FLORBETABEN F-18

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H26FNO3
Molecular Weight	358.4378
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNc1ccc(/C(/[H])=C(\[H])/c2ccc(cc2)OCCOCCOCCF)cc1

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

Molecular Formula	C21H26FNO3
Molecular Weight	358.4378
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/204677s000lbl.pdf
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Amyloid beta A4 protein 4 Target ID: P05067\|\|\|Q13764\|\|\|Q8WZ99 Gene ID: 351.0 Gene Symbol: APP Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=19837759	Binding Agent 996		3.72 nM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Alzheimer’s disease 261 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2014/204677s000lbl.pdf	Diagnostic		Approved 8043	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 1.39518725E12

PubMed

Title	Date	PubMed
Preclinical properties of 18F-AV-45: a PET agent for Abeta plaques in the brain.	2009 Nov	19837759
Florbetaben to trace amyloid-β in the Alzheimer brain by means of PET.	2011	21971456

Patents

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).

Substance Class	Chemical Created by `admin` on `Sat Jun 26 07:34:39 UTC 2021` Edited by `admin` on `Sat Jun 26 07:34:39 UTC 2021`
Record UNII	TLA7312TOI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FLORBETABEN F-18

Common Name

English

BAY-949172

Code

English

AV-1

Code

English

FLORBETABEN F 18 [MI]

Common Name

English

NEURACEQ

Brand 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

Official Name

English

FLORBETABEN (18F) [INN]

Common Name

English

FLORBETABEN (18F)

Official Name

English

FLORBETABEN (18F) [WHO-DD]

Common 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)