4-oximinopiperidine | 79858-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-oximinopiperidine
• 英文别名: 4-hydroxyiminopiperidine；piperidine-4-one oxime；piperidin-4-one oxime；4-piperidone oxime；Piperidin-4-on-oxim；4-hydroximinopiperidine；N-Piperidin-4-ylidenehydroxylamine
• CAS: 79858-41-6
• 化学式: C₅H₁₀N₂O
• mdl: MFCD00182688
• 分子量: 114.147
• InChiKey: YAZGADZUKMSMOV-UHFFFAOYSA-N

物化性质

• 沸点：
  241.4±33.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  44.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-oximinopiperidine 、 2-fluoro-5-((3,4,5-trifluorophenyl)carbamoyl)benzenesulfonyl chloride 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 4-fluoro-3-(4-hydroxyiminopiperidin-1-yl)sulfonyl-N-(3,4,5-trifluorophenyl)benzamide
  参考文献：
  名称：

  Design, synthesis and anti-HBV activity of NVR3-778 derivatives

  摘要：

  NVR3-778, one of the most advanced capsid assembly modulators (CAMs), is currently in phase II clinical trial for the treatment of HBV infection. In this study, we reported the first structure optimization of NVR3-778. Compound 2d was found to exhibit more potent anti-HBV activity (IC50: 0.25 mu M), lower cytotoxicity (CC50: 10.68 mu M) and higher selectivity index (SI: 40.72) than NVR3-778 (IC50: 0.33 mu M; CC50: 5.14 mu M; SI: 18.36) in vitro, and also display similar inhibitory effect on the assembly of HBV capsids as NVR3-778. Molecular docking further suggested that compound 2d might form a stronger interaction with core protein. Moreover, compound 2d also showed acceptable pharmacokinetic profiles. Currently compound 2d was selected as a new lead for further modifications, and studies to determine the in vivo anti-HBV studies of 2d will begin soon.

  DOI：

  10.1016/j.bioorg.2019.103363
• 作为产物：
  描述：

  4-氧代哌啶酮盐酸盐 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以43.4%的产率得到4-oximinopiperidine
  参考文献：
  名称：

  Structure-based rational design, synthesis and antifungal activity of oxime-containing azole derivatives

  摘要：

  In an attempt to find novel azole antifungal agents with improved activity and broader spectrum, computer modeling was used to design a series of new azoles with piperidin-4-one O-substituted oxime side chains. Molecular docking studies revealed that they formed hydrophobic and hydrogen-bonding interactions with lanosterol 14 alpha-demethylase of Candida albicans (CACYP51). In vitro antifungal assay indicates that most of the synthesized compounds showed good activity against tested fungal pathogens. In comparison with fluconazole, itraconazole and voriconazole, several compounds (such as 10c, 10e, and 10i) show more potent antifungal activity and broader spectrum, suggesting that they are promising leads for the development of novel antifungal agents. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.03.014

文献信息

• Biphenyl-substituted guanidine derivatives useful as hypoglycaemic agents
  申请人：The Boots Company

  公开号：US05302720A1

  公开（公告）日：1994-04-12

  Compounds of formula I ##STR1## and their salts in which R.sub.1 is optionally substituted phenyl, R.sub.2 is alkyl, cycloalkyl or optionally substituted amino, or R.sub.2 and R.sub.3 together with the nitrogen and carbon atoms to which they are attached form an optionally substituted heterocyclic ring or R.sub.3 and R.sub.4 together with the nitrogen atom to which they are attached form an optionally substituted heterocyclic ring and R.sub.5 is H, halo, alkyl, alkoxy, trifluoromethyl or a group of formula S(O).sub.m R.sub.8 in which m is 0, 1 or 2 and R.sub.8 is alkyl have utility in the treatment of diabetes particularly in the treatment of hyperglycaemia.

  化合物的化学式I ##STR1## 及其盐，其中R.sub.1 可选择地是取代苯基，R.sub.2 是烷基、环烷基或可选择地取代的氨基，或者R.sub.2 和R.sub.3 与它们连接的氮和碳原子一起形成可选择地取代的杂环环或者R.sub.3 和R.sub.4 与它们连接的氮原子一起形成可选择地取代的杂环环，R.sub.5 是H、卤素、烷基、烷氧基、三氟甲基或者化学式S(O).sub.m R.sub.8 的基团，其中m 为0、1 或2，R.sub.8 是烷基，在糖尿病治疗中特别在高血糖治疗中具有用途。
• Design, Synthesis and Tumour-Selective Toxicity of Novel 1-[3-{3,5-Bis(benzylidene)-4-oxo-1-piperidino}-3-oxopropyl]-4-piperidone Oximes and Related Quaternary Ammonium Salts
  作者：Praveen K. Roayapalley、Jonathan R. Dimmock、Lisett Contreras、Karol S. Balderrama、Renato J. Aguilera、Hiroshi Sakagami、Shigeru Amano、Rajendra K. Sharma、Umashankar Das

