Basic information
- CAS
60762-57-4- Standard SMILES
Cc1ccc2c(c1)c1c3n2CCNC3CCC1- InChIKey
IWVRVEIKCBFZNF-UHFFFAOYSA-N- Molecular formula
- C15H18N2
- Average molar mass
- 226.32 g/mol
- Monoisotopic mass
- 226.14699858
Overview
LSM-1636 is a member of carbazoles.
Names & identifiers
- Preferred name
- Pirlindole
- IUPAC
- 12-methyl-1,4-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-9(16),10(15),11,13-tetraene
- English name
- 2,3,3A,4,5,6-HEXAHYDRO-8-METHYL-1H-PYRAZINO[3,2,1-J,K]CARBAZOLE MESYLATE
- Molecular formula
- C15H18N2
- Molecular weight
- 226.32
Names & synonyms
Pirlindole60762-57-4pirlindolPyrazidol8-Methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazolePirlindolumV39YPH45FZDTXSID8048230pyrlindole1H-Pyrazino(3,2,1-jk)carbazole, 2,3,3a,4,5,6-hexahydro-8-methyl-, monohydrochloride8-Methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino(3,2,1-jk)carbazoleRefChem:174549
Show more names
Unii-V39yph45fzPIRLINDOLE MESYLATEOmbitasvir Impurity 6Pirlindolum [inn-latin]Pirlindol [inn-spanish, french]
DTXCID90282051,10-trimethylene-8-methyl-1,2,3,4-tetrahydropyrazino(1,2-a)indole12-methyl-1,4-diazatetracyclo(7.6.1.0?,1?.01?,1?)hexadeca-9(16),10,12,14-tetraenePirlindole free basePirlindole [INN]Pirazidol12-methyl-1,4-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-9(16),10(15),11,13-tetraene2,3,3a,4,5,6-Hexahydro-8-methyl-1H-pyrazino(3,2,1-jk)carbazole
Database identifiers
- CAS
60762-57-4
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 17 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 303
Physicochemical properties
- storage temp.
- Store at RT
- solubility
- 1 mg/ml; · DMF: 1 mg/ml; DMSO: 5 mg/ml
- form
- A crystalline solid
- color
- Off-white to light yellow
- FDA UNII
- 39 YPH45FZ · V39YPH45FZ
- HazardClass
- IRRITANT
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P351+P338, P337+P317, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- hazard_class
- IRRITANT
Chemistry & industry
Pharmacology
Protein Binding97% binding to plasma proteins
PharmacodynamicsPirlindole regulates that metabolism of norepinephrine and catecholamines, leading to relief of depressive symptoms. The prevention of breakdown of these neuromodulators is thought to elevate mood.
Mechanism of Action
This drug is a selective and reversible inhibitor of monoamine oxidase A (also known as MAO-A). Its main mechanism of action is selective and reversible inhibition of monoamine oxidase A. Its secondary mechanism of action is the inhibition effect of noradrenaline and 5-hydroxytryptamine reuptake.
Biological Half-Life0.7±0.3 in one study of healthy volunteers
Metabolism/Metabolites
The drug is metabolized significantly through the hepatic system. From studies in dogs and rats, pirlindole has a bioavailability of between 20 and 30% due to the hepatic first-pass effect on this medication. The rat eliminates mainly unconjugated drug while the dog eliminates mostly conjugated drug.
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
Substances that inhibit or prevent the proliferation of NEOPLASMS.
A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)
Absorption, Distribution and Excretion
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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