An active metabolite of carbamazepine
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Carbamazepine 10,11-epoxide

Item No. 33908

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1a,10b-dihydro-6H-dibenz[b,f]oxireno[d]azepine-6-carboxamide
CAS Number
36507-30-9
Synonyms
  • CBZ-E
  • CBZ 10,11-epoxide
Molecular Formula
C15H12N2O2
Formula Weight
252.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 1 mg/ml
λmax
211 nm
SMILES
O=C(N1C2=C(C3OC3C4=C1C=CC=C4)C=CC=C2)N
InChi Code
InChI=1S/C15H12N2O2/c16-15(18)17-11-7-3-1-5-9(11)13-14(19-13)10-6-2-4-8-12(10)17/h1-8,13-14H,(H2,16,18)
InChi Key
ZRWWEEVEIOGMMT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $63

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    10 mg

    $110

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    25 mg

    $242

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    50 mg

    $454

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    Product Description

    Carbamazepine 10,11-epoxide is an active metabolite of the anticonvulsant carbamazepine.1,2 It is formed from carbamazepine by the cytochrome P450 (CYP) isoforms CYP3A4 and CYP2C8 in microsomes prepared from HepG2 cells expressing CYP3A4 or CYP2C8, respectively.1 Carbamazepine 10,11-epoxide has anticonvulsant activity against maximal electroshock-induced seizures in mice.2 It has been found in wastewater effluent.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kerr, B.M., Thummel, K.E., Wurden, C.J., et al. Human liver carbamazepine metabolism. Role of CYP3A4 and CYP2C8 in 10,11-epoxide formation. Biochem. Pharmacol. 47(11), 1969-1979 (1994).

    2. Bourgeois, B.F., and Wad, N. Individual and combined antiepileptic and neurotoxic activity of carbamazepine and carbamazepine-10,11-epoxide in mice. J. Pharmacol. Exp. Ther. 231(2), 411-415 (1984).

    3. Miao, X.-S., Yang, J.-J., and Metcalfe, C.D. Carbamazepine and its metabolites in wastewater and in biosolids in a municipal wastewater treatment plant. Environ. Sci. Technol. 39(19), 7469-7475 (2005).