1,3-bis {(4-amidino)phenoxymethyl}benzene dihydrochloride | 53657-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-bis {(4-amidino)phenoxymethyl}benzene dihydrochloride
• 英文别名: 4,3-Phenylenebis(methyleneoxy)] bisbenzenecarboximidamide, dihydrochloride salt；4-[[3-[(4-carbamimidoylphenoxy)methyl]phenyl]methoxy]benzenecarboximidamide;hydrochloride
• CAS: 53657-96-8
• 化学式: C₂₂H₂₂N₄O₂*2ClH
• 分子量: 447.364
• InChiKey: OHYCPCMYFBOJMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  118
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-bis{(4-cyano)-phenoxymethyl}benzene 在 lithium hexamethyldisilazane 、 盐酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 26.0h， 以74%的产率得到1,3-bis {(4-amidino)phenoxymethyl}benzene dihydrochloride
  参考文献：
  名称：

  [EN] AMIDINES AND AMIDINE ANALOGS FOR THE TREATMENT OF BACTERIAL INFECTIONS AND POTENTIATION ANTIBIOTICS
  [FR] AMIDINES ET ANALOGUES D'AMIDINE POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES ET D'ANTIBIOTIQUES DE POTENTIALISATION

  摘要：

  本文描述了用于治疗细菌感染或增强抗生素治疗细菌感染的化合物和方法。

  公开号：

  WO2019241566A1

文献信息

• [EN] AMIDINES AND AMIDINE ANALOGS FOR THE TREATMENT OF BACTERIAL INFECTIONS AND POTENTIATION ANTIBIOTICS<br/>[FR] AMIDINES ET ANALOGUES D'AMIDINE POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES ET D'ANTIBIOTIQUES DE POTENTIALISATION
  申请人：UNIV GEORGIA STATE RES FOUND

  公开号：WO2019241566A1

  公开（公告）日：2019-12-19

  Compounds and methods for the treatment of a bacterial infection or the potentiation of an antibiotic in treating a bacterial infection are described herein.

  本文描述了用于治疗细菌感染或增强抗生素治疗细菌感染的化合物和方法。
• Chauhan, P. M. S.; Niyer, R.; Bhakuni, D. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 38 - 42
  作者：Chauhan, P. M. S.、Niyer, R.、Bhakuni, D. S.、Shankhdhar, V.、Guru, P.Y.、Sen, A. B.

  DOI：——

  日期：——
• Synthesis and antiprotozoal activities of dicationic bis(phenoxymethyl)benzenes, bis(phenoxymethyl)naphthalenes, and bis(benzyloxy)naphthalenes
  作者：Donald A. Patrick、Stanislav A. Bakunov、Svetlana M. Bakunova、E.V.K. Suresh Kumar、Heidi Chen、Susan Kilgore Jones、Tanja Wenzler、Todd Barzcz、Karl A. Werbovetz、Reto Brun、Richard R. Tidwell

  DOI：10.1016/j.ejmech.2009.03.014

  日期：2009.9

  A series of 37 dicationically substituted bis(phenoxymethyl)benzene bis(phenoxymethyl)naphthalene, and bis(benzyloxy)naphthalene analogues of pentamidine was prepared and evaluated for antiprotozoal activities and cytotoxicity in in vitro. 1,3-Bis(4-amidinophenoxymethyl)benzene (1) was the most active against Trypanosoma brucei rhodesiense (IC50 = 2.1 nM). 1,3-Bis[4-(N-isopropylamidino) phenoxymethyl]benzene (2) was most active against Plasmodium falciparum (IC50 = 3.6 nM) and displayed a selectivity index more than 50 times greater than that of pentamidine. Several other compounds displayed lower antiplasmodial IC50 values and higher selectivity indices relative to pentamidine. 1,4-Bis(4-amidinophenoxymethyl)benzene (14) was the most active against Leishmania donovani (IC50 = 1.3 mu M). Compound 2 displayed the greatest activity against T b. rhodesiense in vivo, curing three of four infected mice dosed intraperitoneally at 5 mg/kg x 4 days. (C) 2009 Elsevier Masson SAS. All rights reserved.