Clorgiline

Clorgiline (INNTooltip International Nonproprietary Name), or clorgyline (BANTooltip British Approved Name), is a monoamine oxidase inhibitor (MAOI) and investigational antidepressant related to pargyline.^[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]

Other namesClargyline

Drug classMonoamine oxidase inhibitor; MAO-A inhibitor

ATC code

• None

Legal status

• In general: uncontrolled

Quick facts Clinical data, Other names ...

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 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)

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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)^{[5][6][7][8][9]} and with very high affinity to the imidazoline I₂ receptor (K_i = 40 pM).^[10] Unlike selegiline, clorgiline does not appear to be a monoaminergic activity enhancer (MAE).^{[11][12][13][14]}

Clorgiline is also a multidrug efflux pump inhibitor.^[15] Holmes et al., 2012 reverse azole fungicide resistance using clorgiline, showing promise for its use in multiple fungicide resistance.^[15]