Sigma

Gabapentin

G154 -

solid

DOWNLOAD MSDS (PDF)

Synonym: 1-(Aminomethyl)-cyclohexaneacetic acid, Neurontin

  • CAS Number: 60142-96-3

  • Empirical Formula (Hill Notation): C9H17NO2

  • Molecular Weight: 171.24

  • Beilstein Registry Number: 2359739

  • EC Number: 262-076-3

  • MDL number: MFCD00865286

  • PubChem Substance ID: 24278159

Description

Biochem/physiol Actions

Anticonvulsant with unknown mechanism of action; crosses the blood brain barrier; increases GABA concentrations in the brain and reduces excitatory amino acid neurotransmission, perhaps through its effects on voltage-gated calcium channels; exhibits antinociceptive, anxiolytic, neuroprotective and anti-epileptic effects.

Price and Availability

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≥98%, powder

≥98% (HPLC)


Documents

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Certificate of Analysis

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Gene Information
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Safety Information

SymbolGHS07GHS08  GHS07, GHS08
Signal wordDanger
Hazard statementsH315-H319-H335-H360
Precautionary statementsP201-P261-P305 + P351 + P338-P308 + P313
Personal Protective EquipmentEyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Hazard CodesT
Risk Statements61-36/37/38
Safety Statements53-26-36/37/39-45
WGK Germany3
RTECSGU6496000
Technical information & documentation associated with this product is available in the Safety & Documentation tab.

References

De Sarro, G., et al., Gabapentin potentiates the antiseizure activity of certain anticonvulsants in DBA/2 mice. Eur. J. Pharmacol. 349, 179-185, (1998) Abstract

Gee, N., et al., The novel anticonvulsant drug gabapentin (neurontin) binds to the α2δ subunit of a calcium channel. J. Biol. Chem. 271, 5768, (1996) Abstract

Field, M.J., et al., Gabapentin (neurontin) and S-(+)-3-isobutylgaba represent a novel class of selective antihyperalgesic agents. Br. J. Pharmacol. 121, 1513-1522, (1997) Abstract

Fink, K., et al., Inhibition of neuronal Ca2+ influx by gabapentin and subsequent reduction of neurotransmitter release from rat neocortical slices. Br. J. Pharmacol. 130, 900, (2000) Abstract

Shimoyama, M., et al., Gabapentin affects glutamatergic excitatory neurotransmission in the rat dorsal horn. Pain 85, 405-414, (2000) Abstract

Taylor, M.T., and Bonhaus, D.W., Allosteric modulation of [3H]gabapentin binding by ruthenium red. Neuropharmacology 39, 1267-1273, (2000) Abstract

Miraucourt LS, Moisset X, Dallel R, Voisin DL, Glycine inhibitory dysfunction induces a selectively dynamic, morphine-resistant, and neurokinin 1 receptor- independent mechanical allodynia. J. Neurosci., 2519-27, (2005)

Frleta D, Yu CI, Klechevsky E, Flamar AL, Zurawski G, Banchereau J, Palucka AK, Influenza virus and poly(I:C) inhibit MHC class I-restricted presentation of cell-associated antigens derived from infected dead cells captured by human dendritic cells. J. Immunol., 2766-76, (2009) Abstract

Merck 14,4319


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