Details
Stereochemistry | ACHIRAL |
Molecular Formula | C23H22FNO4 |
Molecular Weight | 394.4242 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(O[11CH3])C(CN(C(C)=O)C2=C(OC3=CC=CC=C3)C=CC(F)=C2)=C1
InChI
InChIKey=DCRZYADKQRHHSF-KTXUZGJCSA-N
InChI=1S/C23H22FNO4/c1-16(26)25(15-17-13-20(27-2)10-12-22(17)28-3)21-14-18(24)9-11-23(21)29-19-7-5-4-6-8-19/h4-14H,15H2,1-3H3/i3-1
Molecular Formula | C23H22FNO4 |
Molecular Weight | 394.4242 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
The radioligand N-(2,5-dimethoxybenzyl)-N-(5-fluoro- 2-phenoxyphenyl) acetamide labeled with carbon-11 (abbreviated as [11C]DAA1106) has emerged as a reliable radiotracer for examining neuroinflammation with positron emission tomography (PET) scanning in vivo. DAA-1106 is a selective agonist for the peripheral benzodiazepine receptor (also known as Translocator protein or TSPO). DAA-1106 exerts potent anxiolytic-like properties, in laboratory animals.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25156039
Curator's Comment: DAA-1106 C-11 is CNS penetrant in humans. In animals, it exerts potent anxiolytic-like properties.
https://www.ncbi.nlm.nih.gov/pubmed/10321725
Approval Year
PubMed
Title | Date | PubMed |
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Binding characteristics of [3H]DAA1106, a novel and selective ligand for peripheral benzodiazepine receptors. | 1999 Apr 29 |
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Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands. | 2004 Jan 15 |
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Novel peripheral benzodiazepine receptor ligand [11C]DAA1106 for PET: an imaging tool for glial cells in the brain. | 2004 Jun 15 |
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Quantitative analysis for estimating binding potential of the peripheral benzodiazepine receptor with [(11)C]DAA1106. | 2007 Jan |
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The positron emission tomography ligand DAA1106 binds with high affinity to activated microglia in human neurological disorders. | 2008 Oct |
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A comparative autoradiography study in post mortem whole hemisphere human brain slices taken from Alzheimer patients and age-matched controls using two radiolabelled DAA1106 analogues with high affinity to the peripheral benzodiazepine receptor (PBR) system. | 2009 Jan |
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Peripheral benzodiazepine receptors in patients with chronic schizophrenia: a PET study with [11C]DAA1106. | 2010 Aug |
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Evaluation of [11C]-DAA1106 for imaging and quantification of neuroinflammation in a rat model of herpes encephalitis. | 2010 Jan |
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Radiation dosimetry and biodistribution of the translocator protein radiotracer [(11)C]DAA1106 determined with PET/CT in healthy human volunteers. | 2014 Nov-Dec |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25156039
Participants underwent full body dynamic [11C]DAA1106 PET scanning obtained with the Philips Gemini TruFlight PET Scanner (Koninklijke Philips Electronics N.V., Eindhoven, the Netherlands). Following intravenous bolus injection of 369 ± 70 MBq [11C]DAA1106 over 30 seconds, each participant had 8 sequential whole body scans (three 30-sec, three 1-min, and two-2 min at each bed position) with approximately 12 bed positions each (from the vertex to the mid-thigh).
Route of Administration:
Intravenous
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:39:56 GMT 2023
by
admin
on
Sat Dec 16 08:39:56 GMT 2023
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Record UNII |
696AIN172A
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Record Status |
Validated (UNII)
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Record Version |
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505084-32-2
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696AIN172A
Created by
admin on Sat Dec 16 08:39:56 GMT 2023 , Edited by admin on Sat Dec 16 08:39:56 GMT 2023
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TARGET->RADIOLIGAND |
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ACTIVE MOIETY |
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