(2E)-1-(4-chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one | 1449400-19-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (2E)-1-(4-chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one
• 英文别名: (2)-1-(4-chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one；(2E)-1-(4-chlorophenyl)-3-[4-propan-2-ylphenyl]prop-2-en-1-one；(2E)-1-(4-chlorophenyl)-3-(4-isopropylphenyl)prop-2-en-1-one；(E)-1-(4-chlorophenyl)-3-(4-isopropylphenyl)prop-2-en-1-one；(E)-1-(4-chlorophenyl)-3-(4-propan-2-ylphenyl)prop-2-en-1-one
• CAS: 1449400-19-4
• 化学式: C₁₈H₁₇ClO
• 分子量: 284.785
• InChiKey: RYGRDEVSSARKGB-LFYBBSHMSA-N

物化性质

• 熔点：
  70-72 °C(Solv: ethanol (64-17-5))
• 沸点：
  417.1±45.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E)-1-(4-chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one 在 N-BOC-O-甲苯磺酰羟胺 作用下， 以 二氯甲烷 、 2,2,2-三氟乙醇 为溶剂， 以72 %的产率得到(E)-N-(4-chlorophenyl)-3-(4-propan-2-ylphenyl)prop-2-enamide
  参考文献：
  名称：

  通过贝克曼重排进行烯酮酰胺化

  摘要：

  贝克曼反应是从酮制备酰胺的最经济的原子方法之一。与酮不同，烯酮的多种竞争反应性以及原位生成肟对反应条件的要求严重影响了该反应在制备α,β-不饱和酰胺中的应用。在此，我们描述了使用N- Boc- O-甲苯磺酰羟胺将烯酮直接转化为相应的 α,β-不饱和酰胺的第一种化学选择性方法。

  DOI：

  10.1021/acs.joc.3c02478
• 作为产物：
  描述：

  对氯苯乙酮 、 4-异丙基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 (2E)-1-(4-chlorophenyl)-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one
  参考文献：
  名称：

  查耳酮的结构和电子特性对过氧化物酶体增殖物激活受体γ活化的影响。

  摘要：

  Chalcones与GW-1929具有一些结构相似性，GW-1929是一种过氧化物酶体增殖物激活的受体-γ（PPARγ）的高选择性强效激动剂。在这项研究中，我们测试了53种结构多样的查耳酮，以鉴定基于GAL4的反式激活分析中PPARγ激活所必需的特征。该屏幕鉴定了几种新颖的PPARγ查尔酮激动剂。我们的结果表明，在羰基侧具有富电子基团或空间较大基团（例如萘基）的查耳酮倾向于激活PPARγ。缺乏任何严格的结构或电子要求表明，PPARγ配体结合口袋的柔韧性可能允许各种查耳酮的结合，并且偏向于羰基侧稍大的富电子基团。

  DOI：

  10.1248/cpb.c12-00749

文献信息

• Spectroscopic, single crystal X-ray, Hirshfeld, in vitro and in silico biological evaluation of a new series of potent thiazole nucleus integrated with pyrazoline scaffolds
  作者：Vinutha V. Salian、Badiadka Narayana、Balladka K. Sarojini、Madan S. Kumar、Govinahalli S. Nagananda、Kullaiah Byrappa、Avinash K. Kudva

  DOI：10.1016/j.saa.2016.11.046

  日期：2017.3

  synthesized derivatives were screened for their in vitro antioxidant and antimicrobial activity. The single crystal studies revealed that, for compounds 2, 4g and 4j the isopropyl phenyl ring is positioned at near right angle with the other rings. Due to the lack of planarity of bulkier group substituted to phenyl ring (ring B), all the synthesized molecules showed weak to moderate radical scavenging capacity

  在本研究中，进行了一系列新的取代噻唑连接的吡唑啉支架4a-1的光谱表征。由中间体3-（4-氯苯基）-5- [4-（丙-2-基）苯基] -4,5-二氢-1H-吡唑-1-碳硫酰胺2和取代的2-形成4a-1通过FTIR，1 H NMR，13 C NMR，LCMS数据的变化证明了溴-1-苯基乙酮3a-1。X射线衍射研究表明，化合物2和4g在具有P21 / n空间基团的单斜晶体系统中结晶。化合物4j在三斜晶系中结晶，Z ＝ 4的P1̄空间群。通过Hirshfeld表面分析（带有2D手指图和静电势图）来解析分子间接触的百分比和分子晶体结构的静电势的分布。筛选了新合成的衍生物的体外抗氧化和抗菌活性。单晶研究表明，对于化合物2、4g和4j，异丙基苯环与其他环的位置几乎成直角。由于缺乏取代苯环（B环）的大体积基团的平面性，所有合成的分子由于在氧化过程中形成的自由基不稳定而表现出弱至中等的自由基清除能力。此外
• Vibrational and structural observations and molecular docking study on 1-{3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl}-ethanone
  作者：Shana Parveen S、Monirah A. Al-Alshaikh、C. Yohannan Panicker、Ali A. El-Emam、B. Narayana、Vinutha V. Saliyan、B.K. Sarojini、C. Van Alsenoy

