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MDL (drug)

Pharmaceutical compound From Wikipedia, the free encyclopedia

MDL (short for Methoxy Dihydro Lysergol) is a metabolite of the drug nicergoline.[1][2][3]

Other names10-methoxydihydrolysergol; 10-α-methoxy-9,10-dihydrolysergol
ATC code
  • None
Quick facts Clinical data, Other names ...
MDL
Clinical data
Other names10-methoxydihydrolysergol; 10-α-methoxy-9,10-dihydrolysergol
ATC code
  • None
Identifiers
  • [(6aR,9R)-10a-methoxy-7-methyl-4,6,6a,8,9,10-hexahydroindolo[4,3-fg]quinolin-9-yl]methanol
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H22N2O2
Molar mass286.375 g·mol−1
3D model (JSmol)
  • CN1C[C@@H](CC2([C@H]1CC3=CNC4=CC=CC2=C34)OC)CO
  • InChI=1S/C17H22N2O2/c1-19-9-11(10-20)7-17(21-2)13-4-3-5-14-16(13)12(8-18-14)6-15(17)19/h3-5,8,11,15,18,20H,6-7,9-10H2,1-2H3/t11-,15-,17?/m1/s1
  • Key:JGQZSBLQHCTAJF-SCFZEWGBSA-N
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It is member of the ergoline family and is a dehydrogenated and methoxylated lysergol (a lysergol in which the double bond between carbon atoms 9 and 10 has been hydrogenated and a methoxy group is attached to the 10th carbon atom in the α-configuration).

MDL is formed as a result of the N-demethylation of the metabolite MMDL; the enzyme CYP2D6 plays a key role in this chemical reaction, and its individual functional activity determines the efficiency with which this drug is metabolised in the body.[4]

Pharmacology

Pharmacodynamics

Little is known about the serotonergic activity of MDL; however, there is a study evaluating the antioxidant activity of nicergoline metabolites, in which MDL and MMDL protect tissues from oxidation, prevent a drop in glutathione levels and halt lipid peroxidation.[5] In combination with nicergoline, it stimulates astrocytes, causing them to release protective growth factors (TGF-beta and GDNF); however, the metabolite MMDL did not exhibit this effect.[6] It mildly stimulates the synthesis of noradrenaline in the brain and has a weak (low) affinity for alpha-1-adrenoceptors.[7]

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