Bis<2-(pyrrolidin-1-yl)ethyl>amine | 91689-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: Bis<2-(pyrrolidin-1-yl)ethyl>amine
• 英文别名: Bis--amin；β,β'-Dipyrrolidino-diaethylamin；bis-(2-pyrrolidino-ethyl)-amine；Bis-(2-pyrrolidino-aethyl)-amin；2-(1-pyrrolidinyl)-N-[2-(1-pyrrolidinyl)ethyl]ethanamine；2-pyrrolidin-1-yl-N-(2-pyrrolidin-1-ylethyl)ethanamine
• CAS: 91689-56-4
• 化学式: C₁₂H₂₅N₃
• mdl: MFCD24389251
• 分子量: 211.351
• InChiKey: WNBQXAYEOAXFEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Bis<2-(pyrrolidin-1-yl)ethyl>amine 以 甲醇 为溶剂， 反应 27.0h， 生成
  参考文献：
  名称：

  A New Method for the Synthesis of Nonsymmetric Dinucleating Ligands by Aminomethylation of Phenols and Salicylaldehydes

  摘要：

  Monoaminomethylated phenols 5-7 and symmetrically diaminomethylated phenols 8 and 9 were prepared in a one-step procedure-from p-cresol, formaldehyde, and a variety of secondary amines by making use of the aromatic Mannich reaction. Nonsymmetric diaminomethylated phenols 10 and 11 were prepared by a sequential aromatic Mannich reaction using p-cresol, formaldehyde, and two different secondary amines. Alternatively, nonsymmetric diaminomethylated phenols 20-24 were prepared by aminomethylation of 5-methylsalicylaldehyde followed by Ca) condensation with a primary amine and subsequent reduction or (b) reductive amination with a secondary amine. Monoami-nomethylated and (non)symmetric diaminomethylated phenols are excellent ligands for the synthesis of mono- and dinuclear transition metal complexes as is illustrated by the isolation of mononuclear iron(III) complex 25 and nonsymmetric dinuclear copper(II) complex 26.

  DOI：

  10.1021/jo00087a046
• 作为产物：
  描述：

  2-(2-Oxo-2-pyrrolidin-1-yl-ethylamino)-1-pyrrolidin-1-yl-ethanone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 Bis<2-(pyrrolidin-1-yl)ethyl>amine
  参考文献：
  名称：

  A New Method for the Synthesis of Nonsymmetric Dinucleating Ligands by Aminomethylation of Phenols and Salicylaldehydes

  摘要：

  Monoaminomethylated phenols 5-7 and symmetrically diaminomethylated phenols 8 and 9 were prepared in a one-step procedure-from p-cresol, formaldehyde, and a variety of secondary amines by making use of the aromatic Mannich reaction. Nonsymmetric diaminomethylated phenols 10 and 11 were prepared by a sequential aromatic Mannich reaction using p-cresol, formaldehyde, and two different secondary amines. Alternatively, nonsymmetric diaminomethylated phenols 20-24 were prepared by aminomethylation of 5-methylsalicylaldehyde followed by Ca) condensation with a primary amine and subsequent reduction or (b) reductive amination with a secondary amine. Monoami-nomethylated and (non)symmetric diaminomethylated phenols are excellent ligands for the synthesis of mono- and dinuclear transition metal complexes as is illustrated by the isolation of mononuclear iron(III) complex 25 and nonsymmetric dinuclear copper(II) complex 26.

  DOI：

  10.1021/jo00087a046

文献信息

• Über Aminoacetonitrile. Dissoziationsregeln, 2. Mitteilung
  作者：A. Marxer

  DOI：10.1002/hlca.19540370120

  日期：——

  (a) A modified synthesis of arylamino-acetonitriles and diaryl-aminoacetonitriles is described. In some cases we observed instead of the expected nitriles cristalline N,N′-methylene-bis-arylamines. These are ot byproducts, but intermediates of the nitril formation.

