2-methyl-4-(4-nitrobenzylidene)oxazol-5(4H)-one | 78312-00-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-methyl-4-(4-nitrobenzylidene)oxazol-5(4H)-one
• 英文别名: 5(4H)-Oxazolone, 2-methyl-4-[(4-nitrophenyl)methylene]-；2-methyl-4-[(4-nitrophenyl)methylidene]-1,3-oxazol-5-one
• CAS: 78312-00-2
• 化学式: C₁₁H₈N₂O₄
• mdl: MFCD00440618
• 分子量: 232.196
• InChiKey: ODNSPFZFMYOBLW-UHFFFAOYSA-N

物化性质

• 熔点：
  186-187 °C
• 沸点：
  350.2±52.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(4-nitrobenzylidene)oxazol-5(4H)-one 在 盐酸 、 palladium 10% on activated carbon 、 水 、 氢气 、 caesium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 18.0~100.0 ℃ 、330.96 kPa 条件下， 反应 63.72h， 生成 3-(4'-aminophenyl)-2-methoxypropionic acid
  参考文献：
  名称：

  COMPOUNDS AND THEIR SALTS SPECIFIC TO THE PPAR RECEPTORS AND THE EGF RECEPTORS AND THEIR USE IN THE MEDICAL FIELD

  摘要：

  公开号：

  EP1910270B3
• 作为产物：
  描述：

  对硝基苯甲醛 在 sodium acetate 、 乙酸酐 作用下， 生成 2-methyl-4-(4-nitrobenzylidene)oxazol-5(4H)-one
  参考文献：
  名称：

  Synthesis, Photophysical Properties, and Application of o- and p-Amino Green Fluorescence Protein Synthetic Chromophores

  摘要：

  The o- and p-amino green-fluorescence-protein synthetic chromophores (GFPSCs) were synthesized from the corresponding o- and p-nitro protecting group. Among the four protecting groups of the o-amino group, the o-nitro protecting group is the only choice to synthesize the o-amino GFPSCs. The first singlet excited states of o- and p-amino GFPSCs carry significant charge-transfer character through the mechanism of photoinduced charge transfer (PCT). The o-amino GFPSCs can serve as wavelength-ratiometric fluorescence sensors that selectively recognize Cr3+ in aqueous medium through a PCT mechanism.

  DOI：

  10.1021/jo302050y

文献信息

• Compounds and Their Salts Specific to the PPAR Receptors and the EGF Receptors and Their Use in the Medical Field
  申请人：Naccari Giancarlo

  公开号：US20090048343A1

  公开（公告）日：2009-02-19

  The present invention relates to compounds comprising the general formula (I), in which R 1 and R 2 , which may be identical or different, are selected from the group comprising —H or a linear or branched alkyl group having from 1 to 6 carbon atoms or together form an aromatic or aliphatic ring with 5 or 6 atoms; Y and Z, which may be identical or different, are selected from the group comprising —H, —OH, —COOH, —OR 3 , —CH(OR 3 )COOH, in which R 3 is selected from H, phenyl, benzyl, —CF 3 or —CF 2 CF 3 , vinyl, allyl and a linear or branched alkyl group having from 1 to 6 carbon atoms.

  本发明涉及具有一般式（I）的化合物，其中R1和R2，可以相同也可以不同，选自包括-H或具有1至6个碳原子的直链或支链烷基基团，或者共同形成具有5或6个原子的芳香或脂肪环的群；Y和Z，可以相同也可以不同，选自包括-H，-OH，-COOH，-OR3，-CH(OR3)COOH的群，其中R3选自H，苯基，苄基，-CF3或-CF2 ，乙烯基，烯丙基和具有1至6个碳原子的直链或支链烷基基团。
• Facile synthesis of 4-arylidene-5-imidazolinones as synthetic analogs of fluorescent protein chromophore
  作者：Cheng-Yu Lee、Yun-Chung Chen、Hao-Chun Lin、Yuandong Jhong、Chih-Wei Chang、Ching-Hua Tsai、Chai-Lin Kao、Tun-Cheng Chien

  DOI：10.1016/j.tet.2012.04.102

  日期：2012.7

  A facile and effective synthesis for a wide variety of 4-arylidene-5-imidazolinone derivatives was developed. 4-Arylidene-5-oxazolinones were prepared by Erlenmeyer azlactone synthesis from N-acylglycines and arylaldehydes. The ring-opening reactions of the 4-arylidene-5-oxazolinones with primary amines afforded 2-acylamino-3-arylacrylamides in excellent yields. A new dehydrative cyclization of the

