An internal standard for the quantification of doripenem
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Doripenem-d4 (sodium salt)

Item No. 26522

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[(3S,5S)-5S-[[(aminosulfonyl)amino]methyl]-3-pyrrolidinyl]thio]-6S-[(1R)-1-hydroxyethyl]-4R-(methyl-d3)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-4-d1-2-carboxylic acid, monosodium salt
Molecular Formula
C15H19D4N4O6S2 • Na
Formula Weight
446.5
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
O=C([O-])C1=C(S[C@@H]2CN[C@H](CNS(N)(=O)=O)C2)[C@@](C([2H])([2H])[2H])([2H])[C@@]([C@@]3([H])[C@H](O)C)([H])N1C3=O.[Na+]
InChi Code
InChI=1S/C15H24N4O6S2.Na/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25;/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25);/q;+1/p-1/t6-,7-,8+,9+,10-,11-;/m1./s1/i1D3,6D;
InChi Key
HWIYJQCQLPXAMZ-JJUTTZMCSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Doripenem-d4 is intended for use as an internal standard for the quantification of doripenem (Item No. 16934) by GC- or LC-MS. Doripenem is a broad-spectrum antibiotic in the β-lactam subclass known as carbapenems.1,2 It is active against Gram-negative and Gram-positive bacteria, including S. aureus, S. pneumoniae, E. coli, and K. pneumoniae (MICs = 0.03-0.06, 0.016-0.06, <0.015-0.3, and 0.03-0.06 µg/ml, respectively).1,2,3,4 Doripenem reduces the number of viable bacteria in mouse lung in a model of chronic P. aeruginosa respiratory tract infection when administered at a dose of 100 mg/kg per day.5 It inhibits bacterial cell wall synthesis by forming stable acyl enzymes with penicillin-binding proteins, thereby inactivating them.2 Formulations containing doripenem have been used in the treatment of bacterial infections.

    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 al. Carbapenems: Past, present, and future. Antimicrob. Agents Chemother. 55(11), 4943-4960 (2011).

    4. El Solh, A.A., and Alhajhusain, A. Update on the treatment of Pseudomonas aeruginosa pneumonia. J. Antimicrob. Chemother. 64(2), 229-238 (2009).

    5. Araki, N., Yanagihara, K., Morinaga, Y., et al. In vivo efficacy of doripenem (DRPM) against Pseudomonas aeruginosa in murine chronic respiratory tract infection model. J. Infect. Chemother. 17(3), 318-321 (2011).