A metabolite of bortezomib
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Parent Compound(s)
10008822Bortezomib
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Bortezomib Impurity A

Item No. 36499

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-2-amino-2-oxo-1-(phenylmethyl)ethyl]-2-pyrazinecarboxamide
CAS Number
289472-80-6
Molecular Formula
C14H14N4O2
Formula Weight
270.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly SolubleDMSO: Slightly SolubleEthanol: Slightly SolubleMethanol: Slightly Soluble
λmax
269 nm
SMILES
O=C(C1=NC=CN=C1)N[C@H](C(N)=O)CC2=CC=CC=C2
InChi Code
InChI=1S/C14H14N4O2/c15-13(19)11(8-10-4-2-1-3-5-10)18-14(20)12-9-16-6-7-17-12/h1-7,9,11H,8H2,(H2,15,19)(H,18,20)/t11-/m0/s1
InChi Key
KTQJEBWLYWKXRA-NSHDSACASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bortezomib impurity A is a metabolite of the 20S proteasome inhibitor bortezomib (Item No. 10008822).1 It is also a degradation product of bortezomib formed under oxidative conditions.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pekol, T., Daniels, J.S., Labutti, J., et al. Human metabolism of the proteasome inhibitor bortezomib: Identification of circulating metabolites. Drug Metab. Dispos. 33(6), 771-777 (2005).

    2. Martignac, M., Balayssac, S., Gilard, V., et al. Photochemical degradation of the anticancer drug bortezomib by V-UV/UV (185/254 nm) investigated by 1H NMR fingerprinting: A way to follow aromaticity evolution. J. Phys. Chem. A 119(24), 6215-6222 (2015).