1-(4-bromophenyl)-3-methylbutan-1-one | 131895-07-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-bromophenyl)-3-methylbutan-1-one
• CAS: 131895-07-3
• 化学式: C₁₁H₁₃BrO
• 分子量: 241.128
• InChiKey: XNZHSJUQYSQITA-UHFFFAOYSA-N

物化性质

• 熔点：
  48 °C
• 沸点：
  299.9±23.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 储存条件：
  2-8℃

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-3-methylbutan-1-one 在 copper(I) oxide 、 ammonium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以0.72 g的产率得到4'-aminoisovalerophenone
  参考文献：
  名称：

  Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides

  摘要：

  A number of structural analogues of the known toxicant para-aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia-with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1-20; compound 6 metHb% = 74.1 +/- 2). Besides lipophilicity, this structural sub-class suggested there were certain structural requirements for activity, with both branched (10-16) and cyclic (17-20) alkyl analogues exhibiting inferior in vitro metHb induction. Of the four candidates (compounds 4, 6, 13 and 23) evaluated in vivo, 4 exhibited the greatest toxicity. In parallel, aminophenone bioisosteres, including oximes 30-32, sulfoxide 33, sulfone 34 and sulfonamides 35-36, were found to be inferior metHb inducers to lead ketone 4. Closer examination of Hammett substituent constants suggests that a particular combination of the field and resonance parameters may be significant with respect to the redox mechanisms behind PAPPs metHb toxicity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.046
• 作为产物：
  描述：

  2-溴-3-甲基丁酰溴 在 三氯化铝 、 potassium carbonate 作用下， 生成 1-(4-bromophenyl)-3-methylbutan-1-one
  参考文献：
  名称：

  Kohler, American Chemical Journal, 1909, vol. 41, p. 425

  摘要：

  DOI：

文献信息

• [EN] DIHYDROPYRIDAZINONES SUBSTITUTED WITH PHENYLUREAS<br/>[FR] DIHYDROPYRIDAZINONES SUBSTITUÉES PAR DES PHÉNYLURÉES
  申请人：BAYER PHARMA AG

  公开号：WO2018086703A1

  公开（公告）日：2018-05-17

  Compounds of formula (I) which are nicotinamide phosphoribosyltransferase (NAMPT) inhibitors and their use for the treatment of hyperproloferative diseases and/or disorders responsive to induction of cell death.

  式（I）的化合物是烟酰胺磷酸核糖转移酶（NAMPT）抑制剂，可用于治疗对诱导细胞死亡敏感的增生性疾病和/或紊乱。
• [EN] EIF4E INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS D'EIF4E ET LEURS UTILISATIONS
  申请人：PIC THERAPEUTICS INC

  公开号：WO2021178488A1

  公开（公告）日：2021-09-10

  The present invention provides compounds inhibiting elF4E activity and compositions and methods of using thereof.

  本发明提供了抑制elF4E活性的化合物以及使用它们的组合物和方法。
• Fused pyridine derivatives
  申请人：Eisai Co., Ltd.

  公开号：US06340759B1

  公开（公告）日：2002-01-22

  The present provides a condensed pyridine compound (I) represented by the following formula: (wherein, R2 represents ring A represents benzene ring, pyridine ring, thiophene ring or furan ring; and B represents its pharmaceutically acceptable salt or hydrates thereof, which is a clinically useful medicament having a serotonin antagonism, in particular, that for treating, ameliorating or preventing spastic paralysis or central muscle relaxants for ameliorating myotonia.

  目前提供了一种由以下公式表示的缩合吡啶化合物（I）： （其中，R2代表环A代表苯环、吡啶环、噻吩环或呋喃环；B代表其药学上可接受的盐或其水合物，是一种具有血清素拮抗作用的临床上有用的药物，特别用于治疗、改善或预防痉挛性麻痹或改善肌张力过高的中枢肌肉松弛剂。
• Organocatalytic and Highly Enantioselective Direct α-Amination of Aromatic Ketones
  作者：Tian-Yu Liu、Hai-Lei Cui、Yan Zhang、Kun Jiang、Wei Du、Zhao-Quan He、Ying-Chun Chen

  DOI：10.1021/ol701648x

  日期：2007.8.1

  The first highly enantioselective direct alpha-amination of aryl ketones was reported to be catalyzed by organic primary amines derived from cinchona alkaloids. Excellent enantioselectivities (88-99% ee) have been achieved for a broad spectrum of aryl ketones. The presence of 4 A molecular sieves was of great assistance for the high conversions and enantiocontrol.

  据报道，芳基酮的第一次高对映选择性直接α-胺化反应是由金鸡纳生物碱衍生的有机伯胺催化的。对于广泛范围的芳基酮，已实现了出色的对映选择性（88-99％ee）。4 A分子筛的存在对高转化率和对映体控制有很大帮助。
• Photoredox Reaction of 2-Mercaptothiazolinium Salts with Silyl Enol Ethers
  作者：Artem A. Zemtsov、Salavat S. Ashirbaev、Vitalij V. Levin、Vladimir A. Kokorekin、Alexander A. Korlyukov、Alexander D. Dilman

  DOI：10.1021/acs.joc.9b02478

  日期：2019.12.6

  of free radicals from thiazolinium salts upon photocatalytic reduction is described. The thiazolinium salts are generated by treatment with methyl triflate of 2-mercaptothiazolines, which can be readily obtained from alkyl bromides and tosylates via a nucleophilic substitution reaction or by hydrothiolation of alkenes. Silyl enol ethers were used to trap the radicals, furnishing ketones after successive

  描述了一种在光催化还原下由噻唑啉鎓盐产生自由基的方法。噻唑啉鎓盐是通过用2-巯基噻唑啉的三氟甲磺酸甲酯处理而产生的，其可以容易地从烷基溴化物和甲苯磺酸盐经亲核取代反应或通过烯烃的氢硫醇化而获得。甲硅烷基烯醇醚用于捕获自由基，在连续的单电子氧化和消除甲硅烷基阳离子后提供酮。