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Gabapentinoids: Difference between revisions
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==Chemistry== | ==Chemistry== | ||
Gabapentinoids are close structural relatives, and are all 3-substituted derivatives of [[GABA]], the differences being the addition of a cyclohexyl group on the GABA chain in the case of [[gabapentin]], the substitution of that cyclohexyl group for an isobutyl group in the case of [[pregabalin]], and the substitution of that isobutyl group with a cyclic phenyl ring in the case of [[phenibut]]. Hence, they are GABA analogues, as well as γ-amino acids.<ref>Elaine Wyllie; Gregory D. Cascino; Barry E. Gidal; Howard P. Goodkin (17 February 2012). Wyllie's Treatment of Epilepsy: Principles and Practice. Lippincott Williams & Wilkins. p. 423. ISBN 978-1-4511-5348-4.</ref><ref>Honorio Benzon; James P. Rathmell; Christopher L. Wu; Dennis C. Turk; Charles E. Argoff; Robert W Hurley (11 September 2013). Practical Management of Pain. Elsevier Health Sciences. p. 1006. ISBN 978-0-323-17080-2.</ref> | Gabapentinoids are close structural relatives, and are all 3-substituted derivatives of [[GABA]], the differences being the addition of a cyclohexyl group on the GABA chain in the case of [[gabapentin]], the substitution of that cyclohexyl group for an isobutyl group in the case of [[pregabalin]], and the substitution of that isobutyl group with a cyclic phenyl ring in the case of [[phenibut]]. Hence, they are GABA analogues, as well as γ-amino acids.<ref>Elaine Wyllie; Gregory D. Cascino; Barry E. Gidal; Howard P. Goodkin (17 February 2012). Wyllie's Treatment of Epilepsy: Principles and Practice. Lippincott Williams & Wilkins. p. 423. ISBN 978-1-4511-5348-4.</ref><ref>Honorio Benzon; James P. Rathmell; Christopher L. Wu; Dennis C. Turk; Charles E. Argoff; Robert W Hurley (11 September 2013). Practical Management of Pain. Elsevier Health Sciences. p. 1006. ISBN 978-0-323-17080-2.</ref> | ||
Gabapentinoids closely resemble the α-amino acids <small>L</small>-leucine and <small>L</small>-isoleucine, and this may be of greater relevance in relation to their pharmacodynamics than their structural similarity to GABA.<ref>Dooley DJ, Taylor CP, Donevan S, Feltner D (2007). "Ca2+ channel alpha2delta ligands: novel modulators of neurotransmission". ''Trends Pharmacol. Sci''. '''28''' (2): 75–82. doi:10.1016/j.tips.2006.12.006. <nowiki>PMID 17222465</nowiki>.</ref> | |||
==Pharmacology== | ==Pharmacology== | ||