1-[3-(benzyloxy)phenyl]-2-phenylethanone | 63720-49-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-[3-(benzyloxy)phenyl]-2-phenylethanone
• 英文别名: 1-(3-benzyloxyphenyl)-2-phenyl-ethanone；benzyl (3-benzyloxyphenyl) ketone；benzyl (3-benzyloxyphenyl)-ketone；3-Benzyloxyphenyl-benzylketon；Benzyl 3-benzyloxyphenyl ketone；2-phenyl-1-(3-phenylmethoxyphenyl)ethanone
• CAS: 63720-49-0
• 化学式: C₂₁H₁₈O₂
• 分子量: 302.373
• InChiKey: RBVFDJZEGWCHLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  70-72 °C(Solv: ethanol (64-17-5))
• 沸点：
  459.8±25.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  1-[3-(benzyloxy)phenyl]-2-phenylethanone 在 正丁基锂 、 对甲苯磺酸 、 原甲酸三乙酯 作用下， 以 甲苯 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Studies of the New Herbicide KIH-6127. Part II. Synthesis and Herbicidal Activity of 6-Acyl Pyrimidin-2-yl Salicylates and Analogues against Barnyard Grass

  摘要：

  The method reported previously (Part I) was employed to prepare a variety of novel 6-acylsalicylates as key intermediates. 6-Acylpyrimidin-2-yl salicylates (2-acyl-6-[(4,6-disubstituted pyrimidin-2-yl)oxy]benzoate derivatives: Type 1), the closely related phthalide compounds (3-alkyl-7-[(4,6-dimethoxypyrimidin-2-yl)oxy]phthalide derivatives: Type 2) and the ketal derivatives of 2-acyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoates (Type 3) were synthesized and their herbicidal activities measured. Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate gave excellent control of barnyard grass with a promising profile as a prototype rice herbicide.

  DOI：

  10.1002/(sici)1096-9063(199608)47:4<327::aid-ps432>3.0.co;2-u
• 作为产物：
  描述：

  3-氰基苯酚 在 盐酸 、 碘 、 sodium hydride 、 magnesium 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 1-[3-(benzyloxy)phenyl]-2-phenylethanone
  参考文献：
  名称：

  Selective endothelin A receptor antagonists. 2. Discovery and structure-activity relationships of 5-ketopentanoic acid derivatives

  摘要：

  The second in this series of papers describes the further progress made in the discovery of a potent and selective endothelin ETA receptor antagonist for the potential treatment of diseases in which endothelin has been shown to have a pathophysiological role including hypertension, ischaemic diseases and atherosclerosis. We describe herein the synthesis and structure-activity relationships of a novel series of 5-ketopentanoic acid derivatives exemplified by the lead compound 1 (IC50 0.72 mu M, rat aortic ETAR). Optimisation of the in vitro binding of 1 led to the identification of a more potent compound (37) which exhibited an IC50 < 0.1 mu M with > 300-fold selectivity for the ETA receptor over the ETB receptor. This compound demonstrated functional antagonism of endothelin-induced vasoconstriction in vitro.

  DOI：

  10.1016/s0223-5234(97)84014-7

文献信息

• Substituted phenyl compounds
  申请人：Rhone-Poulenc Rorer Limited

  公开号：US06211234B1

  公开（公告）日：2001-04-03

  Compounds of formula (I) are described wherein R1 is hydrogen, -(lower alkyl)q(CO2R6 or OH), —CN, —C(R7)═NOR8, NO2, —O(lower alkyl)R9, —C≡C—R10, —CR11═C(R12)(R13), —C(═O)CH2C(═O)CO2H, —CO(R14), alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, thiocarbamoyl, substituted carbamoyl, substituted thiocarbamoyl, sulphamoyl or an optionally substituted nitrogen-containing ring, m, n, o and p are independently zero or 1 and R2, R3, R4 and R5 are various groups; and physiologically acceptable salts, N-oxides and prodrugs thereof. The compounds have endothelin antagonist activity and are useful as pharmaceuticals.

  式(I)的化合物描述如下，其中R1为氢，-(较低烷基)q(CO2R6或OH)，—CN，—C(R7)HNOR8，NO2，—O(较低烷基)R9，—C≡C—R10，—CR11CH(R12)(R13)，—C(O)CH2C(O)CO2H，—CO(R14)，烷基硫醚，烷基亚砜基，烷基磺酰基，氨基甲酰基，硫代氨基甲酰基，取代的氨基甲酰基，取代的硫代氨基甲酰基，磺酰胺基或可选择取代的含氮环，m、n、o和p独立地为零或1，R2、R3、R4和R5为各种基团；以及其生理学上可接受的盐、N-氧化物和前药。这些化合物具有内皮素拮抗活性，并可用作药物。
• Photochemical synthesis of 1,2,3,4-tetrahydroisoquinolin-3-ones from N-chloroacetylbenzylamines
  作者：Masaki Ikeda、Ken-ichi Hirao、Yohmei Okuno、Naganori Numao、Osamu Yonemitsu

  DOI：10.1016/s0040-4020(77)80005-7

  日期：1977.1
• IKEDA M.; HIRAO K.; OKUNO Y.; NUMAO N.; YONEMITSU O., TETRAHEDRON <TETR-AB>, 1977, 33, NO 5, 489-495
  作者：IKEDA M.、 HIRAO K.、 OKUNO Y.、 NUMAO N.、 YONEMITSU O.

  DOI：——

  日期：——
• PHENYLPYRIDINOL DERIVATIVES AS MEDICAMENTS
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0550576A1

  公开（公告）日：1993-07-14
• SUBSTITUTED PHENYL COMPOUNDS
  申请人：RHONE-POULENC RORER LIMITED

  公开号：EP0728128B1

  公开（公告）日：1998-09-16