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Details

Stereochemistry RACEMIC
Molecular Formula C12H18IN
Molecular Weight 303.1825
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOFETAMINE

SMILES

CC(C)NC(C)CC1=CC=C(I)C=C1

InChI

InChIKey=ISEHJSHTIVKELA-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C12H18IN
Molecular Weight 303.1825
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Iofetamine is a diagnostic compound that was used for brain-imaging. Iofetamine may cause different adverse reactions such as increase in systolic blood pressure by about 10 mm Hg, dizziness, hearing loss and allergy.

CNS Activity

Curator's Comment: Known to be CNS active in rodents.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
SPECTAMINE

Approved Use

lofetamine is recommended for use as a lipid-soluble brain-imaging agent.

Launch Date

1987
PubMed

PubMed

TitleDatePubMed
[Development of quantification analysis software for measuring regional cerebral blood flow by the modified split-dose method with (123)I-IMP before and after acetazolamide loading].
2003 Dec
[Normalization of cerebral hemodynamics and metabolism after carotid stenting in patients unfit for major surgery].
2003 Dec
Cerebral hemodynamics and metabolism in adult moyamoya disease: comparison of angiographic collateral circulation.
2004 Apr
Clinical efficacy of 123I-IMP SPECT for the diagnosis of malignant uveal melanoma.
2004 Apr
A case of intravascular lymphoma with increased regional cerebral blood flow in I-123 IMP single-photon emission CT.
2004 Apr
Availability of N-isopropyl-p-[125I]iodoamphetamine (IMP) as a practical cerebral blood flow (CBF) indicator in rats.
2004 Aug
Chronic subdural hematoma following dural metastasis of gastric cancer: measurement of pre- and postoperative cerebral blood flow with N-isopropyl-p-[123I]iodoamphetamine--case report.
2004 Dec
Crossed cerebellar diaschisis in patients with cortical infarction: logistic regression analysis to control for confounding effects.
2004 Feb
[Changes in visual event-related potentials and SPECT in dissociative amnesia].
2004 Jan
Therapeutic effect and [123I]IMP SPECT findings of sodium dichloroacetate in a patient with MELAS.
2004 Jan 27
The clinical role of N-isopropyl-p-[123I]-iodoamphetamine single photon emission computed tomography in the follow-up of choroidal melanoma after radiotherapy.
2004 Jan-Feb
Comparison of FDG-PET and IMP-SPECT in patients with dementia with Lewy bodies.
2004 Jul
Assessment of cerebral hemodynamics in childhood moyamoya disease using a quantitative and a semiquantitative IMP-SPECT study.
2004 Jun
[Diagnosis of dementia and neurodegenerative disorders by brain SPECT of three dimensional stereotactic surface projection method].
2004 Mar
Error analysis of measured cerebral vascular response to acetazolamide stress by I-123-IMP autoradiographic method with single photon emission computed tomography: errors due to distribution volume of I-123-IMP.
2004 May
A simple method for the detection of abnormal brain regions in Alzheimer's disease patients using [11C]MP4A: comparison with [123I]IMP SPECT.
2004 May
Losartan, an angiotensin II (AT1) receptor antagonist, preserves cerebral blood flow in hypertensive patients with a history of stroke.
2004 Oct
Cerebral blood flow in Parkinson's disease, dementia with Lewy bodies, and Alzheimer's disease according to three-dimensional stereotactic surface projection imaging.
2005
Diagnosis of Alzheimer's disease using brain perfusion SPECT and MR imaging: which modality achieves better diagnostic accuracy?
2005 Apr
Brain 3D-SSP SPECT analysis in dementia with Lewy bodies, Parkinson's disease with and without dementia, and Alzheimer's disease.
2005 Aug
[Two surgically treated cases with dural arteriovenous malformation in the anterior cranial fossa].
2005 Dec
Perfusion CT investigation of chronic internal carotid artery occlusion: comparison with SPECT.
2005 Dec
Incidentally detected parafalcine chondrosarcoma.
2005 Jul
Effects of tissue heterogeneity on cerebral vascular response to acetazolamide stress measured by an I-123-IMP autoradiographic method with single-photon emission computed tomography.
2005 Jun
[Amnesia following left medial frontal subcortical hemorrhage: a case report].
2005 Mar
Increased accumulations of N-isopropyl-p-[123I]-iodoamphetamine related to tumefactive multiple sclerosis.
2005 Oct
N-isopropyl-p- 123I iodoamphetamine single photon emission computed tomography study of Parkinson's disease with dementia.
2005 Oct
Three-dimensional stereotactic surface projection study of freezing of gait and brain perfusion image in Parkinson's disease.
2005 Oct
[SPECT for diagnosis of brain tumors].
2005 Sep
[Single photon emission computed tomography findings in a case of alternating hemiplegia of childhood in relation to migraine].
2005 Sep
Diastolic blood pressure influences cerebrovascular reactivity measured by means of 123I-iodoamphetamine brain single photon emission computed tomography in medically treated patients with occlusive carotid or middle cerebral artery disease.
2006 Apr
Brain and whole body distribution of N-isopropyl-4-iodoamphetamine (I-123) in humans: comparison of radiopharmaceuticals marketed by different companies in Japan.
2006 Aug
[Diagnostic value of perfusion-weighted MRI for evaluating postoperative alteration of cerebral hemodynamics following STA-MCA anastomosis in patients with moyamoya disease].
2006 Aug
Quantification of the regional cerebral blood flow and vascular reserve in moyamoya disease using split-dose iodoamphetamine I 123 single-photon emission computed tomography.
2006 Aug
Hypoperfusion of the visual pathway in parkinsonian patients with visual hallucinations.
2006 Dec
Hypoperfusion of the auditory and prefrontal cortices in Parkinsonian patients with verbal hallucinations.
2006 Dec
Database of normal human cerebral blood flow measured by SPECT: II. Quantification of I-123-IMP studies with ARG method and effects of partial volume correction.
2006 Feb
Database of normal human cerebral blood flow measured by SPECT: I. Comparison between I-123-IMP, Tc-99m-HMPAO, and Tc-99m-ECD as referred with O-15 labeled water PET and voxel-based morphometry.
2006 Feb
Comparative study of cerebral blood flow in patients with normal-tension glaucoma and control subjects.
2006 Feb
[Correlation of the cognitive function and the duration of the illness with the regional cerebral blood flow in the patients with Parkinson's disease: objective evaluation using stereotactic extraction estimation analysis in 123I-IMP SPECT].
2006 Jan
Wisconsin Card Sorting Test and brain perfusion imaging in Parkinson's disease.
2006 Jun
Frontal assessment battery and brain perfusion image in Parkinson's disease.
2006 Mar
Comparative value of brain perfusion SPECT and [(123)I]MIBG myocardial scintigraphy in distinguishing between dementia with Lewy bodies and Alzheimer's disease.
2006 Mar
Diagnosis of atypical choroidal malignant melanoma using N-isopropyl-p-[123I]-iodoamphetamine single photon emission computed tomography.
2006 Mar-Apr
Alteration of regional cerebral blood flow to thyrotropin-releasing hormone therapy in acute encephalitis and encephalopathy during childhood.
2006 May
Measurement of regional cerebral blood flow with 123I-IMP using one-point venous blood sampling and causality analysis: evaluation by comparison with conventional continuous arterial blood sampling.
2006 Nov
Pre-surgical identification of epileptogenic areas in temporal lobe epilepsy by 123I-iomazenil SPECT: a comparison with IMP SPECT and FDG PET.
2006 Nov
[A case of ticlopidine-associated thrombotic thrombocytopenic purpura: special emphasis on diffusion weighted MRI].
2006 Oct
Regional cerebral blood flow and developmental outcome in cryptogenic West syndrome.
2007 Jan
Symptomatic hyperperfusion after superficial temporal artery-middle cerebral artery anastomosis in a child with moyamoya disease.
2007 Oct
Patents

