Title: Dideoxyadenosine
CAS Registry Number: 4097-22-7
CAS Name: 2¢,3¢-Dideoxyadenosine
Additional Names: 6-amino-9-(2¢,3¢-dideoxy-b-D-glycero-pentofuranosyl)purine; DDA; ddAdo
Molecular Formula: C10H13N5O2
Molecular Weight: 235.24
Percent Composition: C 51.06%, H 5.57%, N 29.77%, O 13.60%
Literature References: Purine nucleoside analog with antiviral (retrovirus) activity. Prepn: M. J. Robins, R. K. Robins, J. Am. Chem. Soc. 86, 3585 (1964); G. L. Tong et al., J. Org. Chem. 30, 2854 (1965); J. R. McCarthy et al., J. Am. Chem. Soc. 88, 1549 (1966). In vitro inhibition of bacterial DNA synthesis: L. Toji, S. S. Cohen, Proc. Natl. Acad. Sci. USA 63, 871 (1969). Antibacterial activity in mice: G. Beskid et al., Antimicrob. Agents Chemother. 19, 424 (1981). Inhibition of in vitro infectivity of HIV-1 virus: H. Mitsuya, S. Broder, Proc. Natl. Acad. Sci. USA 83, 1911 (1986). HPLC determn in biological fluids: P. A. Blau et al., J. Chromatogr. 420, 1 (1987). Metabolism by cloned human T-cells: D. A. Cooney et al., Biochem. Pharmacol. 36, 1765 (1987).
Properties: Crystals from ethanol, mp 184-186°. [a]D25 -25.2° (c = 1.01 in water). uv max in methanol: 259.5 nm (e 14800).
Melting point: mp 184-186°
Optical Rotation: [a]D25 -25.2° (c = 1.01 in water)
Absorption maximum: uv max in methanol: 259.5 nm (e 14800)
Therap-Cat: Antiviral.
Keywords: Antiviral; Purines/Pyrimidinones; Reverse Transcriptase Inhibitor. |