Taurolidine Chemical Properties

Melting point:

154-158°

Boiling point:

471.2±55.0 °C(Predicted)

Density 

1.466±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO: >20mg/mL

form 

powder

pka

11.16±0.20(Predicted)

color 

white to off-white

Stability:

Unstable in Aqueous Solution

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:4,4'-Methylenebis[tetrahydro-2H-1,2,4-thiadiazine] 1,1,1',1'-tetraoxide

Taurolidine Usage And Synthesis

Uses

Taurolidine is a derivative of the amino acid Taurine (T007850). Taurolidine exhibits antiendotoxin and antimicrobial activity, and has also been shown to exhibit antitumour activity in vitro and in vivo. Taurolidine is used for the treatment of sepsis and is utilized in hospitals to prevent catheter-related bloodstream infections.

Definition

ChEBI: Taurolidine is a thiadiazinane.

Biological Activity

taurolidine is a synthetic taurine analog with antimicrobial and anti-neoplastic actions.taurine, a conditionally-essential amino acid, is not utilized in protein synthesis, but is found free or in simple peptides. taurine has been shown to be essential in mammalian development. in vitro studies have demonstrated that low levels of taurine are associated with various pathological lesions.

in vitro

previous study found that in selected human and murine tumor cell lines, a 3-day exposure to taurolidine could inhibit the growth of all of the cell lines. further mechanistic study showed that in nih-3t3 murine fibroblasts and the pa-1 and skov-3 human ovarian tumor cells, a 48-h exposure to taurolidine had little effect on cell cycle distribution in pa-1 and skov-3 cells but greatly increased the appearance of dna debris, an effect consistent with an induction of apoptosis. in contrast, in nih-3t3 cells, taurolidine exposure did not increase dna debris in the sub-g(0)/g(1) region [1].

in vivo

animal study found that the i.v. administration of 2% taurolidine and 3% taurolidine as well the i.p. application of 2% taurolidine could decrease the development of advanced i.p. tumor lesions. no changes of differential blood count nor relevant animal weight changes resulted. moreover, taurolidine did not impair the liver tissue, kidneys, svc, and leucopoiesis. the intravenous therapy of 2% taurolidine was found to be safe and anti-tumorigenic in advanced local tumor growth in rats [2].

IC 50

9.6-34.2 microm for several cancer cell lines

References

[1] calabresi, p. ,goulette, f.a. and darnowski, j.w. taurolidine: cytotoxic and mechanistic evaluation of a novel antineoplastic agent. cancer research 61(18), 6816-6821 (2001).
[2] braumann c, stuhldreier b, bobrich e, menenakos c, rogalla s, jacobi ca. high doses of taurolidine inhibit advanced intraperitoneal tumor growth in rats. j surg res. 2005 nov;129(1):129-35.

Taurolidine(19388-87-5)Related Product Information

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• MALFORMINC
• Taurultam
• 2-AMINO-ETHANESULFONAMIDE
• 2-AMINO-N-METHYLETHANESULFONAMIDE
• Taurolidine