S-18986

S-18986
Systematic (IUPAC) name
	(S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide
Clinical data
Legal status	Investigational New Medicine;
Identifiers
PubChem	CID 637863
IUPHAR/BPS	4304
ChemSpider	553445
Chemical data
Formula	C10H12N2O2S
Molar mass	224.279 g/mol
	SMILES C1C[C@@H]2NS(=O)(=O)C3=CC=CC=C3N2C1 ;
	InChI 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 ; Key:MNTIJYGEITVWHU-SNVBAGLBSA-N ;
(what is this?) (verify)

S-18986 is an ampakine drug related to cyclothiazide. It has nootropic and neuroprotective effects in animal studies, and induces both production of BDNF and AMPA-mediated release of noradrenaline and acetylcholine in the hippocampus and frontal cortex of the brain.^[1]^[2]^[3]^[4]^[5]^[6]^[7]^[8]^[9]^[10]

References[edit]

^ 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.
^ 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.
^ 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.
^ 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.
^ 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: the Biological Fate of Chemicals 33 (8): 1137–43. doi:10.1124/dmd.105.004424. PMID 15860654.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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.

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

[pmid10924919-1] 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.

[pmid10924928-2] 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.

[pmid12706264-3] 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.

[pmid15135908-4] 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.

[pmid15860654-5] 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: the Biological Fate of Chemicals 33 (8): 1137–43. doi:10.1124/dmd.105.004424. PMID 15860654.

[pmid17384936-6] 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.

[pmid18469541-7] 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.

[pmid18762915-8] 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.

[pmid19136940-9] 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.

[pmid19501111-10] 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.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]

Feb	MAR	Apr
	01
2015	2016	2017

S-18986

See also[edit]

References[edit]

Navigation menu

Personal tools

Namespaces

Variants

Views

More

Search

Navigation

Interaction

Tools

Print/export

Languages