trans-p-ethoxycinnamoyl chloride | 77251-75-3

• 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
• 英文名称: trans-p-ethoxycinnamoyl chloride
• 英文别名: (E)-3-(4-ethoxyphenyl)acryloyl chloride；(E)-4-ethoxycinnamic acid chloride；4-ethoxycinnamic acid；(2E)-3-(4-Ethoxyphenyl)acryloyl chloride；(E)-3-(4-ethoxyphenyl)prop-2-enoyl chloride
• CAS: 77251-75-3
• 化学式: C₁₁H₁₁ClO₂
• 分子量: 210.66
• InChiKey: KNFAZBCJDBLHQN-VMPITWQZSA-N

物化性质

• 沸点：
  330.6±17.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  trans-p-ethoxycinnamoyl chloride 在 sodium azide 作用下， 以 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of ureido and vinylureidopenicillins as inhibitors of intraruminal lactic acid production

  摘要：

  A series of 14 vinylureidopenicillins and a series of 9 ureidopenicillins were prepared by reaction of 6-aminopenicillanic acid with vinyl isocyanates and isocyanates. These compounds were evaluated for their potential to protect ruminants against lactic acidosis. The compounds were tested for inhibition of in vitro ruminal lactic and propionic acid production, and six compounds inhibited lactic acid production to less than 10% of control at doses of 0.31 microgram/mL or lower, whereas they did not inhibit propionic acid production at doses greater than 10 micrograms/mL. The most active compounds also were screened for general antibacterial activity and were found to be weakly active against Gram-positive bacteria. The structure--activity relationships are discussed for both series. Triethylammonium 6-[3[2-(4-tert-butylphenyl)vinyl]ureido]penicillanate (4) was chosen for evaluation as an inhibitor of intraruminal lactic acidosis in vivo.

  DOI：

  10.1021/jm00142a024
• 作为产物：
  描述：

  4-香豆酸 在 氯化亚砜 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 trans-p-ethoxycinnamoyl chloride
  参考文献：
  名称：

  新型乙烯衍生物的合成及液晶性质

  摘要：

  合成了一系列新型液晶，即α-4-[4'-n-烷氧基肉桂酰氧基]苯甲酰基-β-4″-氯苯基乙烯。该系列由十二个同系物组成。甲基到丁基的衍生物不是液晶，其余的同系物是对映液晶。该系列的辛基至十二烷基衍生物除了具有致线虫的特性外，还具有对映性近晶化，但该系列的戊基、己基、庚基十四烷基和十六烷基同系物仅具有致线虫性，不显示近晶相。新物质的转变温度是通过配备加热台的光学偏光显微镜测定的。转变温度与正烷氧基末端链中存在的碳原子数的关系图代表了该系列的相行为。对于向列-各向同性转变曲线，观察到奇偶效应。向列相的织构为螺纹或纹影型，近晶 A 和近晶 C 相的织构是典型的。分析和光谱数据与分子结构一致。近晶和向列热稳定性分别为 132.6°C 和 156.7°C。近晶相从辛氧基同系物开始。近亲相长度从 26°C 到 33°C 不等，生线虫相长度从 6°C 到 70°C 不等。该系列主要是生线虫，部分是近生的

  DOI：

  10.1080/15421406.2013.781491

文献信息

• Non-thiol Farnesyltransferase Inhibitors: Utilization of the Far Aryl Binding Site by 5-Cinnamoylaminobenzophenones
  作者：Andreas Mitsch、Pia Wißner、Markus Böhm、Katrin Silber、Gerhard Klebe、Isabel Sattler、Martin Schlitzer

  DOI：10.1002/ardp.200400871

  日期：2004.9

  We recently described two novel aryl binding sites of farnesyltransferase. In this study, the cinnamoyl residue was designed as an appropriate substituent for our benzophenone‐based AAX‐peptidomimetic compound capable of occupying the far aryl binding site.

  我们最近描述了法呢基转移酶的两个新的芳基结合位点。在这项研究中，肉桂酰基残基被设计为我们基于二苯甲酮的 AAX 肽模拟化合物的合适取代基，能够占据远芳基结合位点。
• 苯并[d]异噻唑-3(2H)-酮衍生物及其制备方法和应用
  申请人：东南大学

  公开号：CN110128369A

  公开（公告）日：2019-08-16

  苯并[d]异噻唑‑3(2H)‑酮衍生物及其制备方法和应用，该化合物是具有通式（Ⅰ）结构化合物的游离碱或盐：所说的盐为盐酸盐、氢溴酸盐、硫酸盐、三氟乙酸盐、酒石酸盐、乳酸盐或甲磺酸盐中的一种；其中，R1独立地代表“‑CH2‑CO‑”或“‑CH2‑CH2‑”；R2独立地代表“‑CH2‑CH2‑O‑”或“‑CO‑CH=CH‑”；R3独立地代表H、卤素、烃基、卤素取代的烃基、硝基、氨基、腈基、羟基、烷氧基、芳烷氧基、杂环烷氧基、芳基、取代杂环或取代芳基。苯并[d]异噻唑‑3(2H)‑酮衍生物在制备缺血性脑卒中治疗药物中的应用。
• Inhibitory Effects of Substituted Cinnamic Acid Esters on Mushroom Tyrosinase
  作者：Zhenghua Zhang、Jinbing Liu、Fengyan Wu、Liangzhong Zhao

  DOI：10.2174/1570180811310060009

  日期：2013.5.1

  A series of substituted cinnamic acid esters were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. Compound 8 was found to be the most potent inhibitor with IC50 value of 5.60µM. Preliminary structure activity relationships (SARs) were concluded. The inhibition kinetics analyzed by Lineweaver–Burk plots revealed that compound 8 was anti-competitive

