7,10-Bis(2-mercapto-2-methyl)propyl-7,10-diazapalmitic acid: A novel, N2S2 ligand for technetium-99m

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 20, 1996, Pages 2399-2404

  Jones Jr , G S ^a   Elmaleh, D R ^a   Strauss, H W ^a   Fischman, A J ^a  

^a MASSACHUSETTS GENERAL HOSPITAL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

15 (4 IODOPHENYL)PENTADECANOIC ACID I 125; FATTY ACID DERIVATIVE; TECHNETIUM 99M;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DRUG DISTRIBUTION; DRUG SYNTHESIS; DRUG TISSUE LEVEL; HEART; INTRAVENOUS DRUG ADMINISTRATION; NONHUMAN; RAT;

ANIMALIA;

EID: 0030598189     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00440-4     Document Type: Article

References (22)

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6. 6. Pearson, D. A.; Lister-James, J.; McBride, W. J.; Wilson, D. M.; Martel, L. J.; Civitello, E. R.; Taylor, J. E.; Moyer, B. R.; Dean, R. T. J. Med. Chem. 1996, 39, 1361.
7. 7. Pearson, D. A.; Lister-James, J.; McBride, W. J.; Wilson, D. M.; Martel, L. J.; Civitello, E. R.; Dean, R. T. J. Med. Chem. 1996, 39, 1372.
8. 8. Mach, R. H.; Kung, H. F.; Jungwiwattanaporn, P.; Guo, Y.-Z. Tetrahedron Lett. 1989, 30, 4073.
9. 9. Mach, R. H.; Kung, H. F.; Jungwiwattanaporn, P.; Guo, Y.-Z. Nucl. Med. Biol. 1991, 18, 215.
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11. 11. Jones, G. S., Jr.; Elmaleh, D. R. Org. Prep. Proced. Int., 1990, 22, 112.
12. 2 (489.6): C, 58.87; H, 7.82; N, 5.72. Found: C, 58.80; H, 7.99; N, 5.67.
13. 13. Flash chromatography was performed according to: Still, W. C.; Kahn, M; Mitra, A. J. Org. Chem. 1978, 43, 2923.
14. 5 and NH, exchangeable).
15. 2 (657): C, 67.64; H, 8.59; N, 4.26. Found: C, 67.61; H, 8.62; N, 4.29.
16. 2O(719.94): C, 61.72; H, 8.96; N, 3.89. Found: C, 61.83; H, 8.54; N, 3.94
17. 3OH (623): C, 69.88; H, 9.55; N, 4.50. Found: C, 69.76; H, 9.57; N, 4.42.
18. 2), 6.8 (broad, 2, SH).
19. 1H NMR (Varian T 60 NMR Spectrometer) and spectra were consistent with the proposed structures. Elemental analyses were performed by Schwarzkopf Microanalytical Laboratory on compounds 3,4,5, and 6 and were within 0.4% of theoretical values. The Ni(II) complex of 7 failed to give a satisfactory analysis; the identity of ligand 7 was supported by FABMS.
20. 20. Mach, R. H.; Kung, H. F. Org. Mass Spectrom. 1991, 26, 528.
21. 2)
22. 2. The residue was dissolved in EtOH (1 mL), then diluted with 5% human serum albumin (8 mL). The final solution was filtered through a 0.22 μm filter. Yield: 30-60%. The radiochemical purity of the complex (>95%) was ascertained by TLC (hexane:ether:HOAc::50:50:1).