(+)-AC 7954

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (+)-AC 7954
• 英文别名: 3-(4-chlorophenyl)-3-(2-dimethylaminoethyl)-isochroman-1-one；3-(4-Chlorophenyl)-3-(2-(dimethylamino)ethyl)isochroman-1-one；3-(4-chlorophenyl)-3-[2-(dimethylamino)ethyl]-4H-isochromen-1-one
• 化学式: C₁₉H₂₀ClNO₂
• 分子量: 329.826
• InChiKey: HIVBATDUVFEJFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+)-AC 7954 在 sodium tetrahydroborate 、 三氟化硼乙醚 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 19.0h， 以26%的产率得到3-(4-chlorophenyl)-3-(2-dimethylaminoethyl)isochromane hydrochloride
  参考文献：
  名称：

  Optimization of isochromanone based urotensin II receptor agonists

  摘要：

  A series of novel isochromanone based urotensin II receptor agonists have been synthesized and evaluated for their activity using a functional cell based assay (R-SAT). Several potent and efficacious derivatives were identified with 3-(3,4-dichlorophenyl)-6,7-dimethyl-3-(2-dimethylaminoethyl) isochroman-1-one (28) being the most potent compound showing an EC50-value of 51 nM, thereby being the most potent compound so far within the isochromanone series. In addition, two other heterocyclic systems (isochromanes and tetrahydroisoquinolinones) were investigated and these derivatives were found to be both potent and efficacious. The activity of the isochromane derivatives implies that the carbonyl group of the isochromanone is not necessary for activity. Furthermore it was found that the geometry of the heterocycles was more important for receptor interaction than the composition of the heteroatoms present. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.041

文献信息

• [EN] UII-MODULATING COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS MODULANT U II ET LEUR UTILISATION
  申请人：ACADIA PHARM INC

  公开号：WO2008057543A2

  公开（公告）日：2008-05-15

  [EN] Disclosed herein are novel aromatic-containing compounds and methods for using various aromatic-containing compounds for treatment and prevention of diseases and disorders related to the Urotensin II receptor.
  [FR] La présente invention concerne de nouveaux composés contenant un groupe aromatique et des procédés permettant d'utiliser divers composés contenant un groupe aromatique pour le traitement et la prévention de maladies et de troubles associés au récepteur de l'urotensine II.
• [EN] UROTENSIN II, AND UROTENSIN II RECEPTOR AGONISTS FOR USE IN THE SYMPTOMATIC TREATMENT OF SEPTIC SHOCK<br/>[FR] UROTENSINE II ET AGONISTES DU RECEPTEUR DE L'UROTENSINE II POUR UTILISATION DANS LE TRAITEMENT SYMPTOMATIQUE DU CHOC SEPTIQUE
  申请人：CT HOSPITALIER UNIVERSITAIRE ROUEN

  公开号：WO2012101185A1

  公开（公告）日：2012-08-02

  Urotensine II humaine, peptides dérivés de l'urotensine II, analogues de l'urotensine II et agonistes du récepteur de l'urotensine II humaine pour utilisation dans le traitement du sepsis.