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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

Pureté

>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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Laurie R Solomon et al.
American journal of kidney diseases : the official journal of the National Kidney Foundation, 55(6), 1060-1068 (2010-03-09)
Bacteremia is a major cause of morbidity in patients using intravascular catheters. Interdialytic locking with antibiotics decreases the incidence of bacteremia, but risks antibiotic resistance. Taurolidine is a nontoxic broad-spectrum antimicrobial agent that has not been associated with resistance. Preliminary
Suzanne Kats et al.
European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery, 39(4), 451-458 (2010-07-29)
Cardiac surgery with cardiopulmonary bypass provokes a systemic inflammatory response syndrome caused by the surgical trauma itself, blood contact with the non-physiological surfaces of the extracorporeal circuit, endotoxemia, and ischemia. The role of endotoxin in the inflammatory response syndrome has
Brian Jurewitsch et al.
Clinical nutrition (Edinburgh, Scotland), 24(3), 462-465 (2005-05-18)
The literature shows that repeated courses of antibiotics and catheter removals in a subset of patients suffering from multiple catheter-related bloodstream infections (CRBSI), are unlikely to prevent recurrence. In acceding to preventative strategies, we report our application of the antimicrobial
Sigrun Eick et al.
Clinical oral investigations, 16(3), 735-744 (2011-05-25)
The antimicrobial effect of taurolidine was tested against periodontopathic species in comparison to chlorhexidine digluconate in the presence or absence of serum. Minimal inhibitory concentrations (MIC), microbiocidal concentrations (MBC), as well as killing were determined against 32 different microbial strains
Joseph Lehár et al.
Nature chemical biology, 4(11), 674-681 (2008-10-22)
Predicting the behavior of living organisms is an enormous challenge given their vast complexity. Efforts to model biological systems require large datasets generated by physical binding experiments and perturbation studies. Genetic perturbations have proven important and are greatly facilitated by
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