3,4-二羟基肉桂酰胺 | 1202-41-1

• 物质功能分类: 天然产物 - 苯丙素
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 3,4-二羟基肉桂酰胺
• 英文名称: (E)-3-(3,4-dihydroxyphenyl)acrylamide
• 英文别名: 3,4-dihydroxycinnamic acid amide；3,4-dihydroxy-trans-cinnamic acid amide；3,4-Dihydroxy-trans-zimtsaeure-amid；Kaffeinsaeureamid；3,4-Dihydroxycinnamamide；(E)-3-(3,4-dihydroxyphenyl)prop-2-enamide
• CAS: 1202-41-1
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: ZINBYEVHNDIYBV-DUXPYHPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为产物：
  描述：

  TRANS-咖啡酸 在 氨 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 3,4-二羟基肉桂酰胺
  参考文献：
  名称：

  咖啡酸酰胺类抗氧化剂的合成与评价。

  摘要：

  已经合成了一系列咖啡酸酰胺，并评估了它们的抗氧化性能作为脂质过氧化抑制剂。发现咖啡酸的苯甲酸酯是非常有效的抗氧化剂，IC50为0.3 microM。

  DOI：

  10.1016/s0960-894x(00)00630-2

文献信息

• [EN] COMPOSITIONS AND METHODS OF DELIVERY OF DEUBIQUITINASE INHIBITORS<br/>[FR] COMPOSITIONS ET MÉTHODES D'ADMINISTRATION D'INHIBITEURS DE DÉUBIQUITINASE
  申请人：PHARMAKEA INC

  公开号：WO2015183987A1

  公开（公告）日：2015-12-03

  Described herein are compositions comprising deubiquitinase inhibitors in combination with albumin, methods of making such compositions, and methods of using such compositions in the treatment of conditions, diseases, or disorders that would benefit from inhibition of deubiquitinase activity.

  本文描述了含有去泛素化酶抑制剂与白蛋白组合的组合物，制备这种组合物的方法，以及利用这种组合物治疗需要抑制去泛素化酶活性的病症、疾病或紊乱的方法。
• Synthesis of Trivalent Flexible Frameworks with Ligands Comprising Catechol Units for Functionalizing Surfaces
  申请人：Maison Wolfgang

  公开号：US20130245270A1

  公开（公告）日：2013-09-19

  The present invention describes tripodal catechol derivatives with a flexible basic framework for the functionalisation of surfaces, and methods for their production and use. The central atom of the flexible framework is hereby a tertiary aliphatic carbon atom. The remaining fourth bridgehead position is easily suitable to be further functionalised via so-called click reactions, e.g. with biomolecules, dyes, radiomarkers, polyethylene glycol or active agents. The compounds according to the present invention have the general formula X—C[(CH 2 ) n —YZ] 3 , wherein X stands for a group —(CH 2 ) p —R 5 , wherein p=0 to 10 and R 5 is selected from —H, —NH 2 , —NO 2 , —OH, —SH, —O—NH 2 , —NH—NH 2 , —N═C═S—, —N═C═O—, —CH═CH 2 , —C≡CH, —COOH, —(C═O)H, —(C═O)R 6 Y stands for —CH 2 —, —CH═CH—, —C≡C—, —O—, —S—, —S—S—, —NH—, —O—NH—, —NH—O—, —HC═N—O—, —O—N═CH—, —NR 1 —, -Aryl-, -Heteroaryl-, —(C═O)—, —O—(C═O)—, —(C═O)—O—, —NH—(C═O)—, —(C═O)—NH—, —NR 1 —(C═O)—, —(C═O)—NR 1 —, —NH—(C═O)—NH—, —NH—(C═S)—NH—, R 1 stands for an aryl group, R 6 for an alkyl, alkenyl, alkynyl, aryl or heteroaryl group, and Z stands for a catechol derivative. The production of the compounds occurs by reacting a compound X—C[(CH 2 ) n —Y′] 3 with a reagent Y″Z to the corresponding compound X—C[(CH 2 ) n —YZ] 3 and subsequent purification of the reaction product. Y′ and Y″ are hereby precursors of Y. The compounds according to formula (I) according to the present invention are suitable to be used in a method to functionalize surfaces. The X group of the compounds according to the present invention is suitable to be optionally coupled to an effector, for example, by means of click chemistry.

