2-bromo-1-(4-methoxyphenyl)-3-phenylpropan-1-one | 106511-71-1

• 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: 2-bromo-1-(4-methoxyphenyl)-3-phenylpropan-1-one
• 英文别名: 2-bromo-1-(4-methoxyphenyl)-3-phenyl-1-propanone
• CAS: 106511-71-1
• 化学式: C₁₆H₁₅BrO₂
• 分子量: 319.198
• InChiKey: ZJLDBJCNGSWVDV-UHFFFAOYSA-N

物化性质

• 熔点：
  59 °C
• 沸点：
  430.8±35.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(4-methoxyphenyl)-3-phenylpropan-1-one 在 lithium hydroxide monohydrate 、 sodium acetate 、 亚硝酸异戊酯 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 15.33h， 生成 5-benzyl-N,N-diethyl-4-(4-methoxyphenyl)thiazol-2-amine
  参考文献：
  名称：

  2,4,5-Trisubstituted thiazole derivatives: A novel and potent class of non-nucleoside inhibitors of wild type and mutant HIV-1 reverse transcriptase

  摘要：

  Novel 2,4,5-trisubstituted thiazole derivatives (TSTs) were designed and synthesized as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). Among the thirty-eight synthesized target compounds, thirty TSTs showed potent inhibition against HIV-1 replication in wild type HIV-1 at submicromolar concentrations (from 0.046 to 9.59 mu M). Compounds 21, 23 and 24 were also tested on seven NNRTI-resistant HIV-1 strains, and all exhibited inhibitory effects with fold changes in IC50 ranging from 2.6 to 111, which were better than those of nevirapine (15.6-fold-371-fold). Docking simulations of compound 24 revealed a reasonable mechanism for the binding mode, and three-dimensional quantitative structure activity relationship (3-DQSAR) studies on this novel series of TST further elucidated the structure-activity relationship (SAR). The results suggested the great potential of TSTs as a novel class of NNRTIs with antiviral efficacy and a good resistance profile. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.072
• 作为产物：
  描述：

  1-(4-甲氧基苯基)-3-苯基-丙-1-酮 在 溴 作用下， 以 乙醚 为溶剂， 以95%的产率得到2-bromo-1-(4-methoxyphenyl)-3-phenylpropan-1-one
  参考文献：
  名称：

  Au（III）和Bi（III）催化的苯甲酰化反应中的动力学非对映异构体分化：2-氨基-1,1-二芳基烷烃的简明和立体控制合成

  摘要：

  携带在烷烃链的相邻α硝基或α-叠氮基苄醇被转化成顺式-1,1-二芳基-2-硝基-和2- azidoalkanes与由布朗斯台德酸和路易斯酸催化的立体选择性反应的富电子的芳烃。发现氯化金（III）和三氟甲磺酸铋（III）作为催化剂特别有效，在非对映异构体α-取代的苄醇的反应性中表现出动力学控制的差异。预计将其用于治疗相关的顺式和反式2-氨基-1,1-二芳基烷烃。

  DOI：

  10.1021/ol500902p

文献信息

• Pentamethylphenyl (Ph*) and Related Derivatives as Useful Acyl Protecting Groups for Organic Synthesis: A Preliminary Study
  作者：Timothy J. Donohoe、Choon Boon Cheong、James R. Frost

  DOI：10.1055/s-0040-1707289

  日期：2020.11

  A study of acyl protecting groups derived from the Ph* motif is reported. While initial studies indicated that a variety of functional groups were not compatible with the Br2-mediated cleavage conditions required to release the Ph* group, strategies involving the use of different reagents or a modification of Ph* itself (Ph*OH) were investigated to solve this problem.

  报道了对衍生自 Ph* 基序的酰基保护基团的研究。虽然最初的研究表明各种官能团与释放 Ph* 基团所需的 Br2 介导的裂解条件不相容，但研究了涉及使用不同试剂或修饰 Ph* 本身 (Ph*OH) 的策略以解决这个问题。
• α,α-Alkylation-Halogenation and Dihalogenation of Sulfoxonium Ylides. A Direct Preparation of Geminal Difunctionalized Ketones
  作者：Rafael D. C. Gallo、Anees Ahmad、Gustavo Metzker、Antonio C. B. Burtoloso

