4-(N,N-二乙基氨基)肉桂酸 | 78776-25-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 4-(N,N-二乙基氨基)肉桂酸
• 英文名称: 3-(4-(diethylamino)phenyl)acrylic acid
• 英文别名: p-diethylaminocinnamic acid；p-Diethylaminozimtsaeure；p-Diaethylaminozimtsaeure；3-[4-(diethylazaniumyl)phenyl]prop-2-enoate
• CAS: 78776-25-7
• 化学式: C₁₃H₁₇NO₂
• mdl: MFCD00017303
• 分子量: 219.283
• InChiKey: DOERLUCWEUSMIF-UHFFFAOYSA-N

物化性质

• 熔点：
  181.3 °C(Solv: ethanol (64-17-5); acetone (67-64-1)(1:1))
• 沸点：
  383.6±25.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  4-(N,N-二乙基氨基)肉桂酸 在 正丁基锂 、 溴 、 sodium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 2.0h， 生成 4’-二乙基氨基苯乙炔
  参考文献：
  名称：

  制备对二烷基氨基苯基乙炔的简便方法

  摘要：

  报道了两种制备对二烷基氨基苯乙炔的简便方法： a) 将二烷基氨基取代的肉桂酸在乙酸中而不是氯仿中容易地获得的溴化化合物脱溴化氢；b) 由对二甲氨基苯甲醛与氯亚甲基三苯基正膦反应得到的 2-氯苯乙烯衍生物的脱氯化氢。

  DOI：

  10.1246/bcsj.56.361

文献信息

• 一种鲁米诺类化合物及其制备方法和应用、药物组合物
  申请人：四川大学

  公开号：CN114249696B

  公开（公告）日：2023-05-12

  本发明提供了一种鲁米诺类化合物及其制备方法和应用、药物组合物，属于医学诊断技术领域。本发明提供的鲁米诺类化合物对α‑突触核蛋白具有高亲和力，且能够释放特异性α‑突触核蛋白检测信号，能够有效区分α‑突触核蛋白和其他具有β‑折叠结构的蛋白，实现对α‑突触核蛋白的特异性识别，可以用于制备α‑突触核蛋白检测试剂，尤其可以用于制备化学发光检测和荧光检测α‑突触核蛋白的体外诊断试剂或者用于制备化学发光显像α‑突触核蛋白的体内造影剂。
• Synthesis, Anti-Tyrosinase Activity, and Spectroscopic Inhibition Mechanism of Cinnamic Acid–Eugenol Esters
  作者：Jianping Li、Xiaofeng Min、Xi Zheng、Shaohua Wang、Xuetao Xu、Jinbao Peng

  DOI：10.3390/molecules28165969

  日期：——

  crucial roles in mediating the production of melanin pigment; thus, its inhibitors could be useful in preventing melanin-related diseases. To find potential tyrosinase inhibitors, a series of cinnamic acid–eugenol esters (c1~c29) was synthesized and their chemical structures were confirmed by 1H NMR, 13C NMR, HRMS, and FT-IR, respectively. The biological evaluation results showed that all compounds c1~c29

  酪氨酸酶在介导黑色素的产生中起着至关重要的作用；因此，其抑制剂可用于预防黑色素相关疾病。为了寻找潜在的酪氨酸酶抑制剂，合成了一系列肉桂酸-丁香酚酯(c1~c29)，并分别通过1H NMR、13C NMR、HRMS和FT-IR证实了它们的化学结构。生物学评价结果表明，化合物c1~c29均表现出明确的酪氨酸酶抑制活性；特别是，化合物c27是最强的酪氨酸酶抑制剂（IC50：3.07±0.26μM），比阳性对照曲酸（IC50：14.15±0.46μM）强约4.6倍。抑制动力学研究验证了化合物 c27 作为酪氨酸酶的可逆混合型抑制剂。三维荧光和圆二色性(CD)光谱结果表明化合物c27可以改变酪氨酸酶的构象和二级结构。荧光猝灭结果表明，化合物c27通过一个结合位点以静态方式猝灭酪氨酸酶荧光。分子对接结果还揭示了化合物c27与酪氨酸酶之间的结合相互作用。因此，肉桂酸-丁香酚酯，特别是c27，可以作为先导化合物来寻找潜在的酪氨酸酶抑制剂。
• Thiazolo[5,4-b]azepine compounds
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0351856A2

  公开（公告）日：1990-01-24

  New thiazolo [5,4-b]azepine compounds represented by ,wherein R¹ is a hydrogen atom, an aliphatic group which may be substituted, a carboxylic acyl group which may be substituted or a sulfonic acyl group which may be substituted; R² is a hydrogen atom, an aromatic group which may be substituted or an aliphatic group which may be substituted, which are capable of e.g., inhibiting lipoperoxide formation.

