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    Technical details about Piperacillin And Tazobactam, learn more about the structure, uses, toxicity, action, side effects and more

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    Piperacillin And Tazobactam

    APIs // Active Pharmaceutical Ingredients

    PRICE INFORMATION

    DOSSIERs // Finished Dosage Forms

    GLOBAL SALES INFORMATION

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    DIGITAL CONTENT

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    2D Structure
    1. 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 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

    2D Structure

    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
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