2,6-diamino-4-(piperidin-1-yl)-1-(sulfonatooxy)pyrimidin-1-ium

• ChemBase ID: 105622
• Molecular Formular: C9H15N5O4S
• Molecular Mass: 289.3115
• Monoisotopic Mass: 289.08447499
• SMILES: Nc1[n+](OS(=O)(=O)[O-])c(N)nc(c1)N1CCCCC1
• Canonical SMILES: Nc1cc(nc([n+]1OS(=O)(=O)[O-])N)N1CCCCC1
• InChI: InChI=1S/C9H15N5O4S/c10-7-6-8(13-4-2-1-3-5-13)12-9(11)14(7)18-19(15,16)17/h6H,1-5H2,(H4,10,11,12,15,16,17)
• InChIKey: OEOLOEUAGSPDLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-diamino-4-(piperidin-1-yl)-1-(sulfonatooxy)pyrimidin-1-ium
• IUPAC Traditional name: 2,6-diamino-4-(piperidin-1-yl)-1-(sulfonatooxy)pyrimidin-1-ium
• Synonyms: 6-(1-Piperidinyl)-2,4-pyrimidinediamine-3-oxide Sulfate; 1,6-Dihydro-6-imino-4-(1-piperidinyl)-1-(sulfooxy)-2-pyrimidinamine; Minoxidil Sulfate; 6-1-Piperidynyl)-2,4-diaminepyrimidine-N-oxide sulfate ethylate; MINOXIDIL SUFATE; U-58838; Minoxidil sulfate salt

Database IDs

• CAS Number: 83701-22-8
• MDL Number: MFCD06248907
• PubChem SID: 162092538; 24897202
• PubChem CID: 4202

CALCULATED PROPERTIES

• Acid pKa: -3.068068
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.7823557
• LogD (pH = 7.4): -0.7823569
• Log P: -0.7932935
• Molar Refractivity: 70.4127 cm^3
• Polarizability: 26.097921 Å^3
• Polar Surface Area: 138.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO
• Apperance: White Solid
• Melting Point: 175-180°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer; Room Temperature (15-30°C)
• Storage Warning: Light Sensitive - Protect from Light, Store in Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: -20°C

Product Information

• Purity: >99%
• Empirical Formula (Hill Notation): C9H15N5O4S

DETAILS

MP Biomedicals - 02193555

Ethylated
Water-Soluble
Purity: >99%
Minoxidil metabolite.

Sigma Aldrich - M7920

Other Notes
Active metabolite of minoxidil.

Toronto Research Chemicals - M345100

Minoxidil sulfate is the active metabolite of Minoxidil and is a potent (IC50=0.14μM) vascular smooth muscle relaxant. Minoxidil sulfate is a selective ATP-sensitive potassium channel opener.

REFERENCES

• Nakaya, Y., et al.: J. Dermatol. Sci., 7 (Suppl.), S104-S108 (1994)
• Ohtsuyama, M., et al.: J. Pharmacol. Exp. Ther., 269(1994)
• 823 (1994)
• Andersson, K.E., et al.: Pharmacol. Toxicol., 70, 244 (1994)
• Bray, K.M., et al.: J. Biol. Chem., 267, 11689 (1994)