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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H20ClNO2
Molecular Weight 329.821
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ODAPIPAM

SMILES

CN1CCC2=CC(Cl)=C(O)C=C2[C@H](C1)C3=C4OCCC4=CC=C3

InChI

InChIKey=SKMVRXPBCSTNKE-MRXNPFEDSA-N
InChI=1S/C19H20ClNO2/c1-21-7-5-13-9-17(20)18(22)10-15(13)16(11-21)14-4-2-3-12-6-8-23-19(12)14/h2-4,9-10,16,22H,5-8,11H2,1H3/t16-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/10231129

Odapipam is a benzazepine with high affinity and selectivity for D1-dopamine receptors. Labeled with C-11, it has been used as a PET radiotracer to visualize D1 receptors both in striatal and extrastriatal areas, such as the prefrontal cortex. Odapipam inhibits dopamine D1 receptor binding in vitro with low nanomolar to picomolar dissociation constants. The affinity of [11C]NNC 756 for D1 receptors is 0.18 nM. Odapipam was tested in phase I of clinical trials for the treatment of psychotic disorders, but failed.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.18 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​Drug as victim

Drug as victim

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

The drug is given as a single oral dose of 80 mg.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
ODAPIPAM
INN  
INN  
Official Name English
(+)-(S)-8-CHLORO-5-(2,3-DIHYDRO-7-BENZOFURANYL)-2,3,4,5-TETRAHYDRO-3-METHYL-1H-3-BENZAZEPIN-7-OL
Systematic Name English
odapipam [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66883
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
Code System Code Type Description
CAS
131796-63-9
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
INN
7014
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
PUBCHEM
132421
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID50157210
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
SMS_ID
100000083310
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
NCI_THESAURUS
C90842
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
EVMPD
SUB09421MIG
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
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MESH
C075357
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
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FDA UNII
847PQF7ZN6
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106649
Created by admin on Fri Dec 15 16:22:31 GMT 2023 , Edited by admin on Fri Dec 15 16:22:31 GMT 2023
PRIMARY