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Details

Stereochemistry ACHIRAL
Molecular Formula C22H27FN4O2
Molecular Weight 397.4772
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DPA-714 F-18

SMILES

CCN(CC)C(=O)Cc1c(-c2ccc(cc2)OCCF)nn3c(C)cc(C)nc13

InChI

InChIKey=FLZZFWBNYJNHMY-VNRZBHCFSA-N
InChI=1S/C22H27FN4O2/c1-5-26(6-2)20(28)14-19-21(17-7-9-18(10-8-17)29-12-11-23)25-27-16(4)13-15(3)24-22(19)27/h7-10,13H,5-6,11-12,14H2,1-4H3/i23-1

HIDE SMILES / InChI

Molecular Formula C22H27FN4O2
Molecular Weight 397.4772
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

BAY85-8102 (widely known as (18)F-DPA-714) is a specific radioligand for the translocator protein (TSPO). TSPO, formerly known as the peripheral benzodiazepine receptor, is dramatically upregulated under pathologic conditions. BAY85-8102 in combination with positron emission tomography imaging participated in phase I clinical trials for investigation of neuroinflammation in Alzheimer's patients. However, this study was terminated early. Clinical pharmacology/efficacy parameters planned in the protocol were not evaluated at the end of the study

Approval Year

PubMed

PubMed

TitleDatePubMed
DPA-714, a new translocator protein-specific ligand: synthesis, radiofluorination, and pharmacologic characterization.
2008 May
Pyrazolo[1,5-a]pyrimidine acetamides: 4-Phenyl alkyl ether derivatives as potent ligands for the 18 kDa translocator protein (TSPO).
2010 Oct 1

Sample Use Guides

Alzheimer Disease patients: Single intervenous bolus injection of 250 MBq BAY85-8102 on day one of the treatment period, PET/CT
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:25:54 UTC 2021
Edited
by admin
on Sat Jun 26 13:25:54 UTC 2021
Record UNII
0VMV8Z3972
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DPA-714 F-18
Common Name English
N,N-DIETHYL-(2-(4-(2-(18F)FLUOROETHOXY)PHENYL)-5,7-DIMETHYLPYRAZOLO(1,5-A)PYRIMIDINE-3-YL)ACETAMIDE
Systematic Name English
BAY858102
Code English
(18F)DPA-714
Code English
PYRAZOLO(1,5-A)PYRIMIDINE-3-ACETAMIDE, N,N-DIETHYL-2-(4-(2-(FLUORO-18F)ETHOXY)PHENYL)-5,7-DIMETHYL-
Systematic Name English
18F-DPA-714
Code English
J3.034.965B
Code English
BAY85-8102
Code English
Code System Code Type Description
PUBCHEM
23582365
Created by admin on Sat Jun 26 13:25:54 UTC 2021 , Edited by admin on Sat Jun 26 13:25:54 UTC 2021
PRIMARY
FDA UNII
0VMV8Z3972
Created by admin on Sat Jun 26 13:25:54 UTC 2021 , Edited by admin on Sat Jun 26 13:25:54 UTC 2021
PRIMARY
CAS
958233-09-5
Created by admin on Sat Jun 26 13:25:54 UTC 2021 , Edited by admin on Sat Jun 26 13:25:54 UTC 2021
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
TARGET->RADIOLIGAND
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
ACTIVE MOIETY
Substance Name: 18F-DPA-714, RN: 958233-09-5; Registry Numbers: (1)CAS Registry Number: 958233-09-5, (2)System Generated Number: 0958233095