Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C17H18ClNO |
Molecular Weight | 286.785 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[11CH3]N1CCC2=CC(Cl)=C(O)C=C2[C@H](C1)C3=CC=CC=C3
InChI
InChIKey=GOTMKOSCLKVOGG-RHHLBCDKSA-N
InChI=1S/C17H18ClNO/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12/h2-6,9-10,15,20H,7-8,11H2,1H3/t15-/m1/s1/i1-1
Molecular Formula | C17H18ClNO |
Molecular Weight | 286.785 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
SCH-23390 is a potent and selective antagonist of the D1A and D1B dopamine receptors having Ki of 0.2 and 0.3 nM respectively. The C11 radiolabeled version has proven to be useful as a PET imaging probe in humans for the investigation of a number of neurological conditions including Schizophrenia, Parkinson's Disease, and Huntington's Disease. It should be noted that the non-radiolabeled compound did receive preclinical interest as a potential therapeutic (annotated separately), although such efforts have been discontinued due to side-effects and a lack of therapeutic efficacy.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P21728 Gene ID: 1812.0 Gene Symbol: DRD1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/11830757 |
0.2 nM [Ki] | ||
Target ID: P21918 Gene ID: 1816.0 Gene Symbol: DRD5 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/11830757 |
0.3 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Diagnostic | Unknown Approved UseUnknown |
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Diagnostic | Unknown Approved UseUnknown |
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Diagnostic | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28419852
Curator's Comment: delivered by injection (technique not specified)
Fifteen healthy male volunteers were injected with 0.09 - 0.65 μg [11C]SCH-23390. The injections had a total radioactivity of 248 - 417 MBq and radioactivity per kg body weight of 3.16 and 4.79 MBq/kg. PET imaging data was acquired over 51 minutes in a series of consecutive thirteen minute time frames with durations of 3×60 s, 4×180 s and 6×360 s. Investigators were interested in comparing volumetric and surface-based registration and smoothing methods and found that surface-based methods yielded higher BP-ND values, lower coefficient of variation, less bias, better reliability and more precise estimates of parametric binding; therefore providing superior performance to volumetric approaches for voxelwise analysis of PET data
Route of Administration:
Parenteral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2957468
Curator's Comment: referenced study is for the non-radiolabeled SCH-23390
Rat brain striatal slices were preincubated with [3H]GABA and superfused in the presence of the GABA transport inhibitor nipecotic and GABA aminotransferase inhibitor aminooxyacetic acids. GABA efflux was estimated by monitoring the efflux of [3H]GABA. The overflow of GABA-evoked by electrical field stimulation was blocked by 0.5 - 10 microM of SCH 23390
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:30:35 GMT 2023
by
admin
on
Fri Dec 15 17:30:35 GMT 2023
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Record UNII |
KJ579Y0G68
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Record Status |
Validated (UNII)
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Record Version |
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12928529
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admin on Fri Dec 15 17:30:35 GMT 2023 , Edited by admin on Fri Dec 15 17:30:35 GMT 2023
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