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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H25NOS
Molecular Weight 315.473
Optical Activity ( + )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROTIGOTINE, (+)-

SMILES

CCCN(CCC1=CC=CS1)[C@@H]2CCC3=C(C2)C=CC=C3O

InChI

InChIKey=KFQYTPMOWPVWEJ-MRXNPFEDSA-N
InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21/h3-7,13,16,21H,2,8-12,14H2,1H3/t16-/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H25NOS
Molecular Weight 315.473
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3427980 | https://www.ncbi.nlm.nih.gov/pubmed/1346636

(+)-Rotigotine is the inactive enantiomer of dopamine receptor agonist (-)-Rotigotine. (+)-Rotigotine is weak agonist of dopamine receptor.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
4.8 nM [Ki]
7.7 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Ocular effects of a N,N-disubstituted 5-OH aminotetralin (N-0437): evidence for a dual mechanism of action.
1987 Nov
Patents

Sample Use Guides

Single administration - 10 uM
Route of Administration: Other
In Vitro Use Guide
Using [3H]U-86170, a dopamine receptor agonist, the drug affinities were determined at the high affinity agonist state of the dopamine hD21 receptor, and using [3H]raclopride, a dopamine receptor antagonist, in the presence of 600 mkM GTP the drug affinities were determined at the low affinity agonist state of the receptor. Using [ 3H]( +)-2-(N-propyl-N-2-thienylethylamino)-5-hydroxytetralin ([3H]N-0437) (0.6 mkM) in 50 mM Hepes, l0 mM MgSO 4, pH 7.4, an agonist at the dopamine hD4. 4 receptor, the drug affinities were determined at the high affinity agonist state of the hD4. 4 receptor, and using [3H]YM-09151-2, a dopamine hD4. 4 antagonist, in the presence of 600 mkM GTP the drug affinities were determined at the low affinity agonist state of the dopamine hD4. 4 receptor. Incubation was for l h at room temperature, samples were filtered, and counted. The non-specific binding determinant was 3 mkM pimozide.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:58:10 UTC 2023
Edited
by admin
on Sat Dec 16 08:58:10 UTC 2023
Record UNII
N8FO6Z42IR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROTIGOTINE, (+)-
Common Name English
(+)-5,6,7,8-TETRAHYDRO-6-(PROPYL(2-(2-THIENYL)ETHYL)AMINO)-1-NAPHTHOL
Systematic Name English
ROTIGOTINE IMPURITY A [EP IMPURITY]
Common Name English
R-ROTIGOTINE
Common Name English
(R)-ROTIGOTINE
Common Name English
(+)-N-0437
Code English
N-0924
Code English
1-NAPHTHALENOL, 5,6,7,8-TETRAHYDRO-6-(PROPYL(2-(2-THIENYL)ETHYL)AMINO)-, (6R)-
Systematic Name English
Code System Code Type Description
FDA UNII
N8FO6Z42IR
Created by admin on Sat Dec 16 08:58:11 UTC 2023 , Edited by admin on Sat Dec 16 08:58:11 UTC 2023
PRIMARY
CAS
112835-48-0
Created by admin on Sat Dec 16 08:58:11 UTC 2023 , Edited by admin on Sat Dec 16 08:58:11 UTC 2023
PRIMARY
PUBCHEM
9904975
Created by admin on Sat Dec 16 08:58:11 UTC 2023 , Edited by admin on Sat Dec 16 08:58:11 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP