A long-acting, broad-spectrum antibiotic
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Ertapenem (sodium salt)

Item No. 20523

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R,5S,6S)-3-[[(3S,5S)-5-[[(3-carboxyphenyl)amino]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, disodium salt
CAS Number
153832-38-3
Synonyms
  • L-749
Molecular Formula
C22H23N3O7S • 2Na
Formula Weight
Purity
≥98%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
λmax
295 nm
SMILES
O=C1[C@@]([C@@H](C)O)([H])[C@]2([H])N1C(C([O-])=O)=C(S[C@@H]3CN[C@H](C(NC4=CC(C([O-])=O)=CC=C4)=O)C3)[C@@H]2C.[Na+].[Na+]
InChi Code
InChI=1S/C22H25N3O7S.2Na/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30;;/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32);;/q;2*+1/p-2/t9-,10-,13+,14+,15-,16-;;/m1../s1
InChi Key
KMVRATCHVMUJHM-SHZCTIMHSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Ertapenem is a long-acting, broad-spectrum antibiotic that is in the β-lactam subclass known as carbapenems.1,2,3 It inhibits the synthesis of bacterial cell walls by attaching to penicillin-binding proteins. Ertapenem is effective against Gram-positive and Gram-negative bacteria.4,5 Resistance to ertapenem results from the expression of certain β-lactamases and carbapenemases.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mandell, L. Doripenem: A new carbapenem in the treatment of nosocomial infection. Clin. Infect. Dis. 49(Suppl 1), S1-S3 (2009).

    2. Paterson, D.L., and DePestel, D.D. Doripenem. Clin. Infect. Dis. 49(2), 291-298 (2009).

    3. Papp-Wallace, K.M., Endimiani, A., Taracila, M.A., et alCarbapenems: Past, present, and future. Antimicrob. Agents Chemother. 55(11), 4943-4960 (2011).

    4. Shah, P.M., and Isaacs, R.D. Ertapenem, the first fo a new group of carbapenems. J. Antimicrob. Chemother. 52(4), 538-542 (2003).

    5. Wexler, H.M. In vitro activity of ertapenem: Review of recent studies. J. Antimicrob. Chemother. 53(Suppl. S2), ii11-ii21 (2004).

    6. Jeon, J.H., Lee, J.H., Lee, J.J., et alStructural basis for carbapenem-hydrolyzing mechanisms of carbapenemases conferring antibiotic resistance. Int. J. Mol. Sci. 16(5), 9654-9692 (2015).