Minoxidil sulphate

Names

[ Name ]:
Minoxidil sulphate

[Synonym ]:
({[2,6-Diamino-4-(1-piperidinyl)pyrimidin-1-ium-1-yl]oxy}sulfonyl)oxidanide
Pyrimidinium, 2,6-diamino-4-(1-piperidinyl)-1-(sulfooxy)-, inner salt
(2,6-diamino-4-piperidin-1-ylpyrimidin-1-ium-1-yl) sulfate
MFCD06248907
Minoxidil sulphate

Biological Activity

[Description]:

Minoxidil sulfate, a potent and ATP-sensitive K+ channel opener, is the sulfated metabolite of minoxidil. Minoxidil sulfate is considered as a vasodilator to promote hair growth in vivo[1][3].

[Related Catalog]:

Research Areas >> Metabolic Disease

Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel

[Target]

IC50: K channel[2]

[In Vitro]

Minoxidil sulfate (1-100 μM; 2 hours) significantly reduces the permeability of bloode-brain tumor barrier (BTB) in a monolayer of RBMEC in a time-dependent manner, additionally,the effects of MS on transendothelial electrical resistance (TEER) is Transendothelial electrical resistance (TEER) at 2 h with high concentration[2]. Minoxidil sulfate (0-100 μM; 0-4 hours) increases the RhoA activation in brain tumor tissue by 1 h and the highest level appears at 2 h, it also significantly induces transient PKB phosphorylation at Ser-473, without affecting total PKB levels. Addiotionally, LY294002 partly prevents the phosphorylation of PKB induced by MS[2]. Western Blot Analysis[2] Cell Line: Rat brain microvascular endothelial cells (RBMECs) Concentration: 0-100 μM Incubation Time: 15 mins, 30 mins, 1 hour, 2 hours, 4 hours Result: Induced RhoA activation and PKB phosphorylation at Ser-473.

[References]

[1]. A E Buhl, et al. Minoxidil sulfate is the active metabolite that stimulates hair follicles. J Invest Dermatol. 1990 Nov;95(5):553-7.

[2]. Yan-ting Gu, et al. Minoxidil sulfate induced the increase in blood-brain tumor barrier permeability through ROS/RhoA/PI3K/PKB signaling pathway.Neuropharmacology 2013 Dec;75:407-15.doi: 10.1016/j.neuropharm.

[3]. Y Nakaya, et al.Effect of minoxidil sulfate and pinacidil on single potassium channel current in cultured human outer root sheath cells and dermal papilla cells. J Dermatol Sci. 1994 Jul;7 Suppl:S104-8.

Chemical & Physical Properties

[ Boiling Point ]:
732ºC at 760 mmHg

[ Melting Point ]:
175-180°C

[ Molecular Formula ]:
C₉H₁₅N₅O₄S

[ Molecular Weight ]:
289.311

[ Flash Point ]:
396.5ºC

[ Exact Mass ]:
289.084473

[ PSA ]:
146.86000

[ LogP ]:
0.72080

[ Storage condition ]:
−20°C

[ Stability ]:
Light Sensitive - Protect from Light, Store in Freezer

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933599090

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Molecular biology of the human cytosolic sulfotransferase gene superfamily implicated in the bioactivation of minoxidil and cholesterol in skin.

Exp. Dermatol. 8(4) , 328-9, (1999)

Cytosolic sulfotransferases (ST) catalyze the sulfation of various phenolic agents, catecholamines, thyroid hormones, steroids, drugs, and procarcinogens, usually resulting in the inactivation and sub...

Iontophoresis-targeted, follicular delivery of minoxidil sulfate for the treatment of alopecia.

J. Pharm. Sci. 102(5) , 1488-94, (2013)

Although minoxidil (MX) is a drug known to stimulate hair growth, the treatment of androgenic alopecia could be improved by delivery strategies that would favor drug accumulation into the hair follicl...

Sulfation of minoxidil by multiple human cytosolic sulfotransferases.

Chem. Biol. Interact. 109(1-3) , 53-67, (1998)

Minoxidil is an antihypertensive agent and hair growth promoter that is metabolized by sulfation to the active compound, minoxidil sulfate. Thermostable phenol sulfotransferase (TS PST or P-PST) was i...