5.08506

Gabapentin

• Synonym(s): Gabapentin, L-type Voltage Gated Ca2+ Channel Blocke, Gabapentin
• Empirical Formula (Hill Notation): C₉H₁₇NO₂
• CAS Number: 60142-96-3
• Molecular Weight: 171.24
• MDL number: MFCD00865286
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: water: 100 mM
• storage temp.: 2-8°C
• InChI: 1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)
• InChI key: UGJMXCAKCUNAIE-UHFFFAOYSA-N

Description

General description

A water soluble GABA analog originally developed to treat epilepsy and neuropathic pain but is not believed to act on the same brain receptors. Gabapentin interacts with voltage-gated calcium channels in cortical neurons. It binds to the α2δ subunit (1 and 2) and has been found to reduce calcium currents after chronic but not acute application via an effect on trafficking of voltage-dependent calcium channels in the central nervous system.

Biochem/physiol Actions

Primary Target
α2δ subunit of L-type voltage gated Ca2+ channels

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Eroglu, C. et al. 2009. Cell.139, 380.
Hendrich, J. et al. 2008. Proc. Natl. Acad. Sci. USA105, 3628.
Davies, A. et al. 2007. Trends Pharmacol. Sci.28, 220.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable