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
Show more names
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
- Formal charge
- 0
- Complexity
- 329
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.
- pka
- 4.61 · 4.61(at 25℃)
- form
- Solid
- color
- White
- Water Solubility
- Soluble in water (2.2 mg/ml), 100% ethanol (29 mg/ml), propylene glycol, acetone, DMSO (6.5 mg/ml), and methanol.
- Merck
- 14 · 14,6203
- BCS Class
- 3 · 3
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Protect from moisture. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
- Cosmetics Ingredients Functions
- HAIR FIXINGHAIR CONDITIONING
- 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
- InChIKey
- ZFMITUMMTDLWHR-UHFFFAOYSA-N
- SMILES
- NC1=CC(=NC(=N)N1O)N2CCCCC2
- CAS DataBase Reference
- 38304 · 38304-91-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-3
- FDA UNII
- 5965120 SH1 · 5965120SH1
- ATC code
- 2 DC01,D11AX01 · C02DC01,D11AX01
- NIST Chemistry Reference
- Minoxidil(38304-91-5)
- Pesticides Freedom of Information Act (FOIA)
- Triclosan, Irgasan
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 77 · NA.77
- Excreted unchanged in urine
- 15 · 15-20%
- Volume of distribution
- 2 · 2-3(L/kg)
- Biological half-life
- 4.2 · 4.2 / 8.9
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 301 · P301+P312+P330-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn,T+
- Risk Statements
- 22 · 22-36/37/38-26/27/28
- Safety Statements
- 26 · 26-36-45-36/37/39-22
- WGK Germany
- 3 · 3
- RTECS
- 8200000 · UV8200000
- HS Code
- 29335990 · 29335990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Hazardous Substances Data
- 38304 · 38304-91-5(Hazardous Substances Data)
- Toxicity
- 50 in · LD50 in rats, mice (mg/kg): 49, 51 i.v. (Carlson, Feenstra)
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,T+
- safety_code
- 26-36-45-36/37/39-22
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P301+P312+P330-P305+P351+P338
- Hazardous Substances Data
- 38304-91-5(Hazardous Substances Data)
Chemistry & industry
Applications
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.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
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
Linked notes
Loading…