4-(benzyloxy)-3-propoxybenzaldehyde | 212331-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(benzyloxy)-3-propoxybenzaldehyde
• 英文别名: 4-Benzyloxy-3-propoxybenzaldehyde；4-phenylmethoxy-3-propoxybenzaldehyde
• CAS: 212331-53-8
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: ATHWTWVFPRBPID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  4-(benzyloxy)-3-propoxybenzaldehyde 在 六甲基磷酰三胺 、 sodium tetrahydroborate 、 三溴化磷 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (3R,4R)-3-(4-benzyloxy-3-propoxybenzyl)-4-(3-ethoxy-4-methoxybenzyl)dihydrofuran-2-one
  参考文献：
  名称：

  Synthesis and antitumor evaluation of arctigenin derivatives based on antiausterity strategy

  摘要：

  A series of new (-)-arctigenin derivatives with variably modified O-alkyl groups were synthesized and their preferential cytotoxicity was evaluated against human pancreatic cancer cell line PANC-1 under nutrient-deprived conditions. The results showed that monoethoxy derivative 4i (PC50, 0.49 mu M), diethoxy derivative 4h (PC50, 0.66 mu M), and triethoxy derivative 4m (PC50, 0.78. mu M) showed the preferential cytotoxicities under nutrient-deprived conditions, which were identical to or more potent than (-)-arctigenin (1) (PC50, 0.80 mu M). Among them, we selected the triethoxy derivative 4m and examined its in vivo antitumor activity using a mouse xenograft model. Triethoxy derivative 4m exhibited also in vivo antitumor activity with the potency identical to or slightly more than (-)-arctigenin (1). These results would suggest that a modification of (-)-arctigenin structure could lead to a new drug based on the antiausterity strategy. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.11.031
• 作为产物：
  描述：

  3-羟基-4-苄氧基苯甲醛 、 溴丙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94 %的产率得到4-(benzyloxy)-3-propoxybenzaldehyde
  参考文献：
  名称：

  Fluoroalkoxylated C-3 and C-9 (S)-12-bromostepholidine analogues with D1R antagonist activity

  摘要：

  DOI：

  10.1016/j.bioorg.2023.106862

文献信息

• Photocrosslinkable polymers
  申请人：——

  公开号：US20020061996A1

  公开（公告）日：2002-05-23

  The present invention relates to polymers of the general formula I: 1 in which M 1 , M 1′ , M 2 denote a recurring monomer unit from the group: acrylate, methacrylate, 2-chloroacrylate, 2-phenylacrylate; w, w 1 , w 2 are molar fractions of the comonomers with 0

  本发明涉及一般式I的聚合物：1其中M1、M1'、M2表示来自以下组的重复单体单位：丙烯酸酯，甲基丙烯酸酯，2-氯丙烯酸酯，2-苯基丙烯酸酯；w、w1、w2是共聚单体的摩尔分数，其中0≤w≤1，0≤w1＜1且0≤w2≤0.5；S1和S1'独立地表示直链或支链的烷基链—（CH2）r—；D和D'独立地表示—O—；X、X'、Y、Y'独立地表示氢；A、A'、B、B'独立地表示苯撑基，其C、C'未取代或可选地取代为氟，氯，氰，烷基，烷氧基或氟烷氧基；K和K'独立地表示氢，氟，氯，氰；Z、Z'、Z1、Z1'独立地表示单一共价键；t表示1至4的整数；u表示1至3的整数；p、p'、n、n'独立地表示0或1。本发明还涉及上述聚合物作为液晶定向层的用途，以及它们在光学组件中的用途。
• Photovernetzbare Polymere
  申请人：Rolic AG

  公开号：EP0860455B1

  公开（公告）日：2008-06-04
• US6632909B2
  申请人：——

  公开号：US6632909B2

  公开（公告）日：2003-10-14
• [EN] MODULATORS OF GPR35 FOR THE TREATMENT OF METABOLIC-RELATED DISORDERS<br/>[FR] GPR35 ET MODULATEUR DE GPR35 UTILISES POUR TRAITER DES TROUBLES METABOLIQUES
  申请人：ARENA PHARM INC

  公开号：WO2005119252A2

  公开（公告）日：2005-12-15

  The present invention relates to a method for identifying a metabolic stabilizing compound, comprising: a) contacting a candidate compound with GPR35, and b) determining whether GPR35 functionality is increased, wherein an increase in GPR35 functionality is indicative of the candidate compound being a metabolic stabilizing compound. The invention further relates to use of a GPR35 modulator for the manufacture of a medicament for use as a metabolic stabilizing agent. In addition, the invention relates to a method for increasing GPR35 function, comprising contacting GPR35 with an effective amount of a compound of Formula (I): or a pharmaceutically acceptable salt thereof, wherein X is O or S; and R1, R2, R3, R4, and R5 are each independently selected from the group consisting of H, C1-4 alkoxy, C1-4 alkyl, halogen, hydroxyl, and nitro; wherein said C1-4 alkoxy is optionally substituted with carbo-C1-4-alkoxy or carboxy.
• Synthesis and antitumor evaluation of arctigenin derivatives based on antiausterity strategy
  作者：Naoki Kudou、Akira Taniguchi、Kenji Sugimoto、Yuji Matsuya、Masashi Kawasaki、Naoki Toyooka、Chika Miyoshi、Suresh Awale、Dya Fita Dibwe、Hiroyasu Esumi、Shigetoshi Kadota、Yasuhiro Tezuka

  DOI：10.1016/j.ejmech.2012.11.031

  日期：2013.2

  A series of new (-)-arctigenin derivatives with variably modified O-alkyl groups were synthesized and their preferential cytotoxicity was evaluated against human pancreatic cancer cell line PANC-1 under nutrient-deprived conditions. The results showed that monoethoxy derivative 4i (PC50, 0.49 mu M), diethoxy derivative 4h (PC50, 0.66 mu M), and triethoxy derivative 4m (PC50, 0.78. mu M) showed the preferential cytotoxicities under nutrient-deprived conditions, which were identical to or more potent than (-)-arctigenin (1) (PC50, 0.80 mu M). Among them, we selected the triethoxy derivative 4m and examined its in vivo antitumor activity using a mouse xenograft model. Triethoxy derivative 4m exhibited also in vivo antitumor activity with the potency identical to or slightly more than (-)-arctigenin (1). These results would suggest that a modification of (-)-arctigenin structure could lead to a new drug based on the antiausterity strategy. (C) 2012 Elsevier Masson SAS. All rights reserved.