Minocycline
Title: Minocycline
CAS Registry Number: 10118-90-8
CAS Name: [4S-(4a,4aa,5aa,12aa)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
Additional Names: 7-dimethylamino-6-demethyl-6-deoxytetracycline
Molecular Formula: C23H27N3O7
Molecular Weight: 457.48
Percent Composition: C 60.38%, H 5.95%, N 9.19%, O 24.48%
Literature References: Second generation tetracycline antibiotic. Prepn: J. Petisi, J. H. Boothe, US 3226436 (1965 to Am. Cyanamid); M. J. Martell, J. H. Boothe, J. Med. Chem. 10, 44 (1967); R. F. R. Church et al., J. Org. Chem. 36, 723 (1971). HPLC determn in tissue and serum: W. R. Wrightson et al., J. Chromatogr. B 706, 358 (1998). Comprehensive description: V. Zbinovsky, G. P. Chrekian, Anal. Profiles Drug Subs. 6, 323-339 (1977). Series of articles on toxicology and metabolism: Toxicol. Appl. Pharmacol. 11, 128-183 (1967). Review of antibacterial activity and pharmacology: M. Jonas, B. A. Cunha, Ther. Drug Monit. 4, 137-145 (1982); of clinical safety and efficacy in acne: K. Freeman, Br. J. Clin. Pract. 43, 112-115 (1989). Clinical evaluation in periodontal disease: R. J. Oringer et al., J. Periodontol. 73, 835 (2002).
Properties: Bright yellow-orange amorphous solid. [a]D25 -166° (c = 0.524). uv max (0.1N HCl): 352, 263 nm (log e 4.16, 4.23); (0.1N NaOH): 380, 243 nm (log e 4.30, 4.38).
Optical Rotation: [a]D25 -166° (c = 0.524)
Absorption maximum: uv max (0.1N HCl): 352, 263 nm (log e 4.16, 4.23); (0.1N NaOH): 380, 243 nm (log e 4.30, 4.38)
 
Derivative Type: Hydrochloride
CAS Registry Number: 13614-98-7
Trademarks: Arestin (OroPharma); Dynacin (Medicis); Klinomycin (Valeant); Minocin (Wyeth); Vectrin (Medicis)
Molecular Formula: C23H27N3O7.HCl
Molecular Weight: 493.94
Percent Composition: C 55.93%, H 5.71%, N 8.51%, O 22.67%, Cl 7.18%
Properties: Yellow crystalline powder. Slightly hygroscopic; sensitive to light and to surface oxidation.
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Tetracyclines.

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