PD 138926 | 183254-47-9

• 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: PD 138926
• 英文别名: 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-；1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid
• CAS: 183254-47-9
• 化学式: C₂₀H₂₄FN₃O₄
• 分子量: 389.427
• InChiKey: PDLYJBPWYAMEFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  606.0±55.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-硝基丙酸 、 PD 138926 在 N,N'-二环己基碳二亚胺 作用下， 以62%的产率得到1-cyclopropyl-7-(3,5-dimethyl-4-(3-nitropropanoyl)piperazin-1-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of various 3-nitropropionamides as Mycobacterium tuberculosis isocitrate lyase inhibitor

  摘要：

  Various 3-nitropropionamides were synthesized and evaluated for in vitro activities against log and starved phase culture of two mycobacterial species and Mycobacterium tuberculosis (MTB) isocitrate lyase (ICL) enzyme inhibition studies. Among 22 compounds, 1-cyclopropyl-7-(3,5-dimethyl-4-(3-nitropropanoyl) piperazin-1-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (22) was found to be the most active compound in vitro with MICs of 0.16 and 0.04 mu M against log-and starved-phase culture of MTB. Compound 22 also showed good enzyme inhibition of MTB ICL with IC50 of 0.10 +/- 0.01 mu M. The docking studies also confirmed the binding potential of the compounds at the ICL active site. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.062
• 作为产物：
  描述：

  1-环丙基-6,7-二氟-1,4-二氢-8-甲氧基-4-氧代-3-喹啉羧酸 生成 PD 138926
  参考文献：
  名称：

  IVATA, MASAYUKI;KIMURA, FUMIO;FUDZIVARA, JOSIMI;KATSUBEH, TEHTSUDZI

  摘要：

  DOI：

文献信息

• Substituted quinolones II
  申请人：Schohe-Loop Rudolf

  公开号：US20080261964A1

  公开（公告）日：2008-10-23

  The invention relates to substituted quinolones of formula (I) and to methods for their preparation as well as their use for the production of medicaments for the treatment and/or prophylaxis of diseases, especially for use as antiviral agents, in particular against cytomegaloviruses.

  这项发明涉及公式（I）的取代喹诺酮，以及它们的制备方法以及它们用于生产用于治疗和/或预防疾病的药物，特别是用作抗病毒剂，特别是针对巨细胞病毒的用途。
• [EN] PROCESS FOR THE PREPARATION OF GATIFLOXACIN AND REGENERATION OF DEGRADATION PRODUCTS<br/>[FR] PROCEDE DE PREPARATION DE GATIFLOXACINE ET DE REGENERATION DE PRODUITS DE DEGRADATION
  申请人：KRKA TOVARNA ZDRAVIL D D NOVO

  公开号：WO2006004561A1

  公开（公告）日：2006-01-12

  The subject of the present invention are an improved synthesis process comprising a process for regeneration of a side product of gatifloxacin and an analysis method for process control in the synthesis of gatifloxacin (Formula I).

  本发明的主题是改进的合成过程，包括对加替沙星的副产物进行再生的过程和合成加替沙星（式I）时的过程控制分析方法。
• Substituted quinolones
  申请人：Zimmermann Holger

  公开号：US20070293478A1

  公开（公告）日：2007-12-20

  The invention relates to substituted quinolones and to processes for their preparation as well as to their use for the production of medicaments for the treatment and/or prophylaxis of diseases, especially for use as antiviral agents, particularly against cytomegaloviruses.

  本发明涉及取代喹啉类化合物及其制备方法，以及它们在制备治疗和/或预防疾病的药物中的应用，特别是作为抗病毒药物，尤其是针对巨细胞病毒的药物。
• The Synthesis, Structure-Activity, and Structure-Side Effect Relationships of a Series of 8-Alkoxy- and 5-Amino-8-alkoxyquinolone Antibacterial Agents
  作者：Joseph P. Sanchez、Rocco D. Gogliotti、John M. Domagala、Stephen J. Gracheck、Michael D. Huband、Josephine A. Sesnie、Michael A. Cohen、Martin A. Shapiro

  DOI：10.1021/jm00022a013

  日期：1995.10

  A series of 1-cyclopropyl-6-fluoro-8-alkoxy (8-methoxy and 8-ethoxy)-quionoline-3-carboxylic acids and 1-cyclopropyl-5-amino-6-fluoro-8-alkoxyquinoline-3-carboxylic acids has been prepared and evaluated for antibacterial activity. In addition, they were also compared to quinolones with classic substitution at C-8 (H, F, Cl) and the naphthyridine nucleus in a phototoxicity and mammalian cell cytotoxicity assay. The series of 8-methoxyquinolones had antibacterial activity against Gram-positive, Gram-negative, and anaerobic bacteria equivalent to the most active 8-substituted compounds (8-F and 8-Cl). There was also a concomitant reduction in several of the potential side effects (i.e., phototoxicity and clonogenicity) compared to the most active quinolones with classic substitution at C-8. The 8-ethoxy derivatives had an even better safety profile but were significantly less active (2-3 dilutions) in the antibacterial assay.
• US7569563B2
  申请人：——

  公开号：US7569563B2

  公开（公告）日：2009-08-04