2,6-diamino-4-[(2H10)piperidin-1-yl]pyrimidin-1-ium-1-olate

• ChemBase ID: 174641
• Molecular Formular: C9H15N5O
• Molecular Mass: 209.2483
• Monoisotopic Mass: 209.12766013
• SMILES: C1CCN(CC1)c1cc([n+](c(n1)N)[O-])N
• Canonical SMILES: Nc1cc(nc([n+]1[O-])N)N1CCCCC1
• InChI: InChI=1S/C9H15N5O/c10-7-6-8(12-9(11)14(7)15)13-4-2-1-3-5-13/h6H,1-5,10H2,(H2,11,12)
• InChIKey: ZFMITUMMTDLWHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-diamino-4-[(^2H₁₀)piperidin-1-yl]pyrimidin-1-ium-1-olate
• IUPAC Traditional name: 2,6-diamino-4-[(^2H₁₀)piperidin-1-yl]pyrimidin-1-ium-1-olate
• Synonyms: 6-(1-Piperidinyl-d10)-2,4-pyrimidinediamine 3-Oxide; 2,4-Diamino-6-(piperidino-d10)pyrimidine 3-N-Oxide; Alopexil-d10; Alostil-d10; Loniten-d10; Lonolox-d10; Minoximen-d10; Mintop-d10; Rogaine-d10; Tricoxidil-d10; U 10858-d10; Minoxidil-d10

Database IDs

• PubChem SID: 164230551
• PubChem CID: 45039940

CALCULATED PROPERTIES

• Acid pKa: 14.219513
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.2723312
• LogD (pH = 7.4): 1.300422
• Log P: 1.3007929
• Molar Refractivity: 60.7351 cm^3
• Polarizability: 20.944456 Å^3
• Polar Surface Area: 93.63 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: >236°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M345002

Deuterated Minoxidil, which is used as an antihypertensive and antialopecia agent. Minoxidil activates ATP-activated K+ channels.

REFERENCES

• Franz, T.J., Arch. Dermatol., 121, 203 (1985)
• Gadwood, R.C., et al.: Annu. Rep. Med. Chem., 24, 187 (1985)
• Hautala, T., et al.: Biochem. J., 283, 51 (1992)