Skip to main content
SpringerLink
Log in

Tritiation of two potent catecholamine beta-adrenergic receptor agonists

  • Published:
Journal of Radioanalytical and Nuclear Chemistry Aims and scope Submit manuscript

Abstract

The tritiation of the beta-adrenergic catecholamines isoproterenol and hydroxybenzylisoproterenol is described.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Wachter SB, Gilbert EM (2012) Beta-adrenergic receptors, from their discovery and characterization through their manipulation to beneficial clinical application. Cardiology 122:104–112

    Article  CAS  Google Scholar 

  2. Port DJ (2012) Beta-adrenergic signaling: complexities and therapeutic relevance to heart failure. Curr Signal Transduct Ther 7:120–131

    Article  CAS  Google Scholar 

  3. Yu J-T, Wang N-D, Ma T, Jiang H, Guan J, Tan L (2011) Roles of beta-adrenergic receptors in Alzheimer’s disease: implications for novel therapeutics. Brain Res Bull 84:111–117

    Article  CAS  Google Scholar 

  4. Wang D, Xiang YK (2011) Beta-adrenergic receptor, amyloid beta peptide, and Alzheimer’s disease. Curr Top Membr 67:205–228

    Article  CAS  Google Scholar 

  5. Cole SW, Sood AK (2012) Molecular pathways: beta-adrenergic signaling in cancer. Clin Cancer Res 18:1201–1206

    Article  CAS  Google Scholar 

  6. Perez-Sayans M, Somoza-Martin JM, Barros-Angueira F, Diz PG, Rey JMG, Garcia-Garcia A (2010) Beta-adrenergic receptors in cancer: therapeutic implications. Oncol Res 19:45–54

    Article  CAS  Google Scholar 

  7. Filer CN, Ahern DG, Granchelli FE, Neumeyer JL, Law S-J (1980) Aporphines 28. Preparation of (–)-N-n-[3H- and-2H] propylnorapomorphine. J Org Chem 45:3465–3467

    Article  CAS  Google Scholar 

  8. Filer CN, Ahern DG (1980) Preparation of (–)-[8,9-3H] apomorphine at high specific activity. J Org Chem 45:3918–3919

    Article  CAS  Google Scholar 

  9. Orphanos D, Filer CN (2002) The preparation of dopaminergic agonist [5,8-3H] (±)-2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene at high specific activity. J Radioanal Nucl Chem 254:223–224

    Article  CAS  Google Scholar 

  10. Filer CN, Orphanos D, Seguin RJ (2006) Synthesis of [ring-3H] dopamine and fluoro analogues at high specific activity. Synth Commun 36:975–978

    Article  CAS  Google Scholar 

  11. Ahern DG, Laseter AG, Filer CN (2003) The synthesis and characterization of [2,3-3H] gamma-aminobutyric acid via 4-aminotetrolic acid at high specific activity. Appl Radiat Isot 58:477–479

    Article  CAS  Google Scholar 

  12. Filer CN, Ahern DG (1987) The preparation and characterization of [3H] histamine dihydrochloride at high specific activity. J Label Compd Radiopharm 24:615–622

    Article  CAS  Google Scholar 

  13. Ahern DG, Morrison JC, Filer CN (2009) Tritiation of melatonin by several methods. J Radioanal Nucl Chem 279:3–6

    Article  CAS  Google Scholar 

  14. Ahern DG, Egan JA, Nugent RP, Filer CN (2013) Synthesis of some 6-keto morphinan mu opiate receptor agonists labelled with tritium at high specific activity. J Radioanal Nucl Chem 295:1029–1031

    Article  CAS  Google Scholar 

  15. Ahern DG, Seguin RJ, Filer CN (2004) Serotonin receptor agonists buspirone and (±)-DOB: tritiation at high specific activity. J Radioanal Nucl Chem 261:465–467

    Article  CAS  Google Scholar 

  16. Ahern DG, Seguin RJ, Filer CN (2012) High specific activity tritium labelling of some sigma-1 receptor agonists. J Radioanal Nucl Chem 292:19–23

    Article  CAS  Google Scholar 

  17. Ahern DG, Orphanos D, Filer CN (2012) Trace amine receptor ligands: tritiation at high specific activity. J Radioanal Nucl Chem 293:415–418

    Article  CAS  Google Scholar 

  18. Dal Monte M, Martini D, Latina V, Pavan B, Filippi L, Bagnoli P (2012) Beta-adrenoreceptor agonism influences retinal responses to hypoxia in a model of retinopathy of prematurity. Invest Ophthalmol Vis Sci 53:2181–2192

    Article  Google Scholar 

  19. Pagadala J, Williams-Guy K, Nooh MM, Steinle JJ, Miller DD (2011) Beta-adrenergic receptor signaling by the isomers of isoproterenol and like drugs in retinal endothelial cells and Mueller cells. Med Chem Commun 2:726–730

    Article  CAS  Google Scholar 

  20. Jiang Y, Walker RJ, Kern TS, Steinle JJ (2010) Application of isoproterenol inhibits diabetic-like changes in the rat retina. Exp Eye Res 91:171–179

    Article  CAS  Google Scholar 

  21. Blair LK, Baldwin J, Smith WC (1977) Halogen-amine complexes in chemical synthesis. 1. The oxidation of alcohols by 1,4-diazabicyclo[2.2.2]octane. 2Br2 complex. J Org Chem 42:1816–1817

    Article  CAS  Google Scholar 

  22. Aukett P, Barker IRL (1972) The kinetics and mechanism of the oxidation of benzyl alcohol to benzaldehyde by bromine. J Chem Soc Perkin Trans II:568–572

    Google Scholar 

  23. Filer CN (2010) Direct metal-catalyzed tritiation of organic compounds. J Label Compd Radiopharm 53:739–744

    Article  CAS  Google Scholar 

  24. Lefkowitz RJ, Williams LT (1977) Catecholamine binding to the beta-adrenergic receptor. Proc Natl Acad Sci 74:515–519

    Article  CAS  Google Scholar 

  25. Moed HD, Van Dijk J, Niewind H (1955) Synthesis of beta-phenylethylamine derivatives. III Bronchodilators. Rec Trav Chim 74:919–936

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We would like to acknowledge the contribution of Dr. Puliyer Srinivasan of PerkinElmer Life Sciences & Technology in obtaining the NMR spectra.

Author information

Authors and Affiliations

  1. PerkinElmer Life Sciences & Technology, Inc., 940 Winter St., Waltham, MA, 02451, USA

    David G. Ahern, Demetri Orphanos & Crist N. Filer

Authors
  1. David G. Ahern
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Demetri Orphanos
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Crist N. Filer
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Crist N. Filer.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ahern, D.G., Orphanos, D. & Filer, C.N. Tritiation of two potent catecholamine beta-adrenergic receptor agonists. J Radioanal Nucl Chem 298, 2025–2028 (2013). https://doi.org/10.1007/s10967-013-2654-0

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10967-013-2654-0

Keywords

Search

Navigation