N-(2-hydroxyethyl)-N-(2-hydroxypropyl)methylamine | 16681-45-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-hydroxyethyl)-N-(2-hydroxypropyl)methylamine
• 英文别名: 1-[(2-hydroxy-ethyl)-methyl-amino]-propan-2-ol；1-[(2-Hydroxy-aethyl)-methyl-amino]-propan-2-ol；Methyl-(2-hydroxy-aethyl)-(2-hydroxy-propyl)-amin；Methyl-<2-hydroxy-propyl-(1)>-<2-hydroxy-aethyl>-amin；<2-Hydroxy-aethyl>-<2-hydroxy-propyl>-methylamin；N-Methyl-N-(2-hydroxy-aethyl)-N-(2-hydroxy-propyl)-amin；1-[2-hydroxyethyl(methyl)amino]propan-2-ol
• CAS: 16681-45-1
• 化学式: C₆H₁₅NO₂
• 分子量: 133.191
• InChiKey: CRJALRGNJLMCAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  127 °C(Press: 16 Torr)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxyethyl)-N-(2-hydroxypropyl)methylamine 在 sodium hydroxide 、 氯化亚砜 、 十六烷基三丁基溴化铵 作用下， 以 氯仿 为溶剂， 生成 4-Piperidinecarbonitrile, 1,3-dimethyl-4-(3-pyridinyl)-, trans-
  参考文献：
  名称：

  Synthesis and analgesic activity of 3-methyl derivatives of 4-(pyridyl) isosteres of ketobemidone

  摘要：

  A series of cis- and trans-1,3-dimethyl-4-propionyl-4-(pyridyl)piperidines 7 were prepared. Analgesic testing, using the rat 4% NaCl writhing assay, indicated that cis- and trans-7 were generally more potent than the corresponding 3-unsubstituted analogues 2. The point of attachment of the pyridyl ring to the C-4 position was a determinant of activity for the cis-diastereomers 7 where the relative potency order was 2-pyridyl (7a) greater-than-or-equal-to 4-pyridyl (7e) > 3-pyridyl (7c). Compounds 7 possessing cis-(3-Me/pyridyl) substituents were generally more active than the corresponding trans-(3-Me/pyridyl) diastereomer. The most potent compound, cis-1,3-dimethyl-4-propionyl-4-(2-pyridyl)piperidine 7a, inhibited writhing by 82% for a 2 mg/kg sc dose relative to the reference drug meperidine (ED50 = 0.6 mg/kg sc).

  DOI：

  10.1016/0223-5234(92)90065-9
• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 、 1-氯-2-丙醇 在 水 作用下， 生成 N-(2-hydroxyethyl)-N-(2-hydroxypropyl)methylamine
  参考文献：
  名称：

  Jones; Wilson, Journal of the Chemical Society, 1949, p. 550

  摘要：

  DOI：

文献信息

• SYNTHESIS OF N-SUBSTITUTED DIISOPROPANOLAMINES, THEIR SEBACATE POLYESTERS AND POLYURETHANE ELASTOMERS
  作者：Jean L. Boivin

  DOI：10.1139/v58-206

  日期：1958.10.1

  Several N-substituted diisopropanolamines were prepared by reacting aqueous solutions of amines with excess propylene oxide at ordinary pressure but higher N-substituted diisopropanolamines had to be prepared in an autoclave at 200 °C. The ionization constants of these bases were measured and recorded as pK_a values. Their infrared absorption spectra gave bands common to all diisopropanolamines mainly at 3.04, 7.14, 7.55, 7.85, 9.45, 10.6, and 11.95 microns. Their condensation with sebacic acid gave the corresponding polyesters, which were soluble in strong acids and had molecular weights of about 1500. The hydroxyl-terminated polyesters were cured with a slight excess of 2,4-tolylene diisocyanate at 100 °C for 2 days to yield elastomers of brittle temperatures in the region of −50 °C.

  通过在常压下，将胺的水溶液与过量的丙烯氧基反应，制备了几种N-取代二异丙醇胺。但是，较高的N-取代二异丙醇胺必须在200°C的高压釜中制备。这些碱的解离常数被测量并记录为pK_a值。它们的红外吸收光谱显示出所有二异丙醇胺共有的频带，主要在3.04、7.14、7.55、7.85、9.45、10.6和11.95微米处。它们与癸二酸的缩聚产物是相应的聚酯，溶解在强酸中，分子量约为1500。羟基终止的聚酯在100°C下与轻微过量的2,4-甲苯二异氰酸酯固化2天，形成具有脆性温度在-50°C左右的弹性体。
• Stabilized germylenes based on dialkanolamines: Synthesis, structure, chemical properties
  作者：Mengmeng Huang、Marina M. Kireenko、Kirill V. Zaitsev、Yuri F. Oprunenko、Andrei V. Churakov、Judith A.K. Howard、Maxim V. Zabalov、Elmira Kh. Lermontova、Jörg Sundermeyer、Thomas Linder、Sergey S. Karlov、Galina S. Zaitseva

