Literature DB >> 20858176

Use of the adamantane structure in medicinal chemistry.

Guy Lamoureux1, Graciela Artavia.   

Abstract

This review summarizes the importance and recent discoveries of the use of adamantane derivatives in Medicinal Chemistry. We have organized the article in 4 sections: 1) Absorption, Distribution, Metabolism, or Excretion (ADME) properties 2) Hydrophobic Effects 3) Ion Channels and 4) Rigid scaffold. Within each section, we have provided examples of how the adamantane group changes the properties of known drugs or provides a important pharmacophore for the design of new drugs.

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Year:  2010        PMID: 20858176     DOI: 10.2174/092986710792065027

Source DB:  PubMed          Journal:  Curr Med Chem        ISSN: 0929-8673            Impact factor:   4.530


  31 in total

1.  Substituted phenyl groups improve the pharmacokinetic profile and anti-inflammatory effect of urea-based soluble epoxide hydrolase inhibitors in murine models.

Authors:  Jun-Yan Liu; Yan-Ping Lin; Hong Qiu; Christophe Morisseau; Tristan E Rose; Sung Hee Hwang; Nipavan Chiamvimonvat; Bruce D Hammock
Journal:  Eur J Pharm Sci       Date:  2013-01-03       Impact factor: 4.384

Review 2.  The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.

Authors:  Lukas Wanka; Khalid Iqbal; Peter R Schreiner
Journal:  Chem Rev       Date:  2013-02-25       Impact factor: 60.622

3.  Exploring 1-adamantanamine as an alternative amine moiety for metabolically labile azepane ring in newly synthesized benzo[d]thiazol-2(3H)one σ receptor ligands.

Authors:  Sebastiano Intagliata; Hebaalla Agha; Theresa A Kopajtic; Jonathan L Katz; Shyam H Kamble; Abhisheak Sharma; Bonnie A Avery; Christopher R McCurdy
Journal:  Med Chem Res       Date:  2020-07-08       Impact factor: 1.965

4.  Silver complexes of ligands derived from adamantylamines: Water-soluble silver-donating compounds with antibacterial properties.

Authors:  Jorge Jimenez; Indranil Chakraborty; Mauricio Rojas-Andrade; Pradip K Mascharak
Journal:  J Inorg Biochem       Date:  2016-12-10       Impact factor: 4.155

5.  Adamantyl pyran-4-one derivatives and their in vitro antiproliferative activity.

Authors:  Vesna Petrović Peroković; Željka Car; Andrea Usenik; Teuta Opačak-Bernardi; Andrea Jurić; Srđanka Tomić
Journal:  Mol Divers       Date:  2019-04-05       Impact factor: 2.943

6.  Nickel-catalyzed carbon-carbon bond-forming reactions of unactivated tertiary alkyl halides: Suzuki arylations.

Authors:  Susan L Zultanski; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2013-01-02       Impact factor: 15.419

7.  In vitro and in vivo metabolism of N-adamantyl substituted urea-based soluble epoxide hydrolase inhibitors.

Authors:  Jun-Yan Liu; Hsing-Ju Tsai; Christophe Morisseau; Jozsef Lango; Sung Hee Hwang; Takaho Watanabe; In-Hae Kim; Bruce D Hammock
Journal:  Biochem Pharmacol       Date:  2015-10-19       Impact factor: 5.858

8.  Anti-Seizure Activity of 1-Adamantane Carboxylic Acid in Common Experimental Seizure Models: Role of Benzodiazepine-GABAA Receptors.

Authors:  Elham Ghanbari; Hakimeh Gavzan; Bahar Khoshkroodian; Mohammad Sayyah
Journal:  Iran Biomed J       Date:  2021-05-01

9.  Quantitative assessment of the nature of noncovalent interactions in N-substituted-5-(adamantan-1-yl)-1,3,4-thiadiazole-2-amines: insights from crystallographic and QTAIM analysis.

Authors:  Ali A El-Emam; Elangovan Saveeth Kumar; Krishnakumar Janani; Lamya H Al-Wahaibi; Olivier Blacque; Mohamed I El-Awady; Nora H Al-Shaalan; M Judith Percino; Subbiah Thamotharan
Journal:  RSC Adv       Date:  2020-03-06       Impact factor: 4.036

10.  Novel adamantyl clubbed iminothiazolidinones as promising elastase inhibitors: design, synthesis, molecular docking, ADMET and DFT studies.

Authors:  Atteeque Ahmed; Aamer Saeed; Syeda Abida Ejaz; Mubashir Aziz; Muhammad Zaffar Hashmi; Pervaiz Ali Channar; Qamar Abbas; Hussain Raza; Zahid Shafiq; Hesham R El-Seedi
Journal:  RSC Adv       Date:  2022-04-19       Impact factor: 4.036

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