N-(ω-bromoacetoacetyl)-4-methoxyaniline | 20335-27-7

• 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: N-(ω-bromoacetoacetyl)-4-methoxyaniline
• 英文别名: γ-bromo-p-acetoacetanisidide；ω-bromoacetoacet-para-anisidide；4-bromo-4'-methoxyacetoacetanilide；ω-Bromacetoacet-p-anisidid；N-(4-Brom-3-oxo-butyryl)-4-methoxy-anilin；4-bromo-N-(4-methoxyphenyl)-3-oxobutanamide
• CAS: 20335-27-7
• 化学式: C₁₁H₁₂BrNO₃
• 分子量: 286.125
• InChiKey: URSFPJFWRCLFRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(ω-bromoacetoacetyl)-4-methoxyaniline 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 4-Bromo-3-hydroxy-N-(4-methoxy-phenyl)-butyramide
  参考文献：
  名称：

  Tabei, Katsumi; Ito, Hideharu; Takada, Toyozo, Heterocycles, 1980, vol. 14, # 11, p. 1779 - 1784

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰基乙酰对甲氧基苯胺 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 18.0h， 以48%的产率得到N-(ω-bromoacetoacetyl)-4-methoxyaniline
  参考文献：
  名称：

  药物诱导的免疫应答修饰。12.作为新型抗过敏剂的4，5-二氢-4-氧代-2-（取代的氨基）-3-呋喃羧酸及其衍生物。

  摘要：

  描述了一系列新颖的4,5-二氢-4-氧代-2-（取代的氨基）-3-呋喃羧酸，盐，酯和酰胺的合成。在大鼠介导的皮肤血管通透性和活性过敏试验中进行测试时，标题化合物表现出中度至强效的抗过敏活性。出现了[2-反式-（4-甲基苯基）环丙基]氨基类似物53作为最有活性的衍生物。因此，当以100 mg / kg的剂量腹膜内给予大鼠时，它可抑制血清素，组胺和缓激肽等介质的作用达100％。在大鼠的主动过敏反应测定中，腹膜内给药后，化合物30以100 mg / kg的剂量将水肿抑制了81％。

  DOI：

  10.1021/jm00118a008

文献信息

• Visible Light-Induced Pericyclic Cascade Reaction for the Synthesis of Quinolinone Derivatives with an Oxabicyclo[4.2.0]octene Skeleton
  作者：Guangxing Pan、Shaoheng Qin、Dawen Xu、Fritz E. Kühn、Hao Guo

  DOI：10.1021/acs.orglett.1c00642

  日期：2021.4.16

  A photoinduced pericyclic cascade reaction has been developed to afford oxabicyclo[4.2.0]octenes. Mechanistic studies show that this reaction undergoes [2 + 2]-photocycloaddition, base-promoted elimination, retro-4π-electrocyclization, [1,5]-H shift, and 4π-electrocyclization procedures. This reaction features wide substrate scope, good functional group tolerance, and excellent diastereoselectivity

  已开发出光诱导的环周级联反应以提供氧杂环[4.2.0]辛烯。机理研究表明，该反应经历了[2 + 2]-光环加成，碱促进的消除，逆向4π-电环化，[1,5] -H移位和4π-电环化程序。该反应具有广泛的底物范围，良好的官能团耐受性和出色的非对映选择性。
• Studies on 2(1H)-quinolinone derivatives as gastric antiulcer active agents. Synthesis and antiulcer activity of the metabolites of 2-(4-chlorobenzoylamino)-3-(2(1H)-quinolinon-4-yl)propionic acid.
  作者：MINORU UDHIDA、FUJIO TABUSA、MAKOTO KOMATSU、SEIJI MORITA、TOSHIMI KANBE、KAZUYUKI NAKAGAWA

  DOI：10.1248/cpb.34.4821

  日期：——

  The metabolites of 2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid (OPC-12759) (1), which has a potent antiulcer activity towards acetic acid-induced gastric ulcer, were synthesized to confirm their structures and to examine their antiulcer activity. The structures of the major metabolites (2-4) in the rat were identified by means of comparisons with the synthetic compounds. The antiulcer activity of the metabolites (2-4) was found to be lower than that of 1.

  2-(4-氯苯甲酰氨基)-3-[2(1H)-quinolinon-4-yl]丙酸 (OPC-12759) (1) 的代谢物，对乙酸诱导的胃溃疡具有有效的抗溃疡活性，合成以确认其结构并检查其抗溃疡活性。通过与合成化合物的比较，鉴定了大鼠主要代谢物 (2-4) 的结构。发现代谢物(2-4)的抗溃疡活性低于1。
• 2-Phenyliminothiazolines, their preparation method and anti-rice blast agent containing the same
  申请人：——

  公开号：US20030203950A1

  公开（公告）日：2003-10-30

  2-phenyliminothiazolines of the following formula I, their salts, their preparation method and their use for treating rice blast. The phenyliminothiazolines and their salts of the present invention have low toxicity to environment or living organisms, and exert high activity at low concentration for treating rice blast through a new controlling mechanism, that is by inhibiting pentaketide synthesis and cyclization of the melanin sythesis process in formula I. 1

  下式I的2-苯基亚氨基噻唑类化合物、它们的盐、它们的制备方法和它们在治疗稻瘟病中的用途。本发明的苯基亚氨基噻唑类化合物及其盐类对环境和生物体毒性低，通过新的控制机制，即通过抑制式 I 中戊酮内酯的合成和黑色素合成过程的环化，在低浓度下发挥高活性，用于治疗稻瘟病。 1
• Synthesis of quinine and quinidine using sulfur ylide-mediated asymmetric epoxidation as a key step
  作者：Muhammad Arshad、M. Alejandro Fernández、Eoghan M. McGarrigle、Varinder K. Aggarwal

  DOI：10.1016/j.tetasy.2010.04.046

  日期：2010.7

  The epoxidation of meroquinene aldehyde with a chiral sulfur ylide as the key step in the synthesis of quinine and quinidine is described. The epoxidation reactions proceed under reagent control with high selectivity and good yield. The effect of sulfide and ylide substituents on the stereochemical outcome of the reaction is discussed. (C) 2010 Elsevier Ltd. All rights reserved.
• Kumari, Ramesh; Dhindsa, Kuldip Singh; Taneja, A. D., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1986, vol. 25, # 6, p. 582 - 584
  作者：Kumari, Ramesh、Dhindsa, Kuldip Singh、Taneja, A. D.

  DOI：——

  日期：——

表征谱图