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    Gabapentin HCl (Neurontin)
    Gabapentin HCl (Neurontin)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1284
    CAS #: 60142-95-2Purity ≥98%

    Description: Gabapentin HCl (Neurontin), the hydrochloride salt of gabapentin which is a GABA analogue, is an orally bioavailable and approved medication used to treat seizures and neuropathic pain. Gabapentin is a major inhibitory neurotransmitter that functions by binding to the GABA receptors located in the spinal cord. Gabapentin also binds to a novel site on voltage-sensitive Ca2+ channels. Additionally, Gabapentin demonstrates inhibition of dopamine release from caudate nucleus, prevent neuronal cell death, and is antinociceptive. It is structurally similar to GABA and is reported in various research studies to increase GABA concentrations within the brain. 

    References: J Pharmacol Exp Ther. 1999 Mar;288(3):1026-30; Br J Pharmacol. 2002 Jan;135(1):257-65.

    Related CAS #: 60142-95-2 (HCl)   60142-96-3 (free base)

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    Molecular Weight (MW)207.7
    FormulaC9H17NO2.HCl
    CAS No.60142-95-2
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: <1 mg/mL
    Water: 42 mg/mL (202.2 mM)
    Ethanol: <1 mg/mL
    Other info

    Chemical Name: 1-(Aminomethyl)cyclohexaneacetic acid HCl

    InChi Key: XBUDZAQEMFGLEU-UHFFFAOYSA-N

    InChi Code: InChI=1S/C9H17NO2.ClH/c10-7-9(6-8(11)12)4-2-1-3-5-9;/h1-7,10H2,(H,11,12);1H

    SMILES Code: O=C(O)CC1(CN)CCCCC1.[H]Cl           

    Synonyms

    Gabapentin hydrochloride; Neurontin


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    In Vitro

    In vitro activity: Gabapentin suppresses ectopic afferent discharge activity generated from injured peripheral nerves. Gabapentin, in a range of 30 to 90 mg/kg, significantly attenuates allodynia in nerve-injured rats. Gabapentin dose-dependently inhibits the ectopic discharge activity of 15 injured sciatic afferent nerve fibers through an action on impulse generation. Gabapentin inhibits KCl (30 mM)-evoked voltage-dependent Ca(2+) influx. Gabapentin potently inhibits the peak whole-cell Ca(2+) channel current (I(Ba)) in a dose-dependent manner with an estimated IC(50) value of 167 nM. Gabapentin inhibition is voltage-dependent, producing an approximately 7 mV hyperpolarizing shift in current voltage properties and reducing a non-inactivating component of whole-cell current activated at relatively depolarized potentials. Gabapentin selectively activates heterodimeric GABAB1a-B2 receptors, but not GABAB1b-B2 or GABAB1c-B2 receptors. Gabapentin selectively activates presynaptic GABAB heteroreceptors on glutamatergic terminals, but not GABAB autoreceptors on GABAergic terminals. Gabapentin is found to inhibit both the excitatory synaptic transmission in vitro and the neuronal response to noxious electrical and mechanical stimulation in vivo mediated by α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA), but not those mediated by N-methyl-D-asparate (NMDA) receptors. Gabapentin acts as an AMPA-receptor antagonist in the rat spinal cord to exert its spinal antinociceptive effect. Gabapentin depresses, but NMDA enhanced, the presynaptic fiber volley in the CA1 region of rat hippocampal slices.  

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    References

    J Pharmacol Exp Ther. 1999 Mar;288(3):1026-30; Br J Pharmacol. 2002 Jan;135(1):257-65.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Gabapentin HCI

    (a) Time-course showing gabapentin inhibition of peak IBa. (b) Whole-cell current trace of peak HVA IBa activated under control conditions (con) and following a 10 min application of gabapentin (GBP). (c) Dose-response of GBP-mediated inhibition of peak HVA IBa. Br J Pharmacol. 2002 Jan;135(1):257-65.


    Gabapentin HCI

    Gabapentin inhibited Ca2+ influx into cultured DRG as measured using fura-2 fluorescence imaging. Br J Pharmacol. 2002 Jan;135(1):257-65.

    Gabapentin HCI

    (a) Trace showing changes in fluorescence ratio produced by changes in KCl in imaging experiments. (b) Graph showing linear correlation between change in fluorescence ratio and membrane potential at varying concentrations of K+.


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