  开发了一种简便而有效的合成方法，用于合成各种4-亚芳基-5-咪唑啉酮衍生物。通过N-酰基甘氨酸和芳基醛的Erlenmeyer丁二酸内酯合成来制备4-亚芳基-5-恶唑啉酮。4-亚芳基-5-恶唑啉酮与伯胺的开环反应以优异的产率提供了2-酰基氨基-3-芳基丙烯酰胺。吡啶中2-酰基氨基-3-芳基丙烯酰胺在回流下的新脱水环化反应以良好的收率提供了相应的4-亚芳基-5-咪唑啉酮。
• Synthesis and preliminary biological evaluation of antibacterial and antifungal 5‐arylidene tetramic acid‐cadmium(II) complexes
  作者：Dimitris Matiadis、Valentina Stefanou、Dimitrios Tsironis、Angeliki Panagiotopoulou、Olga Igglessi‐Markopoulou、John Markopoulos

  DOI：10.1002/ardp.202100305

  日期：2021.12

  The synthesis and biological evaluation of 5-arylidene-N-acetyl-tetramic acids cadmium(II) complexes are reported. Eleven novel compounds were prepared, characterized by nuclear magnetic resonance experiments and screened for their antimicrobial activity against five bacterial species (Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and methicillin-resistant

  报道了 5-亚芳基-N-乙酰基四酸镉 (II) 配合物的合成和生物学评价。制备了 11 种新化合物，通过核磁共振实验对其进行了表征，并筛选了它们对 5 种细菌（大肠杆菌、肺炎克雷伯菌、鲍曼不动杆菌、铜绿假单胞菌和耐甲氧西林金黄色葡萄球菌[MRSA]）和两种真菌（念珠菌）的抗菌活性。白色念珠菌和新型隐球菌）。与相应的配体相比，该复合物对 MRSA 显示出相似或增强的活性，此外，对C.neoformans的抗真菌活性有希望. 最活跃的化合物3c和3h对 MRSA（最小抑制活性 [MIC] 值分别为 32 和 4 μg/ml）和新型隐球菌（MIC 值分别为 8 和 16 μg/ml）显示出显着的活性，同时伴随在测试浓度范围内无人体细胞毒性和溶血活性。结果表明，与亲脂性链烷酰基链连接并与镉（II）离子络合后适当官能化的特里马酸可以作为有价值的先导化合物，用于进一步研究新型抗菌和/或抗真菌剂的开发。
• Mechanistically Guided One Pot Synthesis of Phosphine‐Phosphite and Its Implication in Asymmetric Hydrogenation
  作者：Anirban Sen、Rohit Kumar、Swechchha Pandey、K. Vipin Raj、Pawan Kumar、Kumar Vanka、Samir H. Chikkali

  DOI：10.1002/ejoc.202101447

  日期：2022.1.17

  Synthesis of hybrid phosphorus ligands is a multistep, time-consuming exercise. This limitation has been addressed by meticulous understanding of the process of formation of hybrid ligands and a one pot synthesis of a phosphine-phosphite ligand (L1) is reported for the first time. L1 coordinates to Rh and catalyzes asymmetric hydrogenation of 15 substrates with a high TOF of 2289 and enantiomeric excess

  杂化磷配体的合成是一项多步骤、耗时的工作。通过对杂化配体形成过程的细致了解，这一限制得到了解决，并且首次报道了膦-亚磷酸酯配体 (L1) 的一锅合成。L1 与 Rh 配位并催化 15 种底物的不对称氢化，具有 2289 的高 TOF 和 92% 的对映体过量。
• Brine-Stabilized 2,2,2-Trifluorodiazoethane and Its Application in the Synthesis of CF₃–Substituted Cyclopropane α-Amino Acids
  作者：Chuan-Le Zhu、Li-Jun Yang、Shen Li、Yan Zheng、Jun-An Ma

  DOI：10.1021/acs.orglett.5b01450

  日期：2015.7.17

  CF3CHN2 in CH3CN is realized. This method shows excellent generality, affording a wide range of trifluoromethyl-substituted cyclopropanes bearing azlactone rings in good to high yields and diastereoselectivities. With the products in hand, the trifluoromethyl-substituted cyclopropane α-amino acids and relative peptide derivatives could be readily obtained.

  实现了用CF 3 CHN 2在CH 3 CN中的储备溶液对三取代的烯烃氮杂内酯进行简便的热力学环丙烷化。该方法显示出优异的通用性，可提供多种具有氮杂内酯环的三氟甲基取代的环丙烷，并具有良好或高产率和非对映选择性。手持产品，可以容易地获得三氟甲基取代的环丙烷α-氨基酸和相关的肽衍生物。