| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H20ClNO2 |
| Molecular Weight | 317.81 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1CCC2=C(Cl)C(O)=C(O)C=C2[C@@H](C1)C3=CC(C)=CC=C3
InChI
InChIKey=JXMYTVOBSFOHAF-HNNXBMFYSA-N
InChI=1S/C18H20ClNO2/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3/t15-/m0/s1
| Molecular Formula | C18H20ClNO2 |
| Molecular Weight | 317.81 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
(S)-SKF-83959 (MCL 201) is enantiomer of D1 receptor agonist SKF-83959. (S)-SKF-83959 is reported to be a functionally selective dopamine D1 receptor ligand with much lower affinity to dopamine D2, D3 and D5 receptors. (R)-SKF-83959 like SKF-83959, produced dose related effects on overt behavior (eye blinking) and schedule-controlled performance in squirrel monkeys. (R)-SKF-83959 increases in eye blinking and decreases in rates of fixed-ratio responding. In contrast to the effects of its S-(-) enantiomer, was relatively devoid of behavioral activity up to doses that were approximately 10-fold greater than (R)-SKF-83959.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
| 21.3 nM [Ki] | |||
| 2136.0 nM [Ki] | |||
| 659.0 nM [Ki] | |||
| 1001.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
Sample Use Guides
Rats were treated with (S)-SKF-83959 (0.003–10.0 mg/kg) as single i.m. injection
Route of Administration:
Intramuscular
(S)-SKF-83959 was assayed for affinity at dopamine receptors in rat caudate – putamen tissue from adult male Sprague–Dawley rats. Fresh, rapidly dissected brain tissue was hand-homogenized in 50 mM Tris–HCl buffer pH 7.4, dopamine D1 receptor assays, tissue was incubated with (S)-SKF-83959 or [3H]SCH-23390 (0.30 nM) for 30 min at 30C, using excess cis-flupenthixol (10 mkM) as a blank