  DOI：10.1016/j.jorganchem.2012.01.018

  日期：2012.6

  dimeric in the solid state due to the formation of intermolecular Ge–O bonds, the complex 10 is monomeric, all compounds possess a transannular Ge–N bond. The reactivity of the germylenes synthesized was investigated in reactions of oxidative insertion (with halogenation reagents, MeI, disulfides), [1 + 4]-cycloaddition, oxidation and in reactions with water and acetic anhydride. Some reactions were investigated

  一系列新型的低的价锗化合物RN（CHR 2 CR 1 - [R 3 O）（CHR 4 CHR 5 O）的Ge 1 - 13（- [R  = Me中，pH值，BN; [R 1，- [R 2，- [R 3，- [R 4，通过Ge [N（SiMe 3）2 ]之间的反应获得R 5  ＝ H，Me，Ph，（CH 2）3，（CH 2）4，CH 2（C 6 H 4））。2和各种二链烷醇胺。通过元素分析，所有新化合物进行了表征1个H和13 C NMR光谱和在一些情况下通过X射线衍射分析（1，3，8，10）。化合物1，3，8是在固体状态二聚体由于分子间的Ge-O键的形成，该复合物10由于是单体，所有化合物均具有跨环的Ge–N键。在氧化插入（与卤化试剂，MeI，二硫化物），[1 + 4]-环加成，氧化以及与水和乙酸酐的反应中，研究了合成的亚甲基苯的反应性。通过DFT计算研究了一些反应。
• Titanium Complexes of Dialkanolamine Ligands: Synthesis and Structure
  作者：Kirill V. Zaitsev、Sergey S. Karlov、Anastasia A. Selina、Yu. F. Oprunenko、Andrei V. Churakov、Bernhard Neumüller、Judith A. K. Howard、Galina S. Zaitseva

  DOI：10.1002/ejic.200501154

  日期：2006.5

  with dialkanolamine and the reaction of TiCl 4 (THF) 2 with dialkanolamine/Et 3 N were also tested. Dimeric titanocane 16, [PhCH 2 N(CH 2 CH 2 O) 2 Ti-(OMe) 2 ] 2 , was obtained from the reaction of one equivalent of dialkanolamine 3 with CpTi(OMe) 3 , PhCH 2 N(CH 2 CH 2 O) 2 -Ti(OMenth) 2 (17) was prepared from the transalkoxylation reaction of 15 with two equivalents of menthol. The composition and structures

  标题化合物的合成，即。[RN(CH 2 CH 2 O)-(CHR 1 CR 2 R 3 O)]Ti(OiPr) 2 (13-15) 和[RN(CH 2 CH 2 O)-(CHR 1 CR 2 R 3 O) ] 2 Ti (18-28)，通过一或两当量的相应二烷醇胺 RN(CH 2 CH 2 OH)(CHR 1 CR 2 R 3 OH) (1-12) 与 Ti(OiPr) 4 的反应是报道。[RN(CH 2 CH 2 O)(CHR 1 CR 2 R 3 O)] 2 Ti的其他途径，例如Ti(CH 2 Ph) 4 与二烷醇胺的反应以及TiCl 4 (THF) 2 与还测试了二烷醇胺/Et 3 N。二聚钛烷16，[PhCH 2 N(CH 2 CH 2 O) 2 Ti-(OMe) 2 ] 2 ，由一当量二烷醇胺3与CpTi(OMe) 3 ，PhCH 2 N(CH 2 CH)反应获得2 O) 2 -Ti(OMenth)
• Synthesis and stereochemistry of 3-methyl analogues of pethidine
  作者：A. F. Casy、L. G. Chatten、K. K. Khullar

  DOI：10.1039/j39690002491

  日期：——

  Diastereoisomeric 3-methyl analogues of pethidine and related 4-propionyl derivatives have been synthesized by the condensation of phenylacetonitrile with derivatives of N-2-hydroxyethyl-2-hydroxypropylamine. Isomeric forms of intermediate 4-cyanopiperidines have been isolated and their configurations have been established from 1H n.m.r. data and by chemical correlations. Amides and amidines are by-products

  哌啶和相关的4-丙酰基衍生物的非对映异构体3-甲基类似物是通过苯乙腈与N -2-羟乙基-2-羟丙胺的衍生物缩合而合成的。中间体4-氰基哌啶的异构体形式已经被分离，并且它们的构型已经从1 H nmr数据和化学相关性确定。酰胺和am是这些反应的副产物。在小鼠热板试验中，3-甲基哌啶的β-非对映异构体（顺式3-Me / 4-Ph）为11倍，α-异构体为1·3倍，比哌替啶更有效。
• Influence des effets inductifs et stériques sur la basicité des amines tertiaires
  作者：Guy Perrault

  DOI：10.1139/v67-179

  日期：1967.5.15

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