201
Views
2
CrossRef citations to date
0
Altmetric
Research Articles

QSAR models on H4 receptor antagonists associated with inflammation and anaphylaxis

&
Pages 968-1005 | Received 11 Nov 2015, Accepted 14 Mar 2016, Published online: 18 Apr 2016

References

  • Abraham, M. H. , & McGowan, J. C. (1987). The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography. Chromatographia , 23 , 243–246.10.1007/BF02311772
  • Akdis, C. A. , & Blaser, K. (2003). Histamine in the immune regulation of allergic inflammation. Journal of Allergy and Clinical Immunology , 112 , 15–22.10.1067/mai.2003.1585
  • Altenbach, R. J. , Adair, R. M. , Bettencourt, B. M. , Black, L. A. , Fix-Stenzel, S. R. , Gopalakrishnan, S. M. , … Cowart, M. D. (2008). Structure−activity studies on a series of a 2-aminopyrimidine-containing histamine H 4 receptor ligands. Journal of Medicinal Chemistry , 51 , 6571–6580.10.1021/jm8005959
  • Andaloussi, M. , Lim, H. D. , van der Meer, T. , Sijm, M. , Poulie, C. B. , de Esch, I. J. , … Smits, R. A. (2013). A novel series of histamine H4 receptor antagonists based on the pyrido[3,2-d]pyrimidine scaffold: Comparison of hERG binding and target residence time with PF-3893787. Bioorganic & Medicinal Chemistry Letters , 23 , 2663–2670.10.1016/j.bmcl.2013.02.091
  • Arrang, J. M. , Garbarg, M. , & Schwartz, J. C. (1983). Auto-inhibition of brain histamine release mediated by a novel class (H3) of histamine receptor. Nature , 302 , 832–837.10.1038/302832a0
  • Barnes, J. C. , Brown, J. D. , Clarke, N. P. , Clapham, J. , Evans, D. J. , & O’Shaughnessy, C. T. (1993). Pharmacological activity of VUF 9153, an isothiourea histamine H3 receptor antagonist. European Journal of Pharmacology , 250 , 147–152.10.1016/0014-2999(93)90632-R
  • Berardi, R. R. , Tankanow, R. M. , & Nostrant, T. T. (1988). Comparison of famotidine with cimetidine and ranitidine. Clinlical Pharmacology , 7 , 271–284.
  • Black, J. W. , Duncan, W. A. , Durant, C. J. , Ganellin, C. R. , & Parsons, E. M. (1972). Definition and antagonism of histamine H2-receptors. Nature , 236 , 385–390.10.1038/236385a0
  • Bongers, G. , de Esch, I. , & Leurs, R. (2010). Molecular pharmacology of the four histamine receptors. Advances in Experimental Medicine and Biology , 709 , 11–19.10.1007/978-1-4419-8056-4
  • Bordi, F. , Rivara, S. , Dallaturca, E. , Carmi, C. , Pala, D. , Lodola, A. , … Mor, M. (2012). Dibasic biphenyl H3 receptor antagonists: Steric tolerance for a lipophilic side chain. European Journal of Medicinal Chemistry , 48 , 214–230.10.1016/j.ejmech.2011.12.019
  • Brown, H. , Stoklosa, J. , & Freudenreich, O. (2012). How to stabilize an acutely psychotic patient. Current Psychiatry , 11 , 10–16.
  • Ceras, J. , Cirauqui, N. , Pérez-Silanes, S. , Aldana, I. , Monge, A. , & Galiano, S. (2012). Novel sulfonylurea derivatives as H3 receptor antagonists. Preliminary SAR studies. European Journal of Medicinal Chemistry , 52 , 1–13.10.1016/j.ejmech.2012.02.049
  • Christopher, F. , Thangam, E. B. , & Suresh, M. X. (2012). A bioinformatics search for selective histamine H4 receptor antagonists through structure-based virtual screening strategies. Chemical Biology & Drug Design , 79 , 749–759.10.1111/jpp.2012.79.issue-5
  • Cowart, M. D. , Altenbach, R. J. , Liu, H. , Hsieh, G. C. , Drizin, I. , Milicic, I. , … Brioni, J. D. (2008). Rotationally constrained 2,4-diamino-5,6-disubstituted pyrimidines: A new class of histamine H4 receptor antagonists with improved druglikeness and in vivo efficacy in pain and inflammation models. Journal of Medicinal Chemistry , 51 , 6547–6557.10.1021/jm800670r
  • Cramer, R. D. , Bunce, J. D. , Patterson, D. E. , & Frank, I. E. (1988). Crossvalidation, bootstrapping, and partial least squares compared with multiple regression in conventional QSAR studies. Quantitative Structure-Activity Relationships , 7 , 18–25.10.1002/qsar.v7:1
  • Dai, H. , Fu, Q. , Shen, Y. , Hu, W. , Zhang, Z. , Timmerman, H. , … Chen, Z. (2007). The histamine H3 receptor antagonist clobenpropit enhances GABA release to protect against NMDA-induced excitotoxicity through the cAMP/protein kinase A pathway in cultured cortical neurons. European Journal of Pharmacology , 563 , 117–123.10.1016/j.ejphar.2007.01.069
  • R Development Core Team (2009). R: A language and environment for statistical computing . Vienna: Author.
