Clorgiline

Clorgiline (INN), or clorgyline (BAN), is a monoamine oxidase inhibitor (MAOI) structurally related to pargyline which is described as an antidepressant.^[1][2] Specifically, it is an irreversible and selective inhibitor of monoamine oxidase A (MAO-A).^[3] Clorgiline was never marketed,^[1] but it has found use in scientific research.^[4] It has been found to bind with high affinity to the σ₁ receptor (K_i = 3.2 nM)^[3][5] and with very high affinity to the I₂ imidazoline receptor (K_i = 40 pM).^[6]

Clorgiline

Clinical data
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name N-[3-(2,4-dichlorophenoxy)propyl]-N-methyl-prop-2-yn-1-amine
CAS Number	17780-72-2 Y
PubChem CID	4380
IUPHAR/BPS	6636
DrugBank	DB04017 Y
ChemSpider	4227 Y
UNII	LYJ16FZU9Q
KEGG	D03248 Y
ChEBI	CHEBI:3763 N
ChEMBL	ChEMBL8706 Y
CompTox Dashboard (EPA)	DTXSID3048445
Chemical and physical data
Formula	C13H15Cl2NO
Molar mass	272.17 g·mol−1
3D model (JSmol)	Interactive image
SMILES Clc1cc(Cl)ccc1OCCCN(CC#C)C
InChI InChI=1S/C13H15Cl2NO/c1-3-7-16(2)8-4-9-17-13-6-5-11(14)10-12(13)15/h1,5-6,10H,4,7-9H2,2H3 Y Key:BTFHLQRNAMSNLC-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Unlike selegiline, clorgiline does not appear to be a monoaminergic activity enhancer (MAE).^{[7][8][9][10]}

Clorgiline is also a multidrug efflux pump inhibitor.^[11] Holmes et al., 2012 reverse azole fungicide resistance using clorgiline, showing promise for its use in multiple fungicide resistance.^[11]