Labelling of the guanylate cyclase activator cinaciguat (BAY 58-2667) with carbon-14, tritium and stable isotopes

Journal of Labelled Compounds and Radiopharmaceuticals

Volumn 53, Issue 3, 2010, Pages 130-139

  Seidel, D ^a   Pleiss U ^a  

^a BAYER PHARMA AG   (Germany)

Author keywords

Carbon 11; Carbon 13; Carbon 14; Guanylate cyclase activator; Nitrogen 15; Synthesis; Tritium

Indexed keywords

ACETAL RESINS; CARBON; CARBOXYLATION; DRUG PRODUCTS; MASS SPECTROMETRY; NITROGEN; TRITIUM;

CARBON 14; CARBON-11; CARBON-13; CYANATION; GUANYLATE CYCLASE; GUANYLATE CYCLASE ACTIVATOR; LABELINGS; NITROGEN-15; STABLE ISOTOPES; SYNTHESISED;

BENZENE;

1 (CHLOROMETHYL) 2 [[4 (2 PHENYLETHYL)BENZYL]OXY]BENZENE; 1 (CHLOROMETHYL) 4 (2 PHENYLETHYL)BENZENE; 1 BROMO 4 (2 PHENYLETHYL)BENZENE; 4 [[4 CARBOXYBUTYL [2 [(4 PHENETHYLBENZYL)OXY]PHENETHYL]AMINO]METHYL]BENZOIC ACID; 4 [[4 CARBOXYBUTYL [2 [(4 PHENETHYLBENZYL)OXY]PHENETHYL]AMINO]METHYL]BENZOIC ACID C 14; 4 [[4 CARBOXYBUTYL[2 [(4 PHENETHYLBENZYL)OXY]PHENETHYL]AMINO]METHYL]BENZOIC ACID; BENZENE DERIVATIVE; CARBON 11; CARBON 14; GUANYLATE CYCLASE; METHYL 4 BROMOBENZOATE; RADIOPHARMACEUTICAL AGENT; TRITIUM; UNCLASSIFIED DRUG;

ARTICLE; CARBOXYLATION; CYANATION; DRUG SYNTHESIS; ISOTOPE LABELING; MASS SPECTROMETER; REACTION ANALYSIS;

EID: 77950442570     PISSN: 03624803     EISSN: 10991344     Source Type: Journal    
DOI: 10.1002/jlcr.1738     Document Type: Article

References (14)

1. O. V. Evgenov, P. Pacher, P. M. Schmidt, K. György, H. H. H. W. Schmidt, J. P. Stasch, Nat. Rev. Drug Discov. 2006, 5, 755-768.
2. J. P. Stasch et al., J. Clin. Invest. 2006, 116, 2552-2561.
3. P. M. Schmidt, M. Schramm, H. Schröder, F. Wunder, J. P. Stasch, J. Biol. Chem. 2004, 279, 3025-3032.
4. P. M. Schmidt, M. Schramm, H. Schröder, J. P. Stasch, Eur. J. Pharmacol. 2003, 468, 167-174.
5. A. J. Hobbs, Br. J. Pharmacol. 2002, 136, 637-640.
6. J. P. Stasch et al. Br. J. Pharmacol 2002, 136, 773-783.
7. U. Pleiss, D. Seidel, J. Labelled Comp. Radiopharm 2002, 45, 1172-1174.
8. Patent WO. 01/19780 (Novel derivatives of Dicarboxylic Acid having Pharmaceutical Properties).
9. J. H. Speer, A. J. Hill, J. Chem. Soc. 1937, 2, 139-147.
10. M. Carrara, S. Zampiron, D. Pittarello, L. Cima, A. Rampa, P. Valenti, P. Da Re, P. Giusti, ArzneimittelForsch./Drug Res. 1997, 47, 803-809.
11. Patent US 2,960,537 (4-Diphenylethane-Aldehyde).
12. J. R. Heys, J. Label. Comp. Radiopharm. 2007, 50, 770-778.
13. A. Y. L. Shu, J. R. Heys, Synthesis and applications of Isotopically labelled compounds, 2000, Proceedings of the Seventh International Symposium, Dresden, Germany, (Eds: U. Pleiss and R. Voges), Wiley, New York, p. 68.
14. U. Pleiss, Synthesis and applications of isotopically labelled compounds, 1991, Proceedings of the Fourth International Symposium, Toronto, Kanada (Eds.: by E. Buncel, G. W. Kabalka), Elsevier Science Publishing Company, Amsterdam, pp. 34-39.