IOFETAMINE

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 Search

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	( + / - )

Description
Sources: http://jnm.snmjournals.org/content/29/7/local/advertising.pdf

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

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Brain disease 7 Sources: http://jnm.snmjournals.org/content/29/7/local/advertising.pdf	Diagnostic		Approved 8360	SPECTAMINE Approved Use lofetamine is recommended for use as a lipid-soluble brain-imaging agent. Launch Date 5.6730242E11

PubMed

Title	Date	PubMed
[Analysis of regional cerebral blood flow and distribution volume in Machado-Joseph disease by iodine-123I IMP single photon emission computed tomography].	2001 Sep	11968740
A simplified double-injection method to quantify cerebral blood flow and vascular reserve using iodine-123 IMP-SPECT.	2002 Apr	12043907
Relationship between cognitive function and regional cerebral blood flow in Alzheimer's disease.	2002 Aug	12124484
[Estimation and optimization of the use of standard arterial input function for split-dose administration of N-isopropyl-p[123I]iodoamphetamine].	2002 Feb	11915308
Which attenuation coefficient to use in combined attenuation and scatter corrections for quantitative brain SPET?	2002 Jul	12212549
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	12002708
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	11956938
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	11901004
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	11870015
[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	12058421
Decreased cerebral blood flow in renal transplant recipients.	2002 Sep	12322791
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	12218420
Detection of misery perfusion with split-dose 123I-iodoamphetamine single-photon emission computed tomography in patients with carotid occlusive diseases.	2002 Sep	12215590
[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	12884829
Successful scintigraphic visualization of metastatic lesions of a hard palate melanoma with N-isopropyl-p-[123I]-iodoamphetamine.	2003 Apr	12694507
Regional cerebral blood flow in vascular depression assessed by 123I-IMP SPECT.	2003 Aug	12928712
Comparison of I-123 IMP and Ga-67 citrate scintigraphy of malignant melanoma.	2003 Aug	12897669
High 123I-IMP retention on SPECT image in primary central nervous system lymphoma.	2003 Feb	12675320
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	12734690
[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	12884782
Quantitative imaging of cerebral blood flow using SPECT with 123I-iodoamphetamine in neuropsychiatric systemic lupus erythematosus.	2003 Sep	12966619
Cerebral hemodynamics and metabolism in adult moyamoya disease: comparison of angiographic collateral circulation.	2004 Apr	15195758
Clinical efficacy of 123I-IMP SPECT for the diagnosis of malignant uveal melanoma.	2004 Apr	15108037
A case of intravascular lymphoma with increased regional cerebral blood flow in I-123 IMP single-photon emission CT.	2004 Apr	15090342
Availability of N-isopropyl-p-[125I]iodoamphetamine (IMP) as a practical cerebral blood flow (CBF) indicator in rats.	2004 Aug	15246373
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	15684596
Therapeutic effect and [123I]IMP SPECT findings of sodium dichloroacetate in a patient with MELAS.	2004 Jan 27	14745089
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	14767652
Comparison of FDG-PET and IMP-SPECT in patients with dementia with Lewy bodies.	2004 Jul	15462408
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	15233283
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	15233279
Losartan, an angiotensin II (AT1) receptor antagonist, preserves cerebral blood flow in hypertensive patients with a history of stroke.	2004 Oct	15129230
Cerebral blood flow in Parkinson's disease, dementia with Lewy bodies, and Alzheimer's disease according to three-dimensional stereotactic surface projection imaging.	2005	15775716
Diagnosis of Alzheimer's disease using brain perfusion SPECT and MR imaging: which modality achieves better diagnostic accuracy?	2005 Apr	15821961
[Two surgically treated cases with dural arteriovenous malformation in the anterior cranial fossa].	2005 Dec	16359034
Perfusion CT investigation of chronic internal carotid artery occlusion: comparison with SPECT.	2005 Dec	16098657
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	16097633
[Amnesia following left medial frontal subcortical hemorrhage: a case report].	2005 Mar	15912758
Increased accumulations of N-isopropyl-p-[123I]-iodoamphetamine related to tumefactive multiple sclerosis.	2005 Oct	16363626
N-isopropyl-p- 123I iodoamphetamine single photon emission computed tomography study of Parkinson's disease with dementia.	2005 Oct	16293914
[SPECT for diagnosis of brain tumors].	2005 Sep	16201529
[Single photon emission computed tomography findings in a case of alternating hemiplegia of childhood in relation to migraine].	2005 Sep	16164248
Hypoperfusion of the auditory and prefrontal cortices in Parkinsonian patients with verbal hallucinations.	2006 Dec	17029260
Comparative study of cerebral blood flow in patients with normal-tension glaucoma and control subjects.	2006 Feb	16458708
[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	16482919
Wisconsin Card Sorting Test and brain perfusion imaging in Parkinson's disease.	2006 Jun	16551505
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	16328506
Diagnosis of atypical choroidal malignant melanoma using N-isopropyl-p-[123I]-iodoamphetamine single photon emission computed tomography.	2006 Mar-Apr	16604400
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	17294669
Symptomatic hyperperfusion after superficial temporal artery-middle cerebral artery anastomosis in a child with moyamoya disease.	2007 Oct	17486352

Patents

Sample Use Guides

In Vivo Use Guide

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