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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H18N2O3
Molecular Weight 310.3478
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APLINDORE

SMILES

c1ccc(cc1)CNC[C@@]2([H])COc3ccc4c(CC(=N4)O)c3O2

InChI

InChIKey=DYJIKHYBKVODAC-ZDUSSCGKSA-N
InChI=1S/C18H18N2O3/c21-17-8-14-15(20-17)6-7-16-18(14)23-13(11-22-16)10-19-9-12-4-2-1-3-5-12/h1-7,13,19H,8-11H2,(H,20,21)/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H18N2O3
Molecular Weight 310.3478
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: http://www.businesswire.com/news/home/20081014005485/en/Neurogen-Announces-Positive-Results-Aplindore-Restless-Legs | http://adisinsight.springer.com/drugs/800016255

Aplindore (DAB-452) is a small molecule that displays potent dopamine D2 receptor partial agonist activity in in vitro and in vivo assays and is predicted to have antipsychotic efficacy without motor side effects. Aplindore had been in phase II clinical trials for the treatment of Parkinson's disease and restless legs syndrome. Aplindore was generally well tolerated and there were no withdrawals due to adverse events and no serious adverse events.

Approval Year

PubMed

PubMed

TitleDatePubMed
The dopamine D(2) receptor partial agonist aplindore improves motor deficits in MPTP-treated common marmosets alone and combined with L-dopa.
2010 Jan
Patents

Sample Use Guides

1, 3, and 6 mg twice daily
Route of Administration: Oral
CHO-D2S-Gαq/o cells were challenged with various doses (up to 10 uM) of aplindore, aripiprazole and quinpirole in the absence and presence of quinpirole (10 nM). Aplindore (at 10 uM, Emax= 56 ± 1%, in the absence and 58 ± 2% in the presence of quinpirole) showed less antagonist activity than aripiprazole (at 10 uM, Emax= 33 ± 6% and 50 ± 2%, respectively) on quinpirole-mediated [Ca2+]i response.
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:49:38 UTC 2021
Edited
by admin
on Sat Jun 26 13:49:38 UTC 2021
Record UNII
Q5O76TA0ML
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
APLINDORE
INN  
INN  
Official Name English
APLINDORE [INN]
Common Name English
(2S)-2-((BENZYLAMINO)METHYL)-2,3,7,9-TETRAHYDRO-8H-(1,4)DIOXINO(2,3-E)INDOL-8-ONE
Systematic Name English
PALINDORE
Common Name English
8H-1,4-DIOXINO(2,3-E)INDOL-8-ONE, 2,3,7,9-TETRAHYDRO-2-(((PHENYLMETHYL)AMINO)METHYL)-, (2S)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
Code System Code Type Description
CAS
189681-70-7
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
NCI_THESAURUS
C77563
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
ChEMBL
CHEMBL2110659
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
INN
8270
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
DRUG BANK
DB06620
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
PUBCHEM
158784
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
FDA UNII
Q5O76TA0ML
Created by admin on Sat Jun 26 13:49:38 UTC 2021 , Edited by admin on Sat Jun 26 13:49:38 UTC 2021
PRIMARY
Related Record Type Details
TARGET->PARTIAL AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY