(2E,4E)-4-methyl-5-phenylpenta-2,4-dienoic acid | 27655-93-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,4E)-4-methyl-5-phenylpenta-2,4-dienoic acid
• 英文别名: 4-methyl-5-phenylpenta-2,4-dienoic acid；(2E,4E)-4-methyl-5-phenyl-2,4-pentadienoic acid；4-methyl-5-phenyl-2,4-pentadienoic acid；4-Methyl-5-phenyl-2-trans-4-trans-pentadienoic acid
• CAS: 27655-93-2
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: NWKUGDBRICNTTN-XBLVEGMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,4E)-4-methyl-5-phenylpenta-2,4-dienoic acid 在 吡啶 、 四(三苯基膦)钯 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以91%的产率得到(2-甲基丁-1,3-二烯基)苯
  参考文献：
  名称：

  钯催化多烯酸的化学选择性原羧化

  摘要：

  提出了首先钯催化的多烯酸的化学选择性原脱羧以良好的收率得到所需的多烯的条件。反应在温和的条件下使用Pd（0）或Pd（II）催化剂进行，并能耐受各种芳基和脂肪族取代。反应的独特方面包括需要膦，水和与羧酸相邻的多烯。

  DOI：

  10.1021/acs.orglett.8b03016
• 作为产物：
  描述：

  2-propylidene malonic acid dimethyl ester 在 2,6-二甲基吡啶 、 甲醇 、 苄基三甲基氢氧化铵 作用下， 生成 (2E,4E)-4-methyl-5-phenylpenta-2,4-dienoic acid
  参考文献：
  名称：

  Valla; Giraud; Dore, Pharmazie, 1993, vol. 48, # 4, p. 295 - 301

  摘要：

  DOI：

文献信息

• Carbamic acid compounds comprising an amide linkage as hdac inhibitors
  申请人：——

  公开号：US20040092598A1

  公开（公告）日：2004-05-13

  This invention pertains to certain active carbamic acid compounds which inhibit HDAC activity and which have the formula (1) wherein: A is an aryl group; Q1 is an aryl leader group having a backbone of at least 2 carbon atoms; J is an amide linkage selected from: —NR1C(═O)—and —C(═O)NR1—; R1 is an amido substituent; and, Q2 is an acid leader group; and pharmaceutically acceptable salts, solvates, amides, esters, ethers, chemically protected forms, and prodrugs thereof. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit HDAC, and, e.g., to inhibit proliferative conditions, such as cancer and psoriasis.

  这项发明涉及抑制HDAC活性的某些活性碳酸酰胺化合物，其化学式为（1），其中：A是芳基；Q1是至少有2个碳原子骨架的芳基前导基团；J是选择自以下的酰胺键：—NR1C(═O)—和—C(═O)NR1—；R1是酰胺取代基；Q2是酸前导基团；以及其药学上可接受的盐、溶剂化合物、酰胺、酯、醚、化学保护形式和前药。本发明还涉及包含这种化合物的药物组合物，以及在体外和体内使用这种化合物和组合物来抑制HDAC，例如，抑制增殖性疾病，如癌症和牛皮癣。
• Histone deacetylase inhibitors
  申请人：CircaGen Pharmaceutical, a Delaware corporation

  公开号：US20020143037A1

  公开（公告）日：2002-10-03

  Histone deacetylase is a metallo-enzyme with zinc at the active site. Compounds having a zinc-binding moiety, such as, for example, a carboxylic acid group, can inhibit histone deacetylase. Histone deacetylase inhibition can repress gene expression, including expression of genes related to tumor suppression. Accordingly, inhibition of histone deacetylase can provide an alternate route for treating cancer, hematological disorders, e.g., hemoglobinopathies, and genetic related metabolic disorders, e.g., cystic fibrosis and adrenoleukodystrophy.

  组蛋白去乙酰化酶是一种在活性位点含锌的金属酶。具有锌结合基团的化合物，例如，羧酸基团，可以抑制组蛋白去乙酰化酶。组蛋白去乙酰化酶的抑制可以抑制基因表达，包括与肿瘤抑制相关的基因的表达。因此，抑制组蛋白去乙酰化酶可以提供治疗癌症、血液学疾病（例如血红蛋白病）以及遗传相关代谢性疾病（例如囊性纤维化和肾上腺白质脑病）的另一途径。
• [EN] WATER-BASED UV INKJET INK<br/>[FR] ENCRE À BASE D'EAU DURCISSABLE PAR UV POUR L'IMPRESSION PAR JET D'ENCRE
  申请人：SUN CHEMICAL CORP

  公开号：WO2015183719A1

  公开（公告）日：2015-12-03

  The invention describes the use of a water-based UV curable inkjet printing ink wherein the ink is basic due to the presence of a tertiary amine, allowing the complete dissolution of an acid functional photoinitiator of Formula I or Formula IA (wherein R1, R2, R3, n, q, and y are as defined herein). This combination of photoinitiator and tertiary amine allows the rapid low dosage UV curing of a water-based UV formulation using a UV LED light source.

