4-<2-(Methoxycarbonyl)ethenyl>benzoyl-chlorid | 117076-42-3

• 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: 4-<2-(Methoxycarbonyl)ethenyl>benzoyl-chlorid
• 英文别名: methyl (E)-3-(4-(chlorocarbonyl)phenyl)acrylate；(E)-methyl 3-(4-(chlorocarbonyl)phenyl)acrylate；3-(4-chlorocarbonyl-phenyl)-acrylic acid methyl ester；methyl (E)-3-(4-carbonochloridoylphenyl)prop-2-enoate
• CAS: 117076-42-3
• 化学式: C₁₁H₉ClO₃
• 分子量: 224.644
• InChiKey: CTMYAKOSBOYZKP-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-<2-(Methoxycarbonyl)ethenyl>benzoyl-chlorid 在 sodium hydroxide 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 (E)-4-[N-(4-pyridinyl)carbamoyl]cinnamic acid
  参考文献：
  名称：

  A New Series of Highly Potent Non-Peptide Bradykinin B₂ Receptor Antagonists Incorporating the 4-Heteroarylquinoline Framework. Improvement of Aqueous Solubility and New Insights into Species Difference

  摘要：

  Introduction of nitrogen-containing heteroaromatic groups at the 4-position of the quinoline moiety of our non-peptide B-2 receptor antagonists resulted in enhancing binding affinities for the human B-2 receptor and reducing binding affinities for the guinea pig one, providing new structural insights into species difference. A CoMFA study focused on the diversity of the quinoline moiety afforded correlative and predictive QSAR models of binding for the human B-2 receptor but not for the guinea pig one. A series of 4-(I-imidazolyl)quinoline derivatives could be dissolved in a 5% aqueous solution of citric acid up to a concentration of 10 mg/mL. A representative compound 48a inhibited the specific binding of [H-3]BK to the cloned human B-2 receptor expressed in Chinese hamster ovary cells with an IC50 value of 0.26 nM and significantly inhibited BK-induced bronchoconstriction in guinea pigs even at 1 mug/kg by intravenous administration.

  DOI：

  10.1021/jm030159x
• 作为产物：
  描述：

  (E)-4-(3-甲氧基-3-氧代丙-1-烯-1-基)苯甲酸 在 氯化亚砜 作用下， 反应 5.0h， 以73%的产率得到4-<2-(Methoxycarbonyl)ethenyl>benzoyl-chlorid
  参考文献：
  名称：

  分子内环加成反应亚速米宁-伊利登：合成与核磁共振-非杂多灵敏的对环芳烃-衍生的makrolid-Typ

  摘要：

  偶氮甲Y叶立德的分子内环加成反应：一些大环内酯类对环环烷的合成和NMR研究

  DOI：

  10.1002/hlca.19880710214

文献信息

• [EN] PGD2 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] ANTAGONISTES DE RECEPTEUR DE LA PROSTAGLANDINE D2 POUR LE TRAITEMENT DE MALADIES INFLAMMATOIRES
  申请人：MILLENNIUM PHARM INC

  公开号：WO2005100321A1

  公开（公告）日：2005-10-27

  Disclosed herein are compounds represented by Structural Formula: (I) and (I-A). Also disclosed is the use of such compounds for inhibiting the G-protein coupled receptor referred to as chemoattractant receptor-homologous molecule expressed on Th2, or simply 'CRTH2' for the treatment of inflammatory disorders. The variables in Structural Formula (I) and (I-A) are defined herein.

  本文披露了由结构式(I)和(I-A)表示的化合物。还披露了利用这些化合物抑制称为趋化剂受体同源分子表达在Th2上的G蛋白偶联受体，简称为'CRTH2'，用于治疗炎症性疾病。结构式(I)和(I-A)中的变量在此处被定义。
• Palladium-Catalyzed, <i>ortho</i>-Selective C–H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides
  作者：Riki Das、Manmohan Kapur

  DOI：10.1021/acs.joc.6b02731

  日期：2017.1.20

  ortho-selective C–H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)–H functionalization of benzyl nitriles in the presence of activated C(sp3)–H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic

  本文报道了钯催化的邻位选择性C–H卤化方法。这项工作的重点是在存在活化的C（sp 3）-H键的情况下对苄腈进行高选择性的C（sp 2）-H官能化，这将导致卤代产物的良好收率和极好的区域选择性。与苄基腈一起，已经评估了使用非质子条件转化的芳基Weinreb酰胺和苯胺化物的转化率。机理研究在反应途径和指导小组能力方面产生了有趣的方面。
• Inhibitors of HCV replication
  申请人：Hudyma W. Thomas

  公开号：US20060046983A1

  公开（公告）日：2006-03-02

  Indole compounds of Formula I are described. The compounds have activity against hepatitis C virus (HCV) and are useful in treating those infected with HCV. Different forms and compositions comprising the compounds are also described as well as methods of preparing the compounds.

  化合物I的吲哚类化合物已被描述。这些化合物对丙型肝炎病毒（HCV）具有活性，并可用于治疗感染HCV的人。还描述了包含这些化合物的不同形式和组成，以及制备这些化合物的方法。
• PGD2 receptor antagonists for the treatment of inflammatory diseases
  申请人：Ghosh Shomir

  公开号：US20050256158A1

  公开（公告）日：2005-11-17

  Disclosed herein are compounds represented by Structural Formula (I) and (I-A): Also disclosed is the use of such compounds for inhibiting the G-protein coupled receptor referred to as chemoattractant receptor-homologous molecule expressed on Th2, or simply “CRTH2” for the treatment of inflammatory disorders. The variables in Structural Formula (I) and (I-A) are defined herein.

  本文揭示了由结构式（I）和（I-A）表示的化合物：还披露了利用这些化合物抑制称为Th2表达的G蛋白偶联受体的化学引诱受体同源分子，简称“CRTH2”，用于治疗炎症性疾病。结构式（I）和（I-A）中的变量在此处被定义。
• Intramolekulare Cycloadditionen Mit Azomethin-Yliden: Synthese und NMR-Untersuchungen einiger Paracyclophan-Derivate vom Makrolid-Typ
  作者：Wolfgang Eberbach、Ingrid Heinze、Katja Knoll、Hans Fritz、Fran�ois Borle

  DOI：10.1002/hlca.19880710214

  日期：1988.3.16

  Intramolecular Cycloaddition Reactions with Azomethine Ylides: Synthesis and NMR Investigations of Some Macrolide-Type Paracyclophanes

  偶氮甲Y叶立德的分子内环加成反应：一些大环内酯类对环环烷的合成和NMR研究