2902. Deoxydihydrostreptomycin

Nomenclature

CAS number: 26086-49-7
O-2-Deoxy-2-(methylamino)-α-l-glucopyranosyl-(1→2)-O-3,5-dideoxy-3-(hydroxymethyl)-α-l-arabinofuranosyl-(1→4)-N,N′-bis(aminoiminomethyl)-d-streptamine; dihydrodeoxystreptomycin; Desoxymycin (Kaken); Mervastrept.
C21H41N7O11; mol wt 567.59.
C 44.44%, H 7.28%, N 17.27%, O 31.01%.

Description and references

Reduction product of streptomycin. Prepn and structure: Ikeda, C.A. 50, 13765g (1956); Yabuta et al., US 2837510 (1958); Gailliot, Baget, FR 1198042 (1959 to Rh^one-Poulenc). TLC separation: H. Heding, Acta Chem. Scand. 24, 3086 (1970). Comparative antibacterial activity of streptomycin analogs: H. Heding, O. Lützen, J. Antibiot. 25, 287 (1972).

Chemical structure

Properties

Needles, dec 190-195°. [α]D20 -102.5° (water).

Derivative

Sulfate.

Properties

[α]D20 -78° (c = 2).

Therapeutic Category

Antibacterial (tuberculostatic).