3,5-diamino-N-(15N2)carbamimidoyl-6-chloropyrazine-2-(15N)carboxamide hydrochloride

• ChemBase ID: 159789
• Molecular Formular: C6H9Cl2N7O
• Molecular Mass: 269.06818669
• Monoisotopic Mass: 268.01566798
• SMILES: c1(c(nc(c(n1)C(=O)[15NH]C(=[15NH])[15NH2])N)N)Cl.Cl
• Canonical SMILES: [15NH2]C(=[15NH])[15NH]C(=O)c1nc(Cl)c(nc1N)N.Cl
• InChI: InChI=1S/C6H8ClN7O.ClH/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11;/h(H4,8,9,13)(H4,10,11,14,15);1H/i10+1,11+1,14+1
• InChIKey: ACHKKGDWZVCSNH-FORMCRCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-diamino-N-(^1^5N₂)carbamimidoyl-6-chloropyrazine-2-(^1^5N)carboxamide hydrochloride
• IUPAC Traditional name: 3,5-diamino-N-(^1^5N₂)carbamimidoyl-6-chloropyrazine-2-(^1^5N)carboxamide hydrochloride
• Synonyms: 3,5-Diamino-N-(aminoiminomethyl)-6-chloro-2-pyrazinecarboxamide-15N3 Hydrochloride; N-Amidino-3,5-diamino-6-chloropyrazinamide-15N3 Hydrochloride; Amipramidine-15N3; Amipramizide-15N3; Colectril-15N3; Midamor-15N3; Nilurid-15N3; Amiloride-15N3 Hydrochloride

Database IDs

• PubChem SID: 162253924
• PubChem CID: 57369227

CALCULATED PROPERTIES

• Acid pKa: 11.426196
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.7251268
• LogD (pH = 7.4): -0.4992728
• Log P: -0.49543247
• Molar Refractivity: 67.1812 cm^3
• Polarizability: 19.563002 Å^3
• Polar Surface Area: 156.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A578702

Labelled Amiloride. Sodium channel blocker. Diuretic.

REFERENCES

• Paterson, J., et al.: Br. Med. J., 1, 422 (1968)
• Khan, K., et al.: J. Pharm. Pharmacol., 27, 48 (1968)
• Frank, S., et al.: J. Pharm. Sci., 64, 1585 (1968)
• Vidt, D., et al.: Pharmacotherapy, 1, 179 (1968)