  合成了一系列取代的肉桂酸酯，并评价了其对蘑菇酪氨酸酶双酚酶活性的抑制作用。发现化合物8是最有效的抑制剂，IC50值为5.60µM。初步的结构活动关系（SAR）总结。通过Lineweaver-Burk图分析的抑制动力学表明，化合物8是抗竞争性抑制剂。
• Mesomorphic Characteristics of Liquid Crystalline Esters<i>p</i>-Methoxyphenyl<i>p</i>-Alkoxycinnamates
  作者：Jayrang S. Dave、K. P. Dhake

  DOI：10.1246/bcsj.65.559

  日期：1992.2

  The newly synthesized homologous series p-methoxyphenyl p-alkoxycinnamates (I) can be compared with the series N-[p-(p-alkoxycinnamoyloxy)benzylidene] p-anisidines (II).1) All the homologues of both the series (I) and (II) from C1 to C18 are mesogens. In series (II) the first five members decompose due to high transitions at about 300 °C. With decrease in length of the molecules of series (I) than that of series (II), the overall transitions also decrease by about 150 °C. The first seven members in series (II) are nematogens; polymesomorphism begins from octyloxy homologue with the commencement of smectic mesophase and continues to be exhibited upto the last i.e. octadecyloxy homologue. In series (I) also the nematic phase is exhibited upto the heptyl derivative; the smectic phase commences from C8-member in the form of monotropic phase thereby exhibiting polymesomorphism upto the C14 homologue. The last two members of series (II) are smectogens. The odd-even effect is missing in series (II) whereas in series (I), it is seen upto the fifth homologue. In both the series, the N-I curves show a falling tendency— a criterion of high melting series. From textures’ point of view both the series have common features, the nematic phase is threaded when it is the only mesophase shown and homeotropic in polymesomorphic region, whereas the smectic mesophase is focal conic fan shaped of smectic-A variety. This series also yields interesting comparison with the series (III)  p-nitrophenyl p-alkoxycinnamates4) and (IV)  p-chlorophenyl p-alkoxycinnamates.5)

  新合成的同系物系列p-甲氧基苯基p-烷氧基肉桂酸酯（I）可以与系列N-[p-(p-烷氧基肉桂酸酯氧基)苯甲亚胺] p-氨基香豆素（II）进行比较。两系列（I和II）中的所有同系物，从C1到C18都是液晶物质。在系列（II）中，前五个成员因在约300°C时的高转变而分解。由于系列（I）的分子比系列（II）短，整体转变温度也降低了约150°C。系列（II）的前七个成员是向列相物质；多晶相从辛氧同系物开始，伴随形成层状液晶相，并持续到最后一个，即十八烷氧同系物。在系列（I）中，向列相一直展现到庚基衍生物；层状相从C8成员开始，以单调相的形式展现，从而在C14同系物之前显示多晶相。系列（II）的最后两个成员是层状成相物。系列（II）中缺乏奇偶效应，而在系列（I）中，奇偶效应一直存在到第五个同系物。在两个系列中，N-I曲线显示出下降趋势——这是高熔点系列的特征。从纹理的角度来看，这两个系列具有共同特征，当液晶相仅为向列相时呈现出穿-threaded状态，在多晶相区域为同向对称，而层状液晶相则呈现放射状锥形（层状A型）。该系列还与（III）p-硝基苯基p-烷氧基肉桂酸酯和（IV）p-氯苯基p-烷氧基肉桂酸酯进行有趣的比较。
• Benzimidazole cyclooxygenase-2 inhibitors
  申请人：——

  公开号：US20030013886A1

  公开（公告）日：2003-01-16

  This invention provides a compound of the following formula: 1 Or the pharmaceutically acceptable salts thereof, wherein Ar is heteroaryl; X 1 and X 2 are independently selected from halo, C 1 -C 4 alkyl, hydroxy, C 1 -C 4 alkoxy, amino, C 1 -C 4 alkanoyl, carboxy, carbamoyl, cyano, nitro, mercapto, (C 1 -C 4 alkyl)thio, (C 1 -C 4 alkyl)sulfinyl, (C 1 -C 4 alkyl)sulfonyl, aminosulfonyl, or the like; R 1 is selected from hydrogen,. straight or branched C 1 -C 4 alkyl, C 3 -C 8 cycloalkyl, C 4 -C 8 cycloalkenyl, phenyl , heteroaryl and the like; R 2 and R 3 are independently selected from hydrogen, halo, C 1 -C 4 alkyl, phenyl and the like; or R 1 and R 2 can form, together with the carbon atom to which they are attached, a C 5 -C 7 cycloalkyl ring; and m and n are independently 0, 1, 2 or 3. These compounds and pharmaceutical compositions containing such compounds are useful as analgesics and anti-inflammatory agents.

  本发明提供以下式的化合物：1或其药学上可接受的盐，其中Ar是杂环芳基；X1和X2分别选自卤素，C1-C4烷基，羟基，C1-C4烷氧基，氨基，C1-C4酰基，羧基，氨基甲酰基，氰基，硝基，巯基，(C1-C4烷基)硫基，(C1-C4烷基)亚砜基，(C1-C4烷基)磺酰基，氨基磺酰基，或类似物；R1选自氢，直链或支链C1-C4烷基，C3-C8环烷基，C4-C8环烯基，苯基，杂环芳基等；R2和R3分别选自氢，卤素，C1-C4烷基，苯基等；或R1和R2可以与它们所连接的碳原子一起形成C5-C7环烷基环；m和n分别独立地为0、1、2或3。这些化合物和含有这些化合物的药物组合物在作为镇痛和抗炎药物方面是有用的。