Piperacillin-d5

Piperacillin-d5 is intended for use as an internal standard for the quantification of piperacillin (Cay-20766) by GC- or LC-MS. Piperacillin is a broad-spectrum beta-lactam antibiotic of the penicillin class. It is active against Gram-negative and Gram-positive bacteria, including Enterococcus species, E. coli, and P. mirabilis (MIC50s = 0.5-2 µg/ml) as well as gentamicin-susceptible and -resistant strains of P. aeruginosa (MIC50s = 8 and 125 µg/ml, respectively). In a mouse model of systemic infection, piperacillin is active against P. aeruginosa 46220 when used alone or in combination with tazobactam (Cay-25679, ED50s = 1.58 and 1.34 mg/animal, respectively). In the same model, it is less active against P. aeruginosa 46220 DR-2, which contains constitutively active beta-lactamase, when used alone than when used in combination with tazobactam (ED50s = >20 and 4.39 mg/animal, respectively). Formulations containing piperacillin in combination with tazobactam have been used in the treatment of moderate-to-severe bacterial infections.Formal Name: (2S,5R,6R)-6-((R)-2-(4-(ethyl-d5)-2,3-dioxopiperazine-1-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. Molecular Formula: C23H22D5N5O7S. Formula Weight: 522.6. Purity: >99% deuterated forms (d1-d5). Formulation: (Request formulation change), A solid. Solubility: DMSO: Slightly soluble, Ethanol: Slightly soluble, Methanol: Slightly soluble. SMILES: CC1(C)[C@H](C(O)=O)N2C([C@@H](NC([C@@H](C3=CC=CC=C3)NC(N4C(C(N(C([2H])([2H])C([2H])([2H])[2H])CC4)=O)=O)=O)=O)[C@@]2([H])S1)=O. InChi Code: InChI=1S/C23H27N5O7S/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/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1/i1D3,4D2. InChi Key: IVBHGBMCVLDMKU-NQKCGXCASA-N.