An internal standard for the quantification of amoxicillin
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Amoxicillin-d4

Item No. 25428

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,5R,6R)-6-((R)-2-amino-2-(4-hydroxyphenyl-2,3,5,6-d4)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number
2673270-36-3
Molecular Formula
C16H15D4N3O5S
Formula Weight
369.4
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
0.1 M Acetic Acid: WarmedDMSO: Slightly solubleWater: Slightly soluble
SMILES
OC1=C([2H])C([2H])=C([C@@H](N)C(N[C@@H]2C(N3[C@]2([H])SC(C)(C)[C@@H]3C(O)=O)=O)=O)C([2H])=C1[2H]
InChi Code
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1/i3D,4D,5D,6D
InChi Key
LSQZJLSUYDQPKJ-XFTRPVPLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Amoxicillin-d4 is intended for use as an internal standard for the quantification of amoxicillin (Item No. 19188) by GC- or LC-MS. Amoxicillin is an orally bioavailable, semisynthetic β-lactam antibiotic.1 It inhibits the growth of 30 isolates of P. mirabilis and 89% of 30 E. coli strains when used at concentrations greater than or equal to 5 and 10 µg/ml, respectively, but resistance develops in strains of Klebsiella, Enterobacter, and indole-positive Proteus species.2 Amoxicillin is susceptible to bacterial β-lactamases but is active against β-lactamase-producing bacteria when used in combination with β-lactamase antibiotics such as clavulanic acid with MIC values of greater than 4,096 and 16 µg/ml without or with clavulanic acid, respectively, against 46 clinical isolates of β-lactamase-producing E. coli.1 Formulations containing amoxicillin have been used in the treatment of a variety of bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stapleton, P., Wu, P.J., King, A., et al. Incidence and mechanisms of resistance to the combination of amoxicillin and clavulanic acid in Escherichia coli. Antimicrob. Agents Chemother. 39(11), 2478-2483 (1995).

    2. Handsfield, H.H., Clark, H., Wallace, J.F., et al. Amoxicillin, a new penicillin antibiotic. Antimicrob. Agents Ch. 3(2), 262-265 (1973).