N-(3,4-二甲基-5-异噁唑基)-4-硝基苯磺酰胺 | 184644-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3,4-二甲基-5-异噁唑基)-4-硝基苯磺酰胺
• 英文名称: N-(3,4-dimethylisoxazol-5-yl)-4-(nitro)benzenesulfonamide
• 英文别名: N-(3,4-dimethylisoxazol-5-yl)-4-nitrobenzenesulfonamide；N-(3,4-dimethyl-1,2-oxazol-5-yl)-4-nitrobenzenesulfonamide
• CAS: 184644-22-2
• 化学式: C₁₁H₁₁N₃O₅S
• 分子量: 297.291
• InChiKey: UFDPLUYEUOHMIW-UHFFFAOYSA-N

物化性质

• 熔点：
  207 °C
• 沸点：
  497.6±55.0 °C(Predicted)
• 密度：
  1.494±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(3,4-二甲基-5-异噁唑基)-4-硝基苯磺酰胺 在 溶剂黄146 、 锌 作用下， 以 乙腈 为溶剂， 以69%的产率得到磺胺异噁唑
  参考文献：
  名称：

  Virtual screening leads to the discovery of novel non-nucleotide P2Y1 receptor antagonists

  摘要：

  The P2Y(1) receptor (P2Y(1)R) is a G protein-coupled receptor naturally activated by extracellular ADP. Its stimulation is an essential requirement of ADP-induced platelet aggregation, thus making antagonists highly sought compounds for the development of antithrombotic agents. Here, through a virtual screening campaign based on a pharmacophoric representation of the common characteristics of known P2Y(1)R ligands and the putative shape and size of the receptor binding pocket, we have identified novel antagonist hits of mu M affinity derived from a N,N'-bis-arylurea chemotype. Unlike the vast majority of known P2Y(1)R antagonists, these drug-like compounds do not have a nucleotidic scaffold or highly negatively charged phosphate groups. Hence, our compounds may provide a direction for the development of receptor probes with altered physicochemical properties. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2012.06.044
• 作为产物：
  描述：

  4,4'-二硝基二苯二硫醚 在 sodium hydrogen sulfate 、 sodium hypochlorite pentahydrate 、 magnesium oxide 作用下， 反应 2.0h， 生成 N-(3,4-二甲基-5-异噁唑基)-4-硝基苯磺酰胺
  参考文献：
  名称：

  通过可伸缩、环保且经济高效的工艺机械合成磺酰胺

  摘要：

  在此，我们展示了一种无溶剂机械化学方法，涉及由固体次氯酸钠（NaOCl·5H 2 O）介导的一锅双步程序，用于合成磺酰胺。该方案需要在催化固体酸性物质存在下对二硫化物进行串联氧化氯化反应，然后在路易斯酸碱固体无机试剂的促进下进行胺化。该方法适用于芳香族和脂肪族二硫化物和胺。纯化过程充分考虑了环境问题，避免了恶劣的条件，以获得纯净的磺酰胺产品。一些相关的生物活性化合物已经用此过程制备。

  DOI：

  10.1039/d3gc01894f

文献信息

• Novel acetyl-CoA carboxylase (ACC) inhibitors and their use in diabetes, obesity and metabolic syndrome
  申请人：Beutel A. Bruce

  公开号：US20060178400A1

  公开（公告）日：2006-08-10

  The present invention relates to compounds of formula (I), which inhibit acetyl-CoA carboxylase (ACC) and are useful for the prevention or treatment of metabolic syndrome, type II diabetes, obesity, atherosclerosis and cardiovascular diseases in humans.

  本发明涉及式(I)的化合物，它们抑制乙酰辅酶A羧化酶（ACC），并且对于预防或治疗人类的代谢综合征、2型糖尿病、肥胖、动脉粥样硬化和心血管疾病是有用的。
• BICYCLIC COMPOUND
  申请人：Kamata Makoto

  公开号：US20120010247A1

  公开（公告）日：2012-01-12

  The present invention provides a compound having an ACC inhibitory action, which is useful as an agent for the prophylaxis or treatment of obesity, diabetes, hypertension, hyperlipidemia, cardiac failure, diabetic complications, metabolic syndrome, sarcopenia, cancer and the like, and has superior efficacy. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

  本发明提供了一种具有ACC抑制作用的化合物，其可用作预防或治疗肥胖症、糖尿病、高血压、高脂血症、心衰、糖尿病并发症、代谢综合征、肌肉萎缩、癌症等的药物，并具有优越的疗效。本发明涉及一种由式(I)表示的化合物，其中每个符号如规范中所定义，或其盐。
• Sulfonamides and derivatives thereof that modulate the activity of endothelin
  申请人：TEXAS BIOTECHNOLOGY CORPORATION

  公开号：EP0870764A1

  公开（公告）日：1998-10-14

  A compound of the following formula: or a pharmaceutically acceptable salt thereof, where Ar2 is particularly phenyl, biphenyl or naphthyl and R1 and R2 are as defined herein, useful in the modulation of the activity of endothelin.

  下式化合物 或其药学上可接受的盐，其中 Ar2 特别是苯基、联苯基或萘基，R1 和 R2 如本文所定义，可用于调节内皮素的活性。
• Halogen substitution at the isoxazole ring enhances the activity of N-(isoxazolyl)sulfonamide endothelin antagonists
  作者：Ming Fai Chan、B. Raju、Adam Kois、Rosario S. Castillo、Erik J. Verner、Chengde Wu、Emily Hwang、Ilya Okun、Fiona Stavros、V.N. Balaji

  DOI：10.1016/0960-894x(96)00441-6

  日期：1996.10
• The synthesis and structure–activity relationship studies of selective acetyl-CoA carboxylase inhibitors containing 4-(thiazol-5-yl)but-3-yn-2-amino motif: Polar region modifications
  作者：Xiangdong Xu、Moshe Weitzberg、Robert F. Keyes、Qun Li、Rongqi Wang、Xiaojun Wang、Xiaolin Zhang、Ernst U. Frevert、Heidi S. Camp、Bruce A. Beutel、Hing L. Sham、Yu Gui Gu

  DOI：10.1016/j.bmcl.2006.12.047

  日期：2007.3

  The structure-activity relationship study focused on the polar region of the HTS hit A-80040 (1) producing several series of potent and selective ACC2 inhibitors. The SAR suggests a compact lipophilic pocket that does not tolerate polar and ionic groups. Replacement of the hydroxyurea group with isoxazoles improves ACC2 selectivity while maintaining potency. Variations at the propargylic site of 11a reduce ACC2 potency. (c) 2006 Elsevier Ltd. All rights reserved.