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T7329

Sigma-Aldrich

Taurolidine

>97% (NMR), powder

Synonyme(s) :

4,4′-Methylenebis(tetrahydro-1,2,4-sulfadiazine 1,1-dioxide), Taurolin, Tauroline

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About This Item

Formule empirique (notation de Hill):
C7H16N4O4S2
Numéro CAS:
19388-87-5
Poids moléculaire :
284.36
Numéro CE :
243-016-5
Numéro MDL:
MFCD00865076
Code UNSPSC :
12352200
ID de substance PubChem :
329826864
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

>97% (NMR)

Forme

powder

Conditions de stockage

protect from light

Couleur

white to off-white

Solubilité

DMSO: >20 mg/mL

Température de stockage

room temp

Chaîne SMILES 

O=S1(=O)CCN(CN1)CN2CCS(=O)(=O)NC2

InChI

1S/C7H16N4O4S2/c12-16(13)3-1-10(5-8-16)7-11-2-4-17(14,15)9-6-11/h8-9H,1-7H2

Clé InChI

AJKIRUJIDFJUKJ-UHFFFAOYSA-N

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Actions biochimiques/physiologiques

Taurolidine is a broad spectrum antibiotic with antineoplastic activity, which induces apoptosis and decreases tumor cell proliferation. Taurolidine has been used with TNF-related-apoptosis-inducing ligand (TRAIL) to characterize synergistic responses in many apoptosis related signaling-proteins. Tauroline is also being used as a tool to study the various mechanisms of apoptosis and necrosis.
Taurolidine is an antibacterial agent that can be used for the treatment of peritonis. It has also been used as an antiendoxic substance for systematic inflammatory response syndrome and as an anti-angiogenic agent for tumors. Furthermore, studies have reported that taurolidine can be used for the prevention of multiple catheter-related bloodstream infections.

Notes préparatoires

Taurolidine is soluble in DMSO at a concentration that is greater than 20 mg/ml.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
080M4744
049K47182
049K47181
049K4718

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Consulter la Bibliothèque de documents

Vassilis Filiopoulos et al.
American journal of nephrology, 33(3), 260-268 (2011-03-05)
Use of uncuffed catheters (UCs) in hemodialysis patients is common practice. An antibiotic lock has been recommended to prevent catheter-related bacteremia (CRB), although insufficient data are available about the appropriate antimicrobial agent and dose with prolonged use of UCs. This
Peter M Neary et al.
Annals of surgical oncology, 17(4), 1135-1143 (2009-12-30)
Taurolidine consists of two taurinamide rings derived from the naturally occurring amino acid taurine. It has been utilized to prevent adhesions, as an antimicrobial, and as an anti-inflammatory agent. More recently, it has been found to exert antineoplastic activity. We
Joanne H Bradshaw et al.
Journal of pediatric gastroenterology and nutrition, 47(2), 179-186 (2008-07-31)
Catheter-related bloodstream infection remains the most common serious complication associated with long-term parenteral nutrition. Taurolock (Bio-Implant HealthCare, Winsen, Germany), which contains taurolidine, is being marketed as a central venous catheter lock solution for decreasing the risk of catheter sepsis. To
Adrien Daigeler et al.
Ultrasound in medicine & biology, 36(11), 1893-1906 (2010-09-28)
Sonodynamic therapy, in combination with ultrasound contrast agents, proved to enhance the uptake of chemotherapeutics in malignant cells. HT1080 fibrosarcoma cells were treated in vitro with a combination of ultrasound SonoVue™-microbubbles and taurolidine (TRD) plus tumor necrosis factor related apoptosis
M J Dümichen et al.
The Journal of hospital infection, 80(4), 304-309 (2012-02-22)
A catheter lock solution containing 1.35% taurolidine and 4% citrate could potentially disrupt bacterial surface adherence and consecutive biofilm production due to the anti-adherence properties of taurolidine and the anticlotting and chelator activities of both compounds. To compare the impact
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