  DOI：10.1002/chem.201704609

  日期：2017.12.1

  A one‐pot alkylation–halogenation of ketosulfoxonium ylides in the presence of alkyl halides is described. The method furnishes several gem‐difunctionalized haloketones (an alkyl and F, Cl, Br, or I) in good yields. Replacing alkyl halides with a mixture of electrophilic halogen species and various halide anions led to gem‐dihalogenated ketones containing a combination of the same or two different

  描述了在存在烷基卤化物的情况下一酮醚化ox酮的一锅烷基化-卤化反应。该方法以良好的收率提供了几种宝石双官能化的卤代酮（烷基和F，Cl，Br或I）。用亲电子卤素物质和各种卤化物阴离子的混合物代替烷基卤化物，会导致宝石二卤代酮含有相同或两种不同卤素的组合。动力学同位素效应以及反应动力学实验使人们洞悉了这些反应的机理。
• TRISUBSTITUTED THIAZOLE COMPOUNDS, PREPARATIONS METHODS, PHARMACEUTICAL COMPOSITIONS AND MEDICALS USES THEREOF
  申请人：Li Song

  公开号：US20090298832A1

  公开（公告）日：2009-12-03

  The present invention relates to 2,4,5-trisubstituted thiazole compounds of formula (I) or all possible isomers, prodrugs, pharmaceutically acceptable salts, solvates or hydrates thereof for the inhibition of plasma PLTP activity and/or plasma CETP activity, wherein the substituents are as defined in the specification; a process for the preparation of the compounds of formula (I); a pharmaceutical composition comprising the compound of formula (I) and its use for the preparation of a medicament for treatment and/or prevention of diseases associated with the increased plasma PLTP activity and/or the increased plasma CETP activity in a mammal, such as atherosclerosis, cardiovascular diseases and peripheral vascular diseases, etc.

  本发明涉及公式（I）的2,4,5-三取代噻唑化合物或所有可能的异构体、前药、药用盐、溶剂合物或水合物，用于抑制血浆PLTP活性和/或血浆CETP活性，其中取代基如规范中定义；一种用于制备公式（I）化合物的方法；包括公式（I）化合物的药物组合物以及其用于制备治疗和/或预防与哺乳动物体内增加的血浆PLTP活性和/或增加的血浆CETP活性相关的疾病的药物的用途，如动脉粥样硬化、心血管疾病和周围血管疾病等。
• 2,4,5-三取代硒唑类化合物及其制备方法、组合 物和用途
  申请人：中国人民解放军军事医学科学院毒物药物研究 所

  公开号：CN102190632B

  公开（公告）日：2016-03-09

  本发明涉及2，4，5-三取代硒唑类化合物及其制备方法、组合物和用途。具体地，本发明涉及以下式I化合物：或其所有可能的异构体、前药、可药用盐、溶剂合物或水合物，其中各取代基如说明书所述。本发明还涉及制备式I化合物的方法，包含式I化合物的药物组合物，式I化合物或药物组合物在制备用于治疗和/或预防与磷脂转移蛋白活性升高和/或胆固醇酯转移蛋白活性升高相关的疾病或病症的药物中的用途。本发明提供的式I化合物具有抑制血浆PLTP活性和/或CETP活性的有益作用并由此可用于疾病的治疗。
• Synthesis and Estrogen Receptor Affinity of 2,3-Diarylindoles
  作者：Josef Strohmeier、Erwin Von Angerer

  DOI：10.1002/ardp.19873200506

  日期：——

  the aromatic rings were synthesized and tested for their binding affinity for the calf uterine estrogen receptor. Most of these indoles bind to the estrogen receptor. The highest binding affinity (1,25 % of estradiol) was found with 3‐(4‐hydroxyphenyl)‐2‐phenylindole (3b). The acetate of 3b was studied in vivo. It was devoid of estrogenic or antiestrogenic activity in the mouse and inhibited only weakly

  合成了在 C-3 处具有芳香取代基和在芳香环处具有羟基官能团的 2-苯基吲哚，并测试了它们对小牛子宫雌激素受体的结合亲和力。大多数这些吲哚与雌激素受体结合。3-(4-羟基苯基)-2-苯基吲哚 (3b) 的结合亲和力最高（雌二醇的 1.25%）。体内研究了3b的乙酸盐。它在小鼠体内没有雌激素或抗雌激素活性，并且仅微弱地抑制了激素依赖性 DMBA 诱导的大鼠乳腺肿瘤的生长。