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Also known as: Tazocin (tn), Zosyn (tn), Piperacillin-tazobactam mixt., Piperacillin-tazobactam mixture, Niosh/xi0191450, Piperacillin sodium and tazobactam
Molecular Formula
C33H38N9NaO12S2
Molecular Weight
839.8  g/mol
InChI Key
TUPFOYXHAYOHIB-WZGOVNIISA-M

Piperacillin + Tazobactam
Piperacillin-Tazobactam is a combination formulation of the antibiotic piperacillin and the beta-lactamase inhibitor tazobactam with antibacterial activity. Piperacillin, a broad-spectrum, semisynthetic penicillin, binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall, thereby interfering with the cross-linking of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. As a result, the cell wall is weakened and the cell lyses. Tazobactam, a penicillanic acid sulfone derivative, irreversibly binds to and inhibits bacterial beta-lactamase at or near its active site, thereby preventing the destruction of the beta-lactamase susceptible piperacillin by this bacterial enzyme.
1 2D Structure

Piperacillin + Tazobactam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(2S,5R,6R)-6-[[(2S)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-46-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
2.1.2 InChI
InChI=1S/C23H27N5O7S.C10H12N4O5S.Na/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28;1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19;/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34);2-3,7-8H,4-5H2,1H3,(H,16,17);/q;;+1/p-1/t13-,14+,15-,20+;7-,8+,10+;/m01./s1
2.1.3 InChI Key
TUPFOYXHAYOHIB-WZGOVNIISA-M
2.1.4 Canonical SMILES
CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3.[Na+]
2.1.5 Isomeric SMILES
CCN1CCN(C(=O)C1=O)C(=O)N[C@@H](C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)CN3C=CN=N3.[Na+]
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. Tazocin (tn)

2. Zosyn (tn)

3. Piperacillin-tazobactam Mixt.

4. Piperacillin-tazobactam Mixture

5. Niosh/xi0191450

6. Piperacillin Sodium And Tazobactam

7. Dtxsid001016418

8. Tazobactam And Piperacillin (jp17)

9. Piperacillin-tazobactam Mixt. (4:1)

10. Tazobactam-piperacillin Mixt. (1:4)

11. Xi01914500

12. D02505

13. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, (2s-(2-alpha,3-beta,5-alpha))-, Mixt. With (2s-(2-alpha,5-alpha,6-beta(s*)))-6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid (1:4)

14. Sodium;(2s,5r,6r)-6-[[(2s)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;(2s,3s,5r)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

2.3 Create Date
2008-02-08
3 Chemical and Physical Properties
Molecular Weight 839.8 g/mol
Molecular Formula C33H38N9NaO12S2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Exact Mass839.19790431 g/mol
Monoisotopic Mass839.19790431 g/mol
Topological Polar Surface Area315 Ų
Heavy Atom Count57
Formal Charge0
Complexity1560
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3

API Reference Price

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10-Feb-2021
10-Oct-2024
KGS
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Average Price (USD/KGS)

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Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

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FDF Dossiers

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01

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

PIPERACILLIN,TAZOBACTAM

Brand Name : PIPERACILLIN AND TAZOBACTAM

Dosage Form : INJECTION;POWDER,FOR SOLUTION

Dosage Strength : 0.375G

Packaging :

Approval Date :

Application Number : 217409

Regulatory Info :

Registration Country : USA

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02

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

PIPERACILLIN,TAZOBACTAM

Brand Name : PIPERACILLIN AND TAZOBACTAM

Dosage Form : INJECTION;POWDER,FOR SOLUTION

Dosage Strength : 36G

Packaging :

Approval Date :

Application Number : 217409

Regulatory Info :

Registration Country : USA

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03

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

Piperacillin; Tazobactam

Brand Name : TAIPER

Dosage Form : Powder And Solvent For Injectable Solution

Dosage Strength : 2 g+250 mg/4 ml

Packaging : 1 UNIT (2+0.25) G - PARENTERAL USE

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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04

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

Piperacillin And Tazobactam

Brand Name : Piptazira

Dosage Form : Powder for infusion fluid, resolution

Dosage Strength : 4 g/0.5 g

Packaging : Hood glass

Approval Date :

Application Number :

Regulatory Info :

Registration Country : U.S.A

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05

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

Piperacillin And Tazobactam

Brand Name :

Dosage Form : Powder for Injection

Dosage Strength : 4G

Packaging : 1 vial powder

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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06

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

Piperacillin And Tazobactam

Brand Name : Textazo

Dosage Form : Piperacillina+Tazobactam+0,252 G 1 Units Parenteral Use

Dosage Strength : 1 vial IM 2 g + 250 mg/4 ml

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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07

Viatris

U.S.A
Antibody Engineering
Not Confirmed
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Viatris

U.S.A
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Antibody Engineering
Not Confirmed

Piperacillin; Tazobactam

Brand Name : PIPERACILLIN AND TAZOBACTAM MYLAN GENERICS

Dosage Form : Powder And Solvent For Injectable Solution

Dosage Strength : 2 g+0.25 mg/4 ml

Packaging : 1 UNIT (2+0.25) G - PARENTERAL USE

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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08

Antibody Engineering
Not Confirmed
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Antibody Engineering
Not Confirmed

Piperacillin And Tazobactam

Brand Name :

Dosage Form : Injection

Dosage Strength : 4.5GM

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : China

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09

Country
Antibody Engineering
Not Confirmed
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Country
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Antibody Engineering
Not Confirmed

Piperacillin And Tazobactam

Brand Name : Lerik

Dosage Form : Piperacillina+Tazobactam+0,252 G 1 Units Parenteral Use

Dosage Strength : 1 vial IM 2 g + 250 mg/4 ml

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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10

Country
Antibody Engineering
Not Confirmed
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Country
arrow
Antibody Engineering
Not Confirmed

Piperacillin And Tazobactam

Brand Name : Repita

Dosage Form : Piperacillina+Tazobactam+0,54 G 1 Units Parenteral Use

Dosage Strength : 1 bottle EV 4 g + 500 mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Italy

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