Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C17H23NO.ClH |
| Molecular Weight | 293.832 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN(C)CCC1(C)OCCC2=C1CC3=C2C=CC=C3
InChI
InChIKey=OZWMTVPSSFWHIM-UHFFFAOYSA-N
InChI=1S/C17H23NO.ClH/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;1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| 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 |
|---|---|---|
| Effects of tandamine and pirandamine, selective blockers of biogenic amine uptake mechanisms, on gastric acid secretion and ulcer formation in the rat. | 1977-04-15 |
|
| Pirandamine, a relatively selective 5-hydroxytryptamine uptake inhibitor. | 1976-08 |
|
| Effects of tandamine and pirandamine, new potential antidepressants, on the brain uptake of norepinephrine and 5-hydroxytryptamine and related activities. | 1976-05-05 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:06:31 GMT 2025
by
admin
on
Mon Mar 31 18:06:31 GMT 2025
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| Record UNII |
Y4F9MIF6M1
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| Record Status |
Validated (UNII)
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| Record Version |
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Preferred Name | English | ||
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Official Name | English | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Common Name | English | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Code | English | ||
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Code | English | ||
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Systematic Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C94725
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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NCI_THESAURUS |
C265
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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C013202
Created by
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PRIMARY | |||
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Y4F9MIF6M1
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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PRIMARY | |||
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300000055532
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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PRIMARY | |||
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CHEMBL2110982
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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PRIMARY | |||
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293164
Created by
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PRIMARY | |||
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3047850
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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PRIMARY | |||
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C66411
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PRIMARY | |||
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62099-44-9
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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SUPERSEDED | |||
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42408-78-6
Created by
admin on Mon Mar 31 18:06:31 GMT 2025 , Edited by admin on Mon Mar 31 18:06:31 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> SALT/SOLVATE | |||
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ENANTIOMER -> RACEMATE |
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ENANTIOMER -> RACEMATE |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |