4-[2-((N,N'-di-Boc)guanidino)ethyl]-phenol | 191097-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[2-((N,N'-di-Boc)guanidino)ethyl]-phenol
• 英文别名: N,N'-Bis(t-butoxycarbonyl)-N"-2-(4-hydroxyphenyl)ethylguanidine；tert-butyl N-[N'-[2-(4-hydroxyphenyl)ethyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 191097-29-7
• 化学式: C₁₉H₂₉N₃O₅
• 分子量: 379.456
• InChiKey: SHNCYXFPVLGGQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[2-((N,N'-di-Boc)guanidino)ethyl]-phenol 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到4-(2-(guanidino)ethyl)-phenol trifluoroacetate salt
  参考文献：
  名称：

  p-Guanidinoethyl calixarene and parent phenol derivatives exhibiting antibacterial activities. Synthesis and biological evaluation

  摘要：

  The tetra-para-guanidinoethyl-calix[4] arene, its distally-disubstituted ether derivatives involving 2,2'-bithiazolyl-or 2,2'-bipyridyl-methyl groups, as well as the para-guanidinoethylphenol and its analogous derivatives have been synthesized, fully characterized and evaluated as antibacterial agents towards both Gram positive and Gram negative reference bacteria. The simple phenolic species showed lower activity than their calixarene analogues, confirming the hypothesis that a synergistic effect should result from the spatial organization of guanidinium and heterocycles on a macrocyclic scaffold. Introduction of the bithiazole and bipyridine substituents enhanced the activity of simple phenol derivatives, reaching, for the two Staphylococcus aureus strains in particular, the values obtained for their calixarenic parents. MTT viability assays were carried out to determine selectivity indexes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.06.040
• 作为产物：
  描述：

  α-[para-(di-Boc-guanidinoethyl)phenoxy]toluene 在 palladium 10% on activated carbon 、 氢气 作用下， 生成 4-[2-((N,N'-di-Boc)guanidino)ethyl]-phenol
  参考文献：
  名称：

  [EN] SUBSTITUTED ARYL ESTERS OF COUMARIN-3-CARBOXYLIC ACID AND THEIR USE AS HOST CELL PROTEASES INHIBITORS
  [FR] ESTERS D'ARYLE SUBSTITUÉS D'ACIDE COUMARINE-3-CARBOXYLIQUE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE PROTÉASES DE CELLULES HÔTE

  摘要：

  Compound of Formula (I) wherein R1is a substituted linear or branched alkyl chain of 1 to 6 carbon atoms; R2is a basic group bearing a positive charge at physiological pH or a precursor thereof, such basic group or precursor thereof being optionally preceded by a linear or branched alkyl chain of 1 to 6 carbon atoms and R2being in the ortho, meta or para position of the ester group on the aryl ring; R3is a halogen with x being an integer between 0 and 4; R4is a halogen with y being an integer between 0 and 3; or a prodrug thereof, and/or a salt thereof, for its use in the treatment of respiratory diseases and compounds of formula I wherein R2is a basic group bearing a positive charge at physiological pH or a precursor thereof, such basic group or precursor thereof being preceded by a linear or branched alkyl chain of 1 to 6 carbon atoms, preferably of 1 to 2 carbon atoms for use as a medicament.

  公开号：

  WO2023213728A1

文献信息

• Triphenylalkyl antimicrobial agents
  申请人：Ortho Pharmaceutical Corporation

  公开号：US05643950A1

  公开（公告）日：1997-07-01

  The invention relates to triphenylalkyl antibacterial compounds of the general formula: ##STR1## pharmaceutical compositions containing the compounds, and methods for their production and use. These compounds are effective in inhibiting the action of a bacterial histidine protein kinase and are thus useful as anti-infective agents against a variety of bacterial organisms, including organisms which are resistant to other known antibiotics.

  本发明涉及一般式为：##STR1##的三苯基烷基抗菌化合物，含有这些化合物的制药组合物，以及其生产和使用的方法。这些化合物能够有效地抑制细菌组氨酸蛋白激酶的作用，因此可用作抗多种细菌有机体的抗感染剂，包括对其他已知抗生素产生耐药性的有机体。
• US5643950A
  申请人：——

  公开号：US5643950A

  公开（公告）日：1997-07-01
• US5874436A
  申请人：——

  公开号：US5874436A

  公开（公告）日：1999-02-23
• [EN] TRIPHENYLALKYL ANTIMICROBIAL AGENTS<br/>[FR] TRIPHENYLALKYLE SERVANT D'AGENTS ANTIMICROBIENS
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：WO1997048676A1

  公开（公告）日：1997-12-24

  (EN) The invention relates to triphenylalkyl antibacterial compounds of general formula (1) pharmaceutical compositions containing the compounds, and methods for their production and use. These compounds are effective in inhibiting the action of a bacterial histidine protein kinase and are thus useful as anti-infective agents against a variety of bacterial organisms, including organisms which are resistant to other known antibiotics.(FR) Composés antibactériens de triphénylalkyle définis par la formule générale (1), compositions pharmaceutiques contenant ces composés et méthodes pour les produire et les utiliser. Ces composés agissent en inhibant l'action d'une histidine protéine kinase bactérienne et sont donc utiles en tant qu'agents anti-infectieux contre des organismes bactériens variés, y compris contre des organismes résistants à d'autres antibiotiques connus.
• [EN] DIARYL ANTIMICROBIAL AGENTS<br/>[FR] AGENTS ANTIMICROBIENS DIARYLES
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：WO1997048674A1

  公开（公告）日：1997-12-24

  (EN) The invention relates to diaryl antimicrobial compounds of general formula (1), where G, E, L, J, q, m, X, Ar, W, p, n and A are as described herein, pharmaceutical compositions containing the compounds, methods for their production and their use in treating bacterial infections.(FR) L'invention concerne des composés antimicrobiens diaryles, de formule générale (1), dans laquelle G, E, L, J, q, m, X, Ar, W, p, n et A ont la signification donnée dans la description, des compositions contenant lesdits composés, des procédés permettant de les produire et leur utilisation pour le traitement des infections bactériennes.