4-(trifluoromethyl)benzo hydroximinoyl chloride

• 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: 4-(trifluoromethyl)benzo hydroximinoyl chloride
• 英文别名: 4-trifluoromethylphenyl-hydroximoyl chloride；(Z)-N-hydroxy-4-(trifluoromethyl)benzimidoyl chloride；N-Hydroxy-4-(trifluoromethyl)benzimidoyl chloride；(1Z)-N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride
• 化学式: C₈H₅ClF₃NO
• 分子量: 223.582
• InChiKey: YALQVNZAQRGNQE-QPEQYQDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(trifluoromethyl)benzo hydroximinoyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 3,4-di-(4-trifluoromethylphenyl)furoxan
  参考文献：
  名称：

  设计为新型杀菌剂的呋喃喃衍生物的合成及抗真菌活性。

  摘要：

  设计并合成了呋喃喃衍生物3-11作为潜在的杀菌剂。通过原位由N-羟基亚氨酰氯2生成的相应的腈氧化物的二聚作用，制备对称取代的呋喃喃衍生物3a-j。关键中间体醛4的进一步官能团修饰生成了呋喃喃衍生物5-11。在250 ppm的广谱植物真菌中观察到了呋喃喃衍生物3-11的杀真菌活性。

  DOI：

  10.1271/bbb.62.1693
• 作为产物：
  描述：

  4-(trifluoromethyl)benzaldehyde oxime 在 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(trifluoromethyl)benzo hydroximinoyl chloride
  参考文献：
  名称：

  Substituted Tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and Tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones as Hypoglycemic Agents

  摘要：

  A series of substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones was synthesized from amino alcohols or amino thiols and keto acids. A pharmacological model based on the results obtained with these compounds led to the synthesis and evaluation of a series of isoxazoles and other monocyclic compounds. These were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. The in vivo hypoglycemic efficacy and potency of these compounds were evaluated in a model of type 2 diabetes mellitus (non-insulin-dependent diabetes mellitus), the ob/ob mouse. 25a(2S) (SDZ PGU 693) was selected for further pharmacological studies.

  DOI：

  10.1021/jm9803121

文献信息

• [EN] 1,2-AZOLE DERIVATIVES WITH HYPOGLYSEMIC AND HYPOLIPIDEMIC ACTIVITY<br/>[FR] DERIVES 1,2-AZOLE PRESENTANT UNE ACTIVITE HYPOGLYCEMIQUE ET HYPOLIPIDEMIQUE
  申请人：TAKEDA CHEMICAL INDUSTRIES LTD

  公开号：WO2003099793A1

  公开（公告）日：2003-12-04

  A compound represented by the formula (1) wherein ring A is a ring optionally having 1 to 3 substituents; ring B is a 1,2-azole ring which may further have 1 to 3 substituents; Xa, Xb and Xc are the same or different and each is a bond, - O -, - S - and the like; Ya is a divalent aliphatic hydrocarbon residue having 1 to 20 carbon atoms; Yb and Yc are the same or different and each is a bond or a divalent aliphatic hydrocarbon residue having 1 to 20 carbon atoms; ring C is a monocyclic aromatic ring which may further have 1 to 3 substituents; and R represents -OR4 (R4 is hydrogen atom or optionally substituted hydrocarbon group) and the like, or a salt thereof or a prodrug thereof is useful as an agent for the prophylaxis or treatment of diabetes and the like.

  化合物的结构式（1），其中环A是一个环，可选地具有1到3个取代基；环B是一个1,2-唑环，可能进一步具有1到3个取代基；Xa、Xb和Xc相同或不同，每个都是键，-O-，-S-等；Ya是一个具有1到20个碳原子的二价脂肪烃残基；Yb和Yc相同或不同，每个是键或具有1到20个碳原子的二价脂肪烃残基；环C是一个可能进一步具有1到3个取代基的单环芳香环；R代表-OR4（R4是氢原子或可选择地取代的碳氢基团）等，或其盐或前药，可用作糖尿病的预防或治疗剂等。
• Reaction of benzohydroximinoyl chlorides and β-(trifluoromethyl)-acetylenic esters: Synthesis of regioisomeric (trifluoromethyl)-isoxazolecarboxylate esters and oxime addition products
  作者：Bruce C. Hamper、Kindrick L. Leschinsky