  • Engelhardt, H. , de Esch, I. J. , Kuhn, D. , Smits, R. A. , Zuiderveld, O. P. , Dobler, J. , … Leurs, R. (2012). Detailed structure-activity relationship of indolecarboxamides as H4 receptor ligands. European Journal of Medicinal Chemistry , 54 , 660–668.10.1016/j.ejmech.2012.06.016
  • de Esch, I. J. , Thurmond, R. L. , Jongejan, A. , & Leurs, R. (2005). The histamine H4 receptor as a new therapeutic target for inflammation. Trends in Pharmacological Sciences , 26 , 462–469.
  • Feng, Z. , Hou, T. , & Li, Y. (2013). Docking and MD study of histamine H4R based on the crystal structure of H1R. Journal of Molecular Graphics and Modelling , 39 , 1–12.10.1016/j.jmgm.2012.10.003
  • Fernandes, J. P. , Pasqualoto, K. F. , Ferreira, E. I. , & Brandt, C. A. (2011). Molecular modeling and QSAR studies of a set of indole and benzimidazole derivatives as H4 receptor antagonists. Journal of Molecular Modeling , 17 , 921–928.10.1007/s00894-010-0779-4
  • Garg, R. , Kurup, A. , Mekapati, S. B. , & Hansch, C. (2003). Cyclooxygenase (COX) inhibitors: A comparative QSAR study. Chemical Reviews , 103 , 703–732.10.1021/cr020464a
  • Golbraikh, A. , & Tropsha, A. (2002). Beware of q2!. Journal of Molecular Graphics and Modelling , 20 , 269–276.10.1016/S1093-3263(01)00123-1
  • Hansch, C. , & Klein, T. E. (1986). Molecular graphics and QSAR in the study of enzyme-ligand interactions. On the definition of bioreceptors. Accounts of Chemical Research , 19 , 392–400.10.1021/ar00132a003
  • Hansch, C. , Kurup, A. , Garg, R. , & Gao, H. (2001). Chem-bioinformatics and QSAR: A review of QSAR lacking positive hydrophobic terms. Chemical Reviews , 101 , 619–672.10.1021/cr0000067
  • Hansch, C. , Leo, A. , & Hoekman, D. H. (1995a). Exploring QSAR: Fundamentals and applications in chemistry and biology . Washington, DC: American Chemical Society.
  • Hansch, C. , Leo, A. , & Hoekman, D. H. (1995b). Exploring QSAR: Hydrophobic, electronic, and steric constants . Washington, DC: American Chemical Society.
  • Hansch, C. , Leo, A. , & Taft, R. W. (1991). A survey of Hammett substituent constants and resonance and field parameters. Chemical Reviews , 91 , 165–195.10.1021/cr00002a004
  • Herman, S. M. , & Vender, R. B. (2003). Antihistamines in the treatment of atopic dermatitis. Journal of Cutaneous Medicine and Surgery: Incorporating Medical and Surgical Dermatology , 7 , 467–473.10.1007/s10227-003-0164-3
  • Hill, S. J. (1990). Distribution, properties, and functional characteristics of three classes of histamine receptor. Pharmacological Reviews , 42 , 45–83.
  • Hill, S. J. , Ganellin, C. R. , Timmerman, H. , Schwartz, J. C. , Shankley, N. P. , Young, J. M. , … Haas, H. L. (1997). International union of pharmacology. XIII. Classification of histamine receptors. Pharmacological Reviews , 49 , 253–278.
