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Details

Stereochemistry ACHIRAL
Molecular Formula C21H20N2O3
Molecular Weight 348.3951
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PBR-28

SMILES

COC1=C(CN(C(C)=O)C2=C(OC3=CC=CC=C3)C=CN=C2)C=CC=C1

InChI

InChIKey=DHZBNHMEIOBPAE-UHFFFAOYSA-N
InChI=1S/C21H20N2O3/c1-16(24)23(15-17-8-6-7-11-20(17)25-2)19-14-22-13-12-21(19)26-18-9-4-3-5-10-18/h3-14H,15H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C21H20N2O3
Molecular Weight 348.3951
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

PBR28 or PBR-28, a chemical substance that binds to translocator protein TSPO, also known as Peripheral-type benzodiazepine receptor (PBR). TSPO located within the cells such as macrophages reaches high levels of expression in inflammatory conditions and thus can be a biomarker of neuroinflammation. When radioactivity in the form of carbon-11 is tagged to PBR 28 and is administered, its uptake in the inflammatory body regions can be measured using positron emission tomography (PET). PBR28 now is involved in a clinical trial to evaluate the specificity of its binding in the joints of patients with inflammatory joint disease, like rheumatoid and psoriatic arthritis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P30536
Gene ID: 706.0
Gene Symbol: TSPO
Target Organism: Homo sapiens (Human)
0.59 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Radiation dosimetry and biodistribution in monkey and man of 11C-PBR28: a PET radioligand to image inflammation.
2007 Dec
Brain and whole-body imaging in nonhuman primates of [11C]PBR28, a promising PET radioligand for peripheral benzodiazepine receptors.
2008 Feb 1
Increased in vivo glial activation in patients with amyotrophic lateral sclerosis: assessed with [(11)C]-PBR28.
2015
Assessment of neuroinflammation in a mouse model of obesity and β-amyloidosis using PET.
2016 Aug 31
Tracking Macrophage Infiltration in a Mouse Model of Pancreatic Cancer with the Positron Emission Tomography Tracer [11C]PBR28.
2018 Dec

Sample Use Guides

Whole-body peripheral benzodiazepine receptor (PBR) images were acquired after intravenous bolus administration of (11)C-PBR28 in 7 healthy humans (651 +/- 111 MBq)
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 20:10:21 UTC 2023
Edited
by admin
on Sat Dec 16 20:10:21 UTC 2023
Record UNII
4XS5FDP2HY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PBR-28
Code English
Acetamide, N-[(2-methoxyphenyl)methyl]-N-(4-phenoxy-3-pyridinyl)-
Systematic Name English
PBR28
Common Name English
N-[(2-Methoxyphenyl)methyl]-N-(4-phenoxy-3-pyridinyl)acetamide
Systematic Name English
3-[N-Acetyl-N-(2-methoxybenzyl)amino]-4-phenoxypyridine
Systematic Name English
Code System Code Type Description
PUBCHEM
9841240
Created by admin on Sat Dec 16 20:10:21 UTC 2023 , Edited by admin on Sat Dec 16 20:10:21 UTC 2023
PRIMARY
CAS
253307-65-2
Created by admin on Sat Dec 16 20:10:21 UTC 2023 , Edited by admin on Sat Dec 16 20:10:21 UTC 2023
PRIMARY
FDA UNII
4XS5FDP2HY
Created by admin on Sat Dec 16 20:10:21 UTC 2023 , Edited by admin on Sat Dec 16 20:10:21 UTC 2023
PRIMARY
Related Record Type Details
TARGET->LIGAND
May affect the localization of TSPO moving it from the mitochondria to cytosol. Also contains a low affinity binding site Ki~200 nanomolar.
BINDING
Ki
LABELED -> NON-LABELED