U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C11H13N3O.C4H4O4
Molecular Weight 319.3126
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SUMANIROLE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CN[C@H]1CN2C(=O)NC3=CC=CC(C1)=C23

InChI

InChIKey=VOJRMYBBPKNLLI-ORHWHDKWSA-N
InChI=1S/C11H13N3O.C4H4O4/c1-12-8-5-7-3-2-4-9-10(7)14(6-8)11(15)13-9;5-3(6)1-2-4(7)8/h2-4,8,12H,5-6H2,1H3,(H,13,15);1-2H,(H,5,6)(H,7,8)/b;2-1-/t8-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C11H13N3O
Molecular Weight 203.2404
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Sumanirole is a novel dopamine agonist with high affinity and efficacy at D2 dopamine receptors and has a substantial degree of selectivity for the D2 receptor over other dopamine receptor subtypes. It had been in clinical trials for the treatment of Parkinson’s disease and restless leg syndrome but these studies were terminated for the efficacy reason.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
1 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 1 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1 mg, 1 times / day
Sources:
unhealthy
n = 49
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 49
Sources:
Disc. AE: dizziness, Headaches...
AEs leading to
discontinuation/dose reduction:
dizziness (1 pt)
Headaches (1 pt)
Sources:
2 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 2 mg, 1 times / day
Route: oral
Route: multiple
Dose: 2 mg, 1 times / day
Sources:
unhealthy
n = 59
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 59
Sources:
Disc. AE: Nausea and vomiting, Dizziness...
AEs leading to
discontinuation/dose reduction:
Nausea and vomiting (1 pt)
Dizziness (1 pt)
insomnia (1 pt)
dizziness (1 pt)
diarrhea (1 pt)
Sources:
AEs

AEs

AESignificanceDosePopulation
Headaches 1 pt
Disc. AE
1 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 1 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1 mg, 1 times / day
Sources:
unhealthy
n = 49
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 49
Sources:
dizziness 1 pt
Disc. AE
1 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 1 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1 mg, 1 times / day
Sources:
unhealthy
n = 49
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 49
Sources:
Dizziness 1 pt
Disc. AE
2 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 2 mg, 1 times / day
Route: oral
Route: multiple
Dose: 2 mg, 1 times / day
Sources:
unhealthy
n = 59
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 59
Sources:
Nausea and vomiting 1 pt
Disc. AE
2 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 2 mg, 1 times / day
Route: oral
Route: multiple
Dose: 2 mg, 1 times / day
Sources:
unhealthy
n = 59
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 59
Sources:
diarrhea 1 pt
Disc. AE
2 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 2 mg, 1 times / day
Route: oral
Route: multiple
Dose: 2 mg, 1 times / day
Sources:
unhealthy
n = 59
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 59
Sources:
dizziness 1 pt
Disc. AE
2 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 2 mg, 1 times / day
Route: oral
Route: multiple
Dose: 2 mg, 1 times / day
Sources:
unhealthy
n = 59
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 59
Sources:
insomnia 1 pt
Disc. AE
2 mg 1 times / day multiple, oral (unknown)
Studied dose
Dose: 2 mg, 1 times / day
Route: oral
Route: multiple
Dose: 2 mg, 1 times / day
Sources:
unhealthy
n = 59
Health Status: unhealthy
Condition: restless legs syndrome
Sex: M+F
Food Status: UNKNOWN
Population Size: 59
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Dopamine receptor agonists differ in their actions on cardiac ion channels.
2003 Dec 15
Sumanirole, a highly dopamine D2-selective receptor agonist: in vitro and in vivo pharmacological characterization and efficacy in animal models of Parkinson's disease.
2005 Sep
Patents

Sample Use Guides

1 to 16 mg/day
Route of Administration: Oral
Sumanirole activated D2 receptor-stimulated mitogenesis with an EC50 of 4.6 nM, but it had no activity at D3 and D4 receptors in measurements of receptor-activated mitogenesis at concentrations up to 1 uM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:16:17 UTC 2023
Edited
by admin
on Sat Dec 16 05:16:17 UTC 2023
Record UNII
2OI87T3R1B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SUMANIROLE MALEATE
Common Name English
PNU-95666E
Code English
5,6-DIHYDRO-5-(METHYLAMINO)-4H-IMIDAZO(4,5,1-IJ)QUINOLIN-2(1H)-ONE, R- MALEATE
Common Name English
R)-5,6-DIHYDRO-5-(METHYLAMINO)-4H-IMIDAZO(4,5,1-IJ)QUINOLIN-2(1H)-ONE (2Z)-2-BUTENEDIOATE
Common Name English
U-95666E
Code English
Code System Code Type Description
DRUG BANK
DBSALT002019
Created by admin on Sat Dec 16 05:16:17 UTC 2023 , Edited by admin on Sat Dec 16 05:16:17 UTC 2023
PRIMARY
CAS
179386-44-8
Created by admin on Sat Dec 16 05:16:17 UTC 2023 , Edited by admin on Sat Dec 16 05:16:17 UTC 2023
PRIMARY
MESH
C108539
Created by admin on Sat Dec 16 05:16:17 UTC 2023 , Edited by admin on Sat Dec 16 05:16:17 UTC 2023
PRIMARY
FDA UNII
2OI87T3R1B
Created by admin on Sat Dec 16 05:16:17 UTC 2023 , Edited by admin on Sat Dec 16 05:16:17 UTC 2023
PRIMARY
PUBCHEM
9818478
Created by admin on Sat Dec 16 05:16:17 UTC 2023 , Edited by admin on Sat Dec 16 05:16:17 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY