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Taurolidine

Taurolidine structure

CAS No:
19388-87-5
Formula:
C7H16N4O4S2
Chemical Name:
Taurolidine
Synonyms:
2H-1,2,4-Thiadiazine,4,4′-methylenebis[tetrahydro-,1,1,1′,1′-tetraoxide;Taurolin;4,4′-Methylenebis(perhydro-1,2,4-thiadiazin 1,1-dioxide);Tauroline;Taurolidine;T 7329
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Taurolidine is a thiadiazinane.|Taurolidine has been investigated for the prevention of Central Venous Catheter, Home Parenteral Nutrition, and Catheter-Related Infections.|Taurolidine is a synthetic broad-spectrum antibiotic with antibacterial, anticoagulant and potential antiangiogenic activities. Taurolidine, derived from the amino acid taurine, binds to and neutralizes bacterial exotoxins and endotoxins, or lipopolysaccharides (LPS). Taurolidine binding to LPS prevents bacterial adherence to host epithelial cells, thereby prevents bacterial invasion of uninfected host cells. Although the mechanism underlying its antineoplastic activity has not been fully elucidated, it may be related to this agent's anti-adherence property. In addition, taurolidine also promotes apoptosis by inducing various apoptotic factors and suppresses the production of vascular endothelial growth factor (VEGF), a protein that plays an important role in angiogenesis.

Taurolidine Basic Attributes

Molecular Weight：

284.4 g/mol

Exact Mass：

284.36

EC Number：

243-016-5

UNII：

8OBZ1M4V3V

DSSTox ID：

DTXSID00173001

NCI Thesaurus Code：

C2639

ATC Code：

B - Blood and blood forming organs

Characteristics

PSA：

116 Å²

Melting Point：

156 °C

Drug Information

MeSH：

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)|Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)

MeSH Entry Terms：

4,4'-methylenebis-(tetrahydro-1,2,4-thiadiazine- 1,1-dioxide)

Computed Properties

Molecular Weight:284.4
XLogP3:-1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:2
Exact Mass:284.06129735
Monoisotopic Mass:284.06129735
Topological Polar Surface Area:116
Heavy Atom Count:17
Complexity:419
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Taurolidine

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