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19388-87-5,MFCD00865076
Catalog No.:AA003UEW

19388-87-5 | Taurolidin

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5mg
97%
in stock  
$7.00   $5.00
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25mg
97%
in stock  
$9.00   $7.00
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1g
97%
in stock  
$21.00   $15.00
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5g
97%
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$29.00   $21.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003UEW
Chemical Name:
Taurolidin
CAS Number:
19388-87-5
Molecular Formula:
C7H16N4O4S2
Molecular Weight:
284.3563
MDL Number:
MFCD00865076
SMILES:
O=S1(=O)CCN(CN1)CN1CCS(=O)(=O)NC1
Properties
Properties
 
BP:
471.2°C at 760 mmHg  
Form:
Solid  
MP:
154-158°  
Solubility:
DMSO: >20mg/mL  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
419  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
-1.7  

Upstream Synthesis Route

[1]Patent:WO2012/70066,2012,A1,.Locationinpatent:Page/Pagecolumn4

[1]Patent:US2013/237700,2013,A1,.Locationinpatent:Paragraph0028

Downstream Synthesis Route
463-57-0    19388-87-5   
7-oxa-2<λ>6-thia-1,5-diazabicyclo<3.3.1>nonane-2,2-dione 
 
7-<<2-(2,2-dioxo-2<λ>6-thia-1,5,7-triazabicyclo<3.3.1>non-7-yl)ethyl>sulfonyl>-2<λ>6-thia-1,5,7-triazabicyclo<3.3.1>nonane-2,2-dione 

[1]ActaCrystallographica,SectionC:CrystalStructureCommunications,1999,vol.55,p.232-234

[1]Patent:US2008/27043,2008,A1.Locationinpatent:Page/Pagecolumn4

50-00-0   
taurinamidesuccinate 
  19388-87-5 

[1]Patent:WO2012/70066,2012,A1.Locationinpatent:Page/Pagecolumn4

Literature

Title: Taurolidine: mode of administration in mouse tumor models.

Journal: International journal of cancer 20121201

Title: Significant reduction in central venous catheter-related bloodstream infections in children on HPN after starting treatment with taurolidine line lock.

Journal: Journal of pediatric gastroenterology and nutrition 20121001

Title: Biofilm formation in long-term central venous catheters in children with cancer: a randomized controlled open-labelled trial of taurolidine versus heparin.

Journal: APMIS : acta pathologica, microbiologica, et immunologica Scandinavica 20121001

Title: Taurolidine: Mode of administration in mouse tumor models.

Journal: International journal of cancer 20120915

Title: The antineoplastic antibiotic taurolidine promotes lung and liver metastasis in two syngeneic osteosarcoma mouse models and exhibits severe liver toxicity.

Journal: International journal of cancer 20120901

Title: Taurolidine lock solution in the secondary prevention of central venous catheter-associated bloodstream infection in home parenteral nutrition patients.

Journal: Clinical nutrition (Edinburgh, Scotland) 20120801

Title: TRAIL and taurolidine enhance the anticancer activity of doxorubicin, trabectedin and mafosfamide in HT1080 human fibrosarcoma cells.

Journal: Anticancer research 20120701

Title: Efficacy of taurolidine against periodontopathic species--an in vitro study.

Journal: Clinical oral investigations 20120601

Title: Taxol and taurine protect the renal tissue of rats after unilateral ureteral obstruction: a stereological survey.

Journal: Korean journal of urology 20120501

Title: Antibacterial effect of taurolidine (2%) on established dental plaque biofilm.

Journal: Clinical oral investigations 20120401

Title: Randomized controlled trial of taurolidine citrate versus heparin as catheter lock solution in paediatric patients with haematological malignancies.

Journal: The Journal of hospital infection 20120401

Title: Observational study of need for thrombolytic therapy and incidence of bacteremia using taurolidine-citrate-heparin, taurolidine-citrate and heparin catheter locks in patients treated with hemodialysis.

