5-amino-3-(morpholin-4-yl)(2,3-15N2)-1,2,3λ5-oxadiazol-3-ylium chloride

• ChemBase ID: 174827
• Molecular Formular: C6H11ClN4O2
• Molecular Mass: 209.61036669
• Monoisotopic Mass: 209.04815797
• SMILES: [15NH2]c1o[15n][15n+](c1)N1CCOCC1.[Cl-]
• Canonical SMILES: [15NH2]c1o[15n][15n+](c1)N1CCOCC1.[Cl-]
• InChI: InChI=1S/C6H11N4O2.ClH/c7-6-5-10(8-12-6)9-1-3-11-4-2-9;/h5H,1-4,7H2;1H/q+1;/p-1/i7+1,8+1,10+1
• InChIKey: ZRFWHHCXSSACAW-STKXRKNZSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-3-(morpholin-4-yl)(2,3-^1^5N₂)-1,2,3λ^5-oxadiazol-3-ylium chloride
• IUPAC Traditional name: 5-amino-3-(morpholin-4-yl)(2,3-^1^5N₂)-1,2,3λ^5-oxadiazol-3-ylium chloride
• Synonyms: 5-amino-3-(4-morpholinyl)-1,2,3-oxadiazolium-15N3 Chloride; Linsidomine-15N3 Hydrochloride; 3-Morpholino-sydnone Imine-15N3 Monohydrochloride; SIN-1-15N3 Chloride; Linsidomine-15N3 Chlorhydrate; 3-Morpholinosydnonimine-15N3 Hydrochloride

Database IDs

• PubChem SID: 164230737
• PubChem CID: 71750847

CALCULATED PROPERTIES

• Acid pKa: 8.8769245
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.0612547
• LogD (pH = 7.4): -2.068631
• Log P: -2.0596268
• Molar Refractivity: 63.0368 cm^3
• Polarizability: 15.457958 Å^3
• Polar Surface Area: 68.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M725002

Labelled 3-Morpholinosydnonimine Hydrochloride, a metabolite of the vasodilator Molsidomine (M488002) and is considered to be a peroxynitrite releasing compound.

REFERENCES

• Lei, S., et al.: Neruon, 8, 1087 (1992)
• Lipton, S.A., et al.: Nature, 364, 626 (1992)
• Mery, P.-F., et al.: J. Biol. Chem., 268, 26286 (1992)
• Hess., D.T. et al.: Nature, 366, 562 (1992)