1,3-Diphenoxy-2-propanone | 57641-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-Diphenoxy-2-propanone
• 英文别名: 1,3-Diphenoxy-propanon-(2)；1,3-Diphenoxyacetone；1,3-diphenoxypropan-2-one；phenoxymethyl ketone；1,3-Diphenoxy-aceton
• CAS: 57641-21-1
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: GJXXDQBMNMSDNT-UHFFFAOYSA-N

物化性质

• 熔点：
  59-60 °C(Solv: ethanol (64-17-5))
• 沸点：
  372.4±17.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-Diphenoxy-2-propanone 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 25.0h， 生成 4-(Butylthio)-1,3-diphenoxy-3-buten-2-one
  参考文献：
  名称：

  Synthesis of Functionalized Aryloxy 1,3-Butadienes and Their Transformation to Diaryl Ethers via Diels-Alder Cycloaddition Reactions

  摘要：

  The Diels-Alder reaction involving cycloaddition of aryloxy-substituted 1,3-butadienes with appropriate acetylenic electrophiles, followed by aromatization of the newly formed cyclohexadiene ring, has been used for the synthesis of diaryl ethers. The functionalized aryloxy 1,3-butadienes employed in this study were prepared by either of two methods: (1) methylenation of aryl esters via the Tebbe or related reagents, and (2) from 1-(aryloxy)-2-propanone by a sequence of formylation or alkylthio methlylenation, and subsequent enolsilylation. A tetrasubstituted butadiene containing two phenoxy groups at the 1 and 3 positions also was prepared by the latter method. The cycloaddition reactions of 2,3-dioxy-substituted dienes occurred in high yield, but, as expected, with no regioselectivity to furnish nearly equal mixtures of regioisomeric cycloadducts. In contrast, application of 1,2,3-trihetero-substituted dienes resulted in regiospecific cycloaddition reactions. Transformation of the cyclohexadiene cycloadducts to an aromatic ring was accomplished by dehydrogenation with DDQ or by elimination during the cycloaddition process of a molecule of an alkyl mercaptan. A chiral acetylenic ketone derived from D- or L-serine underwent condensation, without racemization, with aryloxy dienes to provide diaryl ethers related to the isodityrosine antibiotics.

  DOI：

  10.1021/jo00124a010
• 作为产物：
  描述：

  1,3-二苯氧基-2-丙醇 在 chromium(VI) oxide 、 硫酸 作用下， 反应 6.0h， 以100%的产率得到1,3-Diphenoxy-2-propanone
  参考文献：
  名称：

  通过 CC 插入合成拥挤的二芳基醚和芳基苄基硫醚的一种经济的非催化方法

  摘要：

  通过碱诱导的 6-芳基-4-甲硫基-2H-吡喃-2-one-3-腈、甲基6-芳基-4-环转化，描述了二芳基醚和芳基苄基硫醚的高效一锅合成甲硫基-2H-吡喃-2-one-3-carboxylates 和 6-aryl-4-(piperidin-1-yl)-2H-pyran-2-one-3-carbonitriles 由 1-phenoxypropan-2-one, 1 ,3-diphenoxypropan-2-one 或 4-arylthiobutan-2-one，在非常温和的反应条件下，以优异的收率。

  DOI：

  10.1055/s-0029-1217804

文献信息

• Hypocholesterolemic activity of 1,3-bis(substituted phenoxy)-2-propanones
  作者：Claude Piantadosi、Iris H. Hall、Steven D. Wyrick、Khalid S. Ishaq

  DOI：10.1021/jm00224a006

  日期：1976.2

  phenoxy)-2-propanones was found to be active hypocholesterolemic agents at 10 mg/kg/day. The p-chloro- and p-methyl-substituted phenoxy compounds possess the highest activity. These compounds did not possess the estrogenic and antifertility activities of the related previously reported derivatives of the bis(beta-phenylethyl) ketone series. The 1,3-bis(p-methylphenoxy)-2-propanone (7) also lowered serum triglycerides

  发现一系列的1,3-双（取代的苯氧基）-2-丙烷是有效的降胆固醇药，剂量为10 mg / kg / day。对氯-和对甲基取代的苯氧基化合物具有最高的活性。这些化合物不具有以前报道过的双（β-苯乙基）酮系列相关衍生物的雌激素和抗生育活性。1,3-双（对甲基苯氧基）-2-丙酮（7）也会降低血清甘油三酸酯和甘油，这似乎是由于血清脂肪酶水平升高和肝脂肪酶活性降低所致。肝脏减少了游离脂肪酸向复杂脂质中的掺入。胆固醇在治疗的动物中排泄更快。
• [EN] CASPASE INHIBITORS CONTAINING ISOXAZOLINE RING<br/>[FR] INHIBITEURS DE CASPASES CONTENANT UN CYCLE ISOXAZOLINIQUE
  申请人：LG LIFE SCIENCES LTD

