呋喃-2-基-(4-羟基苯基)甲酮 | 4682-94-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 呋喃-2-基-(4-羟基苯基)甲酮
• 英文名称: 2-furoyl 4-hydroxyphenyl ketone
• 英文别名: furan-2-yl(4-hydroxyphenyl)methanone；2-p-Hydroxybenzoylfuran；[2]furyl-(4-hydroxy-phenyl)-ketone；[2]Furyl-(4-hydroxy-phenyl)-keton；2-Furyl p-hydroxyphenyl ketone；furan-2-yl-(4-hydroxyphenyl)methanone
• CAS: 4682-94-4
• 化学式: C₁₁H₈O₃
• 分子量: 188.183
• InChiKey: QHNHAPUTAWUKLA-UHFFFAOYSA-N

物化性质

• 沸点：
  283.17°C (rough estimate)
• 密度：
  1.2100 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  呋喃-2-基-(4-羟基苯基)甲酮 、 4-氯 -6,7-二甲氧基喹啉 在 4-二甲氨基吡啶 作用下， 以 xylene 为溶剂， 反应 21.0h， 以47%的产率得到[4-(6,7-dimethoxyquinolin-4-yl)oxyphenyl]-(furan-2-yl)methanone
  参考文献：
  名称：

  Synthesis and structure–activity relationship for new series of 4-Phenoxyquinoline derivatives as specific inhibitors of platelet-derived growth factor receptor tyrosine kinase

  摘要：

  We discovered a new series of 4-phenoxyquinoline derivatives as potent and selective inhibitors of the platelet-derived growth factor receptor (PDGFr) tyrosine kinase. We researched the highly potent and selective inhibitors on the basis of both PDGFr and epidermal growth factor receptor (EGFr) inhibitory activity. First, we found a compound, Ki6783 (1), which inhibited PDGFr autophosphorylation at 0.13 muM, but it did not inhibit EGFr autophosphorylation at 100 muM. After extensive explorations, we found the two desired compounds, Ki6896 (2) and Ki6945 (3), which are substituted by benzoyl and benzamide at the 4-position of the phenoxy group on 4-phenoxyquinoline, respectively. These inhibitory activities were 0.31 and 0.050 muM, respectively, but neither of them inhibited EGFr autophosphorylation at 100 M. We further investigated the profile of both compounds toward various tyrosine and serine/threonine kinases. The three compounds specifically inhibited PDGFr rather than the other kinases. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.020
• 作为产物：
  描述：

  苯基呋喃-2-羧酸酯 在 二硫化碳 、 三氯化铝 作用下， 生成 呋喃-2-基-(4-羟基苯基)甲酮
  参考文献：
  名称：

  Sen; Bhattacharji, Journal of the Indian Chemical Society, 1954, vol. 31, p. 581

  摘要：

  DOI：

文献信息

• Synthesis and In Vitro Protein Tyrosine Kinase Inhibitory Activity of Furan-2-yl(phenyl)methanone Derivatives
  作者：Fei Lang Zheng、Shu Rong Ban、Xiu E Feng、Cheng Xiao Zhao、Wenhan Lin、Qing Shan Li

  DOI：10.3390/molecules16064897

  日期：——

  A series of novel furan-2-yl(phenyl)methanone derivatives were synthesized, and their structures were established on the basis of 1H-NMR, 13C-NMR and mass spectral data. All the prepared compounds were screened for their in vitro protein tyrosine kinase inhibitory activity and several new derivatives exhibited promising activity, which, in some cases, was identical to, or even better than that of genistein, a positive reference compound. The preliminary structure-activity relationships of these compounds were investigated and are discussed.

  一系列新的呋喃-2-基（苯基）甲酮衍生物被合成，并根据1H-NMR、13C-NMR和质谱数据确定了其结构。所有合成的化合物均进行了体外蛋白酪氨酸激酶抑制活性的筛选，结果显示几种新的衍生物表现出良好的活性， 在某些情况下，其活性与参照化合物贱酰豆素相同，甚至更优。初步的结构-活性关系也进行了研究并进行了讨论。
• Synthesis and Biological Activities of New Halophenols
  作者：FeiLang Zheng、ShuRong Ban、XiuE Feng、ChengXiao Zhao、GuanHua Du、QingShan Li

  DOI：10.2174/1573406411309020013

  日期：2013.1.1

  A series of new halophenols were synthesized, and their structures were established on the basis of 1H, 13C NMR and mass spectral data. All of the prepared compounds were screened for their in vitro protein tyrosine kinase (PTK) and vascular smooth muscle cell (VSMC) proliferation inhibitory activity. Twelve halophenols showed significant PTK inhibitory activity, most of them exhibited stronger activities than that of genistein, a positive reference compound. Several halophenols also displayed moderate VSMC proliferation inhibitory activity, compound 8c showed higher activity than that of tetrandrine, a positive reference compound. The preliminary structure–activity relationships of these compounds were investigated and discussed. The results provided a foundation for the action mechanism study and further structure optimization of the halophenols.

