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Details

Stereochemistry ACHIRAL
Molecular Formula C17H20N2O
Molecular Weight 268.3535
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LP-20

SMILES

COC1=CC=C(C=C1)C2=CC=CC=C2N3CCNCC3

InChI

InChIKey=GJCDKKZASRZMHC-UHFFFAOYSA-N
InChI=1S/C17H20N2O/c1-20-15-8-6-14(7-9-15)16-4-2-3-5-17(16)19-12-10-18-11-13-19/h2-9,18H,10-13H2,1H3

HIDE SMILES / InChI

Molecular Formula C17H20N2O
Molecular Weight 268.3535
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23830697

LP-20 (1-[2-(4-Methoxyphenyl)phenyl]piperazine) is a potent serotonin 5-HT7 receptor antagonist with a low binding affinity for the 5-HT1A and adrenergic 1 receptor. In animal models LP-20 was investigated as a potential positron emission tomography (PET) radiotracer, due to high synthetic availability of 11C radiolabeled compound. Although [11C] LP-20 exhibited in vitro binding with 5-HT7, moderate brain uptake and relatively stable metabolism in the brain, in vivo evaluation showed limited specificity of [11C] LP-20 for 5-HT7.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.6 nM [Ki]
476.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Investigations on the 1-(2-biphenyl)piperazine motif: identification of new potent and selective ligands for the serotonin(7) (5-HT(7)) receptor with agonist or antagonist action in vitro or ex vivo.
2012 Jul 26
Patents

Sample Use Guides

Rats was treated i.v. with [11C]4 (LP-20) (16–18 MBq/200 lL, 0.07–0.11 nmol) as a single dose.
Route of Administration: Intravenous
Four rat brains were quickly removed and frozen on powdered dry ice. Sagittal sections (20 mkM) of the brain were cut using a cryostat microtome (HM560; Carl Zeiss, Germany) and thaw mounted on glass slides, which were then dried and stored at -80 C until use. Brain sections were preincubated (3 x 5 min) in Tris–HCl (50 mM, pH 7.4) at room temperature. After preincubation, these sections were incubated for 30 min at room temperature in fresh buffer with [11C]4 (LP-20) (1 nM, 37 MBq/200 mL). Unlabeled LP-20 (1 mkM) was used to elucidate the specific binding of [11C]4 (LP-20) for 5-HT7. After incubation, the sections were washed (3 x 5 min) with cold buffer, dipped in cold distilled water, and dried with cold air. These sections were placed in contact with imaging plates (BAS-MS2025; FUJIFILM, Tokyo, Japan). Autoradiograms were obtained and photo-stimulated luminescence values (PSL) in the regions of interest (ROIs) were measured using a Bio- Imaging Analyzer System (BAS5000, FUJIFILM)
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:58:30 GMT 2023
Edited
by admin
on Sat Dec 16 07:58:30 GMT 2023
Record UNII
3RQ1LHQ82N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LP-20
Common Name English
PIPERAZINE, 1-(4'-METHOXY(1,1'-BIPHENYL)-2-YL)-
Systematic Name English
Code System Code Type Description
DAILYMED
3RQ1LHQ82N
Created by admin on Sat Dec 16 07:58:30 GMT 2023 , Edited by admin on Sat Dec 16 07:58:30 GMT 2023
PRIMARY
PUBCHEM
22001618
Created by admin on Sat Dec 16 07:58:30 GMT 2023 , Edited by admin on Sat Dec 16 07:58:30 GMT 2023
PRIMARY
FDA UNII
3RQ1LHQ82N
Created by admin on Sat Dec 16 07:58:30 GMT 2023 , Edited by admin on Sat Dec 16 07:58:30 GMT 2023
PRIMARY
CAS
1386927-90-7
Created by admin on Sat Dec 16 07:58:30 GMT 2023 , Edited by admin on Sat Dec 16 07:58:30 GMT 2023
PRIMARY
RXCUI
2048034
Created by admin on Sat Dec 16 07:58:30 GMT 2023 , Edited by admin on Sat Dec 16 07:58:30 GMT 2023
ALTERNATIVE
RXCUI
1594338
Created by admin on Sat Dec 16 07:58:30 GMT 2023 , Edited by admin on Sat Dec 16 07:58:30 GMT 2023
PRIMARY RxNorm
Related Record Type Details
ACTIVE MOIETY