3-(4-nitro-phenyl)-5-methylisoxazole | 30213-79-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-nitro-phenyl)-5-methylisoxazole
• 英文别名: 5-methyl-3-(4-nitrophenyl)isoxazole；5-Methyl-3-(4-nitrophenyl)isoxazol；5-methyl-3-(4-nitro-phenyl)-isoxazole；3-(4-Nitrophenyl-)-5-methyl-isoxazol；5-Methyl-3(4-nitrophenyl)-1,2-oxazol；5-Methyl-3-p-nitro-phenyl-isoxazol；5-methyl-3-(4-nitrophenyl)-1,2-oxazole
• CAS: 30213-79-7
• 化学式: C₁₀H₈N₂O₃
• 分子量: 204.185
• InChiKey: RFFBZGTZXSTTNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-nitro-phenyl)-5-methylisoxazole 在 铁粉 、 溶剂黄146 作用下， 以 水 、 乙酸乙酯 为溶剂， 以95.8%的产率得到4-(5-methylisoxazol-3-yl)aniline
  参考文献：
  名称：

  Design, Synthesis, and Insecticidal Evaluation of New Benzoylureas Containing Isoxazoline and Isoxazole Group

  摘要：

  Twenty-two new benzoylphenylureas containing isoxazoline and the isoxazole group were designed and synthesized, and their structures were characterized by (1)H NMR and elemental analysis (or FIRMS). The larvicidal activities against Oriental armyworm, mosquito, and diamondback moth of the new compounds were evaluated. Compounds I-1 and III-1 showed nearly the same level of insecticidal activity against Oriental armyworm as commercial insecticide Flucycloxuron and surprisingly exhibited much higher larvicidal activities against diamondback moth than Flucycloxuron.

  DOI：

  10.1021/jf200395g
• 作为产物：
  描述：

  4-硝基苯甲醛肟 在 N-氯代丁二酰亚胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 sodium iodide 、 碘甲烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 3-(4-nitro-phenyl)-5-methylisoxazole
  参考文献：
  名称：

  Preparation of isoxazol(in)yl substituted selenides and their further deselenenylation reaction to synthesize 3,5-disubstituted isoxazoles

  摘要：

  We report a mild 1,3-dipolar cycloaddition protocol for the preparation of 3-aryl-5-phenylselenomethyl isoxazoles and isoxazolines regioselectively. The former was further reacted with LDA and electrophilic substrates followed by selenoxide syn-elimination to afford 3-aryl-5-E-substituted-ethenyl isoxazoles stereoselectively and the latter was subjected to a 'two-step' elimination to afford 3-aryl-5-methyl isoxazoles. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.071

文献信息

• Efficient and Regioselective One-Pot Synthesis of 3-Substituted and 3,5-Disubstituted Isoxazoles
  作者：Shibing Tang、Jinmei He、Yongquan Sun、Liuer He、Xuegong She

  DOI：10.1021/ol901626n

  日期：2009.9.3

  A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

  通过N-羟基-4-甲苯磺酰胺与α，β-不饱和醛/酮的反应，已经以中等至优异的产率有效地合成了一系列3-取代的和3，5-二取代的异恶唑。这种新颖的策略与容易获得的起始原料，温和的条件，较高的区域选择性和广泛的范围有关。
• [EN] SUBSTITUTED INDOLE MCL-1 INHIBITORS<br/>[FR] INHIBITEURS DE MCL-1 DE TYPE INDOLE SUBSTITUÉ
  申请人：UNIV VANDERBILT

  公开号：WO2015031608A1

  公开（公告）日：2015-03-05

  The present application, among other things, provides compounds that are capable of inhibiting the activity of anti-apoptotic Bcl-2 family proteins, for example, myeloid cell leukemia-1 (Mcl-1) protein. The present invention also provides pharmaceutical compositions as well as methods for using provided compounds for treatment of diseases and conditions (e.g., cancer) characterized by the over-expression or dysregulation of Mcl-1 protein. In some embodiments, a provided compound has the structure of formula I. In some embodiments, a provided compound has the structure of formula II.

  本申请提供了能够抑制抗凋亡Bcl-2家族蛋白活性的化合物，例如髓细胞白血病-1（Mcl-1）蛋白。本发明还提供了药物组合物以及使用提供的化合物治疗由Mcl-1蛋白过度表达或失调所致的疾病和情况（例如癌症）的方法。在一些实施例中，提供的化合物具有结构式I的结构。在一些实施例中，提供的化合物具有结构式II的结构。
• 一种异噁唑衍生物的制备方法
  申请人：上海应用技术大学

  公开号：CN110483430B

  公开（公告）日：2023-02-10

  本发明涉及一种异噁唑衍生物的制备方法，包括以下步骤：将炔丙醇衍生物、卤源、酸和溶剂混合，加热反应；向反应液中加入羟胺，反应得到所述异噁唑衍生物；该制备方法以炔丙醇衍生物、卤源、羟胺衍生物为原料，在酸的作用下进行串联的Meyer‑Schuster重排反应、卤化、成环，从而实现异噁唑衍生物合成。与现有技术相比，本发明的制备方法总产率最高可达88％，具有操作简单、条件温和以及转化率高副产物少等优点，为异噁唑类化合物的构建提供了一种全新的合成方法。
• Reactivity of<i>p</i>-phenyl substituted β-Enamino compounds using K-10/ultrasound.<b>II</b>. Synthesis of isoxazoles and 5-Isoxazolones
  作者：Claudete J. Valduga、Denise B. Santis、Hugo S. Braibante、Mara E. F. Braibante

  DOI：10.1002/jhet.5570360229

  日期：1999.3

  condensation of 4-phenyl substituted β-enamino ketones 1a-d and β-enamino esters 5a-d with hydroxylamine hydrochloride using K-10 as the solid support under sonication was studied to evaluate the formation of isoxazole and 5-isoxazolone rings from β-enamino compounds with a substituted aromatic ring. Isoxazoles 2a-c, 3c-d and 5-isoxazolones 6a-c and 7a-d were obtained. The use of K-10/ultrasound in this reaction

  以K-10为固体载体，超声处理4-苯基取代的β-烯胺酮1a-d和β-烯胺酯5a-d与盐酸羟胺的缩合反应，以评价β中异恶唑环和5-异恶唑酮环的形成。 -具有取代的芳环的-烯氨基化合物。得到异恶唑2a-c，3c-d和5-异恶唑酮6a-c和7a-d。在某些情况下，在该反应中使用K-10 /超声波可提供新颖的结果。
• Oehler, Elisabeth; Zbiral, Erich, Chemische Berichte, 1980, vol. 113, # 9, p. 2852 - 2867
  作者：Oehler, Elisabeth、Zbiral, Erich

  DOI：——

  日期：——