Title: Sancycline
CAS Registry Number: 808-26-4
CAS Name: [4S-(4a,4aa,5aa,12aa)]-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
Additional Names: 6-demethyl-6-deoxytetracycline; norcycline
Trademarks: Bonomycin (Pfizer)
Molecular Formula: C21H22N2O7
Molecular Weight: 414.41
Percent Composition: C 60.86%, H 5.35%, N 6.76%, O 27.03%
Literature References: Semi-synthetic antibiotic related to tetracycline. Prepn: Beereboom et al., J. Am. Chem. Soc. 82, 1003 (1960); McCormick et al., ibid. 3381; McCormick, Jensen, US 3019260 (1962 to Am. Cyanamid); GB 901209 (1962 to Pfizer). Total synthesis: Conover et al., J. Am. Chem. Soc. 84, 3222 (1962).
Derivative Type: Hydrochloride hemihydrate
Molecular Formula: C21H22N2O7.HCl.½H2O
Molecular Weight: 459.88
Percent Composition: C 54.85%, H 5.26%, N 6.09%, O 26.09%, Cl 7.71%
Properties: Crystals from ethanol, dec 215-220°. uv max (MeOH/0.01N HCl): 267, 347 nm (e 19300, 15500); in 0.1N H2SO4: 217, 268, 343 nm (e 13400, 19000, 14600).
Absorption maximum: uv max (MeOH/0.01N HCl): 267, 347 nm (e 19300, 15500); in 0.1N H2SO4: 217, 268, 343 nm (e 13400, 19000, 14600)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Tetracyclines.
Status: This monograph has been retired and is no longer subject to revision or update. |