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Details

Stereochemistry ACHIRAL
Molecular Formula C21H26FNO3
Molecular Weight 358.437
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of FLORBETABEN F-18

SMILES

CNC1=CC=C(\C=C\C2=CC=C(OCCOCCOCC[18F])C=C2)C=C1

InChI

InChIKey=NCWZOASIUQVOFA-FWZJPQCDSA-N
InChI=1S/C21H26FNO3/c1-23-20-8-4-18(5-9-20)2-3-19-6-10-21(11-7-19)26-17-16-25-15-14-24-13-12-22/h2-11,23H,12-17H2,1H3/b3-2+/i22-1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/?term=21971456; https://www.ncbi.nlm.nih.gov/pubmed/?term=22354138

Florbetaben F18 is a18F-labeled stilbene derivative used as a tracer for PET imaging of beta-amyloid deposits in the human brain. The F 18 isotope produces a positron signal that is detected by a PET scanner. 3H-florbetaben in vitro binding experiments reveal two binding sites (Kd of 16 nM and 135 nM) in frontal cortex homogenates from patients with AD. Binding of florbetaben F18 to beta-amyloid plaques in post-mortem brain sections from patients with AD using autoradiography correlates with both immunohistochemical and Bielschowsky silver stains. Florbetaben F 18 does not bind to tau or alpha-synuclein in tissue from patients with AD. Neither Neuraceq nor non-radioactive florbetaben F 19 bind to AT8 positive tau deposits in brain tissue from patients with frontotemporal dementia (FTD), using autoradiography and immunohistochemistry, respectively.

CNS Activity

CNS Active
3913
Curator's Comment: Following intravenous administration, florbetaben F 18 crosses the blood brain barrier and shows differential retention in brain regions that contain beta-amyloid deposits

Originator

Approval Year

2014
494
Targets

Targets

Primary TargetPharmacologyConditionPotency
Amyloid beta A4 protein
4
Target ID: P05067|||Q13764|||Q8WZ99
Gene ID: 351.0
Gene Symbol: APP
Target Organism: Homo sapiens (Human)
Binding Agent
1064
 3.72 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Approved
8429
NEURACEQ

Approved Use

Neuraceq is 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) and other causes of cognitive decline.

Launch Date

2014
PubMed

PubMed

TitleDatePubMed
Preclinical properties of 18F-AV-45: a PET agent for Abeta plaques in the brain.
2009 Nov
Florbetaben to trace amyloid-β in the Alzheimer brain by means of PET.
2011
Patents

Patents

CN104031139A
1
US2013209363
2

Sample Use Guides

In Vivo Use Guide
The recommended dose is 300 MBq (8.1 mCi), maximum 30 mcg mass dose, administered as a single slow intravenous bolus (6 sec/mL) in a total volume of up to 10 mL.
Route of Administration: Intravenous
In Vitro Use Guide
Fresh-frozen and paraffin-embedded tissue from AD, FTLD-tau and DLB patients and age-matched non-demented controls were used for autoradiographic analysis. Frozen sections, sliced at a 18-μm thickness on a cryostate, and paraffin sections, sliced on a sliding microtome at a thickness of 6μm, were mounted onto glass slides. Paraffin sections were deparaffinized using routine histological methods before performing binding studies and immunohistochemistry, respectively. For autoradiography, sections were incubated with 10 Bq/μl [18F]-florbetaben (specific activity, 351 Ci/mmol) diluted in 25 mM HEPES buffer, pH 7.4, and 0.1% bovine serum albumin (BSA) (200μl/slide) for 1 h at room temperature (RT) in a humidified chamber. Autoradiographic signals were detected by a phosphoimager device (Fuji BAS5000).
Name Type Language
FLORBETABEN F-18
DASH  
Common Name English
BAY-949172
Code English
AV-1
Code English
FLORBETABEN F 18 [MI]
Common Name English
NEURACEQ
Brand Name English
Florbetaben (18f) [WHO-DD]
Common Name English
FLORBETABEN F-18 [ORANGE BOOK]
Common Name English
FLORBETABEN F 18
Common Name English
FLORBETABEN F18 [USAN]
Common Name English
FLORBETABEN (F-18)
Common Name English
FLORBETABEN
Common Name English
FLORBETABEN F18
USAN  
USAN  
Official Name English
florbetaben (¹⁸F) [INN]
Common Name English
FLORBETABEN (18F)
INN   WHO-DD  
INN  
Official Name English
BAY94-9172
Code English
BAY-94-9172
Code English
FLORBETABEN(18F) [JAN]
Common Name English
4-((1E)-2-(4-(2-(2-(2-((SUP 18(F))FLUOROETHOXY)ETHOXY)ETHOXY)PHENYL)ETH-1-EN-1-YL)-N-METHYLANILINE
Common Name English
ZK-6013443
Code English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS NEURACEQ (AUTHORIZED: RADIONUCLIDE IMAGING)
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
NCI_THESAURUS C2124
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
EMA ASSESSMENT REPORTS NEURACEQ (AUTHORIZED: ALZHEIMER DISEASE)
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
NDF-RT N0000177914
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
WHO-ATC V09AX06
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
FDA ORPHAN DRUG 732420
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
Code System Code Type Description
CAS
902143-01-5
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
WIKIPEDIA
Florbetaben (18F)
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
IUPHAR
7769
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID20238065
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
RXCUI
1492940
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY RxNorm
DAILYMED
TLA7312TOI
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
FDA UNII
TLA7312TOI
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
MERCK INDEX
m11720
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
NCI_THESAURUS
C132687
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
SMS_ID
100000143249
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
EVMPD
SUB119774
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
INN
9184
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
USAN
AB-32
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
DRUG CENTRAL
4818
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
PUBCHEM
11501341
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
DRUG BANK
DB09148
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
CHEBI
79033
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
ChEMBL
CHEMBL1908906
Created by admin on Fri Dec 15 17:20:24 GMT 2023 , Edited by admin on Fri Dec 15 17:20:24 GMT 2023
PRIMARY
LACTMED
Florbetaben F 18
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY
NDF-RT
N0000175869
Created by admin on Fri Dec 15 17:20:25 GMT 2023 , Edited by admin on Fri Dec 15 17:20:25 GMT 2023
PRIMARY Positron Emitting Activity [MoA]
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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