Structure distribution relationship of iodine-123-iodobenzamides as tracers for the detection of melanotic melanoma

Journal of Nuclear Medicine

Volumn 37, Issue 11, 1996, Pages 1865-1871

  Brandau, Wolfgang ^a   Niehoff, Thomas ^b   Pulawski, Peter ^b   Jonas, Margot ^b   Dutschka, Klaus ^b   Sciuk, Joachim ^b   Coenen, Heinz H ^b   Schober, Otmar ^b  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b NONE

Author keywords

iodine 123 iodobenzamides; melanoma; nonisotopic exchange; tumor imaging

Indexed keywords

BENZAMIDE DERIVATIVE; IODINE 123; IODOHIPPURATE SODIUM I 123; MELANIN; TRACER;

ADULT; ANIMAL EXPERIMENT; ARTICLE; CANCER DIAGNOSIS; CANCER SCINTISCANNING; CASE REPORT; CONTROLLED STUDY; DRUG DISTRIBUTION; DRUG METABOLISM; DRUG RETENTION; HUMAN; HUMAN CELL; INTRAVENOUS DRUG ADMINISTRATION; LIPOPHILICITY; LIVER METASTASIS; LYMPH NODE METASTASIS; MALE; MELANOMA; MOUSE; NONHUMAN; PRIORITY JOURNAL; RADIOIODINATION; WHOLE BODY SCINTISCANNING;

ANIMALS; BENZAMIDES; HUMANS; IODINE RADIOISOTOPES; LIVER NEOPLASMS; MALE; MELANOMA; MELANOMA, EXPERIMENTAL; MICE; MICE, NUDE; MIDDLE AGED; NEOPLASM TRANSPLANTATION; SKIN NEOPLASMS; STRUCTURE-ACTIVITY RELATIONSHIP; TISSUE DISTRIBUTION;

EID: 0029862067     PISSN: 01615505     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (35)

