6-chloro-2,9-dimethoxyacridine | 210584-71-7

• 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: 6-chloro-2,9-dimethoxyacridine
• 英文别名: 6-chloro-2,9-dimethoxy-acridine；6-Chlor-2,9-dimethoxy-acridin
• CAS: 210584-71-7
• 化学式: C₁₅H₁₂ClNO₂
• 分子量: 273.719
• InChiKey: PPNZHQLTKLILPQ-UHFFFAOYSA-N

物化性质

• 熔点：
  158.5-160 °C(Solv: ligroine (8032-32-4))
• 沸点：
  448.6±25.0 °C(Predicted)
• 密度：
  1.298±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-chloro-2,9-dimethoxyacridine 在 盐酸 、 甲醇 、 溶剂黄146 作用下， 生成 米帕林
  参考文献：
  名称：

  Kitani, Nippon Kagaku Zasshi, 1954, vol. 75, p. 475,476

  摘要：

  DOI：
• 作为产物：
  描述：

  6,9-二氯-2-甲氧基吖啶 、 sodium methylate 在 甲醇 作用下， 生成 6-chloro-2,9-dimethoxyacridine
  参考文献：
  名称：

  Barber et al., Journal of the Society of Chemical Industry, 1947, vol. 66, p. 411,413

  摘要：

  DOI：

文献信息

• Frangible compounds for pathogen inactivation
  申请人：Cerus Corporation

  公开号：US20040029897A1

  公开（公告）日：2004-02-12

  Compounds and methods for inactivating pathogens in materials are described, including compositions and methods for inactivating pathogens in biological materials such as red blood cell preparations and plasma. The compounds and methods may be used to treat materials intended for in vitro or in vivo use, such as clinical testing or transfusion. The compounds are designed to specifically bind to and react with nucleic acid, and then to degrade to form breakdown products. The degradation reaction is preferably slower than the reaction with nucleic acid.

  描述了用于使材料中的病原体失活的化合物和方法，包括用于使生物材料中的病原体失活的组合物和方法，例如红细胞制备物和血浆。这些化合物和方法可用于处理用于体外或体内使用的材料，如临床测试或输血。这些化合物被设计为特异性结合和与核酸反应，然后降解形成分解产物。降解反应最好比与核酸的反应慢。
• [EN] FRANGIBLE COMPOUNDS FOR PATHOGEN INACTIVATION<br/>[FR] COMPOSES FRANGIBLES POUR INACTIVATION PATHOGENE
  申请人：CERUS CORPORATION

  公开号：WO1998030545A1

  公开（公告）日：1998-07-16

  (EN) Compounds and methods for inactivating pathogens in materials are described, including compositions and methods for inactivating pathogens in biological materials such as red blood cell preparations and plasma. The compounds and methods may be used to treat materials intended for $i(in vitro) or $i(in vivo) use, such as clinical testing or transfusion. The compounds are designed to specifically bind to and react with nucleic acid, and then to degrade to form breakdown products. The degradation reaction is preferably slower than the reaction with nucleic acid.(FR) La présente invention concerne des composés et des procédés permettant d'inactiver des pathogènes dans des matériaux comportant des compositions et des procédés d'inactivation de pathogènes dans des matériaux biologiques tels que des préparations de globules rouges et de plasma. Les compositions et les procédés peuvent être utilisés pour le traitement de matériaux destinés à une utilisation $i(in vitro) ou $i(in vivo) telle qu'essai clinique ou transfusion. Les composés sont conçus de manière à se lier spécifiquement à un acide nucléique et à réagir avec ledit acide et, ensuite, à se dégrader sous forme de produits de fractionnement. La réaction de dégradation est, de préférence plus lente que la réaction avec l'acide nucléique.

  (中文) 本文描述了用于使材料中的病原体失活的化合物和方法，包括用于在生物材料中使病原体失活的组合物和方法，例如红细胞制备和血浆。这些化合物和方法可用于处理用于体内或体外使用的材料，例如临床测试或输血。这些化合物旨在特异性地结合并与核酸反应，然后分解形成分解产物。分解反应最好比与核酸的反应慢。
• Frangible Compounds for Pathogen Inactivation
  申请人：Cerus Corporation

  公开号：EP1364944A1

  公开（公告）日：2003-11-26

  Compound and methods for inactivating pathogens in materials are described, including compositions and methods for inactivating pathogens in biological materials such as red blood cell preparations and plasma. The compounds and methods may be used to treat materials intended for in vitro or in vivo use, such as clinical testing or transfusion. The compounds are designed to specifically bind to and react with nucleic acid, and then to degrade to form breakdown products. The degradation reaction is preferably slower than the reaction with nucleic acid.

  描述了用于灭活材料中病原体的化合物和方法，包括用于灭活红细胞制剂和血浆等生物材料中病原体的组合物和方法。这些化合物和方法可用于处理体外或体内使用的材料，如临床测试或输血。这些化合物可与核酸发生特异性结合和反应，然后降解形成分解产物。降解反应最好比与核酸的反应慢。
• Antiprion activity of functionalized 9-aminoacridines related to quinacrine
  作者：Hanh Thuy Nguyen Thi、Chong-Yew Lee、Kenta Teruya、Wei-Yi Ong、Katsumi Doh-ura、Mei-Lin Go

  DOI：10.1016/j.bmc.2008.05.060

  日期：2008.7

  A library of functionalized 6-chloro-2-methoxy-(N-9-substituted) acridin-9-amines structurally related to quinacrine were synthesized and evaluated for antiprion activity on four different cell models persistently infected with scrapie prion strains (ScN2a, N167, Ch2) or a human disease prion strain (F3). Most of the compounds were distinguished by the side chain attached to 9-amino of the acridine ring. These were dialkylaminoalkyl and phenyl with basic groups on the phenyl ring. The most promising compound was 6-chloro-2-methoxy-N-(4-(4-methylpiperazin-1-yl) phenyl) acridin-9-amine (15) which had submicromolar EC50 values (0.1-0.7 mu M) on all cell models, was able to clear PrPSc at non-toxic concentrations of 1.2-2.5 mu M, and was more active than quinacrine in terms of EC50 values. Other promising compounds were 14 (a regioisomer of 15) and 17 which had a 1-benzylpiperidin-4-yl substituent attached to the 9-amino function. Activity was strongly dependent on the presence of a substituted acridine ring, which in this library comprised 6-chloro-2-methoxy substituents on the acridine ring. The side chains of 14, 15, and 17 have not been previously associated with antiprion activity and are interesting leads for further optimization of antiprion activity. (c) 2008 Elsevier Ltd. All rights reserved.
• METHOD OF TREATING LEUKOCYTES, LEUKOCYTE COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：Cerus Corporation

  公开号：EP1005531A2

  公开（公告）日：2000-06-07