  根据 1H、13C NMR 和质谱数据合成了一系列新的卤酚，并确定了它们的结构。对所有制备的化合物进行了体外蛋白酪氨酸激酶（PTK）和血管平滑肌细胞（VSMC）增殖抑制活性筛选。结果表明，12 种卤酚具有明显的 PTK 抑制活性，其中大多数卤酚的活性高于阳性参考化合物染料木素；几种卤酚还具有适度的血管平滑肌细胞增殖抑制活性，其中化合物 8c 的活性高于阳性参考化合物四氢化苦参碱。研究人员对这些化合物的初步结构-活性关系进行了研究和讨论。这些结果为卤酚的作用机理研究和进一步的结构优化奠定了基础。
• 2-Methyl-2-phenoxy-propionic acid derivatives, process for their
  申请人：Albert Rolland S.A.

  公开号：US04259509A1

  公开（公告）日：1981-03-31

  This invention relates to compounds having the formula: ##STR1## which represents the isomer Z, the isomer E or the mixture of both stereoisomers of the oximino group and in which: A represents O or S, X.sup.1 represents a halogen atom, a hydrogen atom or a methyl group, R represents a hydrogen atom or a C.sub.1-5 alkyl group, X.sup.2 and X.sup.3, which may be the same or different, represent each a hydrogen atom, a halogen atom or a C.sub.1-5 alkyl group, and R' represents a hydrogen atom or a C.sub.1-5 alkyl group, and the group ##STR2## is at 2- or 3-position on the heterocycle, and the salts of acids of the formula (I) with physiologically acceptable bases, and the compounds which are metabolically converted to compounds of the formula (I). Said compounds are therapeutically useful, typically as hypocholesterolemic, hypolipemic and uricosuric agents.

  本发明涉及具有以下式子的化合物：##STR1## 其中，代表氧肟基的顺反异构体Z、E或两种立体异构体的混合物；其中：A代表氧或硫，X1代表卤素原子、氢原子或甲基基团，R代表氢原子或C1-5烷基基团，X2和X3可以相同或不同，分别代表氢原子、卤素原子或C1-5烷基基团，R'代表氢原子或C1-5烷基基团，而且上述式子中的基团##STR2## 在杂环上的2-或3-位置上，以及公认为生理上可接受的碱的酸盐和代谢转化为式(I)化合物的化合物。这些化合物在治疗上有用，通常作为降低胆固醇、降低脂肪和尿酸排泄剂。
• 4-Keto-phenoxyacetic acids
  申请人：Albert Roland S.A.

  公开号：US04197309A1

  公开（公告）日：1980-04-08

  The invention provides certain 4-keto-phenoxyacetic acids and their oximes of the formula: ##STR1## in which A is selected from oxygen and sulphur, Z is selected from oxygen and the group NOH, and X.sub.1 and X.sub.2 are radicals independently selected from hydrogen, halogen and methyl, with the proviso that the benzene nucleus is never substituted by two halogen atoms in ortho-position with respect of one another, and pharmaceutically acceptable alkaline and amine addition salts thereof.

  该发明提供了某些4-酮基苯氧乙酸及其氧肟化物，其化学式为：##STR1## 其中A选择氧或硫，Z选择氧或NOH基团，X1和X2是独立选择的氢、卤素和甲基基团，但苯环上不得有两个卤素原子在相互的邻位上，以及其药学上可接受的碱性和胺类加合盐。
• Liquid crystal sealing agent and liquid crystalline display cell using the same
  申请人：Imaizumi Masahiro

  公开号：US20060208219A1

  公开（公告）日：2006-09-21

  The present invention relates to a sealant for liquid crystals having extremely low contamination nature to a liquid crystal, excellent coatability and bondability to a substrate, long service life and pot life and high adhesive strength. A sealant for liquid crystals of the present invention is characterized by comprising (a) an epoxy resin represented by general formula (1): (wherein a represents an integer of 2 to 4; n represents 0 to 3 (average value); R represents a divalent hydrocarbon group of 2 to 6 carbon atoms; A represents a polyvalent aromatic group; and G represents a glycidyl group, provided that when n is 0, (a) an epoxy resin represented by general formula (1) is a bisphenol S-type.), (b) a thermo-curing agent, (c) and a filler having average particle diameter of not larger than 3 μm.

  本发明涉及一种密封剂，用于液晶，具有极低的对液晶的污染性，对基底具有优异的涂覆性和粘结性，具有长久的使用寿命和潜伏期，以及高粘接强度。本发明的液晶密封剂的特点在于包括(a)由通式(1)表示的环氧树脂：(其中a表示2到4的整数；n表示0到3（平均值）；R表示2到6个碳原子的二价碳氢基团；A表示多价芳香基团；G表示环氧基团，但当n为0时，(a)由通式(1)表示的环氧树脂为双酚S型)；(b)热固化剂；(c)和平均粒径不大于3μm的填料。