  DOI：10.3390/molecules26237132

  日期：——

  peridino}-3-oxopropyl]-4-piperidone oximes 3a–h and related quaternary ammonium salts 4a–h were prepared as candidate antineoplastic agents. Evaluation against neoplastic Ca9-22, HSC-2 and HSC-4 cells revealed the compounds in series 3 and 4 to be potent cytotoxins with submicromolar CC50 values in virtually all cases. In contrast, the compounds were less cytocidal towards HGF, HPLF and HPC non-malignant

  制备了一系列新型 1-[3-3,5-双(亚苄基)-4-氧代-1-哌啶基}-3-氧代丙基]-4-哌啶酮肟3a – h和相关季铵盐4a – h作为候选抗肿瘤药物。针对肿瘤性 Ca9-22、HSC-2 和 HSC-4 细胞的评估表明，系列3和系列4中的化合物几乎在所有情况下都是有效的细胞毒素，其 CC 50值为亚微摩尔。相比之下，这些化合物对 HGF、HPLF 和 HPC 非恶性细胞的杀细胞作用较小，显示出它们的肿瘤选择性毒性。定量结构-活性关系表明，一般来说，细胞毒性效力和选择性指数随着哈米特西格玛值大小的增加而增加。此外， 3a – h对许多白血病细胞和结肠癌细胞具有细胞毒性。 4b 、 c降低CEM细胞中的线粒体膜电位， 4d诱导Ca9-22细胞中瞬时G2/M积累。五种化合物，即3 c 、 d和4c – e ，被确定为具有药物样特性的先导分子。
• Derivatives of terbutylphenyl-1-amino-4-hydroxybutane their preparation
  申请人：Laboratoire Theramex S.A.

  公开号：US05461059A1

  公开（公告）日：1995-10-24

  ##STR1## The present invention concerns (4-substituted phenyl)4-oxy 1-aminobutane of the general formula (I) in which X is a nitrogen atom or >CH--CH, and R is a cyclic substituent chosen from the group comprising a) a xanthic substituent, b) a benzimidazolic substituent, as well as salts and optic isomers of the compounds of formula (I). The invention also concerns processes for obtaining the compounds of formula (I) and pharmaceutical compositions containing, as antihistamine ingredient, at least one compound of formula (I) or one of its salts with a mineral or organic acid.

  本发明涉及一般式（I）中的（4-取代苯基）4-氧基1-氨基丁烷，其中X是氮原子或> CH-CH，R是从组中选择的环代替基，该组包括a）黄原酸代替基，b）苯并咪唑基代替基，以及公式（I）化合物的盐和光学异构体。本发明还涉及获得公式（I）化合物的过程以及含有至少一种公式（I）化合物或其与矿物质或有机酸盐的药物组合物作为抗组胺剂成分的制药组合物。
• Benzamides
  申请人：Fordonal, S.A.

  公开号：US04772618A1

  公开（公告）日：1988-09-20

  Substituted benzamides of the general formula I ##STR1## in which: R represents an alkoxy, alkenyloxy or alkynyloxy group containing up to 7 carbon atoms in the group, R.sub.1 is hydrogen or a NR.sub.4 R.sub.5, or NR.sub.6 COR.sub.7 group, where R.sub.4, R.sub.5 and R.sub.6, which may be the same or different, is each hydrogen or an alkyl group and R.sub.7 is an alkyl or trifluoromethyl group, R.sub.2 is hydrogen, halogen, or a nitro, or sulphamoyl group, R.sub.3 represents hydrogen or a methyl or methoxy group, X represents a hydrocarbon chain containing 1 to 4 carbon atoms, one of which may optionally be replaced by an oxygen atom, Y represents a non-aromatic cyclic ether or a non-aromatic cyclic thioether group and pharmaceutically acceptable salts thereof are useful in the treatment of gastro-intestinal disorders. Various methods of synthesis are described including synthesis via novel amines of the formula ##STR2## which are themselves obtained by reduction of the corresponding oximes.

  通式I的取代苯甲酰胺如下：##STR1## 其中：R代表含有最多7个碳原子的烷氧基，烯氧基或炔氧基，R.sub.1是氢或NR.sub.4 R.sub.5或NR.sub.6 COR.sub.7基团，其中R.sub.4、R.sub.5和R.sub.6（可相同可不同）均为氢或烷基基团，R.sub.7为烷基或三氟甲基基团，R.sub.2为氢，卤素或硝基或磺酰基，R.sub.3代表氢或甲基或甲氧基，X代表含有1至4个碳原子的碳氢链，其中一个原子可以选择性地被氧原子替换，Y代表非芳香环醚或非芳香环硫醚基团，以及其药学上可接受的盐在治疗胃肠疾病方面是有用的。描述了各种合成方法，包括通过新型胺的合成，其通式为##STR2## 它们本身是通过还原相应的肟获得的。
• 2-Phenyl-substituierte Imidazotriazinone als Phoshodiesterase Inhibitoren
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：EP1174431B1

  公开（公告）日：2012-05-30