3-(4-甲基苯甲酰基)苯甲酸甲酯 | 87849-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-甲基苯甲酰基)苯甲酸甲酯
• 英文名称: methyl 3-(4'-methylbenzoyl)benzoate
• 英文别名: Methyl 3-(4-methylbenzoyl)benzoate
• CAS: 87849-22-7
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: MRALJVAXZMPUKP-UHFFFAOYSA-N

物化性质

• 熔点：
  103-105 °C
• 沸点：
  404.6±28.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  3-(4-甲基苯甲酰基)苯甲酸甲酯 在 氯化亚砜 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 1-(3-(4-methylbenzoyl)benzoyl)-3-thiosemicarbazide
  参考文献：
  名称：

  3-Mercapto-1,2,4-triazoles and N-acylated thiosemicarbazides as metallo-β-lactamase inhibitors

  摘要：

  The production of beta-lactamases is an effective strategy by which pathogenic bacteria can develop resistance against beta-lactam antibiotics. While inhibitors of serine-beta-lactamases are widely used in combination therapy with b-lactam antibiotics, there are no clinically available inhibitors of metallo-beta-lactamases (MBLs), and so there is a need for the development of such inhibitors. This work describes the optimisation of a lead inhibitor previously identified by fragment screening of a compound library. We also report that thiosemicarbazide intermediates in the syntheses of these compounds are also moderately potent inhibitors of the IMP-1 MBL from Pseudomonas aeruginosa. The interactions of these inhibitors with the active site of IMP-1 were examined using in silico methods. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.116
• 作为产物：
  描述：

  3-(氯羰基)苯甲酸甲酯 在 三氯化铝 、 氯化亚砜 作用下， 生成 3-(4-甲基苯甲酰基)苯甲酸甲酯
  参考文献：
  名称：

  FRIEDEL AND CRAFTS' REACTION. THE CARBOMETHOXY-BENZOYL CHLORIDES WITH AROMATIC HYDROCARBONS AND ALUMINUM CHLORIDE.

  摘要：

  DOI：

  10.1021/ja01441a020

文献信息

• [EN] THERAPEUTIC INHIBITORY COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS THÉRAPEUTIQUES
  申请人：LIFESCI PHARMACEUTICALS INC

  公开号：WO2015103317A1

  公开（公告）日：2015-07-09

  The invention provides compounds of Formula I and Formula II: A-B-C-D-E-F-G-J (I) C-D-E-F-G-J (II) wherein A, B, C, D, E, F, G, and J have any of the values defined in the specification, and salts thereof. The compounds are useful for inhibiting plasma kallikrein, and for treating a disease or condition in an animal where inhibition of plasma kallikrein is indicated.

  该发明提供了Formula I和Formula II的化合物：A-B-C-D-E-F-G-J (I)和C-D-E-F-G-J (II)，其中A、B、C、D、E、F、G和J具有规范中定义的任何值，以及它们的盐。这些化合物对抑制血浆激肽酶和治疗动物中需要抑制血浆激肽酶的疾病或症状是有用的。
• A phosphine-free carbonylative cross-coupling reaction of aryl iodides with arylboronic acids catalyzed by immobilization of palladium in MCM-41
  作者：Mingzhong Cai、Jian Peng、Wenyan Hao、Guodong Ding

  DOI：10.1039/c0gc00138d

  日期：——

  heterogeneous carbonylative cross-coupling of aryl iodides with arylboronic acids under an atmospheric pressure of carbon monoxide was achieved in anisole at 80 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized palladium(II) complex [MCM-41–2N–Pd(II)], yielding a variety of unsymmetrical biaryl ketones in good to high yield. This heterogeneous palladium catalyst exhibited

  这 膦大气压下芳基碘化物与芳基硼酸的无价异质羰基交叉偶联 一氧化碳 在 苯甲醚 在80°C下 3-（2-氨基乙基氨基）丙基官能化 固定MCM-41 钯（II） 复合[MCM-41–2N–钯（II）]，生成各种不对称的联芳基 酮类高产到高产。这种异质钯 催化剂 表现出更高的活性和选择性 氯化钯2（PPh 3）2，可以通过简单的方法进行回收和再利用 过滤反应溶液，并用于至少10次连续试验而活性没有降低。我们的系统不仅避免使用膦 配体，也解决了基本问题 钯 催化剂 恢复和重用。
• Biaryl Ketones by Suzuki-Miyaura Cross-Coupling of Organotrifluoroborates and Acyl Chlorides
  作者：Alaina M. Forbes、G. Patrick Meier、Ebenezer Jones-Mensah、Jakob Magolan

  DOI：10.1002/ejoc.201600199

  日期：2016.6

  A procedure for the synthesis of biaryl ketones by a palladium-catalyzed Suzuki–Miyaura cross-coupling reaction between phenyltrifluoroborates and benzoyl chlorides is described. Organotrifluoroborates are unique to other cross-coupling reagents as they have a high functional-group tolerance and are moisture-stable. Moderate to excellent yields were obtained for all substrates tested.

