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Iofetamine (123I)

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Pair of enantiomers
Pharmaceutical compound
Iofetamine (123I)
Clinical data
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding<10%
Identifiers
  • 1-[4-(123I)iodophenyl]-N-isopropyl-2-propanamine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC12H18123IN
Molar mass299.278 g/mol
3D model (JSmol)
  • CC(C)NC(C)Cc1ccc(cc1)I
  • InChI=1S/C12H18IN/c1-9(2)14-10(3)8-11-4-6-12(13)7-5-11/h4-7,9-10,14H,8H2,1-3H3/i13-4
  • Key:ISEHJSHTIVKELA-DCWJVSPSSA-N

Iofetamine (iodine-123,123I), brand namesPerfusamine,SPECTamine), orN-isopropyl-(123I)-p-iodoamphetamine (IMP), is alipid-solubleamine andradiopharmaceuticaldrug used incerebral blood perfusion imaging withsingle-photon emission computed tomography (SPECT).[1][2][3] Labeled with theradioactiveisotopeiodine-123, it is approved for use in theUnited States as adiagnostic aid in determining the localization of and in the evaluation ofnon-lacunar stroke andcomplex partial seizures, as well as in the early diagnosis ofAlzheimer's disease.[1][2]

Ananalogue ofamphetamine, iofetamine has shown to inhibit the reuptake ofserotonin andnorepinephrine as well as induce the release of theseneurotransmitters and ofdopamine with similarpotencies to otheramphetamines liked-amphetamine andp-chloroamphetamine.[4][5] In addition, on account of its highlipophilicity, iofetamine rapidly penetrates theblood–brain barrier.[6] Accordingly, though not known to have been reported in themedical literature, iofetamine mightstimulant orentactogen effects. However, it might also beneurotoxic toserotonergic anddopaminergicneurons similarly to otherpara-halogenated amphetamines.[citation needed]

See also

[edit]

References

[edit]
  1. ^abIndex Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 562.ISBN 978-3-88763-075-1. Retrieved25 April 2012.
  2. ^abDruckenbrod RW, Williams CC, Gelfand MJ (January 1989). "Iofetamine hydrochloride I 123: a new radiopharmaceutical for cerebral perfusion imaging".DICP: The Annals of Pharmacotherapy.23 (1):19–24.doi:10.1177/106002808902300103.PMID 2655294.S2CID 1649855.
  3. ^Holman BL, Hill TC, Magistretti PL (1982). "Brain imaging with emission computed tomography and radiolabeled amines".Investigative Radiology.17 (3):206–15.doi:10.1097/00004424-198201730-00002.PMID 6811496.
  4. ^Winchell HS, Horst WD, Braun L,Oldendorf WH, Hattner R, Parker H (October 1980)."N-isopropyl-[123I] p-iodoamphetamine: single-pass brain uptake and washout; binding to brain synaptosomes; and localization in dog and monkey brain".Journal of Nuclear Medicine.21 (10):947–52.PMID 6775056.
  5. ^de Jong BM, Feenstra MG, Ruijter JM, van Royen EA (March 1989). "Serotonin uptake in cerebral cortex cultures: imipramine-like inhibition by N-isopropyl-p-iodoamphetamine".Experimental Neurology.103 (3):297–9.doi:10.1016/0014-4886(89)90055-1.PMID 2920796.S2CID 23266659.
  6. ^Winchell HS, Baldwin RM, Lin TH (October 1980)."Development of I-123-labeled amines for brain studies: localization of I-123 iodophenylalkyl amines in rat brain".Journal of Nuclear Medicine.21 (10):940–6.PMID 7420195.
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