1. Marks R. An overview of skin cancers. Cancer 1995;75:607-612.
2. NIH Consensus Conference. Diagnosis and treatment of early melanoma. JAMA 1992;268:1314-1319.
3. Orfanos CE, Jong EG, Rassner G, Wolff HH, Garbe C. Stellungnahme und empfehlungen der kommission malignes melanom der Deutschen Dermatologischen Gesellschaft zur diagnostik, behandlung und nachsorge des malignen melanoms der haut: stand 1993/94. Hautarzt 1994;45:285-291.
4. Häffner AC, Garbe C, Burg G, Büttner P, Orfanos CE, Rassner G. The prognosis of primary and metastasising melanoma, an evaluation of the TNM classification in 2495 patients. Br J Cancer 1992;66:856-861.
5. 2 fragments. Cancer Res 1985;45:3378-3387.
6. Larson S. Biologic characterization of melanoma tumors by antigen-specific targeting of radiolabeled anti-tumor antibodies. J Nucl Med 1991;32:287-291.
7. 99mTc-labeled monoclonal antibody fragments. Eur J Nucl Med 1990;16:317-323.
8. Dencker L, Larsson B, Olander K, Ullberg S, Yokata M. False precursors of melanin as selective melanoma seekers. Br J Cancer 1979;39:449-452.
9. Kloss G, Leven M. Accumulation of radioiodinated tyrosine derivatives in the adrenal medulla and in melanomas. Eur J Nucl Med 1979;4:170-186.
10. 131I-labeled quinoline and tyrosine derivatives. Eur J Nucl Med 1981;6:227-233.
11. Fairchild RG, Packer S, Greenberg D, et al. Thiouracil distribution in mice carrying transplantable melanoma. Cancer Res 1982;42:5126-5132.
12. 125I-labeled thiouracil and propylthiouracil in murine melanotic melanomas. Br J Cancer 1982; 46:538-550.
13. Coderre JA, Packer S, Fairchild RG, et al. Iodothiouracil as a melanoma localizing agent. J Nucl Med 1986;27:1157-1164.
14. 123I]-Iodoquinoline. J Nucl Med 1984;25:800-804.
15. 123I]-iodoamphetamine. J Nucl Med 1988;29:1448-1450.
16. Cohen MB, Saxton RE, Lake RR, et al. Detection of malignant melanoma with iodine-123-iodoamphetamine. J Nucl Med 1988;29:1200-1206.
17. Foster N, Woo DV, Kaltovich F, Emrich J, Ljungquist C. Delineation of a transplanted malignant melanoma with indium-111-labeled porphyrin. J Nucl Med 1985;26:756-760.
18. 57Co-bleomycin scintigraphy in silent mediastinal metastases of malignant melanoma. Eur J Nucl Med 1985;10:86-87.
19. Osei-Bonsu A, Kokoschka EM, Ulrich W, Sinzinger H. Iodine-131-metaiodobenzyl-guanidine (MIBG) for bronchial oat-cell cancer and melanoma detection? Eur J Nucl Med 1989;15:629-631
20. Michelot J, Veyre A, Bonafous J, et al. Phase II scintigraphic study of malignant melanoma (mm) and metastases with 123-iodine N-(2-diethylaminoethyl) 4-iodbenzamide [Abstract]. Eur J Nucl Med 1991;32:547.
21. Michelot JM, Moreau M-FC, Labarre PG, et al. Synthesis and evaluation of new iodine-125 radiopharmaceuticals as potential tracers for malignant melanoma. J Nucl Med 1991;32:1573-1580.
22. 123I]iodobenzamide as a tracer for the detection of malignant melanoma: simple synthesis, improved labeling technique and first clinical results. Eur J Nucl Med 1993;20:238-243.
23. 125I]N-(diethylaminoethyl)-4-iodobenzamide: a potential ligand for imaging malignant melanoma. Nucl Med Biol 1993;20:75-79.
24. Coenen HH, Dutschka KP, Brandau W. N.c.a Cu(I)-assisted iodine-exchange on N-alkylated ortho-, meta- and para-bromo benzamides. J Lab Compd Radiopharm 1994;35:222-223.
25. Michelot JM, Moreau MFC, Veyre AJ, et al. Phase II scintigraphic clinical trial of malignant melanoma and metastases with iodine-123-N-(2-Diethylaminoethyl 4-iodobenzamide). J Nucl Med 1993;34:1260-1266.
26. John CS, Bowen WD, Saga T, et al. A malignant melanoma imaging agent: synthesis, characterization, in vitro binding and biodistribution of iodine-125-(2-piperidinylaminoethyl)4-iodobenzamide. J Nucl Med 1993;34:2169-2175.
27. Nicholl C, Eisenhut M. 4-Jodbenzamide für die Melanomdiagnostik: der Einfluß von Struktur und spezifischer Aktivität auf die Tumoraffinität [Abstract], Nuklearmedizin 1995;34:A110.
28. Maffioli L, Mascheroni L, Mongioj V, et al. Scintigraphic detection of melanoma metastases with a radiolabeled benzamide ([iodine-123]-(S)-IBZM). J Nucl Med 1994;35:1741-1747.
29. 125I]N-(2-aminoethyl)-4-iodobenzamide as a selective monoamine oxidase B inhibitor. Nucl Med Biol 1995;22:617-623.
30. Ohmomo Y, Murakami K, Hirata M, et al. Synthesis and evaluation of iodinated benzamide derivatives as selective and reversible monoamine oxidase B inhibitors. Chem Pharm Bull 1992;40:1789-1792.
31. 125I]-N-(N-Benzylpiperidin-4-yl)-4-iodobenzamide, a new a receptor radiopharmaceutical: high-affinity binding to MCF-7 breast tumor cells. J Med Chem 1994;37:1737-1739.
32. 125I]-N-(N-benzylpiperidin-4-yl)-4-iodobenzamide: a high-affinity σ receptor ligand for potential imaging of breast cancer. Cancer Res 1995;55:3022-3027.
33. Watts KP, Fairchild RG, Slatkin DN, et al. Melanin content of hamster tissues, human tissues and various melanomas. Cancer Res 1981;41:467-472.
34. Moreau MF, Michelot J, Papon J, et al. Synthesis, radiolabeling, and preliminary evaluation in mice of some (N-diethylaminoethyl)-4-iodobenzamide derivatives as melanoma imaging agents. Nucl Med Biol 1995;22:737-747.
35. 123,131I]iodobenzamides by animal and cell-culture studies. J Lab Compd Radiopharm 1995;37:260-262.