Minoxidil

HCID 4201CAS 38304-91-5

Basic information

Standard SMILES
N=c1nc(N2CCCCC2)cc(N)n1O
InChIKey
ZIMGGGWCDYVHOY-UHFFFAOYSA-N
Molecular formula
C9H15N5O
Average molar mass
209.25 g/mol
Monoisotopic mass
209.12766012

Names & identifiers

Preferred name
Minoxidil
IUPAC
3-hydroxy-2-imino-6-piperidin-1-ylpyrimidin-4-amine
English name
Minoxidil
Molecular formula
C9H15N5O
Molecular weight
209.25

Names & synonyms

minoxidil38304-91-5RogaineLonitenMinoximenTheroxidilAlopexilAlostilRegaineTricoxidilLonoloxNormoxidil
Show more names
Minoxidil Basepdp2,4-diamino-6-piperidinopyrimidine3-n-oxideminoxidiMinoxidil powder4-pyrimidinediamine,6-(1-piperidinyl)-3-oxideMONOXIDILMinoxidil CRS4-pyrimidinediamine
PrexidilMinodylPierminox2,6-Diamino-4-(piperidin-1-yl)pyrimidine 1-oxideRiUP3-hydroxy-2-imino-6-piperidin-1-ylpyrimidin-4-amineMintopU-10858

Database identifiers

CAS
38304-91-5
PubChem CID
4201
DTXSID
DTXSID301372970
ChEMBL
CHEMBL1372483、CHEMBL609587
ChEBI
CHEBI:6942
UNII
5965120SH1
Nikkaji
J19.522G

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
88.9 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
15

Physicochemical properties

Melting point
272 · 272-274 °C (dec.) (lit.)
Boiling point
348.61 °C · 348.61°C (rough estimate)
Density
1.1651 · 1.1651 (rough estimate)
refractive index
1.761 · 1.7610 (estimate)
storage temp.
2 · 2-8°C
solubility
Slightly soluble in water, soluble in methanol and in propylene glycol.

Safety & regulation

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
rtecs
UV8200000
hs_code
29335990
Toxicity
LD50 in rats, mice (mg/kg): 49, 51 i.v. (Carlson, Feenstra)
risk_code
22-36/37/38-26/27/28

Chemistry & industry

Applications · 4 items

DescriptionMinoxidil is a peripheral vasodilator that directly relaxes vascular smooth musculature, thus, lowering systolic and diastolic pressure. Its action is linked to the activation of calcium channels. Open calcium channels cause hyperpolarization of smooth muscle cells, which in turn, reduces the flow of calcium ions into the cell, which is necessary for supporting vascular tonicity. However, when taking minoxidil, tachycardia, elevated renin secretion, and water and sodium ion retention all appear simultaneously with hypotension.

UsesUsed as an antihypertensive and antialopecia agent. Minoxidil activates ATP-activated K+ channels

UsesA selective ATP dependent K+ (Kir6) channel activator

General DescriptionMinoxidil, 2,4-diamino-6-piperidinopyrimidine-3-oxide . It is converted to minoxidil sulfate in the liver bya sulfotransferase enzyme.The antihypertensive properties of minoxidil are similarto those of hydralazine hydrochloride, in that minoxidil candecrease arteriolar vascular resistance. Minoxidil exerts itsvasodilatory action by a direct effect on arteriolar smoothmuscle and appears to have no effect on the CNS or on theadrenergic nervous system in animals. The serum half-lifeis 4.5 hours, and the antihypertensive effect may last up to24 hours.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Minoxidil is a pyrimidine N-oxide that is pyrimidine-2,4-diamine 3-oxide substituted by a piperidin-1-yl group at position 6. It has a role as a vasodilator agent and an antihypertensive agent. It is a pyrimidine N-oxide, a member of piperidines and an aminopyrimidine.

Related reactions

8 records

Linked notes

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