  该发明描述了使用基于水的紫外光固化喷墨打印油墨，其中由于存在三级胺，油墨呈碱性，从而允许完全溶解式酸性光引发剂的使用，该光引发剂为I式或IA式（其中R1、R2、R3、n、q和y的定义如本文所述）。光引发剂和三级胺的组合使得使用紫外LED光源可以快速低剂量紫外光固化水性紫外配方。
• &lt;i&gt;cis&lt;/i&gt;-Cinnamic Acid Selective Suppressors Distinct from Auxin Inhibitors
  作者：Katsuhiro Okuda、Keisuke Nishikawa、Hiroshi Fukuda、Yoshiharu Fujii、Mitsuru Shindo

  DOI：10.1248/cpb.c14-00169

  日期：——

  The activity of cis-cinnamic acid (cis-CA), one of the allelochemicals, in plants is very similar to that of indole-3-acetic acid (IAA), a natural auxin, and thus cis-CA has long been believed to be an analog of auxin. We have reported some structure–activity relationships studies by synthesizing over 250 cis-CA derivatives and estimating their inhibitory activities on root growth inhibition in lettuce. In this study, the compounds that showed low- or no-activity on root growth inhibition were recruited as candidates suppressors against cis-CA and/or auxin and tested for their activity. In the presence of cis-CA, lettuce root growth was inhibited; however, the addition of some cis-CA derivatives restored control-level root growth. Four compounds, (Z)-3-(4-isopropylphenyl)acrylic acid, (Z)-3-(3-butoxyphenyl)acrylic acid, (Z)-3-[3-(pentyloxy)phenyl]acrylic acid, and (Z)-3-(naphthalen-1-yl)acrylic acid were selected as candidates for a cis-CA selective suppressor they allowed the recovery of root growth from inhibition by cis-CA treatment without any effects on the IAA-induced effect or elongating activity by themselves. Three candidates significantly ameliorated the root shortening by the potent inhibitor derived from cis-CA. In brief, we have found some cis-CA selective suppressors which have never been reported from inactive cis-CA derivatives for root growth inhibition. cis-CA selective suppressors will play an important role in elucidating the mechanism of plant growth regulation.

  等位化学物质之一的顺式肉桂酸（cis-CA）在植物体内的活性与天然辅助素吲哚-3-乙酸（IAA）非常相似，因此顺式肉桂酸一直被认为是辅助素的类似物。我们合成了 250 多种顺式-CA 衍生物，并估算了它们对莴苣根系生长的抑制活性，从而报告了一些结构-活性关系研究。在本研究中，我们将对根系生长抑制活性低或无活性的化合物作为顺式 CA 和/或辅助素的候选抑制剂，并对其活性进行了测试。在存在顺式-CA 的情况下，莴苣根系生长受到抑制；然而，添加一些顺式-CA 衍生物后，根系生长恢复到控制水平。(Z)-3-(4-异丙基苯基)丙烯酸、(Z)-3-(3-丁氧基苯基)丙烯酸、(Z)-3-[3-(戊氧基)苯基]丙烯酸和(Z)-3-(萘-1-基)丙烯酸这四种化合物被选为顺式-CA 选择性抑制剂的候选化合物。三种候选物质能明显改善顺式-CA 衍生的强效抑制剂对根缩短的影响。总之，我们从无活性的顺式 CA 衍生物中发现了一些从未报道过的抑制根生长的顺式 CA 选择性抑制剂。
• Histone Deacetylase Inhibitors
  申请人：Lan-Hargest Hsuan-Yin

  公开号：US20120035257A1

  公开（公告）日：2012-02-09

  Histone deacetylase is a metallo-enzyme with zinc at the active site. Compounds having a zinc-binding moiety, such as, for example, a hydroxamic acid group or a carboxylic acid group, can inhibit histone deacetylase. Histone deacetylase can repress gene expression, including expression of genes related to tumor suppression. Accordingly, inhibition of histone deacetylase can provide an alternate route for treating cancer, hematological disorders, e.g., hemoglobinopathies, and genetic related metabolic disorders, e.g., cystic fibrosis and adrenoleukodystrophy.

  组蛋白去乙酰化酶是一种含有锌活性位点的金属酶。具有锌结合基团（例如羟肟酸基团或羧酸基团）的化合物可以抑制组蛋白去乙酰化酶。组蛋白去乙酰化酶可以抑制基因表达，包括与肿瘤抑制相关的基因表达。因此，抑制组蛋白去乙酰化酶可以提供一种替代途径来治疗癌症、血液疾病（例如血红蛋白病）和遗传相关代谢疾病（例如囊性纤维化和肾上腺白质营养不良症）。