U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C12H18IN
Molecular Weight 303.1829
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOFETAMINE

SMILES

CC(C)NC(C)Cc1ccc(cc1)I

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 303.1829
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

567302400000
PubMed

PubMed

TitleDatePubMed
Rectal malignant melanoma diagnosed by N-isopropyl- p-123I-iodoamphetamine single photon emission computed tomography and 5-S-cysteinyl dopa: report of a case.
2003
[Regional cerebral blood flow measured by three-dimensional stereotactic surface projections (3D-SSP) of 123I-IMP SPECT in Parkinson disease patients with cognitive impairment].
2003 Apr
Successful scintigraphic visualization of metastatic lesions of a hard palate melanoma with N-isopropyl-p-[123I]-iodoamphetamine.
2003 Apr
[Chronological changes in the vasculature and the cerebral blood flow of two patients with isolated angiitis of the central nervous system].
2003 Aug
[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
[A young woman with pseudomigraine with CSF pleocytosis].
2003 Jan-Feb
Validation of the dual-table autoradiographic method to quantify two sequential rCBFs in a single SPET session with N-isopropyl-[123I] p-iodoamphetamine.
2003 Jul
Development of quantitative analysis method for stereotactic brain image: assessment of reduced accumulation in extent and severity using anatomical segmentation.
2003 Jun
[Evaluation of the 123I-IMP Patlak plot method using the pulmonary differential curve as an input function: a comparison with cerebral blood flow (CBF) determined by the noninvasive micro-sphere (NIMS) method].
2003 May
[The development of new method for the assessment of perfusion reserve using split dose iodine-123-IMP SPECT: one-day protocol by modified ARG method].
2003 May
What is the diagnosis? Uveal malignant melanoma.
2003 Oct
Reversed intrapulmonary right-to-left shunt after banding of the patent ductus venosus.
2003 Oct
Quantitative imaging of cerebral blood flow using SPECT with 123I-iodoamphetamine in neuropsychiatric systemic lupus erythematosus.
2003 Sep
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
[Two surgically treated cases with dural arteriovenous malformation in the anterior cranial fossa].
2005 Dec
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
[SPECT for diagnosis of brain tumors].
2005 Sep
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
Comparative study of cerebral blood flow in patients with normal-tension glaucoma and control subjects.
2006 Feb
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
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 Sat Jun 26 10:54:24 UTC 2021
Edited
by admin
on Sat Jun 26 10:54:24 UTC 2021
Record UNII
C2A5X08042
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IOFETAMINE
Common Name English
BENZENEETHANAMINE, 4-IODO-.ALPHA.-METHYL-N-(1-METHYLETHYL)-, (+/-)-
Systematic Name English
(+/-)-N-ISOPROPYL-4-IODOAMPHETAMINE
Systematic Name English
Code System Code Type Description
FDA UNII
C2A5X08042
Created by admin on Sat Jun 26 10:54:24 UTC 2021 , Edited by admin on Sat Jun 26 10:54:24 UTC 2021
PRIMARY
CAS
82691-33-6
Created by admin on Sat Jun 26 10:54:24 UTC 2021 , Edited by admin on Sat Jun 26 10:54:24 UTC 2021
PRIMARY
WIKIPEDIA
Iofetamine
Created by admin on Sat Jun 26 10:54:24 UTC 2021 , Edited by admin on Sat Jun 26 10:54:24 UTC 2021
PRIMARY
PUBCHEM
3729
Created by admin on Sat Jun 26 10:54:24 UTC 2021 , Edited by admin on Sat Jun 26 10:54:24 UTC 2021
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
SALT/SOLVATE -> PARENT
Related Record Type Details
METABOLITE -> PARENT
Related Record Type Details
ACTIVE MOIETY