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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
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
Validation of CBF measurement with non-invasive microsphere method (NIMS) compared with autoradiography method (ARG).
2001 Feb
[Paradoxical embolism with Chiari network, subsequently being accompanied by probable incomplete infarction: a case report].
2001 Feb-Mar
Redistribution in I-123 N-isopropyl-p iodoamphetamine single-photon emission computed tomography in cerebrovascular disease and the effects of rehabilitation.
2001 Jun
The norepinephrine precursor L-threo-3,4-dihydroxyphenylserine facilitates motor recovery in chronic stroke patients.
2001 Nov
Optimal inversion time for acquiring flow-sensitive alternating inversion recovery images to quantify regional cerebral blood flow.
2002 Dec
Regional differences in distribution volume of I-123 IMP in the human brain: effect on CBF calculated by ARG method.
2002 Jul
I-123 IMP pulmonary SPECT in a patient with acute pulmonary thromboembolism.
2002 Jun
Quantitative measurement of regional cerebral blood flow with flow-sensitive alternating inversion recovery imaging: comparison with [iodine 123]-iodoamphetamin single photon emission CT.
2002 Mar
[A practice of various quantitative methods for cerebral blood flow using brain SPECT--notes in clinical application].
2002 May
Interobserver variation in diagnosis of dementia by brain perfusion SPECT.
2002 Nov-Dec
Decreased cerebral blood flow in renal transplant recipients.
2002 Sep
Detection of misery perfusion with split-dose 123I-iodoamphetamine single-photon emission computed tomography in patients with carotid occlusive diseases.
2002 Sep
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
Quantitative measurement of regional cerebrovascular reactivity to acetazolamide using 123I-N-isopropyl-p-iodoamphetamine autoradiography with SPECT: validation study using H2 15O with PET.
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
High 123I-IMP retention on SPECT image in primary central nervous system lymphoma.
2003 Feb
[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
Cerebral hemodynamics and metabolism in adult moyamoya disease: comparison of angiographic collateral circulation.
2004 Apr
A case of intravascular lymphoma with increased regional cerebral blood flow in I-123 IMP single-photon emission CT.
2004 Apr
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
[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
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
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
Cerebral blood flow in Parkinson's disease, dementia with Lewy bodies, and Alzheimer's disease according to three-dimensional stereotactic surface projection imaging.
2005
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
Increased accumulations of N-isopropyl-p-[123I]-iodoamphetamine related to tumefactive multiple sclerosis.
2005 Oct
[Single photon emission computed tomography findings in a case of alternating hemiplegia of childhood in relation to migraine].
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
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
[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
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
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.
Name Type Language
IOFETAMINE HYDROCHLORIDE
II  
Common 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
(±)-N-ISOPROPYL-P-IODOAMPHETAMINE HYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
877DO43251
Created by admin on Fri Dec 15 15:02:05 GMT 2023 , Edited by admin on Fri Dec 15 15:02:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID3045774
Created by admin on Fri Dec 15 15:02:05 GMT 2023 , Edited by admin on Fri Dec 15 15:02:05 GMT 2023
PRIMARY
PUBCHEM
55305
Created by admin on Fri Dec 15 15:02:05 GMT 2023 , Edited by admin on Fri Dec 15 15:02:05 GMT 2023
PRIMARY
CAS
82691-32-5
Created by admin on Fri Dec 15 15:02:05 GMT 2023 , Edited by admin on Fri Dec 15 15:02:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201308
Created by admin on Fri Dec 15 15:02:05 GMT 2023 , Edited by admin on Fri Dec 15 15:02:05 GMT 2023
PRIMARY