Patents

Sample Use Guides

The recommended intravenous dose for SPECTAMINE (lofetamine HCI I-123 Injection) in the average adult patient (70 kg) is 111 to 222 megabecquerels (3 to 6 millicuries).
Route of Administration: Intravenous
In Vitro Use Guide
Cerebral tissue was taken from six-day-old Wistar rat pups. Twenty-four explants were cut from the occipital cortex of a single animal and grown in pairs on polyamide carrier grids distributed over 12 petri. The cultures were incubated with iofetamine (5 uCi) and the drug uptake was tested.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:09:54 GMT 2025
Edited
by admin
on Mon Mar 31 18:09:54 GMT 2025
Record UNII
C2A5X08042
Record Status Validated (UNII)
Record Version
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Name Type Language
IOFETAMINE
Common Name English
(±)-N-ISOPROPYL-4-IODOAMPHETAMINE
Preferred Name English
BENZENEETHANAMINE, 4-IODO-.ALPHA.-METHYL-N-(1-METHYLETHYL)-, (±)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID3048443
Created by admin on Mon Mar 31 18:09:54 GMT 2025 , Edited by admin on Mon Mar 31 18:09:54 GMT 2025
PRIMARY
FDA UNII
C2A5X08042
Created by admin on Mon Mar 31 18:09:54 GMT 2025 , Edited by admin on Mon Mar 31 18:09:54 GMT 2025
PRIMARY
CAS
82691-33-6
Created by admin on Mon Mar 31 18:09:54 GMT 2025 , Edited by admin on Mon Mar 31 18:09:54 GMT 2025
PRIMARY
WIKIPEDIA
Iofetamine
Created by admin on Mon Mar 31 18:09:54 GMT 2025 , Edited by admin on Mon Mar 31 18:09:54 GMT 2025
PRIMARY
PUBCHEM
3729
Created by admin on Mon Mar 31 18:09:54 GMT 2025 , Edited by admin on Mon Mar 31 18:09:54 GMT 2025
PRIMARY
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