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Details

Stereochemistry ACHIRAL
Molecular Formula C24H24FN3O2.ClH
Molecular Weight 441.926
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADOPRAZINE HYDROCHLORIDE

SMILES

Cl.FC1=CC=C(C=C1)C2=CN=CC(CN3CCN(CC3)C4=CC=CC5=C4OCCO5)=C2

InChI

InChIKey=PAPGPUNOWOEIPA-UHFFFAOYSA-N
InChI=1S/C24H24FN3O2.ClH/c25-21-6-4-19(5-7-21)20-14-18(15-26-16-20)17-27-8-10-28(11-9-27)22-2-1-3-23-24(22)30-13-12-29-23;/h1-7,14-16H,8-13,17H2;1H

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.solvay.com/en/binaries/20080930_Pharma-135290.pdf

Adoprazine (SVL-313) is a full 5-HT1A receptor agonist and full D2/3 receptor antagonist possessing characteristics of an atypical antipsychotic, representing a potential novel treatment for schizophrenia and bipolar disorder. This drug together with some others, e.g. Mazapertine succinate, PF-217830 was discontinued from clinical trials due to either non-optimal pharmacokinetic properties or insufficient therapeutical efficacy.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.0 null [pEC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

ablets taken once daily for 14 days
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: SLV313 (ADOPRAZINE) possessed high affinity at human recombinant D(2), D(3), D(4), 5-HT(2B), and 5-HT(1A) receptors, moderate affinity at 5-HT(7) and weak affinity at 5-HT(2A) receptors, with little-no affinity at 5-HT(4), 5-HT(6), alpha(1), and alpha(2) (rat), H(1) (guinea pig), M(1), M(4), 5-HT(3) receptors, and the 5-HT transporter. SLV313 had full agonist activity at cloned h5-HT(1A) receptors (pEC(50)=9.0) and full antagonist activity at hD(2) (pA(2)=9.3) and hD(3) (pA(2)=8.9) receptors.
Unknown
Name Type Language
ADOPRAZINE HYDROCHLORIDE
Common Name English
ADOPRAZINE MONOHYDROCHLORIDE
Common Name English
SLV-313
Code English
1-(2,3-DIHYDRO-BENZO(1,4)DIOXIN-5-YL)-4- (5-(4-FLUORO-PHENYL)-PYRIDIN-3-YLMETHYL)-PIPERAZINE MONOHYDROCHLORIDE
Systematic Name English
PIPERAZINE, 1-(2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)-4-((5-(4-FLUOROPHENYL)-3-PYRIDINYL)METHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
42631781
Created by admin on Sat Dec 16 08:12:32 GMT 2023 , Edited by admin on Sat Dec 16 08:12:32 GMT 2023
PRIMARY
CAS
222551-05-5
Created by admin on Sat Dec 16 08:12:32 GMT 2023 , Edited by admin on Sat Dec 16 08:12:32 GMT 2023
PRIMARY
FDA UNII
R8E4GUG6DQ
Created by admin on Sat Dec 16 08:12:32 GMT 2023 , Edited by admin on Sat Dec 16 08:12:32 GMT 2023
PRIMARY