glyoxylic acid aldoxime | 168208-95-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: glyoxylic acid aldoxime
• 英文别名: glyoxalic acid oxime；glyoxilic acid oxime；(E)-hydroxyimino-acetic acid；(E)-Hydroxyimino-essigsaeure；(hydroxyimino)acetic acid；hydroxyiminodiacetic acid；2-hydroxyiminoacetic Acid；(2E)-2-hydroxyiminoacetic acid
• CAS: 168208-95-5
• 化学式: C₂H₃NO₃
• 分子量: 89.0507
• InChiKey: PBZUAIHRZUBBAJ-HNQUOIGGSA-N

物化性质

• 沸点：
  333.9±25.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  glyoxylic acid aldoxime 在 N-氯代丁二酰亚胺 作用下， 以 乙二醇二甲醚 为溶剂， 生成 二氯二苯三氯乙烷
  参考文献：
  名称：

  Griesbeck, Axel G.; Hirt, Joachim; Peters, Karl, Liebigs Annalen, 1995, # 4, p. 619 - 624

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醛酸 在 盐酸羟胺 作用下， 以 水 为溶剂， 以68%的产率得到glyoxylic acid aldoxime
  参考文献：
  名称：

  WO2007/96576

  摘要：

  公开号：

文献信息

• Acylation process for obtaining cephalosporin derivatives
  申请人：ELI LILLY AND COMPANY

  公开号：EP0377987A3

  公开（公告）日：1991-08-28

  7β-[2-(2-Tritylaminothiazol-4-yl )-2-(t-butyl­oxycarbonylprop-2-yl )oxyiminoacetamido]-3-pyridinium­methyl-3-cephem-4-carboxylate 1 is obtained via a process comprising N-acylation of 7β-amino-3-pyridinium­methyl-3 -cephem-4-carboxylate 1A with a mixed anhydride of 2-(2-tritylaminothiazol-4-yl)-2-(t-butyloxycarbonyl­prop-2-yl)oxyiminoacetic acid formed with a sulfonic acid halide or phosphoric acid halide, preferably carried out with silylated 1A. The process provides substantial yields of 1 of high purity.

  通过将2-(2-Tritylaminothiazol-4-yl)-2-(t-丁氧羰基丙-2-基)氧亚胺乙酰胺与硫酸酰氯或磷酸酰氯形成的混合酐与7β-氨基-3-吡啶甲基-3-头孢-4-羧酸盐1A进行N-酰化，得到了7β-[2-(2-Tritylaminothiazol-4-yl)-2-(t-丁氧羰基丙-2-基)氧亚胺乙酰胺]-3-吡啶甲基-3-头孢-4-羧酸盐1。该过程最好使用硅化1A进行，可高效地提供高纯度的1。
• Synthesis and pharmacological profile of a series of 2,5-substituted-N,N-dimethyltryptamine derivatives as novel antagonists for the vascular 5-HT1B-like receptor
  作者：Gerard P. Moloney、Graeme R. Martin、Neil Mathews、Heather Hobbs、Susan Dodsworth、Pang Yih Sang、Cameron Knight、Miles Maxwell、Robert C. Glen

  DOI：10.1039/a903328i

  日期：——

  The coronary 5-HT1B-like receptor has been implicated in vasospasm and it is postulated that a 5-HT1B-like antagonist may block the detrimental action of 5-HT whilst not interfering with normal blood vessel function. The synthesis and pharmacological profile of a novel series of 2-(N-heteroaryl)carboxamido-5-substituted-N,N-dimethyltryptamine derivatives as silent (as judged by the inability of angiotensin II to unmask 5-HT1B-like receptor mediated agonist activity in the rabbit femoral artery), competitive and selective 5-HT1B-like receptor antagonists is described. Modifications to the 2-carboxamido sidechain as well as the 5-ethylene linked heterocycle are explored. N-Furfuryl-5-[2-(N-phthalimido)ethyl]-3-[2-(dimethylamino)ethyl]-1H-indole-2-carboxamide (34) was discovered which fulfilled our in vitro selection criteria and which had a favourable pharmacokinetic profile. Compound 34 showed good affinity (pKB = 7.38) for the vascular 5-HT1B-like receptor and greater than 125 fold selectivity over α1-adrenoceptor affinity. The selectivity of 34 and related compounds for the 5-HT1B-like receptor over other receptor subtypes is discussed and a mode of binding for this class of compound to a pharmacophore model is proposed.

  冠状动脉5-HT1B样受体与血管痉挛有关，并且推测5-HT1B样拮抗剂可以阻断5-HT的有害作用，同时不干扰正常的血管功能。一系列新型 2-(N-杂芳基)甲酰氨基-5-取代-N,N-二甲基色胺衍生物的合成和药理学概况为沉默（通过血管紧张素 II 无法揭露 5-HT1B 样受体介导的激动剂来判断）描述了竞争性和选择性 5-HT1B 样受体拮抗剂。探索了对 2-甲酰胺基侧链以及 5-亚乙基连接的杂环的修饰。发现 N-糠基-5-[2-(N-邻苯二甲酰亚胺)乙基]-3-[2-(二甲氨基)乙基]-1H-吲哚-2-甲酰胺 (34)，它满足我们的体外选择标准，并且具有良好的药代动力学特征。化合物 34 对血管 5-HT1B 样受体表现出良好的亲和力 (pKB = 7.38)，选择性比 α1-肾上腺素受体亲和力高 125 倍以上。讨论了 34 种及相关化合物相对于其他受体亚型对 5-HT1B 样受体的选择性，并提出了此类化合物与药效团模型的结合模式。
• Armand,J.; Guette,J.-P., Bulletin de la Societe Chimique de France, 1969, p. 2894 - 2900
  作者：Armand,J.、Guette,J.-P.

  DOI：——

  日期：——
• Jahngen, Edwin G.E.; Rossomando, Edward F., Synthetic Communications, 1982, vol. 12, # 8, p. 601 - 606
  作者：Jahngen, Edwin G.E.、Rossomando, Edward F.

  DOI：——

  日期：——
• Synthesis and vibrational study of platinum(II) and palladium(II) complexes of glyoxilic acid oxime
  作者：N Trendafilova、G Bauer、I Georgieva、N Dodoff

  DOI：10.1016/s1386-1425(99)00104-3

  日期：1999.12

  New platinum(II) and palladium(II) complexes of glyoxilic acid oxime (gao) have been prepared and characterised by infrared (4000-150 cm(-1)) and Raman (4000-200 cm(-1)) spectra. The gao acts as bidentate ligand bonding through the oxime nitrogen and carboxyl oxygen atoms to form neutral bis-chelate square-planar complexes. The lowest energy conformer of the gao ligand (ectt) was selected among 16 theoretically possible conformers on the basis of ab initio calculations at HF/3-21G*, HF/6-31G* and HF/6-311** levels of the theory from which structural parameters and conformational stabilities have been obtained. A complete vibrational assignment of the gao was performed for the lowest energy ectt conformer on the basis of ab initio optimised parameters and normal coordinate analysis calculations (PED). NCA calculations of the complexes studied were also performed. (C) 1999 Elsevier Science B.V. All rights reserved.