Title: Penimepicycline
CAS Registry Number: 4599-60-4
CAS Name: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid compd with (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-N-[[4-(2-hydroxyethyl)-1-piperazinyl]methyl]-6-methyl-1,11-dioxo-2-naphthacenecarboxamide (1:1)
Additional Names: N-[4-(b-hydroxyethyl)diethylenediaminomethyl]tetracycline phenoxymethylpenicillinate; mepicycline phenoxymethylpenicillinate; penicillin V compd with mepicycline; penimepiciclina
Trademarks: Criseocil; Geotricyn; Mepenicycline; Olimpen; Penetracyne; Peniltetra; Prestociclina
Molecular Formula: C45H56N6O14S
Molecular Weight: 937.02
Percent Composition: C 57.68%, H 6.02%, N 8.97%, O 23.90%, S 3.42%
Line Formula: C16H18N2O5S.C29H38N4O9
Literature References: Semi-synthetic antibiotic. Prepn: Pedrazzoli et al., Boll. Chim. Farm. 98, 516 (1959), C.A. 54, 3856a (1960); Gradnik, Pedrazzoli, GB 897826 (1962 to E.R.A.S.M.E.), C.A. 57, 15034e (1962). Properties: Gradnik et al., Pharm. Acta Helv. 35, 529 (1960).
Properties: Yellowish-white cryst powder, dec above 143° (not corr). Sensitive to light, heat, air. Slightly bitter taste. pH of 2% aq soln, 5.5-5.7. Soly in water at 20° = 1 g/0.7 ml. [a]D20 -50.5° (c = 2 in methanol).
Optical Rotation: [a]D20 -50.5° (c = 2 in methanol)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Tetracyclines; ?Lactams; Penicillins.
Status: This monograph has been retired and is no longer subject to revision or update.

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