  （a）描述了芳基氨基-乙腈和二芳基-氨基乙腈的改良合成。在某些情况下，我们观察到的不是预期的腈，而是结晶的N，N'-亚甲基-双-芳基胺。它们是副产物，但是腈形成的中间体。
• N-(aryl-,aryloxy-,arylthio-arylsulfinyl-and arylsulfonyl-)alkyl-N,N'-(or
  申请人：A. H. Robins Company, Incorporated

  公开号：US04895840A1

  公开（公告）日：1990-01-23

  Novel N-(Aryl-,aryloxy-,arylthio-,arylsulfinyl-and arylsulfonyl-)alkyl-N,N'-(or N',N')alkylaminoalkyl ureas, thioureas and cyanoguanidines represented by the following formula: ##STR1## wherein Ar is aryl selected from the group consisting of 1- and 2-naphthyl, 2,3-dihydro-1H-inden-4(or 5)-yl,2-furanylmethyl,2-pyridinyl, phenyl and phenyl substituted by 1-3 radicals commonly used in the pharmaceutical art; (X).sub.d is oxygen, thio, sulfinyl, sulfonyl or d is zero; Z and W are each R or-(CH.sub.2).sub.m -NR.sup.1 R.sup.2 wtih the proviso that when Z is R, W is-(CH.sub.2).sub.m -NR.sup.1 R.sup.2 and when Z is-(CH.sub.2).sub.m -NR.sup.1 R.sup.2, W is R; B is carbonyl, thioxomethyl, or cyanoiminomethyl; R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are selected from the group consisting of hydrogen, loweralkyl, cycloalkyl, phenyl or phenyl-loweralkyl wherein phenyl may be substituted by 1-3 radicals commonly used in the pharmaceutical art; R.sup.1 and R.sup.2, and R.sup.3 and R.sup.4 may together with the adjacent nitrogen form the heterocyclic ring structure 1-homopiperidinyl, 4-morpholinyl, 1-piperazinyl, 4-substituted-1-piperazinyl, 1-pyrrolidinyl or 1-piperidinyl and the pharmaceutically acceptable salts thereof are disclosed. A pharmaceutical method for administering the compounds for their cardiac antiarrhythmic effect and pharmaceutical compositions for the treatment of cardiac arrhythmia are also disclosed.

  新颖的N-(芳基-,芳氧基-,芳硫基-,芳基亚砜和芳基砜基)-烷基-N,N'-(或N',N')烷基氨基烷基脲、硫脲和氰胍嘧啶的化合物，其化学式如下所示：##STR1## 其中Ar是从含有1-和2-萘基、2,3-二氢-1H-茚-4(或5)-基、2-呋喃基甲基、2-吡啶基、苯基和苯基经常用于制药领域的1-3基团的基团中选择的芳基；(X).sub.d是氧、硫、亚砜、砜基或d为零；Z和W分别是R或-(CH.sub.2).sub.m -NR.sup.1 R.sup.2，但当Z为R时，W为-(CH.sub.2).sub.m -NR.sup.1 R.sup.2，当Z为-(CH.sub.2).sub.m -NR.sup.1 R.sup.2时，W为R；B是羰基、硫代甲基或氰基亚胺基甲基；R、R.sup.1、R.sup.2、R.sup.3和R.sup.4是从氢、较低烷基、环烷基、苯基或苯基-较低烷基中选择的基团，其中苯基可以被1-3经常用于制药领域的基团取代；R.sup.1和R.sup.2、R.sup.3和R.sup.4可以与相邻的氮一起形成杂环环结构1-异喹啉基、4-吗啉基、1-哌嗪基、4-取代-1-哌嗪基、1-吡咯基或1-哌啶基及其药用可接受的盐也被揭示。还公开了一种用于给药化合物的心脏抗心律失常效应和用于治疗心律失常的心脏抗心律失常效应的制药方法和制药组合物。
• Derivatives of alkylaminoalkyl ureas and cyanoguanidines
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：EP0295010A1

