Cl-amidine

• 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: Cl-amidine
• 英文别名: N-α-benzoyl-N5-(2-chloro-1-iminoethyl)-L-ornithineamide；N-[(2S)-1-amino-5-[(1-amino-2-chloroethylidene)amino]-1-oxopentan-2-yl]benzamide
• 化学式: C₁₄H₁₉ClN₄O₂
• 分子量: 310.783
• InChiKey: BPWATVWOHQZVRP-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-α-benzoyl-L-ornithine amide trifluoroacetate 、 2-氯-1-乙氧基乙胺 在 三乙胺 作用下， 以 甲醇 为溶剂， 以100%的产率得到Cl-amidine
  参考文献：
  名称：

  An improved synthesis of haloacetamidine-based inactivators of protein arginine deiminase 4 (PAD4)

  摘要：

  Protein arginine deiminase 4 (PAD4) is an enzyme that hydrolyzes peptidyl arginine residues to form citrulline and ammonia. This enzyme has been implicated in several disease states, for example, rheumatoid arthritis, and therefore represents a unique target for the development of a novel therapeutic. A solution-phase synthesis of Cl-amidine, the most potent PAD4 inactivator described to date, has been developed. This synthesis proceeds in 80% yield over four steps at a significantly (12-fold) lower cost. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.021

文献信息

• [EN] INHIBITORS OF PROTEIN ARGININE DEIMINASES (PADS) AND METHODS OF PREPARATION AND USE THEREOF<br/>[FR] INHIBITEURS DE PROTÉINE ARGININE DÉIMINASES (PAD) ET PROCÉDÉS DE PRÉPARATION ET D'UTILISATION ASSOCIÉS
  申请人：UNIV MASSACHUSETTS

  公开号：WO2018102262A1

  公开（公告）日：2018-06-07

  The invention provides novel inhibitors or inactivators of protein arginine deiminases, pharmaceutical compositions and methods of use thereof. The invention also relates to molecular probes based on such compounds and methods of use thereof.

  这项发明提供了新型的蛋白精氨酸去亚氨基酶抑制剂或失活剂，以及其药物组合物和使用方法。该发明还涉及基于这些化合物的分子探针以及其使用方法。
• [EN] INHIBITORS OF PROTEIN ARGININE DEIMINASE 1 AND METHODS OF PREPARATION AND USE THEREOF<br/>[FR] INHIBITEURS DE LA PROTÉINE ARGININE DÉIMINASE (PAD) ET LEURS MÉTHODES DE PRÉPARATION ET D'UTILISATION
  申请人：UNIV MASSACHUSETTS

  公开号：WO2021003078A1

  公开（公告）日：2021-01-07

  The invention provides novel inhibitors or inactivators of protein arginine deiminase 1, pharmaceutical compositions and methods of use thereof. The invention also relates to molecular probes based on such compounds and methods of use thereof.

  该发明提供了蛋白精氨酸去亚氨基酶1的新型抑制剂或失活剂，以及其药物组合物和使用方法。该发明还涉及基于这些化合物的分子探针和使用方法。
• SYNTHESIS AND USE OF NOVEL INHIBITORS AND INACTIVATORS OF PROTEIN ARGININE DEIMINASES
  申请人：Thompson Paul Ryan

  公开号：US20090306153A1

  公开（公告）日：2009-12-10

  In one embodiment of the present disclosure, an inactivator of protein arginine deiminase 4 is disclosed. The inactivator includes: (I) and x includes F; Cl, and H, y includes OH and NH 2 , R includes H, an alkyl group, an alkenyl group, an alknyl group, and n is greater than 0.

  在本公开的一种实施例中，揭示了一种蛋白质精氨酸脱亚胺酶4的失活剂。该失活剂包括：（I）和x包括F、Cl和H，y包括OH和NH2，R包括H、烷基、烯基、炔基，n大于0。
• Treatment of sepsis and septic shock
  申请人：THE GENERAL HOSPITAL CORPORATION

  公开号：US10131707B2

  公开（公告）日：2018-11-20

  The technology described herein is directed to the treatment of sepsis and/or septic shock by, e.g. administering an agent that can reduce the level of circulating citrullated histones.

  本文所述技术通过施用可降低循环中瓜氨酸化组蛋白水平的制剂，用于治疗败血症和/或脓毒性休克。
• Compositions and methods for inhibiting inflammation
  申请人：THE UNIVERSITY OF MEMPHIS RESEARCH FOUNDATION

  公开号：US11202850B2

  公开（公告）日：2021-12-21

  As described below, the present invention features compositions and methods for inhibiting inflammation in connection with an acellular template (e.g., an electrospun template). In one embodiment, the template is impregnated with an agent (e.g., N-α-benzoyl-N5-(2-chloro-1-iminoethyl)-L-ornithine amide (Cl-amidine)) that inhibits a peptidylarginine deaminase (e.g., PAD4).

  如下所述，本发明的特点是与无细胞模板（如电纺模板）有关的抑制炎症的组合物和方法。 在一个实施方案中，模板浸渍有抑制肽精氨酸脱氨酶（如 PAD4）的药剂（如 N-α-苯甲酰基-N5-（2-氯-1-亚氨基乙基）-L-鸟氨酸酰胺（Cl-脒））。