Carbamazepine

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Cat.No. 4098 - Carbamazepine | C15H12N2O | CAS No. 298-46-4
Description: Inhibitor of neuronal NaV channels; anticonvulsant
Alternative Names: CBZ
Chemical Name: 5H-Dibenz[b,f]azepine-5-carboxamide
Purity: ≥99% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Inhibitor of neuronal voltage-gated Na+ channels. Exhibits anticonvulsant activity. Potentiates GABA-induced Cl- currents in HEK 293 cells expressing the GABAA receptor α1β2γ2 subtype combination. Can induce autophagy by inhibiting inositol synthesis. Also delays disease onset and prolongs survival in a mouse amyotrophic lateral sclerosis (ALS) model, as well as reducing motor neuron loss and altered muscle morphology.

Compound Libraries

Carbamazepine is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 236.27
Formula C15H12N2O
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 298-46-4
PubChem ID 2554
InChI Key FFGPTBGBLSHEPO-UHFFFAOYSA-N
Smiles NC(N1C3=C(C=CC=C3)C=CC2=C1C=CC=C2)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 5.91 25
DMSO 23.63 100

Preparing Stock Solutions

The following data is based on the product molecular weight 236.27. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 4.23 mL 21.16 mL 42.32 mL
5 mM 0.85 mL 4.23 mL 8.46 mL
10 mM 0.42 mL 2.12 mL 4.23 mL
50 mM 0.08 mL 0.42 mL 0.85 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Granger et al (1995) Modulation of the gamma-aminobutyric acid type A receptor by the antiepileptic drugs carbamazepine and phenytoin. Mol.Pharmacol. 47 1189 PMID: 7603459

Afanas'ev et al (1999) Lamotrigine and carbamazepine affect differently the release of D-[3H] aspartate from mouse cerebral cortex slices: involvement of NO. Neurochem.Res. 24 1153 PMID: 10485587

Lipkind and Fozzard (2010) Molecular model of anticonvulsant drug binding to the voltage-gated sodium channel inner pore. Mol.Pharmacol. 78 631 PMID: 20643904

Sarkar et al (2009) Rapamycin and mTOR-independent autophagy inducers ameliorate toxicity of polyglutamine-expanded huntingtin and related proteinopathies. Cell Death Differ. 16 46 PMID: 18636076

Galluzzi et al (2017) Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles. Nat.Rev.Drug.Discov. 16 487 PMID: 28529316

Zhang et al (2018) Repurposing carbamazepine for the treatment of amyotrophic lateral sclerosis in SOD1-G93A mouse model. CNS Neurosci.Ther. PMID: 29656576


If you know of a relevant reference for Carbamazepine, please let us know.

View Related Products by Product Action

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Keywords: Carbamazepine, Carbamazepine supplier, sodium, Na+, channels, GABAA, ligands, inhibits, inhibitors, anticonvulsants, CBZ, Voltage-gated, Sodium, Channels, Autophagy, 4098, Tocris Bioscience

⚠ WARNING: This product can expose you to chemicals including Carbamazepine, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov

Citations for Carbamazepine

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Literature in this Area

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