  本发明描述了具有灵活基础结构的三脚猫二酚衍生物，用于表面功能化的方法及其生产和使用方法。灵活框架的中心原子是三级脂肪碳原子。剩余的第四个桥头位置易于通过所谓的点击反应进一步功能化，例如与生物分子、染料、放射性标记物、聚乙二醇或活性剂等进行反应。本发明中的化合物具有一般式X—C[(CH2)n—YZ]3，其中X代表一个群体—(CH2)p—R5，其中p=0至10，R5选自—H、—NH2、—NO2、—OH、—SH、—O—NH2、—NH—NH2、—N═C═S—、—N═C═O—、—CH═CH2、—C≡CH、—COOH、—(C═O)H、—(C═O)R6；Y代表—CH2—、—CH═CH—、—C≡C—、—O—、—S—、—S—S—、—NH—、—O—NH—、—NH—O—、—HC═N—O—、—O—N═CH—、—NR1—、-芳基-、-杂芳基-、—(C═O)—、—O—(C═O)—、—(C═O)—O—、—NH—(C═O)—、—(C═O)—NH—、—NR1—(C═O)—、—(C═O)—NR1—、—NH—(C═O)—NH—、—NH—(C═S)—NH—，其中R1代表芳基，R6代表烷基、烯基、炔基、芳基或杂芳基，Z代表二酚衍生物。该化合物的生产是通过将化合物X—C[(CH2)n—Y']3与试剂Y"Z反应得到相应的化合物X—C[(CH2)n—YZ]3，然后纯化反应产物。Y'和Y"是Y的前体。根据本发明的公式（I）中的化合物适用于用于表面功能化的方法。本发明中化合物的X基团适用于通过点击化学手段可选地与效应物耦合。
• [EN] COMPOUNDS HAVING ANTIBACTERIAL ACTIVITY, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM<br/>[FR] COMPOSÉS AYANT UNE ACTIVITÉ ANTIBACTÉRIENNE, PROCÉDÉ POUR LEUR PRÉPARATION ET COMPOSITIONS PHARMACEUTIQUES LES COMPRENANT
  申请人：CONSEJO NAC INVEST CIENT TEC

  公开号：WO2013105053A1

  公开（公告）日：2013-07-18

  A compound of the structural formula I, a pharmaceutically acceptable salt, prodrug or derivative thereof, characterized in that R1 is selected from H, a linear or branched (C1-C5) alkyl group and a COR4 group; R2 is selected from H, a linear or branched (C1-C5) alkyl group and a COR5 group; R3 is selected from H, a linear or branched (C1-C5) alkyl group, a linear or branched (C1-C5)- O-alkyl group, a cycloalkyl of (C5-C6) carbon atoms, an aryl group, and an aryl (C1-C5) alkyl group wherein the aryl group can be an unsubstituted aryl or an aryl substituted with one or more R6 groups and an NHCOR5 group, or the R2 and R3 groups together with N may form a substituted or unsubstituted piperidine, morpholine or piperazine group; R4 is selected from H and a (C1-C5) alkyl group; R5 is selected from an unsubstituted aryl group or an aryl group substituted with one or more R6, linear or branched (C1-C5) alkyl or pyridyne groups and a pyridine group; R6 is selected from (C1-C5) alkyl groups, halogen and nitro, provided that R1, R2 and R3 are not H atoms at the same time. The compounds present antibacterial activity. Process for their preparation and pharmaceutical compositions comprising them are also disclosed.

  化合物的结构式I，其药学上可接受的盐、前药或衍生物，其特征在于：R1选自H、线性或支链（C1-C5）烷基和COR4基团；R2选自H、线性或支链（C1-C5）烷基和COR5基团；R3选自H、线性或支链（C1-C5）烷基、线性或支链（C1-C5）-O-烷基、（C5-C6）碳原子的环烷基、芳基和芳基（C1-C5）烷基，其中芳基可以是未取代的芳基或带有一个或多个R6基团和NHCOR5基团的取代芳基，或者R2和R3基团与N一起可以形成取代或未取代的哌啶、吗啉或哌嗪基团；R4选自H和（C1-C5）烷基；R5选自未取代的芳基或带有一个或多个R6、线性或支链（C1-C5）烷基或吡啶基团和吡啶基团的取代芳基；R6选自（C1-C5）烷基、卤素和硝基，前提是R1、R2和R3不能同时为H原子。这些化合物具有抗菌活性。还公开了它们的制备方法和包含它们的制药组合物。
• 3,4-dihydroxybenzyl-substituted carbonic acid derivatives and the use thereof as antioxidants
  申请人：——

  公开号：US20030139470A1

  公开（公告）日：2003-07-24

  The invention relates to 3,4-dihydroxybenzyl-substituted carbonic acid derivatives, to their production, and to their use as antioxidants or free-radical scavengers, especially in cosmetic and pharmaceutical preparations and in foodstuffs and stimulants, to protect cells and tissues from the harmful effects of radicals and reactive oxygen compounds that accelerate aging. The invention further relates to cosmetic and pharmaceutical preparations and to foodstuffs and stimulants that comprises the inventive 3,4-dihydroxybenzyl-substituted carbonic acid derivatives.

  本发明涉及3,4-二羟基苯甲基取代的碳酸衍生物，其制备方法以及它们在抗氧化剂或自由基清除剂中的应用，特别是在化妆品和制药制剂以及食品和兴奋剂中，以保护细胞和组织免受加速衰老的自由基和反应性氧化化合物的有害影响。本发明还涉及包含创新的3,4-二羟基苯甲基取代的碳酸衍生物的化妆品和制药制剂以及食品和兴奋剂。
• 3,4-Dihydroxymandelic acid alkylamides and use thereof
  申请人：——

  公开号：US20030171617A1

  公开（公告）日：2003-09-11

  The invention relates to N-alkyl-2-(3,4-dihydroxyphenyl)-2-hydroxyacetamides and to cosmetic and/or pharmaceutical preparations and foods comprising these compounds.

  本发明涉及N-烷基-2-(3,4-二羟基苯基)-2-羟基乙酰胺以及含有这些化合物的化妆品和/或药物制剂和食品。