N-(4-Chloro-phenyl)-N'-(3-cyano-benzoyl)-N''-[1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl]-guanidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-Chloro-phenyl)-N'-(3-cyano-benzoyl)-N''-[1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl]-guanidine
• 英文别名: N-[N-(4-chlorophenyl)-N'-[1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl]carbamimidoyl]-3-cyanobenzamide
• 化学式: C₂₆H₁₉Cl₃N₆O
• 分子量: 537.835
• InChiKey: YYTUVUFQDHTNFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-Chloro-phenyl)-N'-(3-cyano-benzoyl)-N''-[1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl]-guanidine 生成 N-(4-Chloro-phenyl)-N'-(3-cyano-benzoyl)-N''-[(R)-1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl]-guanidine 、 N-(4-Chloro-phenyl)-N'-(3-cyano-benzoyl)-N''-[(S)-1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl]-guanidine
  参考文献：
  名称：

  [EN] THERAPEUTIC INHIBITORS OF THE REVERSE MODE OF ATP SYNTHASE
  [FR] INHIBITEURS THÉRAPEUTIQUES DU MODE INVERSE DE L'ATP SYNTHASE

  摘要：

  以下化合物的公式，以及其药用可接受的盐、溶剂合物、水合物和前药，公式（A）可用于优先抑制ATP合成酶的ATP水解模式，并因此可用于治疗各种疾病和紊乱，包括癌症，特别是利用Warburg效应的癌症。

  公开号：

  WO2018134265A1
• 作为产物：
  描述：

  1-(2,4-dichlorophenyl)-2-(1H-imidazole-1-yl)ethylamine 在 ammonium hydroxide 、 N,N'-羰基二咪唑 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 N-(4-Chloro-phenyl)-N'-(3-cyano-benzoyl)-N''-[1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl]-guanidine
  参考文献：
  名称：

  [EN] THERAPEUTIC INHIBITORS OF THE REVERSE MODE OF ATP SYNTHASE
  [FR] INHIBITEURS THÉRAPEUTIQUES DU MODE INVERSE DE L'ATP SYNTHASE

  摘要：

  以下化合物的公式，以及其药用可接受的盐、溶剂合物、水合物和前药，公式（A）可用于优先抑制ATP合成酶的ATP水解模式，并因此可用于治疗各种疾病和紊乱，包括癌症，特别是利用Warburg效应的癌症。

  公开号：

  WO2018134265A1

文献信息

• Methods and compositions for treating diseases and conditions associated with mitochondrial function
  申请人：THE REGENTS OF THE UNIVERSITY OF MICHIGAN

  公开号：EP2216073A1

  公开（公告）日：2010-08-11

  The present invention relates to chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides compounds as therapeutic agents to treat a number of conditions associated with the faulty regulation of the processes of programmed cell death, autoimmunity, inflammation, hyperproliferation, mitochondrial F1F0 ATP hydrolase associated disorders, and the like.

  本发明涉及化合物、发现化合物的方法及其治疗用途。特别是，本发明提供了作为治疗剂的化合物，用于治疗与程序性细胞死亡、自身免疫、炎症、过度增殖、线粒体 F1F0 ATP水解酶相关紊乱等过程的调节失误有关的多种疾病。
• N -[1-Aryl-2-(1-imidazolo)ethyl]-guanidine derivatives as potent inhibitors of the bovine mitochondrial F 1 F 0 ATP hydrolase
  作者：Karnail S. Atwal、Saleem Ahmad、Charles Z. Ding、Philip D. Stein、John Lloyd、Lawrence G. Hamann、David W. Green、Francis N. Ferrara、Paulina Wang、W.Lynn Rogers、Lidia M. Doweyko、Arthur V. Miller、Sharon N. Bisaha、Joan B. Schmidt、Ling Li、Kenneth J. Yost、Hsi-Jung Lan、Cort S. Madsen

  DOI：10.1016/j.bmcl.2003.11.077

  日期：2004.2

  A series of substituted guanidine derivatives were prepared and evaluated as potent and selective inhibitors of mitochondrial F1F0 ATP hydrolase. The initial thiourethane derived lead molecules possessed intriguing in vitro pharmacological profiles, though contained moieties considered non-drug-like. Analogue synthesis efforts led to compounds with maintained potency and superior physical properties. Small molecules in this series which potently and selectivity inhibit ATP hydrolase and not ATP synthase may have utility as cardioprotective agents. (C) 2003 Elsevier Ltd. All rights reserved.
• Therapeutic Inhibitors of the Reverse Mode of ATP Synthase
  申请人：FORREST Michael David

  公开号：US20200247758A1

  公开（公告）日：2020-08-06

  Compounds of the following formula, and pharmaceutically-acceptable salts, solvates, hydrates and prodrugs thereof, formula (A) are useful to preferentially inhibit the ATP-hydrolysing mode of ATP synthase, and are thereby useful for treating various diseases and orders including cancer, particularly cancers that utilise the Warburg effect.
• Therapeutic Modulators of the Reverse Mode of ATP Synthase
  申请人：Forrest Michael David

  公开号：US20200306253A1

  公开（公告）日：2020-10-01

  Compounds of the following formula (I) slow the ATP-hydrolysing mode of ATP synthase and are useful for treating various diseases and disorders including cancer, particularly cancers that utilise the Warburg effect.
• [EN] METHODS AND COMPOSITIONS FOR TREATING DISEASES AND CONDITIONS ASSOCIATED WITH MITOCHONDRIAL FUNCTION<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR LE TRAITEMENT DE MALADIES ET ÉTATS ASSOCIÉS À LA FONCTION MITOCHONDRIALE
  申请人：UNIV MICHIGAN

  公开号：WO2008116156A2

  公开（公告）日：2008-09-25

  [EN] The present invention provides chemical compounds, methods for their discovery, and their therapeutic use. In particular, the present invention provides benzodiazepine and guanidine compounds as therapeutic agents to treat a number of conditions associated with the faulty regulation of the processes of programmed cell death, autoimmunity, inflammation, hyperproliferation, mitochondrial F₁F₀-ATP hydrolase associated disorders, and the like.
  [FR] La présente invention concerne des composés chimiques, des procédés pour leur découverte, et leur utilisation thérapeutique. En particulier, la présente invention a pour objet des composés benzodiazépine et guanidine en tant qu'agents thérapeutiques pour traiter un certain nombre d'états associés à une régulation défectueuse des processus de mort cellulaire programmée, d'auto-immunité, d'inflammation, d'hyperprolifération, de désordres associées à l'hydrolase F₁F₀-ATP mitochondriale, et similaires.