  公开号：WO2005021516A1

  公开（公告）日：2005-03-10

  The present invention relates to an isoxazoline derivative as an inhibitor against various caspases, a process for preparing the same, and a therapeutic composition for preventing inflammation and apoptosis comprising the same

  本发明涉及一种异噁唑啉衍生物，作为对抗各种半胱天冬氨酸蛋白酶的抑制剂，以及制备该异噁唑啉衍生物的方法和包含该异噁唑啉衍生物的用于预防炎症和细胞凋亡的治疗组合物。
• [EN] ACTIVITY-BASED PROBE COMPOUNDS, COMPOSITIONS, AND METHODS OF USE<br/>[FR] COMPOSÉS SONDES PAR ACTIVITÉ, COMPOSITIONS ET MÉTHODES D'UTILISATION
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2018119476A1

  公开（公告）日：2018-06-28

  Activity-based probe compounds for use in labeling a cysteine protease are provided. The compounds are targeted to the protease through a specific targeting element. The compounds additionally include a detectable element, such as a fluorescent label, a radiolabel, or a chelator. In some cases, the compounds additionally include a quenching element that is released upon reaction with the protease. Also provided are compositions comprising the compounds and methods for using the compounds, for example in labeling a protease in an animal and in visualizing a tumor in an animal.

  提供用于标记半胱氨酸蛋白酶的活性探针化合物。这些化合物通过特定的靶向元素定位到蛋白酶。这些化合物还包括可检测元素，如荧光标记、放射性标记或螯合剂。在某些情况下，这些化合物还包括一种在与蛋白酶反应时释放的熄灭元素。还提供包含这些化合物的组合物和使用这些化合物的方法，例如在动物中标记蛋白酶和在动物中可视化肿瘤。
• [EN] FLUORESCENTLY LABELED MOLECULES CONTAINING MODIFIED TRYPTOPHAN<br/>[FR] MOLÉCULES MARQUÉES PAR FLUORESCENCE CONTENANT DU TRYPTOPHANE MODIFIÉ
  申请人：SEED RES AND DEV LLC

  公开号：WO2016133913A1

  公开（公告）日：2016-08-25

  The present disclosure relates to new fluorescent molecules that contain N-alkylated or N-acylated tryptophan and do not substantially quench fluorescent labels attached to the molecules, and the use of such molecules in preparing and studying various compounds, such as substrates and inhibitors for assays of enzymes (e.g., caspases, such as caspase-1 which is an important enzyme in inflammation). An enzyme substrate or enzyme inhibitor that contains a modified tryptophan and fluorescent label as disclosed herein can be studied without loss of signal by Förster quenching. By reducing or eliminating this quenching, more useful labeled molecules with improved properties for assay development can be prepared.

  本公开涉及含有N-烷基化或N-酰化色氨酸的新荧光分子，这些分子不会显着猝灭连接到分子上的荧光标记，并且利用这些分子在制备和研究各种化合物（例如用于酶（如半胱氨酸蛋白酶，如炎症中的重要酶半胱氨酸蛋白酶-1）的测定的底物和抑制剂）中的应用。根据本公开的含有经修改的色氨酸和荧光标记的酶底物或酶抑制剂可以通过Förster猝灭进行研究，而不会丢失信号。通过减少或消除这种猝灭作用，可以制备更有用的带标记分子，具有改进的性质用于测定方法的开发。
• A novel reaction for the functionalization of epoxy resins: New regio- and chemoselective ring-opening of epoxides with aryl silyl ether catalyzed by cesium fluoride
  作者：Yoko Nambu、Takeshi Endo

  DOI：10.1016/s0040-4039(00)88864-4

  日期：1990.1

  By use of cesium fluoride as a catalyst, aryl or alkyl glycidyl ethers were ring-opened by aryl trimethylsilyl ether to produce O-protected aryloxyhydrins with a quantitative regioselectivity for the first time. Alkyl silyl ether was ineffective for this ring-opening.

  通过使用氟化铯作为催化剂，通过芳基三甲基甲硅烷基醚使芳基或烷基缩水甘油醚开环，以首次产生具有定量区域选择性的O-保护的芳氧基醇。烷基甲硅烷基醚对该开环无效。