4-methyl-pentane-2,3-dione 2-oxime | 13508-89-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-methyl-pentane-2,3-dione 2-oxime
• 英文别名: 4-Methyl-pentan-2,3-dion-2-oxim；(1-Oximino-aethyl)-isopropyl-keton；4-Oximino-pentanon-(3)；Isonitroso-aethylisopropylketon；2-Methyl-pentanon-(3)-oxim-(4)；4-Methylpentane-2,3-dione 2-oxime；2-hydroxyimino-4-methylpentan-3-one
• CAS: 13508-89-9
• 化学式: C₆H₁₁NO₂
• 分子量: 129.159
• InChiKey: SNAKZQGNQQFDCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-pentane-2,3-dione 2-oxime 在 羟胺 作用下， 生成 methyl-isopropyl-2,3-dione dioxime
  参考文献：
  名称：

  Ponzio, Gazzetta Chimica Italiana, 1897, vol. 27 I, p. 275

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-2,3-戊烷二酮 在 氢氧化钾 、 羟胺 作用下， 生成 4-methyl-pentane-2,3-dione 2-oxime
  参考文献：
  名称：

  Discovery and synthesis of tetrahydroindolone derived semicarbazones as selective Kv1.5 blockers

  摘要：

  A novel class of tetrahydroindolone-derived semicarbazones has been discovered as potent Kv 1.5 blockers. in in vitro studies, several compounds exhibited very good potency for blockade of Kv 1.5. Compound 8i showed good selectivity for blockade of Kv1.5 vs hERG and L-type calcium channels. In an anesthetized pig model, compounds 8i and 10c increased atrial ERP about 28%, 18%, respectively, in the right atrium without affecting ventricular ERP. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.057

文献信息

• Dual Photoredox/Palladium-Catalyzed C–H Acylation of 2-Arylpyridines with Oxime Esters
  作者：Xiao-Peng Liu、Jia-Rong Chen、Bin-Qing He、Yuan Gao、Peng-Zi Wang、Hong Wu、Hong-Bin Zhou

  DOI：10.1055/s-0040-1707252

  日期：2021.3

  unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C–C bond cleavage and directed ortho C–H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C–C bond cleavage. This redox-neutral protocol features excellent regioselectivity

  描述了一种前所未有的双光氧化还原/钯催化亚胺基-自由基介导的 C-C 键裂解和使用肟酯的 2-芳基吡啶的定向邻位 C-H 酰化。肟酯可以通过光氧化还原催化亚胺基介导的 C-C 键裂解形成相应的酰基自由基作为有效的酰基来源。这种氧化还原中性方案具有出色的区域选择性、广泛的底物范围和对两种组分的良好官能团耐受性，提供广泛的芳基酮，通常具有良好的产率。
• Cycloalkyl-substituted amino acid derivatives, processes for their preparation and their use as pharmaceuticals
  申请人：Stapper Christian

  公开号：US20050215596A1

  公开（公告）日：2005-09-29

  Provided herein are cycloalkyl-substituted amino acid derivatives, processes for their preparation and their use as pharmaceuticals

  本文提供了环烷基取代的氨基酸衍生物，其制备过程以及作为药物的用途。
• METHOD FOR THE PREPARATION OF OXAZOLES BY CONDENSING AROMATIC ALDEHYDES WITH ALPHA-KETOXIMES TO FORM N-OXIDES AND REACTING SAME WITH ACTIVATIVED ACID DERIVATIVES
  申请人：HOLLA Wolfgang

  公开号：US20080058529A1

  公开（公告）日：2008-03-06

  The present invention is comprised of improved methods in the preparation of oxazoles which results in higher yields with less impurities and contaminants. Oxazoles constitute valuable intermediates in the synthesis of pharmaceutically active substances such as, for example peroxisome proliferator activated receptor (PPAR) agonists which are pharmaceutical actives which can have a positive influence on both lipid and glucose metabolism.

  本发明涉及改进的制备噁唑的方法，其结果是产量更高，杂质和污染物更少。噁唑是合成药物活性物质的有价值的中间体，例如过氧化物酶体增殖物激活受体（PPAR）激动剂，这些药物活性物质可以对脂质和葡萄糖代谢产生积极影响。
• NOVEL INTERMEDIATE COMPOUNDS USEFUL IN THE PREPARATION OF OXAZOLES AND PHARMACEUTICAL ACTIVES FOR THE REGULATION OF LIPID AND GLUCOSE METABOLISM
  申请人：HOLLA Wolfgang

  公开号：US20080114035A1

  公开（公告）日：2008-05-15

  The present invention is directed to compounds of Formula III wherein the R1-R7 groups or substituents are defined herein. The present invention also comprises improved methods in the preparation of oxazoles in which the compounds of Formula III are intermediates and which results in higher yields with less impurities and contaminants. Oxazoles constitute valuable intermediates in the synthesis of pharmaceutically active substances such as, for example peroxisome proliferator activated receptor (PPAR) agonists which are pharmaceutical actives which can have a positive influence on both lipid and glucose metabolism.

  本发明涉及式III的化合物，其中R1-R7基团或取代基如本文所定义。本发明还包括改进的制备噁唑的方法，其中式III的化合物是中间体，并且可以获得更高的收率，同时减少杂质和污染物。噁唑是合成药物活性物质的有价值中间体，例如过氧化物酶体增殖物激活受体（PPAR）激动剂，这是一种药物活性物质，可以对脂质和葡萄糖代谢产生积极影响。
• METHOD FOR THE PRODUCTION OF OXAZOLES BY CONDENSING AROMATIC ALDEHYDES WITH a-KETOXIMES TO N-OXIDES AND THEN REACTING THE SAME WITH ACTIVATED ACID DERIVATIVES
  申请人：HOLLA Wolfgang

  公开号：US20090286988A1

  公开（公告）日：2009-11-19

  The invention is related to a process for preparing compounds of the formula IV by means of conversion of aromatic aldehydes of the formula I using α-ketoximes of the formula II via N-oxides of the formula III to halomethyloxazoles of the formula IV, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , X 1 , X 2 , X 3 , o, n1 and n2 are as defined herein.

  本发明涉及一种制备式IV化合物的方法，该方法通过使用式I的芳香醛，使用式II的α-酮肟经过式III的N-氧化物转化为式IV的卤代甲氧噁唑。其中，R1、R2、R3、R4、R5、R6、R7、R8、X1、X2、X3、o、n1和n2的定义如本文所述。