dimethyl (4-(4-methoxyphenyl)-2-oxobutyl)phosphonate | 116254-64-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: dimethyl (4-(4-methoxyphenyl)-2-oxobutyl)phosphonate
• 英文别名: 1-Dimethoxyphosphoryl-4-(4-methoxyphenyl)butan-2-one
• CAS: 116254-64-9
• 化学式: C₁₃H₁₉O₅P
• 分子量: 286.265
• InChiKey: VTBOWDAGCUAHMR-UHFFFAOYSA-N

物化性质

• 沸点：
  400.9±30.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl (4-(4-methoxyphenyl)-2-oxobutyl)phosphonate 在 甲醇 、 lithium aluminium tetrahydride 、 (-)-(S)-BINAL-H 、 sodium hexamethyldisilazane 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and in vitro evaluation of human FP-receptor selective prostaglandin analogues

  摘要：

  The in vitro evaluation of a series of saturated prostaglandins revealed that compounds with omega chain aromatic rings retain nanomolar potency for the human prostaglandin F receptor (hFP receptor), exemplified by compound 8. In contrast, the double bonds are required for activity in the series with an acyclic omega chain as in PGF(2 alpha). (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00273-0
• 作为产物：
  描述：

  反式-4-甲氧基肉桂酸 在 palladium on activated charcoal 甲醇 、 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 dimethyl (4-(4-methoxyphenyl)-2-oxobutyl)phosphonate
  参考文献：
  名称：

  Synthesis and in vitro evaluation of human FP-receptor selective prostaglandin analogues

  摘要：

  The in vitro evaluation of a series of saturated prostaglandins revealed that compounds with omega chain aromatic rings retain nanomolar potency for the human prostaglandin F receptor (hFP receptor), exemplified by compound 8. In contrast, the double bonds are required for activity in the series with an acyclic omega chain as in PGF(2 alpha). (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00273-0

文献信息

• Synthesis of structural analogues of leukotriene B4 and their receptor binding activity
  作者：Mitoshi Konno、Takahiko Nakae、Shigeru Sakuyama、Minoru Nishizaki、Yoshihiko Odagaki、Hisao Nakai、Nobuyuki Hamanaka

  DOI：10.1016/s0968-0896(97)00090-4

  日期：1997.8

  [3H] LTB4 binding to human neutrophils, and by a secondary intact human neutrophil functional assay for agonist/antagonist activity. The first analogues prepared, compounds 2-7, demonstrated moderate potency in the LTB4 receptor binding assay. The modification of these compounds by the introduction of another substituent into the aromatic ring produced a marked increase in receptor binding (28c, IC50

  白三烯B4（LTB4）的结构类似物是根据LTB4的合理构象设计的（1）。将构象体A或B的C-7-C-9连接到芳香环系统中，导致发现苯类似物2、4和6a。将构象体C或D的C-4-C-9连接到芳香环系统中，导致发现类似物3、5和7。评估了本研究中化合物对[3H] LTB4结合的抑制作用人类嗜中性粒细胞，并通过第二次完整的人类嗜中性粒细胞功能测定来确定激动剂/拮抗剂活性。制备的第一个类似物化合物2-7在LTB4受体结合试验中显示出中等效力。通过将另一个取代基引入芳环对这些化合物进行修饰，可显着提高受体结合力（28c，IC50 = 0.020 microM; 38c，IC50 = 0。020微米; 52a，IC 50 ＝0.020μM；52b，IC 50 ＝0.018μM。LTB4的大多数这些结构类似物表现出激动剂活性。在这项研究中制备的类似物中，只有化合物57在10 microM时显示出弱的LTB4受体拮抗剂活性。
• Efficient access to sp3-rich tricyclic amine scaffolds through Diels–Alder reactions of azide-containing silyloxydienes
  作者：Michael C. McLeod、Jeffrey Aubé

  DOI：10.1016/j.tet.2016.03.016

  日期：2016.6

  The preparation of sp(3)-rich scaffolds to obtain more natural product-like libraries for incorporation into screening decks is challenging. Here, we describe the use of a Diels-Alder reaction between an enone and an azide-containing silyloxydiene to gain efficient access to complex tricyclic amine scaffolds. Derivatization of these scaffolds provided a library of 80 amines, amides, sulfonamides, quinolines and indolenines, all in >20 mg quantities and >90% purities. These library compounds displayed properties more similar to alkaloid natural products than to drugs and commercial drug-like libraries, as shown by a high proportion of sp(3) carbon centers. (C) 2016 Elsevier Ltd. All rights reserved.
• HAKAMYPA, TOSIO;KAVAKAMI, XADZIMEH;ONO, KEHJITI
  作者：HAKAMYPA, TOSIO、KAVAKAMI, XADZIMEH、ONO, KEHJITI

  DOI：——

  日期：——