5-(呋喃-2-基)异恶唑 | 138716-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(呋喃-2-基)异恶唑
• 中文别名: 5-(2-呋喃)异恶唑
• 英文名称: 5-(fur-2-yl)isoxazole
• 英文别名: 5-(furan-2-yl)isoxazole；5-(2-furyl)isoxazole；5-(furan-2-yl)-1,2-oxazole
• CAS: 138716-33-3
• 化学式: C₇H₅NO₂
• 分子量: 135.122
• InChiKey: OBBKQMIWNVTWAY-UHFFFAOYSA-N

物化性质

• 沸点：
  41-43℃/0.23mm

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(呋喃-2-基)异恶唑 在 一水合肼 、 溶剂黄146 作用下， 反应 18.0h， 生成
  参考文献：
  名称：

  Pyrazolo[1,5-a]pyrimidin-7-yl phenyl amides as novel antiproliferative agents: Exploration of core and headpiece structure–activity relationships

  摘要：

  A novel series of antiproliferative agents containing pyrazolo[1,5-a]pyrimidin-7-yl phenyl amides, selective for p21-deficient cells, were identified by high-throughput screening. Exploration of the SAR relationships in the headpiece, core, and tailpiece is described. Strict steric, positional, and electronic requirements were observed, with a clear preference for both core nitrogens, a thienoyl headpiece, and meta substituted tailpiece. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.116
• 作为产物：
  描述：

  2-乙酰基呋喃 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 13.0h， 生成 5-(呋喃-2-基)异恶唑
  参考文献：
  名称：

  以异恶唑为掩蔽亲电试剂通过无银Cp * Rh（III）催化利用立体特异性Z-酰胺

  摘要：

  本文描述了Z-烯酰胺的立体有择合成。首次将异恶唑用作C–H功能化过程中的亲电子试剂，从而以原子经济和分步经济的方式利用水杨醛提供热力学上较不稳定的Z-酰胺。烯酰胺的立体化学可能源自异恶唑中存在的原子的相对位置和分子内氢键。由于多种结构上和电子上不同的水杨醛和异恶唑能有效反应，因此该反应显示出极好的范围。

  DOI：

  10.1021/acs.orglett.8b04130

文献信息

• Synthesis and Antibacterial Activity of Novel 5-(heteroaryl)isoxazole Derivatives
  作者：R. Janaki RamaRao、A.K.S. Bhujanga Rao、N. Sreenivas、B. Suneel Kumar、Y. L. N. Murthy

  DOI：10.5012/jkcs.2011.55.2.243

  日期：2011.4.20

  Isoxazole계 화합물을 합성하고 항균활성연구를 수행하였다. 3-Di(alkylamino)acryloalkanones을 hydroxylamine hydrochloride 또는 hydroxylamine-O-sulphonic acid와 반응시켜서 target isoxazole계 화합물을 합성하였다. The synthesis, characterization and antibacterial activity of novel isoxazole derivatives were reported. 3-Di (alkylamino)acryloalkanones were prepared and used as synthons to get the target isoxazole derivatives via reaction with hydroxylamine hydrochloride or hydroxylamine-O-sulphonic acid.

  进行了异恶唑类化合物的合成及其抗菌活性研究。通过3-二(烷基氨基)丙烯酰烷基酮与盐酸羟胺或磺酸羟胺反应，合成了目标异恶唑类化合物。 报告了新型异恶唑衍生物的合成、表征及其抗菌活性。制备了3-二(烷基氨基)丙烯酰烷基酮，并将其作为合成子，通过与盐酸羟胺或磺酸羟胺的反应得到目标异恶唑衍生物。
• Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles
  作者：Fernanda A. Rosa、Pablo Machado、Helio G. Bonacorso、Nilo Zanatta、Marcos A. P. Martins

  DOI：10.1002/jhet.5570450337

  日期：2008.5

  The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethyl-aminovinyl ketones [R-C(O)CHCH-NMe2, where R Ph, MeO-4-C6H4, F-4-C6H4, Cl-4-C6H4, Br-4-C6H4, O2N-4-C6H4, fur-2-yl, thien-2-yl, pyrrol-2-yl, Et and CCl3] and hydroxylamine hydrochloride varying only the reaction conditions (with and without the addition of pyridine) is reported.

  由β-二甲基氨基乙烯基酮[RC（O）CH CH-NMe 2，其中R Ph，MeO-4-C 6 H 4，F-4- C 6 H 4，Cl-4-C 6 H 4，Br-4-C 6 H 4，O 2 N-4-C 6 H 4，呋喃-2-基，噻吩-2-基，吡咯-2-报道了仅改变反应条件（添加和不添加吡啶）的烷基，Et和CCl 3 ]和盐酸羟胺。
• 3-AMINOALKYL-1,4-DIAZEPAN-2-ONE MELANOCORTIN-5 RECEPTOR ANTAGONISTS
  申请人：Blaskovich Mark Arnold Thomas

  公开号：US20090221557A1

  公开（公告）日：2009-09-03

  The present invention provides compounds of Formula (I) that are useful for modulating the biological activity of the melanocortin-5 receptor (MC5R). Compounds of this invention can be used to treat diseases and/or conditions in which downregulation of MC5R is beneficial. Such diseases and/or conditions include, but are not limited to, acne, seborrhea, seborrheic dermatitis, cancer, and inflammatory diseases.

  本发明提供了一种公式（I）的化合物，该化合物对调节黑色素皮质素-5受体（MC5R）的生物活性有用。本发明的化合物可用于治疗下调MC5R有益的疾病和/或症状。这些疾病和/或症状包括但不限于痤疮、脂溢性皮炎、皮肤癌和炎症性疾病。
• TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN₃
  作者：Yan He、Yu-yang Xie、Ying-chun Wang、Xiao-min Bin、Da-chao Hu、Heng-shan Wang、Ying-ming Pan

  DOI：10.1039/c6ra11099a

  日期：——

  A novel and efficient TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3 via a radical mechanism process is described. This methodology provides an easy access to a variety of useful 5-substituted isoxazoles from simple and readily available propargylic ketones and TMSN3 in good to excellent yields. A plausible reaction mechanism for this process is proposed.

  描述了一种新颖有效的TEMPO催化通过自由基机理过程从炔丙基酮和TMSN 3 合成5-取代异恶唑的方法。这种方法可以轻松简便地从简单易得的炔丙基酮和TMSN 3中获得各种有用的5-取代的异恶唑，收率良好。提出了该过程的合理反应机理。
• METHODS OF MODULATING THE ACTIVITY OF THE MC5 RECEPTOR AND TREATMENT OF CONDITIONS RELATED TO THIS RECEPTOR
  申请人：Blaskovich Mark Arnold Thomas

  公开号：US20090221558A1

  公开（公告）日：2009-09-03

  The present invention provides compounds of Formula (I) that are useful for modulating the biological activity of the melanocortin-5 receptor (MC5R). Compounds of this invention can be used to treat diseases and/or conditions in which downregulation of MC5R is beneficial. Such diseases and/or conditions include, but are not limited to, acne, seborrhea, seborrheic dermatitis, cancer, and inflammatory diseases.

  本发明提供的I式化合物可用于调节黑色素细胞激素5受体（MC5R）的生物活性。本发明的化合物可用于治疗下调MC5R有益的疾病和/或病况。此类疾病和/或病况包括但不限于痤疮、皮脂溢出、脂溢性皮炎、癌症和炎症性疾病。