5-(p-Toluoyl)-brenzschleimsaeuremethylester | 170632-15-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(p-Toluoyl)-brenzschleimsaeuremethylester
• 英文别名: 5-(4-methyl-benzoyl)-furan-2-carboxylic acid methyl ester；5-(Methoxycarbonyl)-2-furyl 4-methylphenyl ketone；methyl 5-(4-methylbenzoyl)furan-2-carboxylate
• CAS: 170632-15-2
• 化学式: C₁₄H₁₂O₄
• mdl: MFCD22421277
• 分子量: 244.247
• InChiKey: YIWCERMEGOHSDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(p-Toluoyl)-brenzschleimsaeuremethylester 在 sodium tetrahydroborate 、 三乙基硅烷 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以90%的产率得到5-(4-甲基苄基)-2-糠酸甲酯
  参考文献：
  名称：

  Regioselective and Stereoselective Pd-Catalyzed Intramolecular Arylation of Furans: Access to Spirooxindoles and 5H-Furo[2,3-c]quinolin-4-ones

  摘要：

  Herein, we report regio- and stereoselective intramolecular direct arylations of N-(2-bromophenyl)-2-furancarboxamides 1 to produce spirooxindoles 2 and 5H-furo[2,3-c]quinolin-4-ones 3 under different reaction conditions. Specifically, in the presence of Pd(PPh3)(4) as a catalyst, PPh3 as a ligand, and K2CO3 as a base, substrates 1 underwent intramolecular alpha-arylation, possibly via a Heck insertion pathway, to provide 2, with the Zeta-isomer being favored. When the base was t-BuOLi and R-1 was an aryl group, the reaction favored Epsilon-2, possibly via an electrophilic palladation pathway. In contrast, in the presence of PdCl2 as a catalyst, (o-OMePh)(3)P as a ligand, and PivOH as an additive, substrates 1 underwent intramolecular beta-arylation to provide 3, possibly via a concerted metalation-deprotonation process.

  DOI：

  10.1021/acs.joc.6b01774
• 作为产物：
  描述：

  对甲基苯甲酰氯 以36.7%的产率得到5-(p-Toluoyl)-brenzschleimsaeuremethylester
  参考文献：
  名称：

  1-Benzyl-3-(substituted aryl)-condensed pyrazole derivatives as inhibitors of platelet aggregation

  摘要：

  公开号：

  EP0667345B1

文献信息

• Method of treating disorders related to protease-activated receptors-induced cell activation
  申请人：——

  公开号：US20020004518A1

  公开（公告）日：2002-01-10

  A method of treating a disorder related to cell activation induced by protease-activated receptors. The method includes administering to a subject in need thereof a compound having a pyrazolyl core; an aryl group, via an via an alkylene linker, bonded to 1-N of the pyrazolyl core; a second aryl group fused at 4-C and 5-C of the pyrazolyl core; and a third aryl group bonded directly to 3-C of the pyrazolyl core.

  一种治疗与蛋白酶激活受体引起的细胞活化相关障碍的方法。该方法包括向需要的受试者施用具有吡唑基核的化合物；通过烷基连接剂与吡唑基核的1-N键合的芳基团；在吡唑基核的4-C和5-C处融合的第二个芳基团；以及直接与吡唑基核的3-C键合的第三个芳基团。
• Use of pyrazole derivatives for inhibiting thrombin-induced platelet aggregation
  申请人：Yung Shin Pharmeutical Ind. Co., Ltd.

  公开号：EP1166785A1

  公开（公告）日：2002-01-02

  A method of treating a disorder or disease related to thrombin-induced platelet aggregation. The method includes administering to a subject in need thereof a compound having a pyrazolyl core; an aryl group, via an via an alkylene linker, bonded to 1-N of the pyrazolyl core; a second aryl group fused at 4-C and 5-C of the pyrazolyl core; and a third aryl group bonded directly to 3-C of the pyrazolyl core.

  一种治疗与凝血酶诱导的血小板聚集有关的紊乱或疾病的方法。该方法包括向有需要的受试者施用一种化合物，该化合物具有吡唑基核心；通过亚烷基连接体与吡唑基核心的1-N键合的芳基；在吡唑基核心的4-C和5-C处融合的第二芳基；以及直接与吡唑基核心的3-C键合的第三芳基。
• Base-Mediated Decomposition of Amide-Substituted Furfuryl Tosylhydrazones: Synthesis and Cytotoxic Activities of Enynyl-Ketoamides
  作者：Fanghua Ji、Hui Peng、Xiaoting Zhang、Wenhua Lu、Shubin Liu、Huanfeng Jiang、Bo Liu、Biaolin Yin

  DOI：10.1021/jo502328j

  日期：2015.2.20

  Base-mediated decomposition of amide-substituted furfuryl tosylhydrazones afforded practical access to novel multifunctionalized enynyl-ketoamides. In addition, furfuryl tosylhydrazones with stable furan rings underwent an interesting tosyl-group migration to form sulfones, which have potential synthetic applications. Some of the obtained enynyl-ketoamides demonstrated good cytotoxicities against human tumor cell lines.
• Synthesis of 1-Benzyl-3-(5‘-hydroxymethyl-2‘-furyl)indazole Analogues as Novel Antiplatelet Agents
  作者：Fang-Yu Lee、Jin-Cherng Lien、Li-Jiau Huang、Tsang-Miao Huang、Sheng-Chung Tsai、Che-Ming Teng、Chin-Chung Wu、Fong-Chi Cheng、Sheng-Chu Kuo

  DOI：10.1021/jm010001h

  日期：2001.10.1

  1-Benzyl-3-(5'-hydroxymethyl-2'-furyl)indazole (28, YC-1) was selected as the lead compound for systemic structural modification. After screening for antiplatelet activity, SARs of YC-1 analogues were established. Among these potent active derivatives, compounds 29, 30, 31, 44, and 45 functioned as potent activators of sGC and inhibitors of PDE5 with potency comparable to that of YC-1. In addition, compound 58 was found to be a selective and potent inhibitor of protease-activated receptor type 4 (PAR4)-dependent platelet activation.
• KNOPPOVA V.; JURASEK A.; VOEROES V., COLLECT. CZECH. CHEM. COMMUNS <CCCC-AK>, 1977, 42, NO 11, 3175-3179
  作者：KNOPPOVA V.、 JURASEK A.、 VOEROES V.

  DOI：——

  日期：——