Clorgiline

Clorgiline
Clinical data
Other names	Clargyline
Drug class	Monoamine oxidase inhibitor; MAO-A inhibitor
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 ;
PubChem CID	4380;
IUPHAR/BPS	6636;
DrugBank	DB04017 ;
ChemSpider	4227 ;
UNII	LYJ16FZU9Q;
KEGG	D03248 ;
ChEBI	CHEBI:3763 ;
ChEMBL	ChEMBL8706 ;
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 ; Key:BTFHLQRNAMSNLC-UHFFFAOYSA-N ;
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Clorgiline (INNTooltip International Nonproprietary Name), or clorgyline (BANTooltip British Approved Name), is a monoamine oxidase inhibitor (MAOI) and investigational antidepressant related to pargyline. Specifically, it is an irreversible and selective inhibitor of monoamine oxidase A (MAO-A). Clorgiline was never marketed, but it has found use in scientific research.

In addition to its MAOI activity, it has been found to bind with high affinity to the σ₁ receptor (K_i = 3.2–510 nM) and with very high affinity to the imidazoline I₂ receptor (K_i = 40 pM). Unlike selegiline, clorgiline does not appear to be a monoaminergic activity enhancer (MAE).

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