  DOI：10.1002/jhet.5570400404

  日期：2003.7

  triethylamine induced reaction of benzohydroximinoyl chlorides, precursors of nitrile oxides, with β-trifluoromethylacetylenic esters gives rise to three products: 5-trifluoromethyl-4-isoxozolecarboxylate esters, regioisomeric 4-trifluoromethyl-5-isoxazolecarboxylate esters and an unexpected oxime 1,4-addition adduct. Product distribution is rationalized in terms of two competing reaction modes, either 1

  由三乙胺引起的苯甲酰氢氧甲烷酰氯（腈的前体）与β-三氟甲基乙炔酸酯的反应产生三种产物：5-三氟甲基-4-异恶唑羧酸酯，区域异构的4-三氟甲基-5-异恶唑羧酸酯和意外的1,4-肟另外的加合物。根据两种竞争反应模式合理化了产品分布，可以是在乙炔酸酯中1,4加入肟阴离子，或在形成腈氧化物之后再进行1,3偶极环氧化。在低温下，优选将氧亚氨基酰氯与炔属酸酯进行阴离子1,4-加成，而在高于0°C的温度下，优选先形成氧化腈，然后进行环加成。13 C NMR。
• Synthesis and biological evaluation of fluoro-substituted spiro-isoxazolines as potential anti-viral and anti-cancer agents
  作者：Prasanta Das、Sarah Boone、Dipanwita Mitra、Lindsay Turner、Ritesh Tandon、Drazen Raucher、Ashton T. Hamme

  DOI：10.1039/d0ra06148d

  日期：——

  Electrophilic fluorine-mediated dearomative spirocyclization has been developed to synthesize a range of fluoro-substituted spiro-isoxazoline ethers and lactones. The in vitro biological assays of synthesized compounds were probed for anti-viral activity against human cytomegalovirus (HCMV) and cytotoxicity against glioblastomas (GBM6) and triple negative breast cancer (MDA MB 231). Interestingly,

  亲电氟介导的脱芳香螺环化已被开发用于合成一系列氟取代的螺异恶唑啉醚和内酯。对合成化合物进行体外生物学测定，探讨其对人巨细胞病毒 (HCMV) 的抗病毒活性以及对胶质母细胞瘤 (GBM6) 和三阴性乳腺癌 (MDA MB 231) 的细胞毒性。有趣的是，化合物4d和4n显示出显着的抗HCMV活性（IC 50 ∼ 10 μM），而4l和5f显示出最高的细胞毒性，IC 50 = 36 〜 80 μM。合成功效和生物学相关性为进一步开发氟螺螺异恶唑啉作为新型抗病毒和抗癌药物提供了机会。
• 3-HYDRAZONE PIPERAZINYL RIFAMYCIN DERIVATIVES USEFUL AS ANTIMICROBIAL AGENTS
  申请人：MACIELAG Mark J.

  公开号：US20090275594A1

  公开（公告）日：2009-11-05

  The present invention is directed to novel 3-hydrazone piperazinyl rifamycin derivatives, pharmaceutical compositions containing them and the use of said derivatives and pharmaceutical compositions as antimicrobial agents against pathogenic microorganisms, particularly against resistant microbes.

  本发明涉及新型的3-腙基哌嗪基利福霉素衍生物，包含它们的药物组合物以及将这些衍生物和药物组合物用作抗病原微生物的抗菌剂，特别是对抗耐药微生物。
• 1,3-Dipolar cycloaddition of nitrile oxides to methyl 3-(p-nitrobenzoyloxy)acrylate: Methyl 3-(p-nitrobenzoyloxy)acrylate as a methyl propiolate equivalent with reverse regioselectivity
  作者：Kyukwan Zong、Seung Il Shin、Dong Ju Jeon、Jung No Lee、Eung K. Ryu

  DOI：10.1002/jhet.5570370112

  日期：2000.1

  3-Aryl-4-methoxycarbonylisoxazoles were prepared from the reaction of a variety of substituted benzonitrile oxides with methyl 3-(p-nitrobenzoyloxy)acrylate in moderate to good yields.

  3-芳基-4-甲氧基羰基异恶唑是由各种取代的苄腈氧化物与3-（对硝基苯甲酰氧基）丙烯酸甲酯反应以中等至良好的产率制备的。