Structural Formula Vector Image
Title: Taurolidine
CAS Registry Number: 19388-87-5
CAS Name: 4,4¢-Methylenebis(tetrahydro-1,2,4-thiadiazine) 1,1,1¢,1¢-tetraoxide
Additional Names: 4,4¢-methylenebis(perhydro-1,2,4-thiadiazine 1,1-dioxide); bis(1,1-dioxoperhydro-1,2,4-thiadiazin-4-yl)methane
Trademarks: Drainasept (Geistlich); Taurolin (HMR); Tauroflex (Geistlich)
Molecular Formula: C7H16N4O4S2
Molecular Weight: 284.36
Percent Composition: C 29.57%, H 5.67%, N 19.70%, O 22.51%, S 22.55%
Literature References: Broad spectrum, synthetic formaldehyde carrier formed by the condensation of two molecules of taurine and three molecules of formaldehyde. Prepn: FR 1458701; R. W. Pfirrmann, US 3423408 (1966, 1969 both to Ed. Geistlich Söhne). Antibacterial activity in mice: M. K. Browne et al., J. Appl. Bacteriol. 41, 363 (1976). Anti-endotoxin activity in lab animals: R. W. Pfirrmann, G. B. Leslie, ibid. 46, 97 (1979). Mechanism of action: E. Myers et al., ibid. 48, 89 (1980). HPLC determn of metabolites in plasma: A. D. Woolfson et al., Int. J. Pharm. 49, 135 (1989). Pharmacokinetics: C. Steinbach-Lebbin et al., Arzneim.-Forsch. 32, 1542 (1982). Metabolism in humans: B. I. Knight et al., Br. J. Clin. Pharmacol. 12, 695 (1981). Clinical trials in peritonitis: M. K. Browne et al., Surg. Gynecol. Obstet. 146, 721 (1978); G. Wesch et al., Fortschr. Med. 101, 545 (1983); in wound sepsis: A. K. Halsall et al., Pharmatherapeutica 2, 673 (1981); in pleural infection: A. A. Conlan et al., S. Afr. Med. J. 64, 653 (1983).
Properties: White crystals, mp 154-158°. Sol in water.
Melting point: mp 154-158°
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Synthetic).

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