  新的噻唑并[5,4-b]氮杂卓化合物，其代表如下 其中 R¹ 是氢原子、可被取代的脂肪族基团、可被取代的羧酸酰基或可被取代的磺酸酰基；R² 是氢原子、可被取代的芳香族基团或可被取代的脂肪族基团。
• ENZYMES OF LUCIFERIN BIOSYNTHESIS AND USE THEREOF
  申请人：Light Bio, Inc

  公开号：EP3816282A1

  公开（公告）日：2021-05-05

  Present invention is aimed at identification of new fungal luciferin biosynthesis enzymes, nucleic acids able to encode these enzymes, and proteins able to catalyze certain stages of the fungal luciferin biosynthesis. The invention also provides for application of nucleic acids for producing said enzymes in a cell or organism. Methods for in vitro or in vivo preparation of chemical compounds identical to fungal luciferins and preluciferins are also provided. Vectors comprising nucleic acid described in the present invention are also provided. In addition, the present invention provides expression cassettes comprising the nucleic acid of the present invention and regulatory elements necessary for nucleic acid expression in a selected host cell. Besides, cells, stable cell lines, transgenic organisms (e.g. plants, animals, fungi, or microorganisms) including nucleic acids, vectors, or expression cassettes of the present invention are also provided. Present invention also provides combinations of nucleic acids to obtain autonomously luminous cells, cell lines, or transgenic organisms. In preferred embodiments, cells or transgenic organisms are capable to produce fungal luciferin from precursors. In some embodiments, cells or transgenic organisms are capable to produce fungal preluciferin from precursors. In some embodiments, cells or transgenic organisms are capable of bioluminescence in the presence of a fungal luciferin precursor. In some embodiments, cells or transgenic organisms are capable of autonomous bioluminescence. Combinations of proteins for producing luciferin or its precursors from more simple chemical compounds are also provided. A kit containing nucleic acids, vectors, or expression cassettes of the present invention for producing luminous cells, cell lines, or transgenic organisms is also provided.

  本发明旨在鉴定新的真菌荧光素生物合成酶、能够编码这些酶的核酸以及能够催化真菌荧光素生物合成某些阶段的蛋白质。本发明还提供了核酸在细胞或生物体内产生上述酶的应用。本发明还提供了体外或体内制备与真菌荧光素和预荧光素相同的化合物的方法。还提供了包含本发明所述核酸的载体。此外，本发明还提供了包含本发明核酸和在所选宿主细胞中表达核酸所需的调控元件的表达盒。此外，本发明还提供了包括本发明核酸、载体或表达盒的细胞、稳定细胞系、转基因生物（如植物、动物、真菌或微生物）。本发明还提供了核酸组合，以获得自主发光的细胞、细胞系或转基因生物。在优选的实施方案中，细胞或转基因生物能够从前体产生真菌荧光素。在某些实施方案中，细胞或转基因生物能够从前体产生真菌前荧光素。在某些实施方案中，细胞或转基因生物能够在真菌荧光素前体存在的情况下发出生物荧光。在某些实施方案中，细胞或转基因生物能够自主发出生物荧光。此外，还提供了从更简单的化合物中生产荧光素或其前体的蛋白质组合。还提供了含有本发明核酸、载体或表达盒的试剂盒，用于生产发光细胞、细胞系或转基因生物。
• Antibacterial activity of N-(.beta.-styryl)formamides related to tuberin
  作者：Ian T. Harrison、Walter Kurz、Ian J. Massey、Stefan H. Unger

  DOI：10.1021/jm00204a017

  日期：1978.6

  A series of para-substituted N-(beta-styryl)formamides, analogues of tuberin (4a), has been prepared and assayed for antibacterial activity. The methylthio, ethoxy, and methyl analogues 4e, 4j, and 4t were about twice as active as tuberin against Mycobacterium phlei. Although tuberin lacks activity against Staphylococcus aureus, several of the analogues described were found to inhibit this organism. The phenyl group of tuberin is not a prerequisite for activity since analogues based on naphthyl or ferrocenyl groups were also active. A quantitative structure-activity relationship further implied that an aromatic group need not be present, suggesting the synthesis of the cyclohexyl and n-amyl analogues which were found to possess high activity.