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Details

Stereochemistry RACEMIC
Molecular Formula C12H18IN.ClH
Molecular Weight 339.643
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOFETAMINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=AFLDFEASYWNJGX-UHFFFAOYSA-N
InChI=1S/C12H18IN.ClH/c1-9(2)14-10(3)8-11-4-6-12(13)7-5-11;/h4-7,9-10,14H,8H2,1-3H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Symptomatic hyperperfusion after superficial temporal artery-middle cerebral artery anastomosis in a child with moyamoya disease.
2007-10
Regional cerebral blood flow and developmental outcome in cryptogenic West syndrome.
2007-01
Hypoperfusion of the visual pathway in parkinsonian patients with visual hallucinations.
2006-12
Hypoperfusion of the auditory and prefrontal cortices in Parkinsonian patients with verbal hallucinations.
2006-12
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.
2006-11
Pre-surgical identification of epileptogenic areas in temporal lobe epilepsy by 123I-iomazenil SPECT: a comparison with IMP SPECT and FDG PET.
2006-11
[A case of ticlopidine-associated thrombotic thrombocytopenic purpura: special emphasis on diffusion weighted MRI].
2006-10
Brain and whole body distribution of N-isopropyl-4-iodoamphetamine (I-123) in humans: comparison of radiopharmaceuticals marketed by different companies in Japan.
2006-08
[Diagnostic value of perfusion-weighted MRI for evaluating postoperative alteration of cerebral hemodynamics following STA-MCA anastomosis in patients with moyamoya disease].
2006-08
Quantification of the regional cerebral blood flow and vascular reserve in moyamoya disease using split-dose iodoamphetamine I 123 single-photon emission computed tomography.
2006-08
Wisconsin Card Sorting Test and brain perfusion imaging in Parkinson's disease.
2006-06
Alteration of regional cerebral blood flow to thyrotropin-releasing hormone therapy in acute encephalitis and encephalopathy during childhood.
2006-05
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.
2006-04
Frontal assessment battery and brain perfusion image in Parkinson's disease.
2006-03
Comparative value of brain perfusion SPECT and [(123)I]MIBG myocardial scintigraphy in distinguishing between dementia with Lewy bodies and Alzheimer's disease.
2006-03
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.
2006-02
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.
2006-02
Comparative study of cerebral blood flow in patients with normal-tension glaucoma and control subjects.
2006-02
[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].
2006-01
[Two surgically treated cases with dural arteriovenous malformation in the anterior cranial fossa].
2005-12
Perfusion CT investigation of chronic internal carotid artery occlusion: comparison with SPECT.
2005-12
Increased accumulations of N-isopropyl-p-[123I]-iodoamphetamine related to tumefactive multiple sclerosis.
2005-10
N-isopropyl-p- 123I iodoamphetamine single photon emission computed tomography study of Parkinson's disease with dementia.
2005-10
Three-dimensional stereotactic surface projection study of freezing of gait and brain perfusion image in Parkinson's disease.
2005-10
[SPECT for diagnosis of brain tumors].
2005-09
[Single photon emission computed tomography findings in a case of alternating hemiplegia of childhood in relation to migraine].
2005-09
Brain 3D-SSP SPECT analysis in dementia with Lewy bodies, Parkinson's disease with and without dementia, and Alzheimer's disease.
2005-08
Incidentally detected parafalcine chondrosarcoma.
2005-07
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.
2005-06
Diagnosis of Alzheimer's disease using brain perfusion SPECT and MR imaging: which modality achieves better diagnostic accuracy?
2005-04
[Amnesia following left medial frontal subcortical hemorrhage: a case report].
2005-03
Cerebral blood flow in Parkinson's disease, dementia with Lewy bodies, and Alzheimer's disease according to three-dimensional stereotactic surface projection imaging.
2005
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.
2004-12
Diagnosis of atypical choroidal malignant melanoma using N-isopropyl-p-[123I]-iodoamphetamine single photon emission computed tomography.
2004-11-22
Losartan, an angiotensin II (AT1) receptor antagonist, preserves cerebral blood flow in hypertensive patients with a history of stroke.
2004-10
Availability of N-isopropyl-p-[125I]iodoamphetamine (IMP) as a practical cerebral blood flow (CBF) indicator in rats.
2004-08
Comparison of FDG-PET and IMP-SPECT in patients with dementia with Lewy bodies.
2004-07
Assessment of cerebral hemodynamics in childhood moyamoya disease using a quantitative and a semiquantitative IMP-SPECT study.
2004-06
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.
2004-05
A simple method for the detection of abnormal brain regions in Alzheimer's disease patients using [11C]MP4A: comparison with [123I]IMP SPECT.
2004-05
Cerebral hemodynamics and metabolism in adult moyamoya disease: comparison of angiographic collateral circulation.
2004-04
Clinical efficacy of 123I-IMP SPECT for the diagnosis of malignant uveal melanoma.
2004-04
A case of intravascular lymphoma with increased regional cerebral blood flow in I-123 IMP single-photon emission CT.
2004-04
[Diagnosis of dementia and neurodegenerative disorders by brain SPECT of three dimensional stereotactic surface projection method].
2004-03
Crossed cerebellar diaschisis in patients with cortical infarction: logistic regression analysis to control for confounding effects.
2004-02
Therapeutic effect and [123I]IMP SPECT findings of sodium dichloroacetate in a patient with MELAS.
2004-01-27
[Changes in visual event-related potentials and SPECT in dissociative amnesia].
2004-01
[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].
2003-12
[Normalization of cerebral hemodynamics and metabolism after carotid stenting in patients unfit for major surgery].
2003-12
The clinical role of N-isopropyl-p-[123I]-iodoamphetamine single photon emission computed tomography in the follow-up of choroidal melanoma after radiotherapy.
2003-04-24
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
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Edited
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Record UNII
877DO43251
Record Status Validated (UNII)
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Name Type Language
IOFETAMINE HYDROCHLORIDE
II  
Common Name English
(±)-N-ISOPROPYL-P-IODOAMPHETAMINE HYDROCHLORIDE
Preferred Name English
BENZENEETHANAMINE, 4-IODO-.ALPHA.-METHYL-N-(1-METHYLETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
IOFETAMINE HYDROCHLORIDE [II]
Common Name English
BENZENEETHANAMINE, 4-IODO-.ALPHA.-METHYL-N-(1-METHYLETHYL)-, HYDROCHLORIDE, (±)-
Systematic Name English
IOFETAMINE HCL
Common Name English
BENZENEETHANAMINE, 4-IODO-.ALPHA.-METHYL-N-(1-METHYLETHYL)-, HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
FDA UNII
877DO43251
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID3045774
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
PUBCHEM
55305
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
CAS
82691-32-5
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
ChEMBL
CHEMBL1201308
Created by admin on Mon Mar 31 17:36:05 GMT 2025 , Edited by admin on Mon Mar 31 17:36:05 GMT 2025
PRIMARY
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