Vasicinone

• Catalog No.: Bio-0201
• CAS Number: 486-64-6
• M. F.: C11H10N2O2
• M. W.: 202.2093

SYNONYMS

• IUPAC name: 3-hydroxy-1H,2H,3H,9H-pyrrolo[2,1-b]quinazolin-9-one
• IUPAC Traditional name: 3-hydroxy-1H,2H,3H,9H-pyrrolo[2,1-b]quinazolin-9-one

DATABASE IDS

• CAS Number: 486-64-6

PROPERTIES

• Application(s): Bronchodilator
• Application(s): Antiasthmatic
• Biological Source: Alkaloid from Biebersteinia multifida, the seeds and above-ground parts of Peganum harmala, the foliage of Peganum nigellastrum, the roots of Sida cordifolia and the leaves of Adhatoda vasica. Also isol. from Nitraria sibirica (Biebersteiniaceae, Zygophyllaceae, Malvaceae, Acanthaceae)
• Description: (S)-form, probably partial racemates
• Mechanism of Action: Shows bronchodilator and weak hypotensive inotropic action

REFERENCES

• Morris, R.C. et al., J.A.C.S., 1935, 57, 951, (synth)
• Mehta, D.R. et al., J.O.C., 1963, 28, 445, (isol, uv, ir)
• Onaka, T., Tet. Lett., 1971, 4387, (synth)
• Ghosal, S. et al., Phytochemistry, 1975, 14, 830, (isol)
• Szulzewsky, K. et al., J. Prakt. Chem., 1976, 318, 463, (abs config)
• Johne, S. et al., J. Prakt. Chem., 1977, 319, 919, (cmr)
• Rashkes, Y.V. et al., Khim. Prir. Soedin., 1977, 13, 378; Chem. Nat. Compd. (Engl. Transl.), 1977, 13, 320, (ms)
• Choudhury, M.K., Naturwissenschaften, 1979, 66, 205, (isol, uv, synth)
• Johne, S., Alkaloids (N.Y.), 1986, 29, 129, (rev, pharmacol)
• Poi, R. et al., J. Indian Chem. Soc., 1988, 65, 814, (isol, R-form)
• Sener, B. et al., CA, 1989, 110, 111673f, (isol)
• Eguchi, S. et al., J.O.C., 1996, 61, 7316-7319, (synth)
• Joshi, B.S. et al., Tetrahedron: Asymmetry, 1996, 7, 25, (cryst struct, abs config)
• Atta-ur-Rahman et al., Nat. Prod. Lett., 1997, 10, 249-256, (cryst struct)
• Mhaske, S.B. et al., J.O.C., 2002, 66, 9038-9040, (synth)