2-(Hydroxyamino)ethanol-hydrochlorid | 24395-54-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(Hydroxyamino)ethanol-hydrochlorid
• 英文别名: 2-hydroxyaminoethanol hydrochloride；N-(2-hydroxyethyl)-hydroxylamine hydrochloride；N-(2-hydroxyethyl)hydroxylamine hydrochloride；2-(hydroxyamino)ethanol;hydrochloride
• CAS: 24395-54-8
• 化学式: C₂H₇NO₂*ClH
• 分子量: 113.544
• InChiKey: OHHAZBZOZOVPSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.62
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.5
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(Hydroxyamino)ethanol-hydrochlorid 在 氘代甲醇-d 作用下， 生成
  参考文献：
  名称：

  A mechanistic study of the prominent loss of H2O from ionized 2-hydroxyaminoethanol

  摘要：

  Tandem mass spectrometry experiments on the HCl salt of 2-hydroxyaminoethanol reveal that low-energy ions HOCH2CH2NHOH center dot+ dissociate by loss of H2O with remarkable efficiency (c. 10%). Analysis of its high energy collision-induced dissociation (CID) mass spectrum leaves little doubt that the resulting m/z 59 ion is the cyclic 1,2-oxazetidine ion, whose elusive neutral counterpart has not yet been identified by experiment.A mechanistic analysis using the CBS-QB3 model chemistry indicates that the dissociation chemistry of HOCH2CH2NHOH center dot+ is entirely different from that of the structurally related ions HOCH2CH2ONH2 center dot+ and HOCH2CH2OH center dot+. It involves a 1,5-H transfer in one of its stable conformers that leads to a hydrogen-bridged radical cation of the 1,2-oxazetidine ion and a water molecule. In support of this proposal the isotopologues DOCH2CH2NDOD center dot DCl and HOCH2CD2NHOH center dot HCl, upon ionization (almost) exclusively lose D2O and H2O, respectively. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijms.2010.10.004
• 作为产物：
  描述：

  2-硝基乙醇 在 氯化铵 、 锌 、 盐酸 作用下， 以 甲醇 、 水 、 乙酸甲酯 为溶剂， 反应 0.42h， 以82%的产率得到2-(Hydroxyamino)ethanol-hydrochlorid
  参考文献：
  名称：

  A mechanistic study of the prominent loss of H2O from ionized 2-hydroxyaminoethanol

  摘要：

  Tandem mass spectrometry experiments on the HCl salt of 2-hydroxyaminoethanol reveal that low-energy ions HOCH2CH2NHOH center dot+ dissociate by loss of H2O with remarkable efficiency (c. 10%). Analysis of its high energy collision-induced dissociation (CID) mass spectrum leaves little doubt that the resulting m/z 59 ion is the cyclic 1,2-oxazetidine ion, whose elusive neutral counterpart has not yet been identified by experiment.A mechanistic analysis using the CBS-QB3 model chemistry indicates that the dissociation chemistry of HOCH2CH2NHOH center dot+ is entirely different from that of the structurally related ions HOCH2CH2ONH2 center dot+ and HOCH2CH2OH center dot+. It involves a 1,5-H transfer in one of its stable conformers that leads to a hydrogen-bridged radical cation of the 1,2-oxazetidine ion and a water molecule. In support of this proposal the isotopologues DOCH2CH2NDOD center dot DCl and HOCH2CD2NHOH center dot HCl, upon ionization (almost) exclusively lose D2O and H2O, respectively. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijms.2010.10.004

文献信息

• 2-Nitroimidazole derivatives
  申请人：Gruppo Lepetit S.p.A.

  公开号：US03954789A1

  公开（公告）日：1976-05-04

  2-Nitroimidazole derivatives of the general formula ##SPC1## Wherein R is a lower alkyl group and Y is a member of the group consisting of --CH.sub.2 OH, --CHO, CH.sub.3 CO--, vinyl, formylvinyl, styryl, substituted iminomethyl, 2-benzimidazolyl and 5-amino-1,3,4-thiadiazol-2-yl. The term "lower alkyl" designates aliphatic groups of from 1 to 4 carbon atoms; the term "substituted iminomethyl" designates nitrogen-containing functional derivatives of the aldehydic group. The compounds have antimicrobial activity.

  2-硝基咪唑衍生物的一般公式如下：其中R是较低的烷基基团，Y是--CH₂OH、--CHO、CH₃CO--、乙烯、甲酰乙烯、苯乙烯、取代亚硝基甲基、2-苯并咪唑基和5-氨基-1,3,4-噻二唑-2-基中的一种。术语“较低烷基”指的是由1至4个碳原子组成的脂肪族基团；术语“取代亚硝基甲基”指的是醛基的含氮功能衍生物。这些化合物具有抗微生物活性。
• Aryl, heteroaromatic and bicyclic aryl nitrone compounds, prodrugs and pharmaceutical compositions of the same to treat human disorders
  申请人：Kelly G. Michael

  公开号：US20050059638A1

  公开（公告）日：2005-03-17

  Disclosed are aryl, heteroaromatic and bicyclic aryl nitrone compounds and pharmaceutical compositions containing such derivatives. The disclosed compositions are useful for preventing and/or treating pain, neurodegenerative, autoimmune and inflammatory diseases or conditions in mammals.

  本发明涉及芳基，杂环芳基和双环芳基亚硝基化合物以及含有这些衍生物的药物组合物。所述组合物可用于预防和/或治疗哺乳动物中的疼痛，神经退行性，自身免疫和炎症性疾病或症状。
• Kliegel, Wolfgang; Enders, Bernhard; Becker, Harald, Liebigs Annalen der Chemie, 1982, # 9, p. 1712 - 1721
  作者：Kliegel, Wolfgang、Enders, Bernhard、Becker, Harald

  DOI：——

  日期：——
• Kliegel, Wolfgang; Preu, Lutz, Liebigs Annalen der Chemie, 1983, # 11, p. 1937 - 1949
  作者：Kliegel, Wolfgang、Preu, Lutz

  DOI：——

  日期：——
• KLIEGEL, W.;ENDERS, B.;BECKER, H., LIEBIGS ANN. CHEM., 1982, N 9, 1712-1721
  作者：KLIEGEL, W.、ENDERS, B.、BECKER, H.

  DOI：——

  日期：——