  公开（公告）日：1988-12-14

  Compounds of general formula I wherein, Ar represents a 1-naphthyl group, a 2-naphthyl group, a 2,3-dihydro-1 H-inden-4(or 5)-yl group, a 2-furanylmethyl group, a 2-pyridinyl group, a phenyl group or a phenyl substituted by one to three substituents wherein the or each substituent independently represents a loweralkyl group, a loweralkoxy group, a diloweralkylamino group, a cyano group, a loweralkylthio group, a loweralkylsulfinyl group, a loweralkylsulfonyl group, an acyl group, an acylamino group, an aminocarbonyl group, a diloweral- kylaminoloweralkoxy group, a trifluoromethyl group, a nitro group or a halogen atom; X represents a thio group, a sulfinyl group, a sulfonyl group or an oxygen atom; d represents zero or one; B represents a carbonyl group, a thioxomethyl group or a cyanoiminomethyl group; each of n, m and p independently represents an integer from 2 to 6 inclusive; each of Z and W independently represent an R group or a group with the proviso that when Z represents R, W represents a -(CH2)m-NR1R2 group and when Z represents (CH2)m-NR1R2, W represents R; each of R, R1, R2, R3 and R4 independently represents a hydrogen atom, a loweralkyl group, a cycloalkyl group, a phenyl group or a phenylloweralkyl group wherein phenyl may be substituted by one to three radicals wherein each radical independently represents a loweralkyl group, a loweralkoxy group, a cyano group, a trifluoromethyl group, a nitro group or a halogen atom or each of R1 and R2, and R3 and R4 may, together with the adjacent nitrogen atom form the heterocyclic ring structure 1-homopiperidinyl, 1-piperidinyl, 4-morpholinyl, 1-pyrrolidinyl, 1-piperazinyl, or 4-substituted-1-piperazinyl; with the further proviso that some meanings given for the symbols must not be realized simultaneously, as indicated specifically in claim 1, or the pharmaceutically acceptable salts thereof are useful in the treatment of cardiac arrhythmia.

  通式 I 的化合物 其中 Ar 代表 1-萘基、2-萘基、2,3-二氢-1 H-茚-4（或 5）-基、2-呋喃甲基、2-吡啶基、苯基或被一至三个取代基取代的苯基，其中或每个取代基独立地代表低级烷基、一个低级烷氧基、一个低级烷氨基、一个氰基、一个低级烷硫基、一个低级烷基亚磺基、一个低级烷基磺酰基、一个酰基、一个酰氨基、一个氨基羰基、一个低级烷氨基低级烷氧基、一个三氟甲基、一个硝基或一个卤原子； X 代表硫代基团、亚砜基团、磺酰基团或氧原子； d 代表 0 或 1； B 代表羰基、硫氧甲基或氰亚氨基甲基； n、m 和 p 各自独立地代表 2 至 6（含 6）的整数 Z和W各自独立地代表一个R基团或一个 但当 Z 代表 R 时，W 代表-(CH2)m-NR1R2 基团；当 Z 代表 (CH2)m-NR1R2 时，W 代表 R； R、R1、R2、R3 和 R4 各自独立地代表氢原子、低级烷基、环烷基、苯基或苯基低级烷基，其中苯基可被一至三个基团取代，每个基团独立地代表低级烷基、低级烷氧基、氰基、三氟甲基、硝基或卤素原子或 R1 和 R2 以及 R3 和 R4 中的每一个可与相邻的氮原子一起形成杂环结构 1-高哌啶基、1-哌啶基、4-吗啉基、1-吡咯烷基、1-哌嗪基或 4-取代-1-哌嗪基； 进一步的但书是，如权利要求 1 中特别指出的，符号的某些含义不得同时实现，或其药学上可接受的盐类可用于治疗心律失常。
• Nitrogen-containing compounds suitable for use in the production of polyurethanes
  申请人：Evonik Degussa GmbH

  公开号：US10703851B2

  公开（公告）日：2020-07-07

  The present invention relates to the use of nitrogenous compounds of formula (I) and/or corresponding quaternized and/or protonated compounds for production of polyurethanes, to compositions comprising said compounds and also to polyurethane systems, in particular polyurethane foams, obtained using said compounds.

  本发明涉及使用式（I）含氮化合物和/或相应的季铵化和/或质子化化合物生产聚氨酯，涉及包含上述化合物的组合物，还涉及使用上述化合物获得的聚氨酯体系，特别是聚氨酯泡沫。
• Quaternary azacycloalkane compounds
  申请人：CIBA PHARM PROD INC

  公开号：US02758114A1

  公开（公告）日：1956-08-07