5007. Iobenguane

Nomenclature

CAS number: 80663-95-2
[(3-Iodophenyl)methyl]guanidine; m-iodobenzylguanidine; MIBG.
C8H10IN3; mol wt 275.09.
C 34.93%, H 3.66%, I 46.13%, N 15.28%.

Description and references

Norepinephrine analog with specific affinity for tissues of sympathetic nervous system and related tumors; prepd as 123I and 131I labeled forms. Prepn and imaging studies: D. M. Wieland et al., J. Nucl. Med. 21, 349 (1980); eidem, US 4584187 (1986). Improved synthesis: P. A. P. M. van Doremalen, A. G. M. Janssen, J. Radioanal. Nucl. Chem. Lett. 96, 97 (1985). Metabolism in man: T. J. Mangner et al., J. Nucl. Med. 27, 37 (1986). HPLC determn in serum and urine: D. Schwabe et al., J. Chromatogr. 487, 177 (1989). Radiopharmacokinetics: S. Ertl et al., Nucl. Med. Commun. 8, 643 (1987). Clinical evaluation of myocardial imaging: D. Fagret et al., Eur. J. Nucl. Med. 15, 624 (1989). Diagnostic use in pheochromocytoma: B. Shapiro et al., J. Nucl. Med. 26, 576 (1985); therapeutic use: M. Krempf et al., J. Clin. Endocrinol. Metab. 72, 455 (1991). Symposia on therapeutic and diagnostic use in neuroblastoma: Advances in Neuroblastoma Research 2, A. E. Evans et al., Eds. (Alan R. Liss, Inc., New York, 1988) p 643-726; Med. Pediatr. Oncol. 15, 157-228 (1987). Review of pharmacology: J. C. Sisson, D. M. Weiland, Am. J. Physiol. Imaging 1, 96-103 (1986); of biodistribution and clinical studies: A. R. Wafelman et al., Eur. J. Nucl. Med. 21, 545-559 (1994); of therapeutic use in neural crest tumors: L. Troncone, V. Rufini, Anticancer Res. 17, 1823-1832 (1997).

Chemical structure

Derivative

Sulfate.
(C8H10IN3)2.H2SO4; mol wt 648.26.
C 29.64%, H 3.42%, I 39.15%, N 12.96%, S 4.95%, O 9.87%.

Properties

Colorless crystals from water + ethanol, mp 166-167°.

Therapeutic Category

Radiolabeled forms as antineoplastic; diagnostic aid (radioactive imaging agent).

Keywords

Iobenguane 131I : Antineoplastic (Radiation Source)

Iobenguane 123I : Diagnostic Aid (Radioactive Imaging Agent)