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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

5.6730242E11
PubMed

PubMed

TitleDatePubMed
[Analysis of regional cerebral blood flow and distribution volume in Machado-Joseph disease by iodine-123I IMP single photon emission computed tomography].
2001 Sep
A simplified double-injection method to quantify cerebral blood flow and vascular reserve using iodine-123 IMP-SPECT.
2002 Apr
Relationship between cognitive function and regional cerebral blood flow in Alzheimer's disease.
2002 Aug
[Estimation and optimization of the use of standard arterial input function for split-dose administration of N-isopropyl-p[123I]iodoamphetamine].
2002 Feb
Which attenuation coefficient to use in combined attenuation and scatter corrections for quantitative brain SPET?
2002 Jul
The effect of scatter correction on 123I-IMP brain perfusion SPET with the triple energy window method in normal subjects using SPM analysis.
2002 Mar
Quantitative local cerebral blood flow change after cerebrospinal fluid removal in patients with normal pressure hydrocephalus measured by a double injection method with N-isopropyl-p-[(123)I] iodoamphetamine.
2002 Mar
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
Combined Analysis of CSF Tau Levels and [(123)I]Iodoamphetamine SPECT in Mild Cognitive Impairment: Implications for a Novel Predictor of Alzheimer's Disease.
2002 Mar
[Estimation by static SPECT of the radioactivity remaining after the first dose of two-fractionated 123I-IMP administration: the rate of increase in cerebral blood flow by ARG and the rate of increase in SPECT count].
2002 May
Decreased cerebral blood flow in renal transplant recipients.
2002 Sep
Use of cerebrovascular reactivity in patients with symptomatic major cerebral artery occlusion to predict 5-year outcome: comparison of xenon-133 and iodine-123-IMP single-photon emission computed tomography.
2002 Sep
Detection of misery perfusion with split-dose 123I-iodoamphetamine single-photon emission computed tomography in patients with carotid occlusive diseases.
2002 Sep
[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
Regional cerebral blood flow in vascular depression assessed by 123I-IMP SPECT.
2003 Aug
Comparison of I-123 IMP and Ga-67 citrate scintigraphy of malignant melanoma.
2003 Aug
High 123I-IMP retention on SPECT image in primary central nervous system lymphoma.
2003 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
[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
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
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
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
Perfusion CT investigation of chronic internal carotid artery occlusion: comparison with SPECT.
2005 Dec
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
[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
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
[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
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
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 Wed Jul 05 23:17:47 UTC 2023
Edited
by admin
on Wed Jul 05 23:17:47 UTC 2023
Record UNII
C2A5X08042
Record Status Validated (UNII)
Record Version
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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
EPA CompTox
DTXSID3048443
Created by admin on Wed Jul 05 23:17:47 UTC 2023 , Edited by admin on Wed Jul 05 23:17:47 UTC 2023
PRIMARY
FDA UNII
C2A5X08042
Created by admin on Wed Jul 05 23:17:47 UTC 2023 , Edited by admin on Wed Jul 05 23:17:47 UTC 2023
PRIMARY
CAS
82691-33-6
Created by admin on Wed Jul 05 23:17:47 UTC 2023 , Edited by admin on Wed Jul 05 23:17:47 UTC 2023
PRIMARY
WIKIPEDIA
Iofetamine
Created by admin on Wed Jul 05 23:17:47 UTC 2023 , Edited by admin on Wed Jul 05 23:17:47 UTC 2023
PRIMARY
PUBCHEM
3729
Created by admin on Wed Jul 05 23:17:47 UTC 2023 , Edited by admin on Wed Jul 05 23:17:47 UTC 2023
PRIMARY
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