Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C19H21NS |
| Molecular Weight | 295.442 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CCCN1C[C@@H](C3=CC=C(SC)C=C3)C4=C2C=CC=C4
InChI
InChIKey=YVKDUIAAPBKHMJ-RBUKOAKNSA-N
InChI=1S/C19H21NS/c1-21-15-10-8-14(9-11-15)18-13-20-12-4-7-19(20)17-6-3-2-5-16(17)18/h2-3,5-6,8-11,18-19H,4,7,12-13H2,1H3/t18-,19+/m0/s1
| Molecular Formula | C19H21NS |
| Molecular Weight | 295.442 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
McN-5652 is one of a series of substituted pyrrolo-isoquinolines that, as a group, potently inhibit the uptake of one or more of the monoamines, norepinephrine, serotonin and dopamine. Receptor binding experiments indicated that McN-5652 has a weak affinity for serotonin 5-HT2 and alpha-1 adrenergic receptors. Abnormalities of the 5-HT transporter have been suggested in mood disorders, since it is one of the major binding sites of antidepressants. (+)-[11C]McN 5652 is an appropriate radiotracer to quantify 5-HT transporters in regions with relatively high concentration of 5-HT transporters, such as the midbrain, thalamus, and basal ganglia, and should prove useful in elucidating abnormalities of 5-HT transmission in neuropsychiatric conditions.
CNS Activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0051610 |
0.6 nM [Ki] | ||
Target ID: GO:0051620 |
3.04 nM [Ki] | ||
Target ID: CHEMBL2093870 |
208.0 nM [Ki] | ||
Target ID: CHEMBL1907610 |
314.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Diagnostic | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
Sample Use Guides
(+)-[11C]McN5652 injected dose (ID) was 580±128 MBq and the injected mass was 13.3±4.4 nmol. For (-)-[11C]McN 5652 the ID was 625±88 MBq and the injected mass was 18.6±16.1 nmol.
Route of Administration:
Intravenous
When tested at concentrations of 34 nM to 3.4 uM, McN-5652-Z-68 gave no indication of competitive antagonism against acetylcholine or histamine. A nonparallel shift of the acetylcholine concentration-response curve occurred when McN-5652-Z-68 was tested at concentrations of 340 nM and higher. A moderate but statistically significant increase in ED50 values for histamine was observed
with McN-5652-Z-68 at 34 and 340 nM, but this inhibition was not competitive as indicated by the slope of the Schild plot (about 0.5). At 3.4 uM, McN-5652-Z-68 marginally relaxed smooth muscle.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 11:05:48 GMT 2023
by
admin
on
Sat Dec 16 11:05:48 GMT 2023
|
| Record UNII |
21MT8QF2LI
|
| Record Status |
Validated (UNII)
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| Record Version |
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McN5652
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96795-89-0
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DTXSID901026892
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3036461
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21MT8QF2LI
Created by
admin on Sat Dec 16 11:05:48 GMT 2023 , Edited by admin on Sat Dec 16 11:05:48 GMT 2023
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| Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE |
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ENANTIOMER -> RACEMATE |
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