6-bromo-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine | 1254332-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 6-bromo-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine
• 英文别名: 6-bromo-3-methyl-3,4-dihydro-2H-1,4-benzoxazine
• CAS: 1254332-84-7
• 化学式: C₉H₁₀BrNO
• 分子量: 228.088
• InChiKey: DAMUKFVLKNTFNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-bromo-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine 在 copper(l) iodide 、 sodium hydride 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 1.0h， 生成 1-(4-(4-((tert-butyldimethylsilyl)oxy)butyl)-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-7-((2-methylallyl)oxy)-3-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
  参考文献：
  名称：

  [EN] PROTEIN KINASE C THETA INHIBITORS
  [FR] INHIBITEURS DE PROTÉINE KINASE C THÊTA

  摘要：

  The present invention relates to PKCθ inhibitors of formula I and pharmaceutically acceptable salts thereof and uses of such compounds. Compound uses include inhibiting PKCθ activity in a subject in need of such treatment, treating T-cell mediated diseases or disorders and treating auto-immune or inflammatory diseases or disorders. Examples of particular diseases or disorders targeted by the compounds described herein include inflammatory bowel disease, asthma, arthritis, colitis, multiple sclerosis, graft-host rejection, auto-immune encephalomyelitis, psoriasis, and dermatitis.

  公开号：

  WO2023119098A1
• 作为产物：
  描述：

  在 三乙基硅烷 、 aluminium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以85%的产率得到6-bromo-3-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine
  参考文献：
  名称：

  Synthesis of Dihydrobenzoheterocycles through Al(OTf)₃-Mediated Cascade Cyclization and Ionic Hydrogenation

  摘要：

  A facile and versatile synthesis of dihydrobenzoheterocycles via Al(OTf)(3)-mediated cascade cyclization and ionic hydrogenation has been developed. The reaction is applicable to a wide range of substrates with various functional groups to afford the corresponding products in good yields.

  DOI：

  10.1021/jo501824z

文献信息

• Design, Synthesis and Evaluation of Novel Trichloromethyl Dichlorophenyl Triazole Derivatives as Potential Safener
  作者：Ke-Liang Guo、Li-Xia Zhao、Zi-Wei Wang、Shu-Zhe Rong、Xiao-Lin Zhou、Shuang Gao、Ying Fu、Fei Ye

  DOI：10.3390/biom9090438

  日期：——

  the crop toxicity problem and exploit the novel potential safener for fenoxaprop-P-ethyl herbicide, a series of trichloromethyl dichlorobenzene triazole derivatives were designed and synthesized by the principle of active subunit combination. A total of 21 novel substituted trichloromethyl dichlorobenzene triazole compounds were synthesized by substituted aminophenol and amino alcohol derivatives as

  安全剂的主导地位可以与除草剂结合，获得对作物的有效保护和农田杂草的合格控制。为解决作物毒性问题，开发新型潜在安全剂精恶唑禾草灵除草剂，根据活性亚基组合原理，设计合成了一系列三氯甲基二氯苯三唑衍生物。以取代氨基苯酚和氨基醇衍生物为起始原料，经环化和酰化反应，合成了21种新型取代三氯甲基二氯苯三唑类化合物。所有化合物均通过 IR、1H-NMR、13C-NMR 和 HRMS 明确表征。温室生物测定表明，大部分标题化合物均能不同程度地保护小麦免受精恶唑草灵引起的药害，其中化合物5o在10 μmol/L浓度下表现出优异的安全剂活性，优于商品化化合物芬氯唑。 。确定了新化合物的构效关系，表明含有苯并恶嗪基团的化合物比恶唑取代的化合物表现出更好的活性。在特定位置引入苯并恶嗪片段和给电子基团可以提高或维持小麦对抗除草剂精恶唑草灵攻击的安全活性。分子对接模型表明，5o 和精恶唑禾草灵之间的潜在机制与除草剂的解毒有关。目前的工作结果表明，化合物
• [EN] FUSED HETEROCYCLIC C-GLYCOSIDES FOR THE TREATMENT OF DIABETES<br/>[FR] C-GLYCOSIDES HÉTÉROCYCLIQUES CONDENSÉS POUR LE TRAITEMENT DU DIABÈTE
  申请人：NOVARTIS AG

  公开号：WO2010128152A1

  公开（公告）日：2010-11-11

  The present invention provides compounds of Formula (IA) wherein A is selected from Formula (II) which have an inhibitory effect on the sodium dependent glucose transporter SGLT and their use in the treatment of diabetes.

  本发明提供了Formula（IA）中的化合物，其中A选择自Formula（II），对钠依赖型葡萄糖转运蛋白SGLT具有抑制作用，并且它们在糖尿病治疗中的应用。
• Synthesis and Safener Activity of Novel Substituted 4-Phenoxyacetyl-1,4-benzoxazines
  作者：Ying Fu、Fei Ye、Shi-Long Wu、Li-Xia Zhao、Hai-Tao Qu、Shuang Gao

  DOI：10.3987/com-15-13225

  日期：——

  A novel class of 3-methy1-4-phenoxyacety1-3,4-dihydro-2H-1,4-benzoxazine 3 were synthesized via reduction, cyclization, and acylation reactions. The structures of the compounds were characterized by IR, H-1-NMR, C-13-NMR, MS, and elemental analyses. The configuration of 3f was determined by X-ray crystallography. The bioassay results demonstrated that most of these compounds could alleviate 2,4-D butylate injury to maize.
• Synthesis of Dihydrobenzoheterocycles through Al(OTf)₃-Mediated Cascade Cyclization and Ionic Hydrogenation
  作者：Yulin Tian、Xiaojian Wang、Qiong Xiao、Chenbin Sun、Dali Yin

  DOI：10.1021/jo501824z

  日期：2014.10.17

  A facile and versatile synthesis of dihydrobenzoheterocycles via Al(OTf)(3)-mediated cascade cyclization and ionic hydrogenation has been developed. The reaction is applicable to a wide range of substrates with various functional groups to afford the corresponding products in good yields.
• [EN] PROTEIN KINASE C THETA INHIBITORS<br/>[FR] INHIBITEURS DE PROTÉINE KINASE C THÊTA
  申请人：[en]GALDERMA HOLDING SA

  公开号：WO2023119098A1

  公开（公告）日：2023-06-29

  The present invention relates to PKCθ inhibitors of formula I and pharmaceutically acceptable salts thereof and uses of such compounds. Compound uses include inhibiting PKCθ activity in a subject in need of such treatment, treating T-cell mediated diseases or disorders and treating auto-immune or inflammatory diseases or disorders. Examples of particular diseases or disorders targeted by the compounds described herein include inflammatory bowel disease, asthma, arthritis, colitis, multiple sclerosis, graft-host rejection, auto-immune encephalomyelitis, psoriasis, and dermatitis.