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Details

Stereochemistry ACHIRAL
Molecular Formula C14H11FN2OS
Molecular Weight 273.316
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUTEMETAMOL F-18

SMILES

CNC1=CC=C(C=C1[18F])C2=NC3=C(S2)C=C(O)C=C3

InChI

InChIKey=VVECGOCJFKTUAX-HUYCHCPVSA-N
InChI=1S/C14H11FN2OS/c1-16-11-4-2-8(6-10(11)15)14-17-12-5-3-9(18)7-13(12)19-14/h2-7,16,18H,1H3/i15-1

HIDE SMILES / InChI
Flutemetamol F 18 is a radioactive molecular agent that is intended for use with PET imaging of the brain in adults being evaluated for Alzheimer's disease (AD) and dementia. Flutemetamol F 18 consists of flutemetamol, a thioflavin derivative of Pittsburgh compound B (PiB) labeled with the radioisotope fluorine F18 and it selectively binds to cerebral fibrillar beta-amyloid, a peptide involved in Alzheimer's disease.

CNS Activity

Curator's Comment: Following intravenous injection, flutemetamol F 18 diffuses across the human blood-brain barrier and produces a radioactivity signal detectable throughout the brain. Subsequently, cerebral perfusion decreases the brain flutemetamol F 18 content, with differential retention of the drug in cortical areas that contain β-amyloid aggregates compared to areas that lack the aggregates. The time-activity curves for flutemetamol F 18 in the brain of subjects with positive scans shows continual signal increases from time zero through 30 minutes post administration, with stable values thereafter up to at least 120 minutes post-injection.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P05067|||Q13764|||Q8WZ99
Gene ID: 351.0
Gene Symbol: APP
Target Organism: Homo sapiens (Human)
6.7 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
VIZAMYL

Approved Use

Vizamyl is a radioactive diagnostic agent indicated for Positron Emission Tomography (PET) imaging of the brain to estimate β-amyloid neuritic plaque density in adult patients with cognitive impairment who are being evaluated for Alzheimer’s disease (AD) or other causes of cognitive decline.

Launch Date

1.38265926E12
Doses

Doses

DosePopulationAdverse events​
185 MBq 1 times / day single, intravenous
Recommended
Dose: 185 MBq, 1 times / day
Route: intravenous
Route: single
Dose: 185 MBq, 1 times / day
Sources:
unknown, 62 (18-93)
n = 761
Health Status: unknown
Age Group: 62 (18-93)
Sex: M+F
Population Size: 761
Sources:
Other AEs: Hypersensitivity reaction...
Other AEs:
Hypersensitivity reaction (grade 3-4, 1%)
Sources:
355.9 MBq 1 times / day single, intravenous
Recommended
Dose: 355.9 MBq, 1 times / day
Route: intravenous
Route: single
Dose: 355.9 MBq, 1 times / day
Sources:
unhealthy, 72
n = 1
Health Status: unhealthy
Condition: Parkinson's disease
Age Group: 72
Sex: F
Population Size: 1
Sources:
Disc. AE: Anaemia...
AEs leading to
discontinuation/dose reduction:
Anaemia
Sources:
AEs

AEs

AESignificanceDosePopulation
Hypersensitivity reaction grade 3-4, 1%
185 MBq 1 times / day single, intravenous
Recommended
Dose: 185 MBq, 1 times / day
Route: intravenous
Route: single
Dose: 185 MBq, 1 times / day
Sources:
unknown, 62 (18-93)
n = 761
Health Status: unknown
Age Group: 62 (18-93)
Sex: M+F
Population Size: 761
Sources:
Anaemia Disc. AE
355.9 MBq 1 times / day single, intravenous
Recommended
Dose: 355.9 MBq, 1 times / day
Route: intravenous
Route: single
Dose: 355.9 MBq, 1 times / day
Sources:
unhealthy, 72
n = 1
Health Status: unhealthy
Condition: Parkinson's disease
Age Group: 72
Sex: F
Population Size: 1
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as victim

Drug as victim

Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
Alzheimer's imaging agents struggle to find a market outside trials.
2013 Dec
Patents

Patents

Sample Use Guides

The recommended dose for Vizamyl is 185 megabecquerels (MBq) [5 millicuries (mCi)] in a maximum dose volume of 10 mL, administered as a single intravenous bolus within 40 seconds. The maximum mass dose is 20 micrograms. Follow the injection with an intravenous flush of 5 to 15 mL of 0.9% sterile sodium chloride injection.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Name Type Language
FLUTEMETAMOL F-18
DASH  
Common Name English
FLUTEMETAMOL ((SUP18)F)
Common Name English
(18F)FLUTEMETAMOL [MI]
Common Name English
FLUTEMETAMOL (18F)
INN   WHO-DD  
INN  
Official Name English
VIZAMYL
Brand Name English
flutemetamol (¹⁸F) [INN]
Common Name English
2-(3-(SUP 18)F)FLUORO-4-(METHYLAMINO)PHENYL)-1,3-BENZOTHIAZOL-6-OL
Common Name English
(18F)AH110690
Code English
FLUTEMETAMOL F-18 [ORANGE BOOK]
Common Name English
FLUTEMETAMOL F 18 [USAN]
Common Name English
FLUTEMETAMOL F 18
USAN  
USAN  
Official Name English
Flutemetamol (18f) [WHO-DD]
Common Name English
AH-110690 F-18
Code English
Classification Tree Code System Code
NDF-RT N0000177914
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
WHO-VATC QV09AX04
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
EMA ASSESSMENT REPORTS VIZAMYL (AUTHORIZED: ALZHEIMER DISEASE)
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
NCI_THESAURUS C2124
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
WHO-ATC V09AX04
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
EMA ASSESSMENT REPORTS VIZAMYL (AUTHORIZED: RADIONUCLIDE IMAGING)
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
Code System Code Type Description
PUBCHEM
15950376
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
SMS_ID
100000127579
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
INN
9169
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
ChEMBL
CHEMBL579205
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
RXCUI
1486025
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY RxNorm
DAILYMED
L49M066S0O
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
WIKIPEDIA
Flutemetamol (18F)
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
CAS
765922-62-1
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
LACTMED
Flutemetamol F 18
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
DRUG BANK
DB09151
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
DRUG CENTRAL
4301
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
CHEBI
76611
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
FDA UNII
L49M066S0O
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
MERCK INDEX
m11676
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
EPA CompTox
DTXSID80227394
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
EVMPD
SUB33652
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
NCI_THESAURUS
C90938
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY
USAN
ZZ-74
Created by admin on Fri Dec 15 16:11:45 UTC 2023 , Edited by admin on Fri Dec 15 16:11:45 UTC 2023
PRIMARY