Journal: Seminars in dialysis 20120101

Title: Taurolidine use as a Scolicidal Agent: We Need Different Methodologies.

Journal: Turkiye parazitolojii dergisi 20120101

Title: In vitro screening of synergistic ascorbate-drug combinations for the treatment of malignant mesothelioma.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20111201

Title: Chemical pleurodesis for the management of refractory hepatic hydrothorax in patients with decompensated liver cirrhosis.

Journal: The Korean journal of hepatology 20111201

Title: Toxicity of antiseptics against chondrocytes: what is best for the cartilage in septic joint surgery?

Journal: International orthopaedics 20111101

Title: [Tunnelled internal jugular vein catheters with taurolidine lock: an acceptable challenge to arterio-venous fistula in 70 years old haemodialyzed patients: a prospective pilot study].

Journal: Nephrologie & therapeutique 20110701

Title: Taurolidine lock - experience from the West of Scotland.

Journal: Clinical nutrition (Edinburgh, Scotland) 20110601

Title: Endotoxin release in cardiac surgery with cardiopulmonary bypass: pathophysiology and possible therapeutic strategies. An update.

Journal: European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery 20110401

Title: Advances in the diagnosis and management of central venous access device infections in children.

Journal: Advances in experimental medicine and biology 20110101

Title: Unsuccessful application of taurolidine in the treatment of fungal peritonitis in peritoneal dialysis.

Journal: Clinical nephrology 20110101

Title: Animal models of bacterial keratitis.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Animal models of colitis-associated carcinogenesis.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Treatment of long-term catheter-related bloodstream infections with a taurolidine block: a single cancer center experience.

Journal: The journal of vascular access 20110101

Title: Approaches to prolong the use of uncuffed hemodialysis catheters: results of a randomized trial.

Journal: American journal of nephrology 20110101

Title: Role of mutagenicity in asbestos fiber-induced carcinogenicity and other diseases.

Journal: Journal of toxicology and environmental health. Part B, Critical reviews 20110101

Title: Cytoreductive surgery plus hyperthermic intraperitoneal chemotherapy improves survival of gastric cancer with peritoneal carcinomatosis: evidence from an experimental study.

Journal: Journal of translational medicine 20110101

Title: Synergistic effects of sonoporation and taurolidin/TRAIL on apoptosis in human fibrosarcoma.

Journal: Ultrasound in medicine & biology 20101101

Title: The antiendotoxin agent taurolidine potentially reduces ischemia/reperfusion injury through its metabolite taurine.

Journal: Surgery 20100901

Title: Taurolidine lock is highly effective in preventing catheter-related bloodstream infections in patients on home parenteral nutrition: a heparin-controlled prospective trial.

Journal: Clinical nutrition (Edinburgh, Scotland) 20100801

Title: A randomized double-blind controlled trial of taurolidine-citrate catheter locks for the prevention of bacteremia in patients treated with hemodialysis.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20100601

Title: The evolving role of taurolidine in cancer therapy.

Journal: Annals of surgical oncology 20100401

Title: Multimodal approach for treatment of peritoneal surface malignancies in a tumour-bearing rat model.

Journal: International journal of colorectal disease 20100201

Title: Taurolidine antiadhesive properties on interaction with E. coli; its transformation in biological environment and interaction with bacteria cell wall.

Journal: PloS one 20100101

Title: Comparative analysis of cell death induction by Taurolidine in different malignant human cancer cell lines.

Journal: Journal of experimental & clinical cancer research : CR 20100101

Title: Establishment and identification of a rabbit model of peritoneal carcinomatosis from gastric cancer.

Journal: BMC cancer 20100101

Title: Oral administration of the anti-proliferative substance taurolidine has no impact on dextran sulfate sodium induced colitis-associated carcinogenesis in mice.

Journal: Journal of carcinogenesis 20100101

Title: Taurine and the renal system.

