Title: Inosine
CAS Registry Number: 58-63-9
Additional Names: Hypoxanthine riboside; 9-b-D-ribofuranosylhypoxanthine; hypoxanthosine
Trademarks: Inosie (Morishita); Oxiamine (Made); Ribonosine (Toyo Jozo); Trophicardyl
Molecular Formula: C10H12N4O5
Molecular Weight: 268.23
Percent Composition: C 44.78%, H 4.51%, N 20.89%, O 29.82%
Literature References: In meat and meat extracts, in sugar beets. Prepd from adenosine by incubation with purified adenosine deaminase from intestine: Kalckar, J. Biol. Chem. 167, 445 (1947); also by the action of sodium nitrite and acetic acid on adenosine: Levene, Jacobs, Ber. 43, 3161 (1910); by the use of barium nitrite and H2SO4: Reiff et al., US 3049536 (1962 to Zellstoff-Fabrik Waldhof). Fermentation method: Motozaki et al., US 3111459 (1963 to Ajinomoto). Structure: Bredereck, Ber. 66, 198 (1933); Z. Physiol. Chem. 223, 61 (1934); Gulland, Holiday, J. Chem. Soc. 1936, 765.
Derivative Type: Dihydrate
Properties: Long rectangular plates from water, mp 90°. Anhydrous needles from 80% alc, dec 218° (rapid heating). [a]D18 -49.2° (c = 0.9 in H2O). [a]20white -73° (0.5 g + 2 ml N NaOH + 3 ml H2O). 100 ml of the satd water soln at 20° contain 1.6 g inosine. Absorption spectrum: Kalckar, loc. cit. uv max (pH 6.0): 248.5 nm (e 12200). Boiling with 0.1N H2SO4 yields hypoxanthin and D-ribose.
Melting point: mp 90°
Optical Rotation: [a]D18 -49.2° (c = 0.9 in H2O); [a]20white -73° (0.5 g + 2 ml N NaOH + 3 ml H2O)
Absorption maximum: uv max (pH 6.0): 248.5 nm (e 12200)
Therap-Cat: Activates cellular functions. |