CarbamazepineA sodium channel protein inhibitor

Carbamazepine (CAS 298-46-4)

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Synonym: 5H-Dibenz[b,f]azepine-5-carboxamide
Application: A sodium channel protein inhibitor
CAS Number: 298-46-4
Purity: ≥98%
Molecular Weight: 236.27
Molecular Formula: C15H12N2O
* Refer to Certificate of Analysis for lot specific data (including water content).
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Carbamazepine is a sodium channel protein inhibitor. Carbamazepine is a compound consisting of a planar ring and is of particular interest in studying sodium channel interactions and cytochrome P450 (CYP). Carbamazepine has been used in the study of sodium channels in neuronal cells. This compound is reported to bind within the inner pore of the sodium channel via affinity binding with the IV-S6 domain. Additionally, Carbamazepine is reported to be a mechanism-based inhibitor of CYP1A2 as this compound contains a planar ring reported to fit within the planar active site of CYP1A2. This compound is also noted to be an in vitro inducer of CYP3A4, the main human metabolizing enzyme present in the liver and intestine.


References

1. Ohno, Y., et al. 2008. Clin Pharmacokinet. 47: 669-680. PMID: 18783297
2. Bourin, M., et al. 2009. Curr Drug Targets. 10: 1052-1060. PMID: 19702557
3. Wang, B. and Zhou, S.F. 2009. Curr. Med. Chem. 16: 4066-4218. PMID: 19754423
4. Lipkind, G.M. and Fozzard, H.A. 2010. Mol. Pharmacol. 78: 631-638. PMID: 20643904

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in ethanol (25 mM), acetone, propylene glycol, chloroform (1:10), 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin (29 mg/ml), DMSO (100 mM), methanol, DMF, and ethylene glycol monoethyl ether. Slightly soluble in glacial acetic acid.Insoluble in water.
Storage :
Store at 4° C
Melting Point :
191-192° C (lit.)
Boiling Point :
~411.0° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.67 (Predicted)
IC50 :
Sodium channel protein type VIII alpha subunit: IC50 = 30 µM (rat); Sodium channel protein type IX alpha subunit: IC50 = 22 µM (human); Sodium channel protein type VI alpha subunit: IC50 = 30 µM (rat); Sodium channel protein type V alpha subunit: IC50 = 30 µM (rat)
Ki Data :
Sodium channel protein type IV alpha subunit: Ki= 52 µM (human)
pK Values :
pKa: 13.94
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
HN8225000
PubChem CID :
2554
Merck Index :
14: 1781
MDL Number :
MFCD00005073
EC Number :
206-062-7
Beilstein Registry :
1246090
SMILES :
C1=CC=C2C(=C1)C=CC3=CC=CC=C3N2C(=O)N

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Certificate of Analysis

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Carbamazepine  Product Citations

See how others have used Carbamazepine. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 24910239  Penner, N. et al. 2014. Drug Metab Lett. 8: 36-42.

PMID: # 23751335  Writer, JH. et al. 2013. Sci. Total Environ. 461-462: 519-27.

Citations 1 to 2 of 2 total
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