氟克吖啶 | 53966-34-0

• 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
• 中文名称: 氟克吖啶
• 中文别名: 氟克疟
• 英文名称: floxacrine
• 英文别名: 7-chloro-3,4-dihydro-10-hydroxy-3-<4-(trifluoromethyl)phenyl>-1,9(2H, 10H)-acridinedione；3-(4-trifluoromethylphenyl)-7-chloro-10-hydroxy-3,4-dihydroacridine-1,9(2H,10H)-dione；7-chloro-10-hydroxy-3-[4-(trifluoromethyl)phenyl]-3,4-dihydro-2H-acridine-1,9-dione
• CAS: 53966-34-0
• 化学式: C₂₀H₁₃ClF₃NO₃
• 分子量: 407.776
• InChiKey: AWHZKKVSUJJVNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  氟克吖啶 在 肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以51%的产率得到1,9(2H,10H)-吖啶二酮,7-氯-3,4-二氢-10-羟基-3-[4-(三氟甲基)苯基]-,1-腙
  参考文献：
  名称：

  Werbel; Hung; McNamara, European Journal of Medicinal Chemistry, 1985, vol. 20, # 4, p. 363 - 370

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[4-(三氟甲基)苯基]丁-1-烯-3-酮 在 盐酸 、 sodium hydroxide 、 硫酸 、 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 16.5h， 生成 氟克吖啶
  参考文献：
  名称：

  Antimalarial drugs. 64. Synthesis and antimalarial properties of 1-imino derivatives of 7-chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and related structures

  摘要：

  To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-[(alkylamino)alkylene]imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates. Among structural modifications prepared, including N-10-alkyl and C2-substituted analogs, removal of the C-9 oxygen, and introduction of an imino side chain at C-9, the imines of the N-10-H acridinediones were the most active compounds obtained. The [3-(NN-dimethylamino)propyl]imino derivative of 7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.

  DOI：

  10.1021/jm00097a001

文献信息

• 3-aryl-7-chloro-3,4-dihydroacridine-1,9(2H,10H)-dione 1-oximes and
  申请人：Hoechst Aktiengesellschaft

  公开号：US04593027A1

  公开（公告）日：1986-06-03

  3-Aryl-7-chloro-3,4-dihydroacridine-1,9(2H,10H)-dione 1-oximes and 1-hydrazone derivatives of the formula I ##STR1## and their physiologically tolerated acid addition and ammonium salts are described, as is a process for their preparation. The new compounds are chemotherapeutic agents and are active against protozoa, especially malaria plasmodia.

  3-芳基-7-氯-3,4-二氢喹啉-1,9(2H,10H)-二酮1-肟和式I的1-腙衍生物以及它们的生理耐受酸盐和铵盐被描述，还描述了它们的制备方法。这些新化合物是化疗药物，对原生动物，尤其是疟原虫具有活性。
• Quinolone-based compounds, formulations, and uses thereof
  申请人：Manetsch Roman

  公开号：US10000452B1

  公开（公告）日：2018-06-19

  Provided herein are quinolone-based compounds that can be used for treatment and/or prevention of malaria and formulations thereof. Also provided herein are methods of treating and/or preventing malaria in a subject by administering a quinolone-based compound or formulation thereof provided herein.

  本文提供了基于喹诺酮的化合物，可用于治疗和/或预防疟疾及其配方。本文还提供了通过给予本文提供的基于喹诺酮的化合物或配方来治疗和/或预防受试者疟疾的方法。
• 4(1H)-Quinolones Having Antimalarial Activity With Reduced Chemical Resistance
  申请人：Manetsch Roman

  公开号：US20130123258A1

  公开（公告）日：2013-05-16

  Provided are 4(1H)-quinolone derivatives effective in inhibiting or eliminating the viability of at least one of the stages in the life-cycle of the malarial parasite, and to show a reduced propensity to induce resistance to the compound by the target parasite. In particular, the compounds can be derivatives of phenoxyethoxy-quinolones, and including, but not only, 7-(2-phenoxyethoxy)quinolin derivatives. These compounds may be administered by themselves, with at least one other derivative compound, or with other antimalarial compounds, to an animal or human subject. The therapeutic compositions can be and formulated to reduce the extent of a Plasmodium infection in the recipient subject, or to reduce the likelihood of the onset or establishment of a Plasmodium infection if administered prior to the parasite contacting the subject. The therapeutic compositions can be formulated to provide an effective single dose amount of an antimalarial compound or multiple doses for administering over a period of time.

  提供了4(1H)-喹啉酮衍生物，能有效抑制或消除疟原虫生命周期中至少一个阶段的生存能力，并且显示出减少目标寄生虫对化合物产生抗药性的倾向。具体来说，这些化合物可以是苯氧乙氧基喹啉酮的衍生物，包括但不限于7-(2-苯氧乙氧基)喹啉衍生物。这些化合物可以单独或与至少另一种衍生物化合物或其他抗疟疾化合物一起，向动物或人类受试者施用。治疗组合物可以配制成减少受试者体内疟原虫感染程度的程度，或者在寄生虫接触受试者之前施用，以减少疟原虫感染的可能性。治疗组合物可以配制成提供有效的单剂量抗疟疾化合物或多剂量，以在一段时间内施用。
• 7-Chloro-3-substituted aryl-3,4-dihydro-1,9(2H,10H) and 10 hydroxy
  申请人：Warner Lambert Company

  公开号：US04291034A1

  公开（公告）日：1981-09-22

  7-Chloro-3-substituted aryl-3,4-dihydro-1,9-(2H,1OH) and 10-hydroxy-acridinedioneimines and their pharmaceutically acceptable salts and a process for preparing them are disclosed and claimed. The compounds are useful in the treatment of protozoan diseases.

  揭示和声称了7-氯-3-取代基芳基-3,4-二氢-1,9-(2H,1OH)和10-羟基-喹啉二酮亚胺及其药用可接受盐的制备方法。这些化合物在原虫病的治疗中很有用。
• Acid-catalysed rearrangement of 1-oximinoacridine-1,9-diones. synthesis of novel 4,5-dihydro-3<i>H</i>-isoxazolo[3,4,5-<i>kl</i>]acridines
  作者：B. Venugopalan、C. P. Bapat、E. P. De Souza、N. J. De Souza

  DOI：10.1002/jhet.5570280224

  日期：1991.2

  A polyphosphoric acid (PPA) catalysed internal cyclization of 1-oximinoacridine-1,9-diones 2 to novel isoxazolo[3,4,5-kl]acridines 3 is reported. Some of the compounds displayed antimalarial activity in animal models.

  报道了一种多磷酸（PPA）催化1-氧亚氨基ac啶-1,9-二酮2内部环化为新型异恶唑并[ 3,4,5- kl ] ac啶3。一些化合物在动物模型中显示出抗疟活性。