Synthesis of the NK3 receptor antagonist AZD2624 in C-14-, H-3- and C-13-labeled forms

Journal of Labelled Compounds and Radiopharmaceuticals

Volumn 54, Issue 5, 2011, Pages 239-246

  Elmore, Charles S ^a,b   Dorff, Peter N ^a   Powell, Mark E ^a   Hall, James E ^a   Simpson, Thomas R ^a  

^a ASTRAZENECA   (United Kingdom)

^b NONE   (United States)

Author keywords

AZD2624; isatin; NK3 receptor antagonist

Indexed keywords

C (PROGRAMMING LANGUAGE);

AZD2624; INTERNAL STANDARDS; ISATIN; ISOTOPOMERS; NK3 RECEPTOR ANTAGONIST; RECEPTOR ANTAGONISTS; SYNTHESISED;

BENZOIC ACID;

13C6 AZD2624; 13C6 ISATIN; 3H2 AZD2624; AZD2624; NEUROKININ 3 RECEPTOR ANTAGONIST; NEUROLEPTIC AGENT; RADIOPHARMACEUTICAL AGENT; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG LABELING; DRUG SYNTHESIS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RADIOCHEMISTRY; SCHIZOPHRENIA;

EID: 79958208747     PISSN: 03624803     EISSN: 10991344     Source Type: Journal    
DOI: 10.1002/jlcr.1858     Document Type: Article

References (23)

1. W. J. Brewer, S. M. Francey, S. J. Wood, H. J. Jackson, C. Pantelis, L. J. Phillips, A. R. Yung, V. A. Anderson, P. D. McGorry, Am. J. Psychiatry 2005, 162, 71-78.
2. S. H. Schultz, S. W. North, C. G. Shields, Am. Fam. Physician 2007, 75, 1821-1829.
3. W. Spooren, C. Riemer, H. Meltzer, Nat. Rev. Drug. Discov. 2005, 4, 967-975.
4. J. S. Albert, W. Potts, Expert. Opin. Ther. Patents 2006, 16, 925-937.
5. A. D'Agostini, J. Bozzo, Drugs Future 2008, 33, 981-989.
6. P. W. Smith, L. A. Dawson, Recent Patents CNS Discov 2008, 3, 1-15.
7. M. G. N. Russell, V. G. Matassa, R. R. Pengilley, M. B. van Niel, B. Sohal, A. P. Watt, L. Hitzel, M. S. Beer, J. A. Stanton, H. B. Broughton, J. L. Castro, J. Med. Chem. 1999, 42, 4981-5001.
8. C. S. Elmore, J. E. Hall, X. Ye, J. R. Heys, J. Label. Compd. Radiopharm. 2007, 50, 412-413.
9. W. Shieh, S. Dell, O. Repicìæ, J. Org. Chem. 2002, 67, 2188-2191.
10. R. L. Crumbie, J. S. Nimitz, H. S. Mosher, J. Org. Chem. 1982, 47, 4040-4045.
11. D. Wang, M. D. Schwinden, L. Radesca, B. Patel, D. Kronenthal, M. Huang, W. A. Nugent, J. Org. Chem. 2004, 69, 1629-1633.
12. G. M. Abdalla, S. Sowell, J. Walter, J. Heterocyclic Chem. 1987, 24, 297-301.
13. C. A. Ibarra, R. C. Rodriguez, M. C. F. Monreal, F. J. G. Navarro, J. M. Tesorero, J. Org. Chem. 1989, 54, 5620-5623.
14. C. S. Elmore, The use of isotopically labeled compounds in drug discovery. In Annual Reports in Medicinal Chemistry (Eds.:, John E. Macor,), Academic Press, Oxford, UK, 2009, pp. 515-534.
15. L. M. Long, H. D. Troutman, J. Am. Chem. Soc. 1949, 71, 2469-2472.
16. B. J. Burke, L. E. Overman, J. Am. Chem. Soc. 2004, 126, 16820-16833.
17. D. D. Dischino, V. K. Gribkoff, P. Hewawasam, G. M. Luke, J. K. Rinehart, T. L. Jr Spears, J. E. Starrett, J. Label. Compd. Radiopharm. 2003, 46, 139-149.
18. C. Oberthuer, B. Hoffmann, M. Hamburger, Pharmazie 2002, 57, 586-587.
19. R. Wilmes, M. Winnewisser, J. Label Compd. Radiopharm. 1992, 31, 1037-1040.
20. J. M. Muchowski, M. C. Venuti, J. Org. Chem. 1980, 45, 4798-4801.
21. W. Fuhrer, H. W. Gschwend, J. Org. Chem. 1979, 44, 1133-1136.
22. Y. Hamashima, T. Suzuki, H. Takano, Y. Shimura, M. Sodeoka, J. Am. Chem Soc. 2005, 127, 10164-10165.
23. A. Osborne, Q. Teng, E. W. Miles, R. S. Phillips, J. Biol. Chem. 2003, 278, 44083-44090.