A metabolite of carbamazepine and oxcarbazepine
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10,11-dihydro-10,11-dihydroxy Carbamazepine

Item No. 35436

Technical Information
Formal Name
10,11-dihydro-10,11-dihydroxy-5H-dibenz[b,f]azepine-5-carboxamide
CAS Number
35079-97-1
Synonyms
  • 10,11-dihydro-10,11-dihydroxy CBZ
  • CBZ-diol
  • Dihydroxycarbazepine
  • Dihydroxycarbamazepine
Molecular Formula
C15H14N2O3
Formula Weight
Purity
≥95% (mixture of diastereomers)
A solid
DMSO: SolubleMethanol: Soluble
SMILES
O=C(N1C2=C(C(C(C3=C1C=CC=C3)O)O)C=CC=C2)N
InChi Code
InChI=1S/C15H14N2O3/c16-15(20)17-11-7-3-1-5-9(11)13(18)14(19)10-6-2-4-8-12(10)17/h1-8,13-14,18-19H,(H2,16,20)
InChi Key
PRGQOPPDPVELEG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    10,11-dihydro-10,11-dihydroxy Carbamazepine is a metabolite of the anticonvulsant carbamazepine and the antiepileptic prodrug oxcarbazepine (Item No. 17340).1 It is formed from carbamazepine via a carbamazepine 10,11-epoxide (Item No. 33908) intermediate by epoxide hydrolase and from oxcarbazepine via a 10,11-dihydro-10-hydroxy carbamazepine (Item No. 18467) intermediate.2,1 10,11-dihydro-10,11-dihydroxy Carbamazepine has been found in wastewater effluent.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franceschi, L., and Furlanut, M. A simple method to monitor plasma concentrations of oxcarbazepine, carbamazepine, their main metabolites and lamotrigine in epileptic patients. Pharmacol. Res. 51(4), 297-302 (2005).

    2. Tybring, G., van Bahr, C., Bertilsson, L., et alMetabolism of carbamazepine and its epoxide metabolite in human and rat liver in vitro. Drug. Metab. Dispos. 9(6), 561-564 (1981).

    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).