A semisynthetic β-lactam antibiotic
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Amoxicillin (hydrate)

Item No. 19188

Technical Information
Formal Name
(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, trihydrate
CAS Number
61336-70-7
Molecular Formula
C16H19N3O5S • 3H2O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 5 mg/mlDMSO: 25 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
232, 275 nm
SMILES
OC1=CC=C([C@@H](N)C(N[C@@H]2C(N3[C@]2([H])SC(C)(C)[C@@H]3C(O)=O)=O)=O)C=C1.O.O.O
InChi Code
InChI=1S/C16H19N3O5S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
InChi Key
MQXQVCLAUDMCEF-CWLIKTDRSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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 alIncidence 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 alAmoxicillin, a new penicillin antibiotic. Antimicrob. Agents Ch. 3(2), 262-265 (1973).