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Details

Stereochemistry UNKNOWN
Molecular Formula C17H23NO
Molecular Weight 257.3706
Optical Activity ( + )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIRANDAMINE, (+)-

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

HIDE SMILES / InChI
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

PubMed

TitleDatePubMed
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

Patents

Name Type Language
INDENO(2,1-C)PYRAN-1-ETHANAMINE, 1,3,4,9-TETRAHYDRO-N,N,1-TRIMETHYL-, (+)-
Preferred Name English
PIRANDAMINE, (+)-
Common Name English
(+)-1,3,4,9-TETRAHYDRO-N,N,1-TRIMETHYLINDENO(2,1-C)PYRAN-1-ETHANAMINE
Common Name English
Code System Code Type Description
CAS
62136-01-0
Created by admin on Mon Mar 31 23:16:30 GMT 2025 , Edited by admin on Mon Mar 31 23:16:30 GMT 2025
PRIMARY
FDA UNII
FQ73NM8JCR
Created by admin on Mon Mar 31 23:16:30 GMT 2025 , Edited by admin on Mon Mar 31 23:16:30 GMT 2025
PRIMARY