  • Hough, L. B. (2001). Genomics meets histamine receptors: New subtypes, new receptors . Molecular Pharmacology , 59 , 415–419. Retrieved from http://www.biobyte.com/copyright.html
  • Hudkins, R. L. , Raddatz, R. , Tao, M. , Mathiasen, J. R. , Aimone, L. D. , Becknell, N. C. , … Williams, M. (2011). Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): A potent, selective histamine H3 receptor inverse agonist. Journal of Medicinal Chemistry , 54 , 4781–4792.10.1021/jm200401v
  • Igel, P. , Geyer, R. , Strasser, A. , Dove, S. , Seifert, R. , & Buschauer, A. (2009). Synthesis and structure-activity relationships of cyanoguanidine-type and structurally related histamine H4 receptor agonists. Journal of Medicinal Chemistry , 52 , 6297–6313.10.1021/jm900526h
  • Igel, P. , Schneider, E. , Schnell, D. , Elz, S. , Seifert, R. , & Buschauer, A. (2009). N(G)-acylated imidazolylpropylguanidines as potent histamine H4 receptor agonists: selectivity by variation of the N(G)-substituent. Journal of Medicinal Chemistry , 52 , 2623–2627.10.1021/jm9000693
  • Istyastono, E. P. , Nijmeijer, S. , Lim, H. D. , van de Stolpe, A. , Roumen, L. , Kooistra, A. J. , … de Graaf, C. (2011). Molecular determinants of ligand binding modes in the histamine H 4 receptor: Linking ligand-based three-dimensional quantitative structure–activity relationship (3D-QSAR) models to in silico guided receptor mutagenesis studies. Journal of Medicinal Chemistry , 54 , 8136–8147.10.1021/jm201042n
  • Jablonowski, J. A. , Grice, C. A. , Chai, W. , Dvorak, C. A. , Venable, J. D. , Kwok, A. K. , … Carruthers, N. I. (2003). The first potent and selective non-imidazole human histamine H 4 receptor antagonists. Journal of Medicinal Chemistry , 46 , 3957–3960.10.1021/jm0341047
  • Jutel, M. , Watanabe, T. , Akdis, M. , Blaser, K. , & Akdis, C. A. (2002). Immune regulation by histamine. Current Opinion in Immunology , 14 , 735–740.10.1016/S0952-7915(02)00395-3
  • Kiers, H. L. , & Smilde, A. (2007). A comparison of various methods for multivariate regression with highly collinear variables. Statistical Methods and Applications , 16 , 193–228.10.1007/s10260-006-0025-5
  • Kiss, R. , Noszál, B. , Rácz, Ákos , Falus, A. , Erős, D. , & Keserű, G. M. (2008). Binding mode analysis and enrichment studies on homology models of the human histamine H4 receptor. European Journal of Medicinal Chemistry , 43 , 1059–1070.10.1016/j.ejmech.2007.07.014
  • Klabunde, T. , & Hessler, G. (2002). Drug design strategies for targeting G-protein-coupled receptors. ChemBioChem , 3 , 928–944.10.1002/1439-7633(20021004)3:10<928::AID-CBIC928>3.0.CO;2-5
  • Kottke, T. , Sander, K. , Weizel, L. , Schneider, E. H. , Seifert, R. , & Stark, H. (2011). Receptor-specific functional efficacies of alkyl imidazoles as dual histamine H3/H4 receptor ligands. European Journal of Pharmacology , 654 , 200–208.10.1016/j.ejphar.2010.12.033
  • Kuhne, S. , Wijtmans, M. , Lim, H. D. , Leurs, R. , & de Esch, I. J. (2011). Several down, a few to go: Histamine H 3 receptor ligands making the final push towards the market? Expert Opinion on Investigational Drugs , 20 , 1629–1648.10.1517/13543784.2011.625010
  • Lane, C. A. , Hay, D. , Mowbray, C. E. , Paradowski, M. , Selby, M. D. , Swain, N. A. , & Williams, D. H. (2012). Synthesis of novel histamine H4 receptor antagonists. Bioorganic & Medicinal Chemistry Letters , 22 , 1156–1159.10.1016/j.bmcl.2011.11.098
  • Lee-Dutra, A. , Arienti, K. L. , Buzard, D. J. , Hack, M. D. , Khatuya, H. , Desai, P. J. , … Breitenbucher, J. G. (2006). Identification of 2-arylbenzimidazoles as potent human histamine H4 receptor ligands. Bioorganic & Medicinal Chemistry Letters , 16 , 6043–6048.10.1016/j.bmcl.2006.08.117
  • Leo, A. J. (1993). Calculating log Poct from structures. Chemical Reviews , 93 , 1281–1306.10.1021/cr00020a001
  • Ligneau, X. , Landais, L. , Perrin, D. , Piriou, J. , Uguen, M. , Denis, E. , … Schwartz, J. C. (2007). Brain histamine and schizophrenia: Potential therapeutic applications of H3-receptor inverse agonists studied with BF2.649. Biochemical Pharmacology , 73 , 1215–1224.10.1016/j.bcp.2007.01.023
  • Ligneau, X. , Lin, J. , Vanni-Mercier, G. , Jouvet, M. , Muir, J. L. , Ganellin, C. R. , … Schwartz, J. (1998). Neurochemical and behavioral effects of ciproxifan, a potent histamine H3-receptor antagonist. Journal of Pharmacology and Experimental Therapeutics , 287 , 658–666.