Journal: Journal of biomedical science 20100101

Title: [The protoskolicidal effect of 1% polyvinylpyrrolidone-iodine (PVP-1) and 2% taurolidine on abdominal hydatidosis].

Journal: Turkiye parazitolojii dergisi 20100101

Title: Gene expression analysis of cell death induction by taurolidine in different malignant cell lines.

Journal: BMC cancer 20100101

Title: Taurolidine and oxidative stress: a rationale for local treatment of mesothelioma.

Journal: The European respiratory journal 20091201

Title: Taurolidine in the prevention and therapy of lung metastases.

Journal: European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery 20091201

Title: Principles of the therapy of bone infections in adult extremities : Are there any new developments?

Journal: Strategies in trauma and limb reconstruction (Online) 20091001

Title: Divergent effects of taurolidine as potential anti-neoplastic agent: inhibition of bladder carcinoma cells in vitro and promotion of bladder tumor in vivo.

Journal: Oncology reports 20090801

Title: [Spectrum of indications and perioperative management in i. v. port-a-cath explantation--alternative administration of taurolin in case of i. v. port-a-cath infection].

Journal: Zentralblatt fur Chirurgie 20090801

Title: Microbial inactivation properties of a new antimicrobial/antithrombotic catheter lock solution (citrate/methylene blue/parabens).

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20090601

Title: The antibacterial substance taurolidine exhibits anti-neoplastic action based on a mixed type of programmed cell death.

Journal: Autophagy 20090201

Title: Wound healing is not impaired in rats undergoing perioperative treatment with the antineoplastic agent taurolidine.

Journal: European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20090101

Title: Taurolidine reduces the tumor stimulating cytokine interleukin-1beta in patients with resectable gastrointestinal cancer: a multicentre prospective randomized trial.

Journal: World journal of surgical oncology 20090101

Title: All-you-can-eat: autophagy in neurodegeneration and neuroprotection.

Journal: Molecular neurodegeneration 20090101

Title: Arsenic trioxide exerts synergistic effects with cisplatin on non-small cell lung cancer cells via apoptosis induction.

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: Using detachment-promoting agents for the prevention of chronic peritoneal dialysis-associated infections.

Journal: Artificial organs 20081201

Title: Effects of topical application of taurolidine on second intention healing of experimentally induced wounds in rats.

Journal: American journal of veterinary research 20080901

Title: A new haemodialysis catheter-locking agent reduces infections in haemodialysis patients.

Journal: Journal of renal care 20080901

Title: Taurolidine and catheter-related bloodstream infection: a systematic review of the literature.

Journal: Journal of pediatric gastroenterology and nutrition 20080801

Title: Synergistic apoptotic effects of taurolidine and TRAIL on squamous carcinoma cells of the esophagus.

Journal: International journal of oncology 20080601

Title: Novel anti-angiogenic compounds for application in tumor therapy - COP9 signalosome-associated kinases as possible targets.

Journal: Mini reviews in medicinal chemistry 20080501

Title: Re: Endophthalmitis: a review of current evaluation and management.

Journal: Retina (Philadelphia, Pa.) 20080201

Title: The effect of taurolidine on experimental thrombus formation.

Journal: European journal of pharmacology 20080114

Title: An evaluation of normal saline and taurolidine on intra-abdominal adhesion formation and peritoneal fibrinolysis.

Journal: The Journal of surgical research 20080101

Title: Leukopoiesis is not affected after intravenous treatment with the novel antineoplastic agent taurolidine. Results of an experimental study in rats.

Journal: European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20080101

Title: Taurolidine-citrate lock solution (TauroLock) significantly reduces CVAD-associated grampositive infections in pediatric cancer patients.

Journal: BMC infectious diseases 20080101

Title: TRAIL and Taurolidine induce apoptosis and decrease proliferation in human fibrosarcoma.

