5-[(ethoxycarbonyl)azanidyl]-3-(morpholin-4-yl)(2,3-15N2)-1,2,3λ5-oxadiazol-3-ylium

• ChemBase ID: 174697
• Molecular Formular: C9H14N4O4
• Molecular Mass: 245.21208669
• Monoisotopic Mass: 245.09260963
• SMILES: C(OC(=O)[15N-]c1o[15n][15n+](c1)N1CCOCC1)C
• Canonical SMILES: CCOC(=O)[15N-]c1o[15n][15n+](c1)N1CCOCC1
• InChI: InChI=1S/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3/i10+1,11+1,13+1
• InChIKey: XLFWDASMENKTKL-RJLIQBAVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(ethoxycarbonyl)azanidyl]-3-(morpholin-4-yl)(2,3-^1^5N₂)-1,2,3λ^5-oxadiazol-3-ylium
• IUPAC Traditional name: 5-[(ethoxycarbonyl)azanidyl]-3-(morpholin-4-yl)(2,3-^1^5N₂)-1,2,3λ^5-oxadiazol-3-ylium
• Synonyms: 5-[(Ethoxycarbonyl)amino]-3-(4-morpholinyl)-1,2,3-oxadiazolium-15N3 Inner Salt; CAS 276-15N3; Corraton-15N3; Coruno-15N3; Corvasal-15N3; Corvaton-15N3; Molsidolat-15N3; Morial-15N3; Morsydomine-15N3; Motazomin-15N3; N-(Ethoxycarbonyl)-3-morpholinosydnone imine-15N3; N-Ethoxycarbonyl-3-morpholinosydnonimine-15N3; SIN 10-15N3 (pharmaceutical); Sydnopharm-15N3; Molsidomine-15N3

Database IDs

• PubChem SID: 164230607
• PubChem CID: 71750771

CALCULATED PROPERTIES

• Acid pKa: 7.9913807
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.0171243
• LogD (pH = 7.4): -1.0268412
• Log P: -1.0168914
• Molar Refractivity: 76.9908 cm^3
• Polarizability: 21.543848 Å^3
• Polar Surface Area: 77.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M488002

Labelled Molsidomine, an antianginal agent. Molsidomine is an effective therapeutic agents in the treatment of angina pectoris. Molsidomine is a sydnonimine derivative that acts as a heterocyclic direct nitric oxide donor.

REFERENCES

• Tanayama, S. et al.: Xenobiotica, 4, 175 (1974)
• Yamada, M. et al.: Chem. Pharmac. Bull., 35, 3390 (1974)
• Messin, R. et al.: Adv. Ther., 23, 107 (1974)