MINOXIDIL SULFATE ESTER

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H15N5O4S
Molecular Weight	289.312
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC(=CC(=N)N1OS(O)(=O)=O)N2CCCCC2

InChI

InChIKey=KVOZMWUBYWDGEX-UHFFFAOYSA-N

InChI=1S/C9H15N5O4S/c10-7-6-8(13-4-2-1-3-5-13)12-9(11)14(7)18-19(15,16)17/h6,10H,1-5H2,(H2,11,12)(H,15,16,17)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9395721 | https://www.ncbi.nlm.nih.gov/pubmed/27049083

Minoxidil, a trichogenic compound that stimulates the hair follicle, is a pro-drug converted to its active form, minoxidil sulfate, by sulfotransferase enzymes in the outer root sheath of hair. Minoxidil sulfate is required for both the promotion of hair regrowth and the vasodilatory effects of minoxidil. Minoxidil sulfate is an activator of the ATP-sensitive K+ (KATP) channel. The opening of K+ channels is thought to be an important mechanism in the regulation of hair follicles.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
ATP-sensitive potassium channel 1 Target ID: ATP-sensitive potassium channel Sources: https://www.ncbi.nlm.nih.gov/pubmed/9395721	Activator 1430

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Minoxidil sulfate is the active metabolite that stimulates hair follicles.	1990 Nov	2230218
Vascular pharmacology of ATP-sensitive K+ channels: interactions between glyburide and K+ channel openers.	1993 Jan-Feb	8435468
Minoxidil sulfate induced the increase in blood-brain tumor barrier permeability through ROS/RhoA/PI3K/PKB signaling pathway.	2013 Dec	23973310
Doppler laser imaging predicts response to topical minoxidil in the treatment of female pattern hair loss.	2016 Jan-Mar	27049083

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The mechanism of smooth muscle relaxing effect of minoxidil sulfate (MxSO4) was investigated in isolated rabbit superior mesenteric artery. MxSO4 (5 X 10(-6) M) was found to effectively relax maximal norepinephrine (NE; at 5 X 10(-6) M) contraction, but failed to relax 80 mM K+-induced contraction. MxSO4-induced relaxation was endothelium independent. Tetraethylammonium (5-10 mM) pretreatment caused pronounced inhibition of MxSO4-induced relaxation. Pretreatment with ouabain (0.5-5 microM) also significantly inhibited MxSO4 relaxation.

Name

Type

Language

MINOXIDIL SULFATE ESTER

Common Name

English

2-PYRIMIDINAMINE, 1,6-DIHYDRO-6-IMINO-4-(1-PIPERIDINYL)-1-(SULFOOXY)-

Systematic Name

English

Code System Code Type Description

CAS

83701-22-8