷氧基、芳氧基和/或 C 2-8 -烷氧基羰基 通过式 (III) 的腈反应制备 X-CN (III) 与氢气在 50 至 250 摄氏度和 5 至 350 巴的压力下，在含钯催化剂存在下进行。
• Structure–activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1
  作者：Michal Weitman、Keti Lerman、Abraham Nudelman、Dan Thomas Major、Amnon Hizi、Alon Herschhorn

  DOI：10.1016/j.ejmech.2010.11.003

  日期：2011.2

  The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RI inhibitor from an available chemical library. Here, we further modified this compound to study structure activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 mu M. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Poshil'-zowa; Arbusow, 1953, vol. 91, p. 269
  作者：Poshil'-zowa、Arbusow

  DOI：——

  日期：——
• One-pot solvent-free microwave-assisted aza-Michael addition reaction of acrylonitrile
  作者：Parineeta Das、Nirmala Devi、Amrit Puzari

  DOI：10.1016/j.jics.2022.100411

  日期：2022.5