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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21NO2
Molecular Weight 295.3755
Optical Activity ( - )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPYLNORAPOMORPHINE

SMILES

[H][C@@]12CC3=CC=C(O)C(O)=C3C4=C1C(CCN2CCC)=CC=C4

InChI

InChIKey=BTGAJCKRXPNBFI-OAHLLOKOSA-N
InChI=1S/C19H21NO2/c1-2-9-20-10-8-12-4-3-5-14-17(12)15(20)11-13-6-7-16(21)19(22)18(13)14/h3-7,15,21-22H,2,8-11H2,1H3/t15-/m1/s1

HIDE SMILES / InChI

Molecular Formula C19H21NO2
Molecular Weight 295.3755
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Propylnorapomorphine is a potent and selective D2 receptor agonist. Propylnorapomorphine is used as a tool compound to label dopamine receptors in rodent brain, and elicits dopaminergic behavioural effects. It stimulates motor activity, induces stereotypic behaviour and sexual stimulation. Propylnorapomorphine was investigated in clinical trial against Parkinson's disease and schizophrenia

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
10.12 null [pKi]
8.74 null [pKi]
Target ID: P14416
Gene ID: 1813.0
Gene Symbol: DRD2
Target Organism: Homo sapiens (Human)
Target ID: P35462
Gene ID: 1814.0
Gene Symbol: DRD3
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Aporphines. 15. Action of aporphine alkaloids on dopaminergic mechanisms in rat brain.
1976 Jan
3H-N-n-propylnorapomorphine: a novel agonist ligand for central dopamine receptors.
1979 Jul 1
Potentiation of the aphrodisiac effect of N-n-propyl-norapomorphine by naloxone.
1982 Jul 9
Behavioral effects of (-)10,11-methylenedioxy-N-n-propylnoraporphine, an orally effective long-acting agent active at central dopamine receptors, and analogous aporphines.
1982 Oct
Kinetics of the uptake and distribution of the dopamine D(2,3) agonist (R)-N-[1-(11)C]n-propylnorapomorphine in brain of healthy and MPTP-treated Göttingen miniature pigs.
2003 Jul
Effects of unilateral 6-OHDA lesions on [3H]-N-propylnorapomorphine binding in striatum ex vivo and vulnerability to amphetamine-evoked dopamine release in rat.
2011 Feb
Synthesis and characterization of a novel series of agonist compounds as potential radiopharmaceuticals for imaging dopamine D₂/₃ receptors in their high-affinity state.
2014 Jan 23
Patents

Patents

Sample Use Guides

In a clinical study against Parkinson's disease, propylnorapomorphine was administered orally. The most effect was observed at doses of 10 to 15 mg six time per day. In rodents, propylnorapomorphine is administered intraperitoneally.
Route of Administration: Other
Binding to dopamine D2 receptor was determined using [3H]spiperone as radioligand and HEK293 cells, expressing recombinant human D2. Dose-response curves were converted to Ki values. pKi for propylnorapomorphine is 10.12.
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:02:03 GMT 2023
Edited
by admin
on Sat Dec 16 15:02:03 GMT 2023
Record UNII
NH381P1BR8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPYLNORAPOMORPHINE
Common Name English
4H-DIBENZO(DE,G)QUINOLINE-10,11-DIOL, 5,6,6A,7-TETRAHYDRO-6-PROPYL-, (6AR)-
Systematic Name English
N-PROPYLNORAPOMORPHINE
Common Name English
(-)-N-PROPYLNORAPOMORPHINE
Common Name English
Code System Code Type Description
CAS
18426-20-5
Created by admin on Sat Dec 16 15:02:03 GMT 2023 , Edited by admin on Sat Dec 16 15:02:03 GMT 2023
PRIMARY
FDA UNII
NH381P1BR8
Created by admin on Sat Dec 16 15:02:03 GMT 2023 , Edited by admin on Sat Dec 16 15:02:03 GMT 2023
PRIMARY
PUBCHEM
167715
Created by admin on Sat Dec 16 15:02:03 GMT 2023 , Edited by admin on Sat Dec 16 15:02:03 GMT 2023
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
SALT/SOLVATE -> PARENT
LABELED -> NON-LABELED
Related Record Type Details
ACTIVE MOIETY