Journal: Journal of experimental & clinical cancer research : CR 20080101

Title: The tumor suppressive reagent taurolidine inhibits growth of malignant melanoma--a mouse model.

Journal: The Journal of surgical research 20071201

Title: Intra-abdominal use of taurolidine or heparin as alternative products to an antiadhesive barrier (Seprafilm) in adhesion prevention: an experimental study on mice.

Journal: Diseases of the colon and rectum 20071201

Title: Taurolidine induces apoptosis of murine melanoma cells in vitro and in vivo by modulation of the Bcl-2 family proteins.

Journal: Journal of surgical oncology 20070901

Title: Taurolidine: a novel anti-neoplastic agent induces apoptosis of osteosarcoma cell lines.

Journal: Investigational new drugs 20070801

Title: Peritoneal instillation of taurolidine or polihexanide modulates intestinal microcirculation in experimental endotoxemia.

Journal: International journal of colorectal disease 20070701

Title: Taurolidine and povidone-iodine induce different types of cell death in malignant pleural mesothelioma.

Journal: Lung cancer (Amsterdam, Netherlands) 20070601

Title: The pharmacokinetics of taurolidine metabolites in healthy volunteers.

Journal: Journal of clinical pharmacology 20070601

Title: Local recurrence model of malignant pleural mesothelioma for investigation of intrapleural treatment.

Journal: European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery 20070501

Title: Influence of intraperitoneal application of taurolidine/heparin on expression of adhesion molecules and colon cancer in rats undergoing laparoscopy.

Journal: The Journal of surgical research 20070101

Title: Instillation of taurolidine/heparin after laparotomy reduces intraperitoneal tumour growth in a colon cancer rat model.

Journal: European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20070101

Title: Pharmacokinetics of taurolidine following repeated intravenous infusions measured by HPLC-ESI-MS/MS of the derivatives taurultame and taurinamide in glioblastoma patients.

Journal: Clinical pharmacokinetics 20070101

Title: Is Taurolidine a candidate for treatment of rheumatoid arthritis?

Journal: Clinical and experimental rheumatology 20070101

Title: Treatment of multiple liver metastasis from gastric carcinoma.

Journal: World journal of surgical oncology 20070101

Title: Noninvasive monitoring of myocardial function after surgical and cytostatic therapy in a peritoneal metastasis rat model: assessment with tissue Doppler and non-Doppler 2D strain echocardiography.

Journal: Cardiovascular ultrasound 20070101

Title: Estimating in vivo airway surface liquid concentration in trials of inhaled antibiotics.

Journal: Journal of aerosol medicine : the official journal of the International Society for Aerosols in Medicine 20070101

Title: Oral administration of taurolidine ameliorates chronic DSS colitis in mice.

Journal: Journal of investigative surgery : the official journal of the Academy of Surgical Research 20070101

Title: Synergistic effects in apoptosis induction by taurolidine and TRAIL in HCT-15 colon carcinoma cells.

Journal: Journal of investigative surgery : the official journal of the Academy of Surgical Research 20070101

Title: Diagnosis and treatment of catheter-related infections in paediatric oncology: an update.

Journal: Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases 20060701

Title: Co-immunotherapy with interleukin-2 and taurolidine for progressive metastatic melanoma.

Journal: Irish journal of medical science 20060101

Title: Effect of peritoneal lavage with taurolidine on primary colonic anastomosis in a rat model of secondary peritonitis.

Journal: Surgery today 20060101

Title: Prevention of disease progression in a patient with a gastric cancer-re-recurrence. Outcome after intravenous treatment with the novel antineoplastic agent taurolidine. Report of a case.

Journal: World journal of surgical oncology 20060101

Title: Hyaluronic acid/carboxymethylcellulose membrane barrier versus taurolidine for the prevention of adhesions to polypropylene mesh.

Journal: European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20060101

Title: Catheter lock solutions: it's time for a change.

