5-(4-methoxyphenyl)barbituric acid | 219311-15-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-methoxyphenyl)barbituric acid
• 英文别名: 5-(4-methoxyphenyl)-1,3-diazinane-2,4,6-trione
• CAS: 219311-15-6
• 化学式: C₁₁H₁₀N₂O₄
• 分子量: 234.211
• InChiKey: WMXVOGBSFLNIGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-methoxyphenyl)barbituric acid 在 氢溴酸 、 溴 作用下， 以 水 为溶剂， 生成 5-bromo-5-(4-methoxyphenyl)barbituric acid
  参考文献：
  名称：

  US6110924

  摘要：

  公开号：
• 作为产物：
  描述：

  4-methoxyphenyl ethyl malonate 在 盐酸 、 sodium 、 尿素 作用下， 以 乙醇 、 水 为溶剂， 生成 5-(4-methoxyphenyl)barbituric acid
  参考文献：
  名称：

  US6110924

  摘要：

  公开号：

文献信息

• Barbituric acid derivatives with antimetastatic and antitumor activity
  申请人：Roche Diagnostics GmbH

  公开号：US06335332B1

  公开（公告）日：2002-01-01

  The invention is directed to barbituric acid derivatives having inhibitory activity for matrix maetalloproteases comprised of formula (I): pharmaceutical compositions thereof, processes for preparing the derivatives, and methods for treating diseases associated with elevated or uncontrolled levels of matrix metalloprotease activity, e.g., cancer, specifically tumor progression and tumor metastasis, inflammation, or as a method of contraception.

  该发明涉及具有抑制基质金属蛋白酶活性的巴比妥酸衍生物，其化学式为(I)：其药物组合物、制备衍生物的方法以及治疗与基质金属蛋白酶活性升高或失控相关的疾病的方法，例如癌症、特别是肿瘤进展和肿瘤转移、炎症，或作为避孕方法。
• Direct Synthesis of 5-Aryl Barbituric Acids by Rhodium(II)-Catalyzed Reactions of Arenes with Diazo Compounds
  作者：Daniel Best、David J. Burns、Hon Wai Lam

  DOI：10.1002/anie.201502324

  日期：2015.6.15

  A commercially available rhodium(II) complex catalyzes the direct arylation of 5‐diazobarbituric acids with arenes, allowing straightforward access to 5‐aryl barbituric acids. Free NH groups are tolerated on the barbituric acid, with no complications arising from NH insertion processes. This method was applied to the concise synthesis of a potent matrix metalloproteinase (MMP) inhibitor.

  市售的铑（II）络合物催化5-重氮巴比妥酸与芳烃的直接芳基化反应，可直接获得5-芳基巴比妥酸。巴比妥酸可耐受游离的NH基团，而不会因NH插入过程而引起并发症。该方法适用于有效基质金属蛋白酶（MMP）抑制剂的简明合成。
• Barbituric acid derivatives, processes for their production and pharmaceutical agents containing these compounds
  申请人：Roche Diagnostics GmbH

  公开号：US06472396B1

  公开（公告）日：2002-10-29

  Compounds of formula I, useful as matrix metalloprotease inhibitors, wherein X, Y and Z are each oxygen; R1 is selected from the group consisting of (a) n-octyl, (b) n-decyl, (c) biphenyl and (d) (4-phenoxy)phenyl, wherein the terminal monocycle for moieties (c)-(d) is unsubstituted or substituted by a substituent selected from the group consisting of —NH2, —NO2, —SO2NH2, —SO2CH3, acetyl, hydroxy, methoxy, ethoxy, cyano and halogen; R2 and R3 are each hydrogen; and R4 and R5, together with the nitrogen atom to which they are bound, form a piperazinyl or piperidyl ring, wherein the piperazinyl ring is substituted in the 4-position with a substituent selected from the group consisting of (a) a 6-membered aromatic monocycle having 0, 1 or 2 nitrogen atoms and the remainder of the atoms in the monocycle being carbon and (b) hydroxy-C1-C6 alkyl, wherein the monocycle is unsubstituted or substituted by a substituent selected from the group consisting of halogen, —NH2, —NO2, —SO2NH2, —SO2CH3, acetyl and cyano.

  化合物I的式子，可用作基质金属蛋白酶抑制剂，其中X、Y和Z均为氧；R1选自（a）正辛基，（b）正癸基，（c）联苯基和（d）（4-苯氧基）苯基，其中对于基团（c）-（d）的末端单环可以是未取代的或取代的，所取代基团选自—NH2，—NO2，—SO2NH2，—SO2CH3，乙酰基，羟基，甲氧基，乙氧基，氰基和卤素；R2和R3均为氢；R4和R5与它们所连接的氮原子一起形成哌嗪基或哌啶基环，其中哌嗪基环在4位上被选自以下基团的取代基所取代：（a）具有0、1或2个氮原子和单环中其余原子为碳的6-成员芳香单环和（b）羟基-C1-C6烷基，其中单环未取代或被选自卤素，—NH2，— ，—SO2NH2，—SO2CH3，乙酰基和氰基的取代基所取代。
• Aggregated dyes for radiation-sensitive elements
  申请人：EASTMAN KODAK COMPANY

  公开号：EP0778493A1

  公开（公告）日：1997-06-11

  A dispersion comprising an aqueous medium having dispersed therein an aggregated dye of the Formula (I): wherein X is oxygen or sulfur; R1-R4 each independently represent an unsubstituted or substituted alkyl group, an unsubstituted or substituted aryl group or an unsubstituted or substituted heteroaryl group; L1, L2 and L3 each independently represent substituted or unsubstituted methine groups; M+ represents a proton or an inorganic or organic cation; and n is 0, 1, 2 or 3 and wherein the aggregated dye in the dispersion has an absorption halfbandwidth of less than 55 nm.

  一种分散体，包括一种水介质，其中分散有式(I)的聚集染料： 其中 X 是氧或硫；R1-R4 各自独立地代表未取代或取代的烷基、未取代或取代的芳基或未取代或取代的杂芳基；L1、L2 和 L3 各自独立地代表取代或未取代的甲基；M+ 代表质子或无机或有机阳离子；n 是 0、1、2 或 3，其中分散液中的聚集染料的吸收半带宽小于 55 nm。
• US06110924
  申请人：——

  公开号：——

  公开（公告）日：——