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Pivagabine

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Pivagabine
Seletal formula of pivagabine with some implicit hydrogens shown
Names
Preferred IUPAC name
4-(2,2-Dimethylpropanamido)butanoic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.067.287Edit this at Wikidata
EC Number
  • 274-038-3
KEGG
MeSH N-trimethylacetyl-4-aminobutyric+acid
UNII
  • InChI=1S/C9H17NO3/c1-9(2,3)8(13)10-6-4-5-7(11)12/h4-6H2,1-3H3,(H,10,13)(H,11,12)checkY
    Key: SRPNQDXRVRCTNK-UHFFFAOYSA-NcheckY
  • CC(C)(C)C(=O)NCCCC(O)=O
Properties
C9H17NO3
Molar mass 187.239g·mol−1
Pharmacology
N06AX15(WHO)
Oral
Pharmacokinetics:
6.4 hours
Legal status
  • In general: ℞ (Prescription only)
Related compounds
Related alkanoic acids
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).

Pivagabine(INN;brand nameTonerg), also known asN-pivaloyl-γ-aminobutyric acidorN-pivaloyl-GABA,is anantidepressantandanxiolyticdrugwhich was introduced inItalyin 1997 for the treatment ofdepressiveandmaladaptivesyndromes.But it was discontinued in Italy (according toMartindale). Originally believed to function as aprodrugtoGABA,[1]pivagabine is now believed to act somehow via modulation ofcorticotropin-releasing factor(CRF).[2][3][4][5][6]

See also

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References

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  1. ^Bianchi M, Quadro G, Mourier G, Galzigna L (1983). "Pharmacokinetics and in vitro effects of a 4-aminobutyric acid derivative with anticonvulsant action".Pharmacology.27(4): 237–40.doi:10.1159/000137876.PMID6634934.
  2. ^Scapagnini U, Matera M (November 1997). "Effects of pivagabine on psychophysical performance and behavioural response in experimental models of stress".Arzneimittel-Forschung.47(11A): 1310–4.PMID9450154.
  3. ^Esposito G, Luparini MR (November 1997). "Pivagabine: a novel psychoactive drug".Arzneimittelforschung.47(11A): 1306–9.PMID9450153.
  4. ^Gerra G, Zaimovic A, Giusti F, et al. (July 2001). "Pivagabine effects on neuroendocrine responses to experimentally-induced psychological stress in humans".Behavioural Brain Research.122(1): 93–101.doi:10.1016/S0166-4328(01)00177-2.PMID11287080.S2CID23067609.
  5. ^Serra M, Concas A, Mostallino MC, et al. (April 1999). "Antagonism by pivagabine of stress-induced changes in GABAA receptor function and corticotropin-releasing factor concentrations in rat brain".Psychoneuroendocrinology.24(3): 269–84.doi:10.1016/S0306-4530(98)00049-3.PMID10101733.S2CID11382166.
  6. ^George I. Papakostas; Maurizio Fava (2010).Pharmacotherapy for Depression and Treatment-resistant Depression.World Scientific. pp. 370–.ISBN978-981-4287-59-3.