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M4145

Sigma-Aldrich

Minoxidil

≥99% (TLC)

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Synonym(s):
6-(1-Piperidinyl)-2,4-pyrimidinediamine 3-oxide, 6-(1-Piperidinyl)pyrimidine-2,4-diamine 3-oxide
Empirical Formula (Hill Notation):
C9H15N5O
CAS Number:
38304-91-5
Molecular Weight:
209.25
EC Number:
253-874-2
MDL number:
MFCD00063409
PubChem Substance ID:
24277853
NACRES:
NA.77

Assay

≥99% (TLC)

mp

272-274 °C (dec.) (lit.)

originator

Johnson & Johnson

SMILES string

NC1=CC(=NC(=N)N1O)N2CCCCC2

InChI

1S/C9H15N5O/c10-7-6-8(12-9(11)14(7)15)13-4-2-1-3-5-13/h6,11,15H,1-5,10H2

InChI key

ZIMGGGWCDYVHOY-UHFFFAOYSA-N

Gene Information

human ... KCNJ1(3758)

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Application

Minoxidil has been used as test drug:
  • in dermal papilla spheroid model, to study the effect of hair regeneration
  • administered orally to experimental rats, in the approach to identify biomarkers of drug induced vascular injury
  • administered via oral gavage to nonhuman primate model in order to study its effect on tilt responses

Biochem/physiol Actions

Minoxidil is originally used to treat hypertension, which also induces hypertrichosis. It is considered as a potent drug for treating androgenetic alopecia.
Activates ATP-activated K+ channels; vasodilator; slow or stop hair loss and promote hair regrowth.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Stefan Sarkovich et al.
Journal of experimental orthopaedics, 10(1), 84-84 (2023-08-22)
Synovial fibrosis (SFb) formation and turnover attributable to knee osteoarthritis (KOA) can impart painful stiffness and persist following arthroplasty. To supplement joint conditioning aimed at maximizing peri-operative function, we evaluated the antifibrotic effect of Minoxidil (MXD) on formation of pyridinoline
Establishment of an in vitro organoid model of dermal papilla of human hair follicle
Gupta AC, et al.
Journal of Cellular Physiology, 233(11), 9015-9030 (2018)
C Löffler-Walz et al.
British journal of pharmacology, 123(7), 1395-1402 (1998-05-14)
1. The binding of [3H]-P1075, a potent opener of adenosine-5'-triphosphate-(ATP)-sensitive K+ channels, was studied in a crude heart membrane preparation of the rat, at 37 degrees C. 2. Binding required MgATP. In the presence of an ATP-regenerating system, MgATP supported
J van der Velden et al.
Cellular and molecular life sciences : CMLS, 55(5), 788-798 (1999-06-24)
To investigate whether during cardiac hypertrophy changes occur in contractile protein composition and in mechanical and energetic properties of the myocardium, contractile protein composition, isometric force and adenosine triphosphate (ATP) consumption were studied in control and hypertrophied guinea-pig hearts. Cardiac
J I Kourie
The Journal of membrane biology, 164(1), 47-58 (1998-06-24)
The lipid bilayer technique was used to examine the effects of the ATP-sensitive K+ channel inhibitor (glibenclamide) and openers (diazoxide, minoxidil and cromakalim) and Cl- channel activators (GABA and diazepam) on two types of chloride channels in the sarcoplasmic reticulum
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