  • Lim, H. D. , Istyastono, E. P. , van de Stolpe, A. , Romeo, G. , Gobbi, S. , Schepers, M. , … de Esch, I. J. (2009). Clobenpropit analogs as dual activity ligands for the histamine H3 and H4 receptors: Synthesis, pharmacological evaluation, and cross-target QSAR studies. Bioorganic & Medicinal Chemistry , 17 , 3987–3994.10.1016/j.bmc.2009.04.007
  • Lim, H. D. , Smits, R. A. , Bakker, R. A. , van Dam, C. M. , de Esch, I. J. , & Leurs, R. (2006). Discovery of S-(2-guanidylethyl)-isothiourea (VUF 8430) as a potent nonimidazole histamine H4 receptor agonist. Journal of Medicinal Chemistry , 49 , 6650–6651.10.1021/jm060880d
  • Liu, J. , Li, Y. , Zhang, H. X. , Zhang, S. W. , & Yang, L. (2012). Studies of H4R antagonists using 3D-QSAR, molecular docking and molecular dynamics. Journal of Molecular Modeling , 18 , 991–1001.10.1007/s00894-011-1137-x
  • Liu, C. , Ma, X. , Jiang, X. , Wilson, S. J. , Hofstra, C. L. , Blevitt, J. , … Lovenberg, T. W. (2001). Cloning and pharmacological characterization of a fourth histamine receptor (H(4)) expressed in bone marrow. Molecular Pharmacology , 59 , 420–426.
  • Lovenberg, T. W. , Roland, B. L. , Wilson, S. J. , Jiang, X. , Pyati, J. , Huvar, A. , … Erlander, M. G. (1999). Cloning and functional expression of the human histamine H3 receptor. Molecular Pharmacology , 55 , 1101–1107.
  • Medhurst, A. D. , Atkins, A. R. , Beresford, I. J. , Brackenborough, K. , Briggs, M. A. , Calver, A. R. , … Wilson, D. M. (2007). GSK189254, a novel H3 receptor antagonist that binds to histamine H3 receptors in Alzheimer’s disease brain and improves cognitive performance in preclinical models. Journal of Pharmacology and Experimental Therapeutics , 321 , 1032–1045.10.1124/jpet.107.120311
  • Morisset, S. , Rouleau, A. , Ligneau, X. , Gbahou, F. , Tardivel-Lacombe, J. , Stark, H. , … Arrang, J. M. (2000). High constitutive activity of native H3 receptors regulates histamine neurons in brain. Nature , 408 , 860–864.
  • Morse, K. L. , Behan, J. , Laz, T. M. , West, R. E., Jr , Greenfeder, S. A. , Anthes, J. C. , … Monsma, F. J., Jr (2001). Cloning and characterization of a novel human histamine receptor. Journal of Pharmacology and Experimental Therapeutics , 296 , 1058–1066.
  • Oda, T. , Morikawa, N. , Saito, Y. , Masuho, Y. , & Matsumoto, S. (2000). Molecular cloning and characterization of a novel type of histamine receptor preferentially expressed in leukocytes. Journal of Biological Chemistry , 275 , 36781–36786.10.1074/jbc.M006480200
  • Onodera, K. , & Watanabe, T. (1998). Histamine H3 antagonists as potential therapeutics in the CNS. Pharmacochemistry Library . L. Rob and T. Henk . Elsevier. 30 , 255–267.