Journal: The journal of vascular access 20060101

Title: Anti-inflammatory effects of taurine derivatives (taurine chloramine, taurine bromamine, and taurolidine) are mediated by different mechanisms.

Journal: Advances in experimental medicine and biology 20060101

Title: High doses of taurolidine inhibit advanced intraperitoneal tumor growth in rats.

Journal: The Journal of surgical research 20051101

Title: [Diagnostics and management of central venous line infections in pediatric cancer patients].

Journal: Klinische Padiatrie 20051101

Title: Taurolidine--a new drug with anti-tumor and anti-angiogenic effects.

Journal: Anti-cancer drugs 20051001

Title: Taurolidine lock: the key to prevention of recurrent catheter-related bloodstream infections.

Journal: Clinical nutrition (Edinburgh, Scotland) 20050601

Title: Peritoneal taurolidine lavage in children with localised peritonitis due to appendicitis.

Journal: Pediatric surgery international 20050601

Title: Induction of reactive oxygen intermediates-dependent programmed cell death in human malignant ex vivo glioma cells and inhibition of the vascular endothelial growth factor production by taurolidine.

Journal: Journal of neurosurgery 20050601

Title: Impact of taurolidin and octreotide on liver metastasis and lipid peroxidation after laparoscopy in chemical induced ductal pancreatic cancer.

Journal: Investigational new drugs 20050301

Title: Effectiveness of topical taurolidine versus ciprofloxacin, ofloxacin, and fortified cefazolin in a rabbit Staphylococcus aureus keratitis model.

Journal: Current eye research 20050301

Title: Comment on 'in vivo effects of fluoroquinolones on rabbit corneas'.

Journal: Clinical & experimental ophthalmology 20050201

Title: Impact of taurolidine on the growth of CC531 coloncarcinoma cells in vitro and in a laparoscopic animal model in rats.

Journal: Surgical endoscopy 20050201

Title: Effects of increasing doses of a bolus injection and an intravenous long-term therapy of taurolidine on subcutaneous (metastatic) tumor growth in rats.

Journal: Clinical & experimental metastasis 20050101

Title: The effects of taurolidine, a novel antineoplastic agent, on human malignant mesothelioma.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20041115

Title: The tumor-suppressive reagent taurolidine is an inhibitor of protein biosynthesis.

Journal: International journal of cancer 20041101

Title: Dialysis catheter-related bacteremia: treatment and prophylaxis.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20041101

Title: Taurolidine is effective in the treatment of central venous catheter-related bloodstream infections in cancer patients.

Journal: International journal of antimicrobial agents 20041101

Title: Mechanistic and antineoplastic evaluation of taurolidine in the DU145 model of human prostate cancer.

Journal: Cancer chemotherapy and pharmacology 20040901

Title: Prevention of dialysis catheter-related sepsis with a citrate-taurolidine-containing lock solution.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20040601

Title: Irrigation of port sites: prevention of port site metastases?

Journal: Journal of laparoendoscopic & advanced surgical techniques. Part A 20040601

Title: Intravitreal taurolidine against experimental Staphylococcus epidermidis endophthalmitis in rabbits.

Journal: Current eye research 20040401

Title: Treatment of glioblastoma with intravenous taurolidine. First clinical experience.

Journal: Anticancer research 20040101

Title: Taurolidine-Fibrin-Sealant-Matrix using spray application for local treatment of brain tumors.

Journal: Anticancer research 20040101

Title: Challenges in ocular infectious diseases and the evolution of anti-infective therapy.

Journal: Survey of ophthalmology 20040101

Title: Effects of taurolidine and octreotide on tumor growth and lipid peroxidation after staging-laparoscopy in ductal pancreatic cancer.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20031001

Title: Taurine: new implications for an old amino acid.

Journal: FEMS microbiology letters 20030926

Title: The influence of adhesion prophylactic substances and taurolidine/heparin on local recurrence and intraperitoneal tumor growth after laparoscopic-assisted bowel resection of colon carcinoma in a rat model.

