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T7329

Sigma-Aldrich

Taurolidine

>97% (NMR), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C7H16N4O4S2
CAS Number:
19388-87-5
Molecular Weight:
284.36
EC Number:
243-016-5
MDL number:
MFCD00865076
UNSPSC Code:
12352200
PubChem Substance ID:
329826864
NACRES:
NA.77

assay

>97% (NMR)

form

powder

storage condition

protect from light

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

SMILES string

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

InChI key

AJKIRUJIDFJUKJ-UHFFFAOYSA-N

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Biochem/physiol Actions

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.

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
ESPGHAN/ESPEN/ESPR/CSPEN guidelines on pediatric parenteral nutrition: Venous access.
S Kolaček et al.
Clinical nutrition (Edinburgh, Scotland), 37(6 Pt B), 2379-2391 (2018-07-30)
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