Gabapentin

Licensed by Pfizer Catalog No.S2133

Gabapentin  Chemical Structure

Molecular Weight(MW): 171.24

Gabapentin is a GABA analogue, used to treat seizures and neuropathic pain.

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Biological Activity

Description Gabapentin is a GABA analogue, used to treat seizures and neuropathic pain.
Targets
GABA receptor [1]
In vitro

Gabapentin produces concentration-dependent inhibitions of the K(+)-induced [Ca(2+)](i) increase in fura-2-loaded human neocortical synaptosomes with IC50 of 17 mM and maximal inhibition of 37%. Gabapentin may bind to the Ca(2+) channel alpha 2 delta subunit to selectively attenuate depolarization-induced Ca(2+) influx of presynaptic P/Q-type Ca(2+) channels; this results in decreased glutamate/aspartate release from excitatory amino acid nerve terminals leading to a reduced activation of AMPA heteroreceptors on noradrenergic nerve terminals. [1] Gabapentin produces alterations in the cytosolic and extracellular concentrations of several amino acids, including L-leucine, L-valine and L-phenylalanine, in rat cortical astrocytes and synaptosomes, effects that are postulated to be of pharmacological significance. Gabapentin reduces potassium-evoked calcium influx via voltage-gated calcium channels in a mouse pituitary cell line that constitutively expresses GABAB receptors comprising the functional gb1a–gb2 subunit heterodimer. Gabapentin can increase N-methyl-d-aspartate (NMDA)-evoked currents in GABA-positive rat dorsal horn neurones in the presence of protein kinase C, possibly by increasing the glycine sensitivity of the NMDA receptor complex. Gabapentin produces a delayed allosteric enhancement of an unspecified voltage-activated potassium current in rat dorsal root ganglion neurons. [2]

In vivo Gabapentin dose-dependently (10-100 mg/kg, p.o.) blocks both static and dynamic allodynia in the rats. [3]

Protocol

Solubility (25°C)

In vitro Water 34 mg/mL (198.55 mM)
DMSO Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 171.24
Formula

C9H17NO2

CAS No. 60142-96-3
Storage powder
in solvent
Synonyms N/A

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT03275012 Not yet recruiting Chronic Pain Pharmaceutical Research Management srl|European Commission October 2019 Phase 2
NCT03668041 Not yet recruiting Insomnia VA Office of Research and Development August 1 2019 Phase 3
NCT03472521 Not yet recruiting Opioid Use|Postpartum Disorder|Chronic Pain Syndrome Stanford University April 1 2019 Phase 4
NCT03689114 Not yet recruiting Epilepsies Partial Mario Negri Institute for Pharmacological Research|Azienda Ospedaliera San Gerardo di Monza|Ministry of Health Italy January 2019 Phase 4
NCT02219373 Not yet recruiting Pediatric Chronic Neuropathic Pain Boston Children’s Hospital January 2019 Phase 3
NCT03682367 Not yet recruiting Cancer of Head and Neck|Narcotic Use University of California Davis December 1 2018 Phase 3

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GABA Receptor Signaling Pathway Map

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID