7-chloro-N-(4-fluoro-3-((pyrrolidin-1-yl)methyl)phenyl)quinolin-4-amine | 260540-98-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-chloro-N-(4-fluoro-3-((pyrrolidin-1-yl)methyl)phenyl)quinolin-4-amine
• 英文别名: 7-chloro-N-[4-fluoro-3-(pyrrolidin-1-ylmethyl)phenyl]quinolin-4-amine
• CAS: 260540-98-5
• 化学式: C₂₀H₁₉ClFN₃
• 分子量: 355.842
• InChiKey: FFEQQJASETVPIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-fluoro-5-nitrobenzyl 4-methylbenzenesulfonate 在 盐酸 、 三乙胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 30.0h， 生成 7-chloro-N-(4-fluoro-3-((pyrrolidin-1-yl)methyl)phenyl)quinolin-4-amine
  参考文献：
  名称：

  [EN] 7-CHLORO-QUINOLIN-4-AMINE COMPOUNDS AND USES THEREOF FOR THE PREVENTION OR TREATMENT OF DISEASES INVOLVING FORMATION OF AMYLOID PLAQUES AND/OR WHERE A DYSFUNCTION OF THE APP METABOLISM OCCURS
  [FR] COMPOSÉS DE 7-CHLORO-QUINOLIN-4-AMINE ET LEURS UTILISATIONS POUR PRÉVENIR OU TRAITER LES MALADIES IMPLIQUANT LA FORMATION DE PLAQUES AMYLOÏDES ET/OU UN DYSFONCTIONNEMENT DU MÉTABOLISME DE L'APP

  摘要：

  本发明涉及具有以下式（I）的化合物，用于预防和/或治疗涉及淀粉样斑块形成和/或APP代谢功能障碍的疾病。

  公开号：

  WO2011073322A1

文献信息

• NEW HETEROCYCLE COMPOUNDS AND USES THEREOF FOR THE PREVENTION OR TREATMENT OF DISEASES INVOLVING FORMATION OF AMYLOID PLAQUES AND/OR WHERE A DYSFUNCTION OF THE APP METABOLISM OCCURS
  申请人：Delacourte Andre

  公开号：US20120283256A1

  公开（公告）日：2012-11-08

  The present invention relates to compounds having the following Formula (I) for use in the prevention and/or the treatment of diseases involving formation of amyloid plaques and/or where a dysfunction of the APP metabolism occurs.

  本发明涉及具有以下式（I）的化合物，用于预防和/或治疗涉及淀粉样斑块形成和/或APP代谢功能紊乱的疾病。
• Synthesis, Antimalarial Activity, and Preclinical Pharmacology of a Novel Series of 4′-Fluoro and 4′-Chloro Analogues of Amodiaquine. Identification of a Suitable “Back-Up” Compound for <i>N-tert</i>-Butyl Isoquine
  作者：Paul M. O’Neill、Alison E. Shone、Deborah Stanford、Gemma Nixon、Eghbaleh Asadollahy、B. Kevin Park、James L. Maggs、Phil Roberts、Paul A. Stocks、Giancarlo Biagini、Patrick G. Bray、Jill Davies、Neil Berry、Charlotte Hall、Karen Rimmer、Peter A. Winstanley、Stephen Hindley、Ramesh B. Bambal、Charles B. Davis、Martin Bates、Stephanie L. Gresham、Richard A. Brigandi、Federico M. Gomez-de-las-Heras、Domingo V. Gargallo、Silvia Parapini、Livia Vivas、Hollie Lander、Donatella Taramelli、Stephen A. Ward

  DOI：10.1021/jm8012757

  日期：2009.4.9

  On the basis of a mechanistic understanding of the toxicity of the 4-aminoquinoline arnodiaquine (1b), three series of amodiaquine analogues have been prepared where the 4-aminophenol "metabolic alert" has been modified by replacement of the 4'-hydroxy group with a hydrogen, fluorine, or chlorine atom. Following antimalarial assessment and studies on mechanism of action, two candidates were selected for detailed ADME studies and in vitro and in vivo toxicological assessment. 4'-Fluoro-N-tert-butylamodiaquine (2k) was subsequently identified as a candidate for further development studies based on potent activity versus chloroquine-sensitive and resistant parasites,, moderate to excellent oral bioavailability, low toxicity in in vitro studies, and an acceptable safety profile.
• 7-CHLORO-QUINOLIN-4-AMINE COMPOUNDS AND USES THEREOF FOR THE PREVENTION OR TREATMENT OF DISEASES INVOLVING FORMATION OF AMYLOID PLAQUES AND/OR WHERE A DYSFUNCTION OF THE APP METABOLISM OCCURS
  申请人：Institut National de la Santé et de la Recherche Médicale

  公开号：EP2513062A1

  公开（公告）日：2012-10-24
• US8680095B2
  申请人：——

  公开号：US8680095B2

  公开（公告）日：2014-03-25
• [EN] 7-CHLORO-QUINOLIN-4-AMINE COMPOUNDS AND USES THEREOF FOR THE PREVENTION OR TREATMENT OF DISEASES INVOLVING FORMATION OF AMYLOID PLAQUES AND/OR WHERE A DYSFUNCTION OF THE APP METABOLISM OCCURS<br/>[FR] COMPOSÉS DE 7-CHLORO-QUINOLIN-4-AMINE ET LEURS UTILISATIONS POUR PRÉVENIR OU TRAITER LES MALADIES IMPLIQUANT LA FORMATION DE PLAQUES AMYLOÏDES ET/OU UN DYSFONCTIONNEMENT DU MÉTABOLISME DE L'APP
  申请人：INST NAT SANTE RECH MED

  公开号：WO2011073322A1

  公开（公告）日：2011-06-23

  The present invention relates to compounds having the following Formula (I) for use in the prevention and/or the treatment of diseases involving formation of amyloid plaques and/or where a dysfunction of the APP metabolism occurs.

  本发明涉及具有以下式（I）的化合物，用于预防和/或治疗涉及淀粉样斑块形成和/或APP代谢功能障碍的疾病。