Details
Stereochemistry | RACEMIC |
Molecular Formula | C17H23NO |
Molecular Weight | 257.3706 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)CCC1(C)OCCC2=C1CC3=C2C=CC=C3
InChI
InChIKey=AMJPIGOYWBNJLP-UHFFFAOYSA-N
InChI=1S/C17H23NO/c1-17(9-10-18(2)3)16-12-13-6-4-5-7-14(13)15(16)8-11-19-17/h4-7H,8-12H2,1-3H3
Molecular Formula | C17H23NO |
Molecular Weight | 257.3706 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Pirandamine is the potential antidepressant drug. It is a relatively selective inhibitor of the serotonin uptake mechanism and does not exhibit appreciable norepinephrine uptake blocking activity in contrast to the tricyclic antidepressant drugs imipramine and amitriptyline. Pirandamine is equivalent to amitriptyline and greater than imipramine in potency as a serotonin uptake blocker and a potentiator of central serotonin pharmacological actions, and in contrast, does not exhibit appreciable central anticholinergic effects. Pirandamine potentiated the behavioral effects of 5-hydroxytryptophan in mice. Pirandamine, in contrast to desimipramine and imipramine, did not prevent reserpine-induced hypothermia. The (-)-enantiomer of pirandamine retained the activity of the racemate; the (+I-enantiomer was much less effective.
Approval Year
PubMed
Title | Date | PubMed |
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Pirandamine, a relatively selective 5-hydroxytryptamine uptake inhibitor. | 1976 Aug |
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Effects of tandamine and pirandamine, new potential antidepressants, on the brain uptake of norepinephrine and 5-hydroxytryptamine and related activities. | 1976 May 5 |
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Effects of tandamine and pirandamine, selective blockers of biogenic amine uptake mechanisms, on gastric acid secretion and ulcer formation in the rat. | 1977 Apr 15 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:20:00 GMT 2023
by
admin
on
Fri Dec 15 16:20:00 GMT 2023
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Record UNII |
WC6V8L1Z13
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Record Status |
Validated (UNII)
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Record Version |
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Systematic Name | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C94725
Created by
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Code System | Code | Type | Description | ||
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CHEMBL2110982
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WC6V8L1Z13
Created by
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431429
Created by
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42408-79-7
Created by
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C013202
Created by
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SUB09893MIG
Created by
admin on Fri Dec 15 16:20:00 GMT 2023 , Edited by admin on Fri Dec 15 16:20:00 GMT 2023
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PRIMARY | |||
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C84064
Created by
admin on Fri Dec 15 16:20:00 GMT 2023 , Edited by admin on Fri Dec 15 16:20:00 GMT 2023
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Pirandamine
Created by
admin on Fri Dec 15 16:20:00 GMT 2023 , Edited by admin on Fri Dec 15 16:20:00 GMT 2023
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DTXSID10866093
Created by
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62099-43-8
Created by
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SUPERSEDED | |||
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3638
Created by
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PRIMARY | |||
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100000081638
Created by
admin on Fri Dec 15 16:20:00 GMT 2023 , Edited by admin on Fri Dec 15 16:20:00 GMT 2023
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PRIMARY |
Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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SALT/SOLVATE -> PARENT | |||
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ENANTIOMER -> RACEMATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |