Name: Pirlindole HCl
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HIT ID:HIT103466971
Cas No:16154-78-2
Common Name:Pirlindole HCl
alias:Pyrazidole, Pyrazidol, Pirlindole hydrochloride, 8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole hydrochloride
alias:Pyrazidole, Pyrazidol, Pirlindole hydrochloride, 8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole hydrochloride
IUPAC:12-methyl-1,4-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-9(16),10,12,14-tetraene hydrochloride
IUPAC:12-methyl-1,4-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-9(16),10,12,14-tetraene hydrochloride
InChIKey:LIFOOCLGAAEVIF-UHFFFAOYSA-N

Molecular Formula:C15H19ClN2
Molecular Weight:262.78
Hydrogen Bond Donor (HBD):1
Hydrogen Bond Acceptor (HBA):2
LogP:3.273000000000000e+000
SMILES:Cl.Cc1ccc2n3CCNC4CCCc(c34)c2c1
SMILES:Cl.Cc1ccc2n3CCNC4CCCc(c34)c2c1

Pirlindole, a reversible inhibitor of monoamine oxidase A (RIMA), has been developed and used primarily as an antidepressant compound in Russia. Structurally and pharmacologically, it is similar to metralindole. Pirlindole has received approval for the treatment of depression in several European and non-European countries. Its oral absolute bioavailability ranges from 20% to 30%, mainly due to significant first-pass metabolism. In rats, the oral Tmax varies between 2.5 and 6 hours, while in dogs, it ranges from 0.8 to 2 hours.

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