  • Oostenbrink, C. , Villa, A. , Mark, A. E. , & Van Gunsteren, W. F. (2004). A biomolecular force field based on the free enthalpy of hydration and solvation: The GROMOS force-field parameter sets 53A5 and 53A6. Journal of Computational Chemistry , 25 , 1656–1676.10.1002/(ISSN)1096-987X
  • Paavola, K. J. , & Hall, R. A. (2012). Adhesion G protein-coupled receptors: Signaling, pharmacology, and mechanisms of activation. Molecular Pharmacology , 82 , 777–783.10.1124/mol.112.080309
  • Parmentier, R. , Anaclet, C. , Guhennec, C. , Brousseau, E. , Bricout, D. , Giboulot, T. , … Lin, J. S. (2007). The brain H3-receptor as a novel therapeutic target for vigilance and sleep-wake disorders. Biochemical Pharmacology , 73 , 1157–1171.10.1016/j.bcp.2007.01.002
  • Parsons, M. E. , & Ganellin, C. R. (2006). Histamine and its receptors. British Journal of Pharmacology , 147 (Suppl. 1), S127–135.
  • Passani, M. B. , & Blandina, P. (2011). Histamine receptors in the CNS as targets for therapeutic intervention. Trends in Pharmacological Sciences , 32 , 242–249.10.1016/j.tips.2011.01.003
  • Pipeline Pilot ( Version 7.5.) San Diego, CA: Accelrys Software Inc.
  • Raddatz, R. , Tao, M. , & Hudkins, R. L. (2010). Histamine H3 antagonists for treatment of cognitive deficits in CNS diseases. Current Topics in Medicinal Chemistry , 10 , 153–169.10.2174/156802610790411027
  • van Rijn, R. M. , van Marle, A. , Chazot, P. L. , Langemeijer, E. , Qin, Y. , Shenton, F. C. , … Leurs, R. (2008). Cloning and characterization of dominant negative splice variants of the human histamine H 4 receptor. Biochemical Journal , 414 , 121–131.10.1042/BJ20071583
  • Sander, K. , Kottke, T. , & Stark, H. (2008). Histamine H3 receptor antagonists go to clinics. Biological & Pharmaceutical Bulletin , 31 , 2163–2181.10.1248/bpb.31.2163
  • Sander, K. , Kottke, T. , Tanrikulu, Y. , Proschak, E. , Weizel, L. , Schneider, E. H. , … Stark, H. (2009). 2,4-Diaminopyrimidines as histamine H4 receptor ligands–Scaffold optimization and pharmacological characterization. Bioorganic & Medicinal Chemistry , 17 , 7186–7196.10.1016/j.bmc.2009.08.059
  • Schlicker, E. , & Kathmann, M. (1998). Modulation of in vitro neurotransmission in the CNS and in the retina via H3 heteroreceptors. Pharmacochemistry Library , L. Rob and T. Henk , Elsevier. 30 , 13–26.
  • Schneider, E. H. , Strasser, A. , Thurmond, R. L. , & Seifert, R. (2010). Structural requirements for inverse agonism and neutral antagonism of indole-, benzimidazole-, and thienopyrrole-derived histamine H4 receptor ligands. Journal of Pharmacology and Experimental Therapeutics , 334 , 513–521.10.1124/jpet.110.165977
  • Selassie, C. D. , Mekapati, S. B. , & Verma, R. P. (2002). QSAR: Then and now. Current Topics in Medicinal Chemistry , 2 , 1357–1379.10.2174/1568026023392823
  • Sharma, B. K. , Pilania, P. , Singh, P. , & Prabhakar, Y. S. (2011). A QSAR study on 2-(4-methylpiperazin-1-yl)quinoxalines as human histamine H 4 receptor ligands. Journal of Enzyme Inhibition and Medicinal Chemistry , 26 , 412–421.10.3109/14756366.2010.519702
  • Silipo, C. , & Vittoria, A. (1990). Three-Dimensional Structure of Drugs. In C. Hansch , P. Summers , & J. Taylor , (Ed.), Comprehensive Medicinal Chemistry Quantitative Drug Design . (Vol. 4, pp. 154–204). New York, NY , Pergamon Press.
