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S-18986

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
S-18986
Legal status
Legal status
Identifiers
  • (S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC10H12N2O2S
Molar mass224.28 g·mol−1
3D model (JSmol)
  • C1C[C@@H]2NS(=O)(=O)C3=CC=CC=C3N2C1
  • InChI=1S/C10H12N2O2S/c13-15(14)9-5-2-1-4-8(9)12-7-3-6-10(12)11-15/h1-2,4-5,10-11H,3,6-7H2/t10-/m1/s1 ☒N
  • Key:MNTIJYGEITVWHU-SNVBAGLBSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

S-18986 is apositive allosteric modulator of theAMPA receptor related tocyclothiazide. It hasnootropic andneuroprotective effects in animal studies, and induces both production ofBDNF andAMPA-mediated release ofnoradrenaline andacetylcholine in thehippocampus andfrontal cortex of the brain.[1][2][3][4][5][6][7][8][9][10]

See also

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References

[edit]
  1. ^Lockhart B, Iop F, Closier M, Lestage P (August 2000). "(S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide: (S18986-1) a positive modulator of AMPA receptors enhances (S)-AMPA-mediated [3H]noradrenaline release from rat hippocampal and frontal cortex slices".European Journal of Pharmacology.401 (2):145–53.doi:10.1016/S0014-2999(00)00433-7.PMID 10924919.
  2. ^Lebrun C, Pillière E, Lestage P (August 2000). "Effects of S 18986-1, a novel cognitive enhancer, on memory performances in an object recognition task in rats".European Journal of Pharmacology.401 (2):205–12.doi:10.1016/S0014-2999(00)00429-5.PMID 10924928.
  3. ^Dicou E, Rangon CM, Guimiot F, Spedding M, Gressens P (April 2003). "Positive allosteric modulators of AMPA receptors are neuroprotective against lesions induced by an NMDA agonist in neonatal mouse brain".Brain Research.970 (1–2):221–5.doi:10.1016/S0006-8993(03)02357-6.PMID 12706264.S2CID 22186254.
  4. ^Rosi S, Giovannini MG, Lestage PJ, Muñoz C, Corte LD, Pepeu G (May 2004). "S 18986, a positive modulator of AMPA receptors with cognition-enhancing properties, increases ACh release in the hippocampus of young and aged rat".Neuroscience Letters.361 (1–3):120–3.doi:10.1016/j.neulet.2003.12.061.PMID 15135908.S2CID 12800129.
  5. ^Bourasset F, Bernard K, Muñoz C, Genissel P, Scherrmann JM (August 2005). "Neuropharmacokinetics of a new alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) modulator, S18986 [(S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide], in the rat".Drug Metabolism and Disposition.33 (8):1137–43.doi:10.1124/dmd.105.004424.PMID 15860654.S2CID 14891912.
  6. ^Béracochéa D, Philippin JN, Meunier S, Morain P, Bernard K (July 2007). "Improvement of episodic contextual memory by S 18986 in middle-aged mice: comparison with donepezil".Psychopharmacology.193 (1):63–73.doi:10.1007/s00213-007-0765-4.PMID 17384936.S2CID 39655878.
  7. ^Marighetto A, Valerio S, Jaffard R, Mormede C, Muñoz C, Bernard K, Morain P (May 2008). "The AMPA modulator S 18986 improves declarative and working memory performances in aged mice".Behavioural Pharmacology.19 (3):235–44.doi:10.1097/FBP.0b013e3282feb0c1.PMID 18469541.S2CID 20415746.
  8. ^Kelly SJ, Bernard K, Muñoz C, Lawrence RC, Thacker J, Grillo CA, Piroli GG, Reagan LP (January 2009). "Effects of the AMPA receptor modulator S 18986 on measures of cognition and oxidative stress in aged rats".Psychopharmacology.202 (1–3):225–35.doi:10.1007/s00213-008-1301-x.PMID 18762915.S2CID 35139538.
  9. ^Gupta SK, Mishra R, Kusum S, Spedding M, Meiri KF, Gressens P, Mani S (April 2009)."GAP-43 is essential for the neurotrophic effects of BDNF and positive AMPA receptor modulator S18986".Cell Death and Differentiation.16 (4):624–37.doi:10.1038/cdd.2008.188.PMID 19136940.
  10. ^Destot-Wong KD, Liang K, Gupta SK, Favrais G, Schwendimann L, Pansiot J, Baud O, Spedding M, Lelièvre V, Mani S, Gressens P (September 2009). "The AMPA receptor positive allosteric modulator, S18986, is neuroprotective against neonatal excitotoxic and inflammatory brain damage through BDNF synthesis".Neuropharmacology.57 (3):277–86.doi:10.1016/j.neuropharm.2009.05.010.PMID 19501111.S2CID 1400467.
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor


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