  DOI：10.1016/j.molstruc.2016.02.018

  日期：2016.5

  the title compound. HOMO is localized over the whole molecule except the ring PhIII and the CH 3 groups attached to the PhIII while the LUMO is located through out the whole molecule except the CH 3 groups attached with the PhIII and this shows that an eventual charge transfer occurs within the molecule. From the molecular electrostatic potential study, the negative electrostatic potential regions are

  摘要 1-3-(4-氯苯基)-5-[4-(丙-2-基)苯基]-4,5-的分子结构、振动光谱和HOMO-LUMO分析的联合实验和理论分析报道了二氢-1 H-吡唑-1-基}-乙酮。平衡几何和振动波数已使用密度泛函 B3LYP 方法以 6–311++G(d) (5D, 7F) 作为基组计算。通过确定标题化合物的第一和第二超极化率来评估非线性光学特性。HOMO 位于整个分子上，除了环 PhIII 和连接到 PhIII 的 CH 3 基团，而 LUMO 位于整个分子中，除了连接到 PhIII 的 CH 3 基团，这表明最终的电荷转移发生在分子。从分子静电势研究，负静电势区主要位于羰基、苯环上，是可能的亲电攻击位点，正区位于氮原子上，可能是亲核攻击的位点。对接的配体标题化合物与驱动蛋白纺锤体蛋白 (KSP) 形成稳定的复合物，并提供 -6.7 kcal/MOl 的结合亲和力值，结果表明该化合物可能对
• Tailor made biheterocyclic pyrazoline-thiazolidinones as effective inhibitors of Escherichia coli FabH: Design, synthesis and structural studies
  作者：Vinutha V. Salian、Badiadka Narayana、Balladka K. Sarojini、Madan S. Kumar、K. Sharath Chandra、Anupam G. Lobo

  DOI：10.1016/j.molstruc.2019.04.105

  日期：2019.9

  In the present study, a new series of biheterocycles pyrazoline-thiazolidinones derivatized at fifth position with substituted arylidene groups were developed as potent inhibitors of Escherichia coli FabH (PDB: 5BNS) an antimicrobial target. These compounds are conveniently synthesized from 3,5-substituted pyrazolinyl carbothioamide precursor. The virtual inhibition assay and pharmacokinetic profiling were carried out based on in vitro antimicrobial assay on pathogenic microbes. Amongst, the compound with 4-methoxy benzylidene substituent emerged as effective against all tested bacterial strains. The compound binds very effectively to the active site of the target with minimum glide score = -8.400 kcal/mol. The structure of newly synthesized derivatives was confirmed by several spectroscopic techniques and some of the hybrids by single crystal XRD studies. The compounds 3, 4a and 4g were crystallized in monoclinic crystal system with P2(1)/c, P2(1)/n and Cc space group respectively. The intermolecular contacts in the crystal structure were elucidated by Hirshfeld computational methods and molecular electrostatic potential maps illustrated the charge distribution of the molecules. (C) 2019 Elsevier B.V. All rights reserved.
• Identification of β-Amino alcohol grafted 1,4,5 trisubstituted 1,2,3-triazoles as potent antimalarial agents
  作者：Nalmala Devender、Sarika Gunjan、Stuti Chhabra、Kartikey Singh、Venkata Reddy Pasam、Sanjeev K. Shukla、Abhisheak Sharma、Swati Jaiswal、Sunil Kumar Singh、Yogesh Kumar、Jawahar Lal、Arun Kumar Trivedi、Renu Tripathi、Rama Pati Tripathi

  DOI：10.1016/j.ejmech.2015.12.038

  日期：2016.2

  In a quest to discover new drugs, we have synthesized a series of novel beta-amino alcohol grafted 1,2,3-triazoles and screened them for their in vitro antiplasmodial and in vivo antimalarial activity. Among them, compounds 16 and 25 showed potent activity against chloroquine-sensitive (Pf3D7) strain with IC50 of 0.87 and 0.3 mu M respectively, while compounds 7 and 13 exhibited better activity in vitro than the reference drug against chloroquine-resistance strain (PfK1) with IC50 of 0.5 mu M each. Compound 25 showed 86.8% in vivo antimalarial efficacy with favorable pharmacokinetic parameters. Mechanistic studies divulged that potent compounds significantly boosted p53 protein levels to exhibit the antimalarial activity. (C) 2015 Elsevier Masson SAS. All rights reserved.
• HES R. VAN; WELLINGA K.; GROSSCURT A. C., J. AGR. AND FOOD. CHEM., 1978, 26, NO 4, 915-918
  作者：HES R. VAN、 WELLINGA K.、 GROSSCURT A. C.

  DOI：——

  日期：——