Synthesis of the bifunctional chelating agent 6-(4-aminobenzyl)-1,4,8,11-tetra-azacyclotetradecane- N,N',N'',N'''-tetraacetic acid (H2NBn-TETA)

Synthesis

Volumn , Issue 9, 1997, Pages 1010-1012

  Moreau, P ^a   Tinkl, M ^a   Tsukazaki, M ^a   Bury, P S ^a   Griffen, E J ^a   Snieckus, V ^a   Maharajh, R B ^b   Kwok, C S ^b   Somayaji, V V ^c   Peng, Z ^c   Sykes, T R ^c   Noujaim, A A ^c  

^a UNIVERSITY OF WATERLOO   (Canada)

^b JURAVINSKI CANCER CENTRE   (Canada)

^c UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

6 (4 AMINOBENZYL) 1,4,8,11 TETRAAZACYCLOTETRADECANE N,N',N'',N''' TETRAACETIC ACID; CHELATING AGENT; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 9844229886     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1314     Document Type: Article

References (20)

1. DeNardo, S. J.; DeNardo, G. L.; Peng, J.-S.; Colcher, D. In Radioimmunoimaging and Radioimmunotheraphy; Burchiel, S.; Rhodes, B., Ed.; Elsevier: New York, 1983; p 409.
2. Meures, C. F.; Moi, M. K.; Diril, H.; Kukis, D. L.; McCall, M. J.; Desphande, S. V.; DeNardo, S. J.; Snook, D.; Epenetos, A. A. Br. J. Cancer, Suppl. 1990, 10, 21.
3. Yuanfang, L.; Chuanchu, W. Pure Appl. Chem. 1990, 427.
4. Parker, D. Chem. Soc. Rev. 1990, 19, 271.
5. Parker, D.; Jankowski, K. J. In Advances in Metals in Medicine; Vol. 1; Murrer, B. A.; Abrams, M. J., Ed.; Jai Press: New York, 1993; p 29.
6. Washburn, L. C.; Sun. T. T. H.; Crook, J. E.; Byrd, B. L.; Carlton. J. E.; Hung, Y. W.; Steplewski, Z. S. Nucl. Med. Biol. 1986, 13, 453.
7. Brechbiel, M. W.; Gansow, O. A.; Achter, R. W.; Schlom, J.; Esteban, J.; Simpson, D. E.; Colcher, D. Inorg. Chem. 1986, 25, 2772.
8. Westerberg, D. A.; Carney, P. L.; Rodgers, P. E.; Kline, S. J.; Johnson, D. K. J. Med. Chem. 1989, 32, 236.
9. Moi, M. K.; Meares, C. F.; McCall, M. J.; Cole, W. C.; DeNardo, S. J. Anal. Biochem. 1985, 1, 222.
10. DeNardo, G. L.; DeNardo, S. J.; Meares, C. F.; Kukis, D.; Diril, H.; McCall, M. J.; Adams, G. P.; Mausner, L. F.; Moody, D. C.; Desphande, S. V. Antibody, Immunoconjugates, Radiopharm. 1991, 4, 777.
11. Mathias, C. J.; Welch, M. J.; Green, M. A.; Diril, H.; Meares, C. F.; Gropler, R. J.; Gergmann, S. R. J. Nucl. Med. 1991, 32, 475.
12. Anderson, C. J.; Connett, J. M.; Schwarz, S. W.; Rocque, P. A.; Guo, L. W.; Philpott, G. W.; Zinn, K. R.; Meares, C. F.; Welch, M. J. J. Nucl. Med. 1992, 33, 2006.
13. Morphy, J. R.; Parker, D.; Alexander R.; Bains, A.; Carne, A. F.; Eaton, M. A. W.; Harrison, A.; Millican, A.; Phipps, A.; Rhind, S. K.; Titmas, R.; Weatherby, D. J. Chem. Soc., Chem. Commun. 1988, 156.
14. McMurry, T. J.; Brechbiel, M.; Kumar, K.; Gansow, O. A. Bioconjugate Chem. 1992, 3, 108.
15. Ruser, G.; Ritter, W.; Maecke, H. R. Bioconjugate Cham. 1990, 1, 345.
16. McCall, M. J.; Diril, H.; Meares, C. F. Bioconjugate Chem. 1990, 1, 222.
17. Griffen, E. J.; Tinkl, M.; Maillet, M.: Snieckus, V., work in progress.
18. 19 However, contrary to our work, this report provides incomplete characterization for all products (including 6), gives yields for important intermediates based only on HPLC analysis of reaction mixtures, and lacks procedures for the purification, storage, and proper handling of 6 as required for confident experimental reproducibility.
19. Moran, J. K.; Greiner, D. P.; Meares, C. F. Bioconjugate Chem. 1995, 6, 296.
20. Xu, H.-J.; Deng, G.; Yu, Q. J. Chem. Soc., Chem. Commun. 1987, 916.