T7329
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:
Molecular Weight:
284.36
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
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 a broad spectrum antibiotic with antineoplastic activity; induces apoptosis and decreases tumor cell proliferation.
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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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
Christoph A Jacobi et al.
Anti-cancer drugs, 16(9), 917-921 (2005-09-16)
Taurolidine [bis(1,1-dioxoperhydro-1,2,4-thiadiazinyl-4)-methane (TRD)], a product derived from the aminosulfoacid taurin, was first described as an anti-bacterial substance. It was mainly used in the treatment of patients with peritonis as well as antiendoxic agent in patients with systematic inflammatory response syndrome.
Justyna Schubert et al.
Scientific reports, 10(1), 10341-10341 (2020-06-27)
For decades, intraperitoneal chemotherapy (IPC) was delivered into the abdominal cavity as a liquid solution. This preliminary study aims to evaluate foam as a potential new drug carrier for IPC delivery. Foam-based intraperitoneal chemotherapy (FBIC) was produced with taurolidine, hydrogen
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)
Kevin Marley et al.
BMC veterinary research, 9, 15-15 (2013-01-22)
Osteosarcoma (OS) affects over 8000 dogs/year in the United States. The disease usually arises in the appendicular skeleton and metastasizes to the lung. Dogs with localized appendicular disease benefit from limb amputation and chemotherapy but most die within 6-12 months
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