. The actinomycetes. Actinomycetales. 890 1 )J-]SCK I FT I( )XS OF ANTIBIOTICS Aqueous suspension of precipitate acidified to pH I to 4, and NaCl and butanol added. Cooling gives hydrochloride crystals (33). IV. Precipitated from broth-filtrate at pH to on addition of CaS04 , BaCh , or MgCh . Extracted into water at pH and filtered. Filtrate adjusted to pH This insoluble polyvalent metallic ion salt may be slurried with butanol or acetone at pH , filtered, and precipitated from the organic solvent by adding water and raising the pH to (40). V. Precipitated from acidifie


. The actinomycetes. Actinomycetales. 890 1 )J-]SCK I FT I( )XS OF ANTIBIOTICS Aqueous suspension of precipitate acidified to pH I to 4, and NaCl and butanol added. Cooling gives hydrochloride crystals (33). IV. Precipitated from broth-filtrate at pH to on addition of CaS04 , BaCh , or MgCh . Extracted into water at pH and filtered. Filtrate adjusted to pH This insoluble polyvalent metallic ion salt may be slurried with butanol or acetone at pH , filtered, and precipitated from the organic solvent by adding water and raising the pH to (40). V. Precipitated from acidified broth-filtrate with such arylazosulfonic acid dyes as Polar yellow 5G, metanil yellow, Wool blue black 6B, or orange II (36). VI. Adsorbed from broth on IRC-50 (H''" i)hase) and eluted with A' HCl in 60 per cent methanol. Can also be adsorbed on Dowex 1, Dowex 50, or IR-112, and eluted with dilute alkali (25). VII. Purified by countercurrent distribu- tion using water-saturated butanol at pH and a butanol-saturated aqueous solution of the anti- biotic (25). VIII. See I under chlortetraeycline, "Method of ; Chemical and physical properties. Amphoteric substance. Trihydrale of free base: Yellow ortho- rhombic (25) or equant to tabular (32) crystals; 170-175°C (decomposition) (25). Swells and yellows at 165-170°C. Very soluble in methanol. Soluble in ethanol, butanol, ethyl acetate, and chloroform. Soluble to less than 1 mg per ml in watei', benzene, and diethyl ether. Insoluble in petroleum ether. Least soluble in water at pH (25, 32). Anhydrous tetracycline: 160-168°C (25). Ultraviolet absorption spectrum maxima: in N HCl: 220 (E = 13,000), 268 (e = 18,040), und 355 niM (f = 13,320j; in M methanolic HCl: 268 (log 6 = ) and 363 m/z (log e = ); in M methanolic NaOH:246 (log e = ) and 372 mM (log 6 = ), or at 245, 265, and 382 m/z (3, 20); in methanol: 235 {E^^n. 188), 269 (El'^^n, 271), (E'Tcm 128


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