A broad spectrum antibiotic
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Azlocillin (sodium salt)

Item No. 18424

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[(2R)-2-[[(2-oxo-1-imidazolidinyl)carbonyl]amino]-2-phenylacetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, monosodium salt
CAS Number
37091-65-9
Molecular Formula
C20H22N5O6S • Na
Formula Weight
483.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 16 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CC1(C)[C@H](C([O-])=O)N2C([C@@H](NC([C@@H](C3=CC=CC=C3)NC(N4C(NCC4)=O)=O)=O)[C@@]2([H])S1)=O.[Na+]
InChi Code
InChI=1S/C20H23N5O6S.Na/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30;/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29);/q;+1/p-1/t11-,12-,13+,16-;/m1./s1
InChi Key
UVOCNBWUHNCKJM-XFAPPKAWSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Azlocillin is a semisynthetic acylureidopenicillin with broad spectrum antibacterial properties.1,2 Like the structurally related antibiotics mezlocillin and piperacillin (Item no. 20766), azlocillin is effective against the Enterobacteriaceae, including strains of K. pneumoniae that are resistant to older penicillins.3 Azlocillin is part of antibiotic cocktails known as PANTA (with polymyxin B (Item No. 14157)), amphotericin B (Item No. 11636), nalidixic acid (Item No. 19807), and trimethoprim (Item No. 16473) and PANTAV (PANTA with vancomycin (Item No. 15327)).4 Azlocillin is also effective against the malarial parasite P. falciparum at concentrations similar to those used during antibiotic therapy.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stewart, D., and Bodey, G.P. Azlocillin: In vitro studies of a new semisynthetic penicillin. Antimicrob. Agents Chemother. 11(5), 865-870 (2015).

    2. White, G.W., Malow, J.B., Zimelis, V.M., et al. Comparative in vitro activity of azlocillin, ampicillin, mezlocillin, piperacillin, and ticarcillin, alone and in combination with an aminoglycoside. Antimicrob. Agents Chemother. 15(4), 540-543 (1979).

    3. Eliopoulos, G.M., and Moellering, R.C., Jr. Azlocillin, mezlocillin, and piperacillin: New broad-spectrum penicillins. Ann. Intern. Med. 97(5), 755-760 (1982).

    4. Radomski, N., Cambau, E., Moulin, L., et al. Comparison of culture methods for isolation of nontuberculous mycobacteria from surface waters. Appl. Environ. Microbiol. 76(11), 3514-3520 (2010).

    5. Weisman, J.L., Liou, A.P., Shelat, A.A., et al. Searching for new antimalarial therapeutics amongst known drugs. Chem. Biol. Drug Des. 67(6), 409-416 (2006).