trans-3-(4-(4-pyridyl)phenyl)propenoic acid | 915950-83-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: trans-3-(4-(4-pyridyl)phenyl)propenoic acid
• 英文别名: (E)-3-(4-pyridin-4-ylphenyl)prop-2-enoic acid
• CAS: 915950-83-3
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: LRIQJARPCUCCCA-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-3-(4-(4-pyridyl)phenyl)propenoic acid 在 盐酸羟胺 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以36%的产率得到N-hydroxy-(E)-3-(4-pyridin-4-yl-phenyl)-acrylamide
  参考文献：
  名称：

  Design, synthesis, and evaluation of biphenyl-4-yl-acrylohydroxamic acid derivatives as histone deacetylase (HDAC) inhibitors

  摘要：

  A series of hydroxamic acid-based histone deacetylase (HDAC) inhibitors were designed on the basis of a model of the HDAC2 binding site and synthesized. They are characterized by a cinnamic spacer, capped with a substituted phenyl group. Modifications of the spacer are also reported. In an in vitro assay with the isoenzyme HDAC2, a good correlation of the activity with the docking energy was found. In human ovarian carcinoma IGROV-1 cells, selected compounds produced significant acetylation of p53 and alpha-tubulin. Most compounds showed an antiproliferative activity comparable to that of SAHA. At equitoxic concentrations, the tested compounds were more effective than SAHA in inducing apoptotic cell death. Compounds selected for in vivo evaluation exhibited a significant antitumor activity on three tumor models at well tolerated doses, thus suggesting a good therapeutic index. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.11.005
• 作为产物：
  描述：

  methyl (E)-3-(4-pyridin-4-yl-phenyl)-acrylate 在 lithium hydroxide monohydrate 、 水 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以85%的产率得到trans-3-(4-(4-pyridyl)phenyl)propenoic acid
  参考文献：
  名称：

  Design, synthesis, and evaluation of biphenyl-4-yl-acrylohydroxamic acid derivatives as histone deacetylase (HDAC) inhibitors

  摘要：

  A series of hydroxamic acid-based histone deacetylase (HDAC) inhibitors were designed on the basis of a model of the HDAC2 binding site and synthesized. They are characterized by a cinnamic spacer, capped with a substituted phenyl group. Modifications of the spacer are also reported. In an in vitro assay with the isoenzyme HDAC2, a good correlation of the activity with the docking energy was found. In human ovarian carcinoma IGROV-1 cells, selected compounds produced significant acetylation of p53 and alpha-tubulin. Most compounds showed an antiproliferative activity comparable to that of SAHA. At equitoxic concentrations, the tested compounds were more effective than SAHA in inducing apoptotic cell death. Compounds selected for in vivo evaluation exhibited a significant antitumor activity on three tumor models at well tolerated doses, thus suggesting a good therapeutic index. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.11.005

文献信息

• Coordination Framework Hosts Consisting of 4-Pyridyl-Substituted Carboxylic Acid (PCA) Dimers and 1D Chains of Ni²⁺ and SCN^-:  A Rational Structural Extension toward Coordination Framework Hosts with Large Rectangular Cavities
  作者：Ryo Sekiya、Shin-ichi Nishikiori、Katsuyuki Ogura

  DOI：10.1021/ic0605367

  日期：2006.11.1

  x 5.60-7.20 A2 (4) > 24.95 x 5.46-7.38 A2 (3) > 20.88 x 5.49-7.25 A2 (2) > 16.41 x 5.53-7.43 A2 (1). These expansions reflect the number of aromatic guests that can be included in RCs. RC of 1 include only one molecule of benz[a]anthracene, whereas RCs of 3 or 4 includes two molecules of pyrene or benz[a]anthracene, respectively. Comparison of the lengths between the PCA dimers and 4,4'-bipyridine-type

  为了扩展由两个异烟酸（isoH）二聚体作为桥连配体和两个SCN桥定义的矩形腔（RC），我们基于桥连配体的延伸进行了结构扩展，方法是用更长的4-吡啶基取代isoH -取代的羧酸（PCA）。为此目的，已使用以下三种PCA：反式3-（4-吡啶基）丙酸（acrylH），4-（4-吡啶基）苯甲酸（pybenH）和反式3-（4-（4 -吡啶基）苯基）丙酸（pppeH）。Ni2 +，SCN-以及四种包含isoH，acrylH，pybenH和pppeH的PCA在芳族客体存在下的自组装产生了四种包含[Ni（SCN）2（isoH）2] .1 /的内含物。 2（苯并[a]蒽）（1），[Ni（SCN）2（丙烯酸H）2] .1 / 2（苯并[a]蒽）（2），[Ni（SCN）2（pybenH）2]。 （py）（3）和[Ni（SCN）2（pppeH）2]（3 /）（2）。（苯并[a]蒽）（4）。X射线晶体结构的1-4确
• NEW BICYCLIC DERIVATIVES
  申请人：Hoffmann-La Roche Inc.

  公开号：US20150353559A1

  公开（公告）日：2015-12-10

  The invention provides novel compounds having the general formula (I) wherein R 1 , Y, A, W, R 2 , m, n, p and q are as described herein, compositions including the compounds and methods of using the compounds.

  本发明提供了具有一般式(I)的新化合物，其中R1、Y、A、W、R2、m、n、p和q如此处所述，包括该化合物的组合物以及使用该化合物的方法。
• Bicyclic derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US10669268B2

  公开（公告）日：2020-06-02

  The invention provides novel compounds having the general formula (I) wherein R1, Y, A, W, R2, m, n, p and q are as described herein, compositions including the compounds and methods of using the compounds.

  本发明提供了具有通式 (I) 的新型化合物 其中 R1、Y、A、W、R2、m、n、p 和 q 如本文所述。
• HEXAHYDROPYRROLO[3,4-C]PYRROLE DERIVATIVES AND RELATED COMPOUNDS AS AUTOTAXIN (ATX) INHIBITORS AND AS INHIBITORS OF THE LYSOPHOSPHATIDIC ACID (LPA) PRODUCTION FOR TREATING E.G. RENAL DISEASES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2900669B1

  公开（公告）日：2019-09-04
• US3966801A
  申请人：——

  公开号：US3966801A

  公开（公告）日：1976-06-29