Tazobactam

• IUPAC: (2S, 3S, 5R )-3 -methyl- 4,4,7 - trioxo -3-( 1H-1 ,2,3- triazol-1 -ylmethyl )-4 -thia -1 -azabicyclo [3.2. 0 ] heptane - 2-carboxylic acid
• Latin: Tazobactamum

• C10H12N4O5S ( tazobactam )
• C10H11N4NaO5S ( tazobactam sodium · )

• 89786-04-9 ( tazobactam )
• 89785-84-2 ( tazobactam sodium)

• J01CG02
• J01CR05 tazobactam piperacillin

β -lactamase inhibitor

• 300.30 g · mol -1 ( tazobactam )
• 322.27 g · mol -1 ( tazobactam sodium)

> 170 ° C ( · tazobactam sodium, decomposition)

2.1

Water: 50 g · l -1 ( · tazobactam sodium, clear, colorless solution)

• > 5000 mg · kg -1 ( LD50, Rat, oral, tazobactam sodium · )
• > 5000 mg · kg -1 ( LD50, mouse, ip, tazobactam sodium · )

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Tazobactam is a drug selected from the group of β -lactamase inhibitors. Tazobactam is little antimicrobial activity, however, extends the spectrum antibiotic of the β -lactam antibiotic piperacillin. It is therefore used only in fixed combination with piperacillin.

Both substances are not orally active and are therefore administered parenterally.

Pharmacology

The inhibitors of the β -lactamase are similar in chemical structure to β -lactam antibiotics, and contains the β -lactam ring. The combination of β -lactamase - labile piperacillin with the β - lactamase inhibitor tazobactam antibiotic resistance of bacteria against β -lactamase - labile penicillins can be overcome. Tazobactam is hardly direct antibacterial activity. It binds irreversibly to the clinically frequently occurring enzyme β -lactamase which is produced by some bacteria and thereby preventing inactivation of β -lactam antibiotics. Most plasmidvermittelten penicillinases inhibited, less or not the chromosomally mediated cephalosporinases.

Chemical and pharmaceutical information

Is used medicinally, the water- soluble sodium salt of Tazobactams.