A broad-spectrum antibiotic
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Doripenem (hydrate)

Item No. 16934

Technical Information
Formal Name
3-[[(3S,5S)-5S-[[(aminosulfonyl)amino]methyl]-3-pyrrolidinyl]thio]-6S-[(1R)-1-hydroxyethyl]-4R-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, hydrate
CAS Number
1820954-21-9
Synonyms
  • S 4661
Molecular Formula
C15H24N4O6S2 • XH2O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 5 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 3 mg/ml
λmax
300 nm
SMILES
O=C(O)C1=C(S[C@@H]2CN[C@H](CNS(N)(=O)=O)C2)[C@H](C)[C@@]([C@@]3([H])[C@H](O)C)([H])N1C3=O.O
InChi Code
InChI=1S/C15H24N4O6S2.H2O/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);1H2/t6-,7-,8+,9+,10-,11-;/m1./s1
InChi Key
NTUBEBXBDGKBTJ-WGLOMNHJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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 alCarbapenems: 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 alIn vivo efficacy of doripenem (DRPM) against Pseudomonas aeruginosa in murine chronic respiratory tract infection model. J. Infect. Chemother. 17(3), 318-321 (2011).