Journal: Surgical endoscopy 20030701

Title: Prophylaxis against dialysis catheter-related bacteremia with a novel antimicrobial lock solution.

Journal: Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20030615

Title: Stability and in vitro efficacy of antibiotic-heparin lock solutions potentially useful for treatment of central venous catheter-related sepsis.

Journal: The Journal of antimicrobial chemotherapy 20030401

Title: The effect of Taurolidine on adherent and floating subpopulations of melanoma cells.

Journal: Anti-cancer drugs 20030401

Title: [In vitro effect of taurolidine on squamous cell carcinoma in the oral cavity].

Journal: Mund-, Kiefer- und Gesichtschirurgie : MKG 20030301

Title: Enhancement of Fas-ligand-mediated programmed cell death by taurolidine.

Journal: Anticancer research 20030101

Title: Local and systemic chemotherapy with taurolidine and taurolidine/heparin in colon cancer-bearing rats undergoing laparotomy.

Journal: Clinical & experimental metastasis 20030101

Title: Novel therapies for sepsis: antiendotoxin therapies.

Journal: Expert opinion on investigational drugs 20021201

Title: Granulocyte colony-stimulating factor but not peritoneal lavage increases survival rate after experimental abdominal contamination and infection.

Journal: The British journal of surgery 20021101

Title: Activity of disinfectants against Gram-negative bacilli isolated from patients undergoing lung transplantation for cystic fibrosis.

Journal: The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation 20021101

Title: Taurolidine attenuates the hemodynamic and respiratory changes associated with endotoxemia.

Journal: Shock (Augusta, Ga.) 20020401

Title: Taurolidine: preclinical evaluation of a novel, highly selective, agent for bone marrow purging.

Journal: Bone marrow transplantation 20020201

Title: Prevention of hemodialysis catheter-related bloodstream infection using an antimicrobial lock.

Journal: Blood purification 20020101

Title: Effects of taurolidine and octreotide on port site and liver metastasis after laparoscopy in an animal model of pancreatic cancer.

Journal: Clinical & experimental metastasis 20020101

Title: A randomized double-blinded placebo-controlled crossover trial of nebulized taurolidine in adult cystic fibrosis patients infected with Burkholderia cepacia.

Journal: Journal of aerosol medicine : the official journal of the International Society for Aerosols in Medicine 20020101

Title: The effect of taurolidine on brain tumor cells.

Journal: Anticancer research 20020101

Title: The antibacterial drug taurolidine induces apoptosis by a mitochondrial cytochrome c-dependent mechanism.

Journal: Anticancer research 20020101

Title: Influence of antiseptic agents on interleukin-8 release and transmigration of polymorphonuclear neutrophils in a human in vitro model of peritonitis.

Journal: Surgical infections 20020101

Title: Taurolidine improves survival by abrogating the accelerated development and proliferation of solid tumors and development of organ metastases from circulating tumor cells released following surgery.

Journal: The Journal of surgical research 20011201

Title: Taurolidine: cytotoxic and mechanistic evaluation of a novel antineoplastic agent.

Journal: Cancer research 20010915

Title: [Experimental study of antiseptic (tauroline, taurolidine) and antibiotic (sulmycin implant) drugs in vascular prosthesis infections in a standardized infection model].

Journal: Zentralblatt fur Chirurgie 20010501

Title: Two years' experience with Dialock and CLS (a new antimicrobial lock solution).

Journal: Blood purification 20010101

Title: Haro C, et al. Taurolidine, an antiseptic for the prevention of central venous catheter-related infections. Rev Chilena Infectol. 2019 Aug;36(4):414-420.

Title: Stendel R, et al. Treatment of glioblastoma with intravenous taurolidine. First clinical experience. Anticancer Res. 2004 Mar-Apr;24(2C):1143-7.

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