An internal standard for the quantification of ampicillin
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Ampicillin-d5

Item No. 25356

Technical Information
Formal Name
(2S,5R,6R)-6-[[(2R)-2-amino-2-(phenyl-2,3,4,5,6-d5)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number
1426173-65-0
Molecular Formula
C16H14D5N3O4S
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
A solid
Water: Slightly soluble
SMILES
O=C(N[C@@H]1C(N2[C@]1([H])SC(C)(C)[C@@H]2C(O)=O)=O)[C@H](N)C3=C([2H])C([2H])=C([2H])C([2H])=C3[2H]
InChi Code
InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1/i3D,4D,5D,6D,7D
InChi Key
AVKUERGKIZMTKX-IEEUEUFMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ampicillin-d5 is intended for use as an internal standard for the quantification of ampicillin (Item No. 14417) by GC- or LC-MS. Ampicillin is a broad-spectrum antibiotic with activity against Gram-positive and Gram-negative bacteria, including veterinary isolates of S. pseudintermedius, S. aureus, E. coli, Pasteurella, and S. canis (MIC50s = 0.25, 0.5, 2, 0.12, and 0.25 μg/ml, respectively).1 In vivo, ampicillin (80 mg/kg, i.v.) reduces cough frequency, tachypnea, dyspnea, and fever and increases survival in a baboon (P. cynocephalus) model of pneumococcal pneumonia.2 Formulations containing ampicillin have been used to treat a variety of bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Awji, E.G., Damte, D., Lee, S.-J., et alThe in vitro activity of 15 antimicrobial agents against bacterial isolates from dogs. J. Vet. Med. Sci. 74(8), 1091-1094 (2012).

    2. Reyes, L.F., Restrepo, M.I., Hinojosa, C.A., et alA non-human primate model of severe pneumococcal pneumonia. PLoS One 11(11), e0166092 (2016).