  • Simons, F. E. (2004). Advances in H 1 -antihistamines. New England Journal of Medicine , 351 , 2203–2217.10.1056/NEJMra033121
  • Smits, R. A. , Lim, H. D. , Hanzer, A. , Zuiderveld, O. P. , Guaita, E. , Adami, M. , … de Esch, I. J. (2008). Fragment based design of new H4 receptor−ligands with anti-inflammatory properties in vivo. Journal of Medicinal Chemistry , 51 , 2457–2467.10.1021/jm7014217
  • Smits, R. A. , Lim, H. D. , Stegink, B. , Bakker, R. A. , de Esch, I. J. , & Leurs, R. (2006). Characterization of the histamine H 4 receptor binding site. Part 1. Synthesis and pharmacological evaluation of dibenzodiazepine derivatives. Journal of Medicinal Chemistry , 49 , 4512–4516.10.1021/jm051008s
  • van der Spoel, D. , Lindahl, E. , Hess, B. , van Buuren, A. R. , Apol, E. , Meulenhoff, P. F. , … Berendsen H. (2004). Gromacs User Manual, version 3.3 . University of Groningen, Groningen, The Netherlands. http://www.gromacs.org
  • Straßer, A. , Striegl, B. , Wittmann, H.-J. , & Seifert, R. (2008). Pharmacological profile of histaprodifens at four recombinant histamine H1 receptor species isoforms. Journal of Pharmacology and Experimental Therapeutics , 324 , 60–71.
  • Terzioglu, N. , van Rijn, R. M. , Bakker, R. A. , De Esch, I. J. , & Leurs, R. (2004). Synthesis and structure–activity relationships of indole and benzimidazole piperazines as histamine H4 receptor antagonists. Bioorganic & Medicinal Chemistry Letters , 14 , 5251–5256.10.1016/j.bmcl.2004.08.035
  • Unger, S. H. , & Hansch, C. (2007). Quantitative models of steric effects. In R. W. Taft , S. H. Unger & C. Hansch (Eds.), Progress in Physical Organic Chemistry (pp. 91–118). Wiley.
  • Venable, J. D. , Cai, H. , Chai, W. , Dvorak, C. A. , Grice, C. A. , Jablonowski, J. A. , … Edwards, J. P. (2005). Preparation and biological evaluation of indole, benzimidazole, and thienopyrrole piperazine carboxamides: Potent human histamine H 4 antagonists. Journal of Medicinal Chemistry , 48 , 8289–8298.10.1021/jm0502081
  • Verloop, A. (1987). The sterimol approach to drug design . New York, NY : Marcel Dekker.
  • Verloop, A. , Hoogenstraaten, W. , & Tipker, J. (1976). Development and application of new steric substituent parameters in drug design. In E. Ariens (Ed.), Drug Design (pp. 165–207). New York, NY: Academic Press.
  • Wager, T. T. , Pettersen, B. A. , Schmidt, A. W. , Spracklin, D. K. , Mente, S. , Butler, T. W. , … Chandrasekaran, R. Y. (2011). Discovery of two clinical histamine H(3) receptor antagonists: trans-N-ethyl-3-fluoro-3-[3-fluoro-4-(pyrrolidinylmethyl)phenyl]cyclobutanecarbox amide (PF-03654746) and trans-3-fluoro-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-N-(2-methylpropyl)cyc lobutanecarboxamide (PF-03654764). Journal of Medicinal Chemistry , 54 , 7602–7620.10.1021/jm200939b
  • Watanabe, M. , Kazuta, Y. , Hayashi, H. , Yamada, S. , Matsuda, A. , & Shuto, S. (2006). Stereochemical diversity-oriented conformational restriction strategy. Development of potent histamine H3 and/or H4 receptor antagonists with an imidazolylcyclopropane structure. Journal of Medicinal Chemistry , 49 , 5587–5596.10.1021/jm0603318
  • West, R. E., Jr. , Zweig, A. , Shih, N. Y. , Siegel, M. I. , Egan, R. W. , & Clark, M. A. (1990). Identification of two H3-histamine receptor subtypes. Molecular Pharmacology , 38 , 610–613.
  • Yang, R. , Hey, J. A. , Aslanian, R. , & Rizzo, C. A. (2002). Coordination of histamine H3 receptor antagonists with human adrenal cytochrome P450 enzymes. Pharmacology , 66 , 128–135.10.1159/000063794

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.