  描述了通过钯催化的三氟硼酸盐和苯甲酰氯之间的 Suzuki-Miyaura 交叉偶联反应合成联芳基酮的过程。有机三氟硼酸盐是其他交叉偶联试剂所独有的，因为它们具有高官能团耐受性并且对湿气稳定。所有测试的底物都获得了中等至极好的产量。
• Laser Flash Photolysis of <i>tert</i>-Butyl Aroylperbenzoates:  Kinetics of the Singlet and Triplet States and the Aroylphenyl Radicals¹
  作者：Bipin K. Shah、Douglas C. Neckers

  DOI：10.1021/ja030231g

  日期：2004.2.1

  aroylperbenzoates (1−4) were studied by laser flash photolysis (LFP). LFP (380 nm, pulse width ∼350 fs) of 2 and 3 allowed direct observation of their singlet states, which showed broad absorption (λmax ∼ 625 nm; τ ∼ 20 and ∼7.9 ps, respectively). The triplet state of each (λmax ∼ 530−560 nm) rapidly dissociates by O−O cleavage as indicated by the short triplet lifetimes (e.g., triplet lifetime of 3 ∼0.74 ns). The

  通过激光闪光光解 (LFP) 研究了叔丁基芳酰基过苯甲酸酯 (1-4)。2 和 3 的 LFP（380 nm，脉冲宽度 ∼350 fs）允许直接观察它们的单线态，显示出广泛的吸收（λmax ∼ 625 nm；τ ∼ 20 和 ∼7.9 ps，分别）。每个（λmax ∼ 530-560 nm）的三重态通过 O-O 裂解迅速解离，如三重态寿命短（例如，三重态寿命为 3 ∼0.74 ns）所示。从 1、2 和 4 的 355 nm LFP（脉冲宽度~7 ns）获得的~550 nm 吸收已分配给相应的芳酰基苯基。详细研究的两个代表性基团（4-苯甲酰基苯基 5 和 3-（4'-甲基苯甲酰基）苯基 6）显示出依赖于溶剂的寿命。已观察到这些自由基与各​​种猝灭剂（包括含双键单体）反应的绝对双分子速率常数在室温下在 CCl4 中为 7.56 × 107 至 1.68 × 109 M-1 s-1。芳酰基苯基自由基的可能结构和负责的转变
• Synthesis, Crystal Structures, and Laser Flash Photolysis of <i>tert</i>-Butyl Aroylperbenzoates¹
  作者：Bipin K. Shah、Douglas C. Neckers

  DOI：10.1021/jo030168d

  日期：2003.10.1

  tert-Butyl aroylperbenzoates (1-7) were synthesized. Single-crystal structures for 2 and 5 show that the perester and benzophenone carbonyl groups are almost coplanar in each. Laser flash photolysis (LFP, lambdaex = 355 nm) of 1-5 in CCl4 produces the corresponding aroylphenyl radicals (9-13). The lifetimes of the para aroyl-substituted phenyl radicals (9-12) are similar (approximately 0.4 micros)

  合成了芳基过苯甲酸叔丁酯（1-7）。2和5的单晶结构表明，过酸酯和二苯甲酮的羰基几乎彼此共面。CCl4中1-5的激光闪光光解（LFP，lambdaex = 355 nm）产生相应的芳酰基苯基自由基（9-13）。对芳酰基取代的苯基（9-12）的寿命是相似的（约0.4微米），但每个寿命都比间芳酰基取代的苯基（13）短。2、6和7的LFP还会产生不同的（叔丁基二氧羰基苯甲酰基）苄基（8、14和15，λ最大约为320 nm）。已发现每种CCl4的寿命约为17-18微米。讨论了取代基对1-7分解的量子产率和9-13的寿命的影响。