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Mendeleev Communications, 2003, Volume 13, Issue 3, Pages 104–105
DOI: https://doi.org/10.1070/MC2003v013n03ABEH001752
(Mi mendc3976)
 

This article is cited in 21 scientific papers (total in 21 papers)

Systematic search for conglomerates among glycerol aromatic monoethers: guaifenesin and mephenesin are the cases

A. A. Bredikhin, Z. A. Bredikhina, S. N. Lazarev, D. V. Savel'ev

A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
Full-text PDF (86 kB) Citations (21)
Abstract: Within the family of biologically active 3-aryloxy-1,2-propanediols, three new conglomerate-forming compounds have been found and resolved into enantiomers using the entrainment procedure.
Document Type: Article
Language: English


Citation: A. A. Bredikhin, Z. A. Bredikhina, S. N. Lazarev, D. V. Savel'ev, “Systematic search for conglomerates among glycerol aromatic monoethers: guaifenesin and mephenesin are the cases”, Mendeleev Commun., 13:3 (2003), 104–105
Linking options:
  • https://www.mathnet.ru/eng/mendc3976
  • https://www.mathnet.ru/eng/mendc/v13/i3/p104
  • This publication is cited in the following 21 articles:
    1. Astha M. Dwivedi, Rajesh G. Gonnade, Suban K. Sahoo, Ashutosh V. Bedekar, “Separation of isomers of chiral thiourea derivatives via spontaneous resolution and rationale of molecular recognition”, CrystEngComm, 2025  crossref
    2. Jin Xu, Yunna Xue, Qi Zhang, Xiangyang Zhang, “Phase equilibrium behaviors of chiral threonine: Phase diagrams, solubility, and thermodynamic model correlations”, Journal of Molecular Liquids, 395 (2024), 123829  crossref
    3. Toms Rekis, “Crystallization of chiral molecular compounds: what can be learned from the Cambridge Structural Database?”, Acta Crystallogr B Struct Sci Cryst Eng Mater, 76:3 (2020), 307  crossref
    4. Alexander A. Bredikhin, Zemfira A. Bredikhina, “Stereoselective Crystallization as a Basis for Single‐Enantiomer Drug Production”, Chem Eng & Technol, 40:7 (2017), 1211  crossref
    5. Zemfira A. Bredikhina, Alexey V. Kurenkov, Dmitry B. Krivolapov, Alexander A. Bredikhin, “Stereoselective crystallization of 3-(2,6-dimethylphenoxy)propane-1,2-diol: preparation of the single-enantiomer drug mexiletine”, Tetrahedron: Asymmetry, 26:10-11 (2015), 577  crossref
    6. Robert R. Fayzullin, Heike Lorenz, Zemfira A. Bredikhina, Alexander A. Bredikhin, Andreas Seidel-Morgenstern, “Solubility and Some Crystallization Properties of Conglomerate Forming Chiral Drug Guaifenesin in Water”, Journal of Pharmaceutical Sciences, 103:10 (2014), 3176  crossref
    7. Patricia Écija, Luca Evangelisti, Montserrat Vallejo, Francisco J. Basterretxea, Alberto Lesarri, Fernando Castaño, Walther Caminati, Emilio J. Cocinero, “Conformational Flexibility of Mephenesin”, J. Phys. Chem. B, 118:20 (2014), 5357  crossref
    8. Alexander A. Bredikhin, Dmitry V. Zakharychev, Zemfira A. Bredikhina, Aidar T. Gubaidullin, Robert R. Fayzullin, “Crystal structure and phase behavior of the tolyl glycerol ethers. From the conglomerate former to the chirality-driven nanogelator”, CrystEngComm, 14:1 (2012), 211  crossref
    9. Rohit Singh, Robert Vince, “2-Azabicyclo[2.2.1]hept-5-en-3-one: Chemical Profile of a Versatile Synthetic Building Block and its Impact on the Development of Therapeutics”, Chem. Rev., 112:8 (2012), 4642  crossref
    10. A. A. Bredikhin, Z. A. Bredikhina, D. V. Zakharychev, “Crystallization of chiral compounds: thermodynamical, structural and practical aspects”, Mendeleev Commun., 22:4 (2012), 171–180  mathnet  crossref
    11. Mehdi Hatami, Khalil Farhadi, Assem Abdollahpour, “Using dispersive liquid–liquid microextraction and liquid chromatography for determination of guaifenesin enantiomers in human urine”, J of Separation Science, 34:21 (2011), 2933  crossref
    12. Alexander A. Bredikhin, Igor A. Litvinov, Dmitry B. Krivolapov, Bulat R. Fattahov, Aidar T. Gubaidullin, Flyura S. Akhatova, Zemfira A. Bredikhina, “Chirality driven crystallization behavior of ortho, meta, and para-cyanophenyl glycerol ethers”, Journal of Molecular Structure, 981:1-3 (2010), 163  crossref
    13. Alexander A. Bredikhin, Aidar T. Gubaidullin, Zemfira A. Bredikhina, “Absolute configuration and crystal packing chirality for three conglomerate-forming ortho-halogen substituted phenyl glycerol ethers”, Journal of Molecular Structure, 975:1-3 (2010), 323  crossref
    14. Alexander A. Bredikhin, Aidar T. Gubaidullin, Zemfira A. Bredikhina, Dmitry B. Krivolapov, Alexander V. Pashagin, Igor A. Litvinov, “Absolute configuration and crystal packing for three chiral drugs prone to spontaneous resolution: Guaifenesin, methocarbamol and mephenesin”, Journal of Molecular Structure, 920:1-3 (2009), 377  crossref
    15. Alexander A. Bredikhin, Zemfira A. Bredikhina, Flyura S. Akhatova, Dmitry V. Zakharychev, Elena V. Polyakova, “From racemic compounds through metastable to stable racemic conglomerates: crystallization features of chiral halogen and cyano monosubstituted phenyl glycerol ethers”, Tetrahedron: Asymmetry, 20:18 (2009), 2130  crossref
    16. Alexander A. Bredikhin, Zemfira A. Bredikhina, Victorina G. Novikova, Alexander V. Pashagin, Dmitry V. Zakharychev, Aidar T. Gubaidullin, “Three different types of chirality‐driven crystallization within the series of uniformly substituted phenyl glycerol ethers”, Chirality, 20:10 (2008), 1092  crossref
    17. Z. A. Bredikhina, V. G. Novikova, Yu. Ya. Efremov, D. R. Sharafutdinova, A. A. Bredikhin, “4(2)-Methoxyphenyl glycerol ethers in the synthesis of nonracemic di-O,O-acylglycerols”, Russ Chem Bull, 57:11 (2008), 2320  crossref
    18. D. V. Zakharychev, A. A. Bredikhin, “Crystallization of chiral compounds 4. Simple physical model for reconstruction of post-eutectic DSC traces for melting of binary enantiomeric mixtures”, Russ Chem Bull, 56:7 (2007), 1337  crossref
    19. Alexander A. Bredikhin, Zemfira A. Bredikhina, Dmitry V. Zakharychev, Larisa V. Konoshenko, “Spontaneous resolution among chiral glycerol derivatives: crystallization features of ortho-alkoxysubstituted phenyl glycerol ethers”, Tetrahedron: Asymmetry, 18:16 (2007), 1964  crossref
    20. D. V. Zakharychev, S. N. Lazarev, Z. A. Bredikhina, A. A. Bredikhin, “Crystallization of chiral compounds 3. 3-phenoxypropane-1,2-diol and 3-(2-halophenoxy)propane-1,2-diols”, Russ Chem Bull, 55:2 (2006), 230  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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