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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H20ClNO2
Molecular Weight 329.8212
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ODAPIPAM

SMILES

CN1CCc2cc(c(cc2[C@]([H])(C1)c3cccc4CCOc43)O)Cl

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

Molecular Formula C19H20ClNO2
Molecular Weight 329.8212
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
New and old antipsychotics versus clozapine in a monkey model: adverse effects and antiamphetamine effects.
1999 Jun
Effects of dopamine antagonists on alfentanil-induced locomotor activity in horses.
2003 Jul
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
Substance Class Chemical
Created
by admin
on Sat Jun 26 03:21:20 UTC 2021
Edited
by admin
on Sat Jun 26 03:21:20 UTC 2021
Record UNII
847PQF7ZN6
Record Status Validated (UNII)
Record Version
  • Download
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 Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
Code System Code Type Description
CAS
131796-63-9
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
INN
7014
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
PUBCHEM
132421
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
EPA CompTox
131796-63-9
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
NCI_THESAURUS
C90842
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
EVMPD
SUB09421MIG
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
MESH
C075357
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
FDA UNII
847PQF7ZN6
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
ChEMBL
CHEMBL2106649
Created by admin on Sat Jun 26 03:21:20 UTC 2021 , Edited by admin on Sat Jun 26 03:21:20 UTC 2021
PRIMARY
Related Record Type Details
LABELED -> NON-LABELED
TARGET -> INHIBITOR
IC50
Related Record Type Details
ACTIVE MOIETY