Methyl 6-[4-(4-heptoxyphenyl)piperazin-1-yl]pyridine-3-carboxylate | 179162-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: Methyl 6-[4-(4-heptoxyphenyl)piperazin-1-yl]pyridine-3-carboxylate
• CAS: 179162-99-3
• 化学式: C₂₄H₃₃N₃O₃
• 分子量: 411.544
• InChiKey: CGNQMJRSNZQYEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 6-[4-(4-heptoxyphenyl)piperazin-1-yl]pyridine-3-carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以91%的产率得到6-[4-(4-Heptoxyphenyl)piperazin-1-yl]pyridine-3-carboxylic acid
  参考文献：
  名称：

  Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin

  摘要：

  Further optimization of the potent antifungal activity of side chain analogs of the natural product FR901379 led to the discovery of compound 8 with an excellent, well-balanced pro. le. Potent compounds with reduced hemolytic potential were designed based upon a disruption of the linearity of the terphenyl lipophilic side chain. The optimized compound (8, FK463, micafungin) displayed the best balance and was selected as the clinical candidate. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.093
• 作为产物：
  描述：

  6-氯烟酸甲酯 、 1-(4-Heptoxyphenyl)piperazine 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以72%的产率得到Methyl 6-[4-(4-heptoxyphenyl)piperazin-1-yl]pyridine-3-carboxylate
  参考文献：
  名称：

  Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin

  摘要：

  Further optimization of the potent antifungal activity of side chain analogs of the natural product FR901379 led to the discovery of compound 8 with an excellent, well-balanced pro. le. Potent compounds with reduced hemolytic potential were designed based upon a disruption of the linearity of the terphenyl lipophilic side chain. The optimized compound (8, FK463, micafungin) displayed the best balance and was selected as the clinical candidate. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.093

文献信息

• [EN] CYCLIC HEXAPEPTIDES HAVING ANTIBIOTIC ACTIVITY<br/>[FR] HEXAPEPTIDES CYCLIQUES A ACTIVITE ANTIBIOTIQUE
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1996011210A1

  公开（公告）日：1996-04-18

  (EN) This invention relates to new polypeptide compounds represented by formula (I), wherein R1 is as defined in the description and pharmaceutically acceptable salt thereof which have antimicrobial activities (especially, antifungal activities), inhibitory activity on $g(b)-1,3-glucan synthase, to process for preparation thereof, to a pharmaceutical composition comprising the same, and to a method for the prophylactic and/or therapeutic treatment of infectious diseases including $i(Pneumocystis carinii) infection (e.g. $i(Pneumocystis carinii) pneumonia) in a human being or an animal.(FR) L'invention porte sur de nouveaux composés de polypeptides représentés par la formule (I) dans laquelle R1 est tel que défini dans la description, ainsi que sur leurs sels pharmacocompatibles qui présentent des activités antimicrobiennes (et spécialement antifongiques), des activités inhibitrices de la $g(b)-1, 3-glucan synthase, sur leur procédé de préparation des préparations pharmaceutiques en contenant, et sur une méthode de traitement prophylactique et/ou thérapeutique de maladies infectieuses dont celles dues au $i(Pneumocystis carinii) (par exemple la pneumonie à $i(Pneumocystis carinii)) chez l'homme ou l'animal.

  该发明涉及由式(I)表示的新的多肽化合物，其中R1如描述中所定义，并且其药学上可接受的盐具有抗微生物活性（特别是抗真菌活性），对$g(b)-1,3-葡聚糖合酶的抑制活性，以及其制备方法，包含该化合物的药物组合物，以及用于人类或动物的感染性疾病（包括$ i（Pneumocystis carinii）感染，例如$ i（Pneumocystis carinii）肺炎）的预防和/或治疗方法。
• CYCLIC HEXAPEPTIDES HAVING ANTIBIOTIC ACTIVITY
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0788511B1

  公开（公告）日：2002-12-11
• US6107458A
  申请人：——

  公开号：US6107458A

  公开（公告）日：2000-08-22
• US6265536B1
  申请人：——

  公开号：US6265536B1

  公开（公告）日：2001-07-24
• Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin
  作者：Masaki Tomishima、Hidenori Ohki、Akira Yamada、Katsuyuki Maki、Fumiaki Ikeda

  DOI：10.1016/j.bmcl.2008.03.093

  日期：2008.5

  Further optimization of the potent antifungal activity of side chain analogs of the natural product FR901379 led to the discovery of compound 8 with an excellent, well-balanced pro. le. Potent compounds with reduced hemolytic potential were designed based upon a disruption of the linearity of the terphenyl lipophilic side chain. The optimized compound (8, FK463, micafungin) displayed the best balance and was selected as the clinical candidate. (c) 2008 Elsevier Ltd. All rights reserved.