6-amino-2-imino-4-(piperidin-1-yl)-1,2-dihydropyrimidin-1-ol

• ChemBase ID: 104374
• Molecular Formular: C9H15N5O
• Molecular Mass: 209.2483
• Monoisotopic Mass: 209.12766013
• SMILES: Nc1cc(nc(=N)n1O)N1CCCCC1
• Canonical SMILES: Nc1cc(nc(=N)n1O)N1CCCCC1
• InChI: 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: ZIMGGGWCDYVHOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-imino-4-(piperidin-1-yl)-1,2-dihydropyrimidin-1-ol
• IUPAC Traditional name: minoxidil
• Synonyms: 6-(1-Piperidinyl)-2,4-pyrimidinediamine 3-oxide; 6-(1-Piperidinyl)pyrimidine-2,4-diamine 3-oxide; Minoxidil; U-10858; 6-[1-Piperidinyl]pyrimidine-2,4-diamine 3 oxide; MINOXIDIL

Database IDs

• CAS Number: 38304-91-5
• EC Number: 253-874-2
• MDL Number: MFCD00063409
• PubChem SID: 24277853; 162092212
• PubChem CID: 4201

CALCULATED PROPERTIES

• Acid pKa: 13.710583
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.6651955
• LogD (pH = 7.4): -1.964298
• Log P: -0.2730341
• Molar Refractivity: 77.5324 cm^3
• Polarizability: 21.13408 Å^3
• Polar Surface Area: 88.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 248°C; 272-274 °C (dec.)(lit.)

Safety Information

• Storage Condition: 0°C
• RTECS: UV8200000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R:22
• Safety Statements: 26-36; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... KCNJ1(3758)

Product Information

• Purity: ≥99% (TLC); 95+%

DETAILS

MP Biomedicals - 02155719

(U-10858; 6-[1-Piperidinyl]pyrimidine-2,4-diamine 3 oxide) Stimulates ATP-activated potassium-ion channels.

Sigma Aldrich - M4145

Biochem/physiol Actions
Activates ATP-activated K+ channels; vasodilator; slow or stop hair loss and promote hair regrowth.

REFERENCES

• Gorecki, Anal. Profiles Drug Subst., 17: 185 (1988).