minoxidil   

GtoPdb Ligand ID: 4254

Synonyms: Rogaine®
minoxidil is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: The structure shown here is the same as the INN-assigned structure for this compound. The charges represent the movement of electrons towards the oxygen atom. Our representation of the structure is different to that shown on PubChem, where the molecule is shown without the charges.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: minoxidil

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 95.11
Molecular weight 209.13
XLogP 2.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Nc1cc(nc([n+]1[O-])N)N1CCCCC1
Isomeric SMILES Nc1cc(nc([n+]1[O-])N)N1CCCCC1
InChI InChI=1S/C9H15N5O/c10-7-6-8(12-9(11)14(7)15)13-4-2-1-3-5-13/h6H,1-5,10H2,(H2,11,12)
InChI Key ZFMITUMMTDLWHR-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Used in the treatment of severe hypertension and in the topical treatment of andronic alopecia.
Mechanism Of Action and Pharmacodynamic Effects
Activates ERK and Akt and increases the ratio of BCl-2/Bax. This has the effect of promoting the survival of human dermal papillary cells through proliferative and anti-apoptotic means. Also opens ATP-sensitive potassium channels in vascular smooth muscle cells which may improve the viability of hair cells or hair follicles.
External links