Iofetamine (123I)

Iofetamine (¹²³
I)
Clinical data
ATC code	V09AB01 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	<10%
Identifiers
	IUPAC name 1-[4-(123I)iodophenyl]-N-isopropyl-2-propanamine;
CAS Number	75917-92-9 ; 85068-76-4 (non-labeled); 95896-48-3 (123I-labeled HCl);
PubChem CID	156375;
ChemSpider	137706;
UNII	LV23B78IJC;
ChEMBL	ChEMBL1201308;
CompTox Dashboard (EPA)	DTXSID50997294 ;
Chemical and physical data
Formula	C12H18123IN
Molar mass	299.278 g/mol
3D model (JSmol)	Interactive image;
	SMILES CC(C)NC(C)Cc1ccc(cc1)I;
	InChI 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 names Perfusamine, SPECTamine), or N-isopropyl-(¹²³I)-p-iodoamphetamine (IMP), is a lipid-soluble amine and radiopharmaceutical drug used in cerebral blood perfusion imaging with single-photon emission computed tomography (SPECT).^[1]^[2]^[3] Labeled with the radioactive isotope iodine-123, it is approved for use in the United States as a diagnostic aid in determining the localization of and in the evaluation of non-lacunar stroke and complex partial seizures, as well as in the early diagnosis of Alzheimer's disease.^[1]^[2]

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An analogue of amphetamine, iofetamine has shown to inhibit the reuptake of serotonin and norepinephrine as well as induce the release of these neurotransmitters and of dopamine with similar potencies to other amphetamines like d-amphetamine and p-chloroamphetamine.^[4]^[5] In addition, on account of its high lipophilicity, iofetamine rapidly penetrates the blood–brain barrier.^[6] Accordingly, though not known to have been reported in the medical literature, iofetamine might have stimulant or entactogen effects. However, it might also be neurotoxic to serotonergic and dopaminergic neurons similarly to other para-halogenated amphetamines.^{[citation needed]}

See also