PEPA (drug)

PEPA

Systematic (IUPAC) name
2-[2,6-difluoro-4-({2-[(phenylsulfonyl)amino]ethyl}thio)phenoxy]acetamide
Clinical data
Legal status	Investigational New Medicine
Identifiers
CAS Number	141286-78-4
PubChem	CID 6603828
ChemSpider	5036138
Synonyms	PEPA
Chemical data
Formula	C16H16F2N2O4S2
Molar mass	402.436 g/mol
SMILES C1=CC=C(C=C1)S(=O)(=O)NCCSC2=CC(=C(C(=C2)F)OCC(=O)N)F
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PEPA is an ampakine drug which acts as an allosteric potentiator of AMPA receptor desensitisation,^[1][2] which is up to 100x more potent than aniracetam in vitro.^[3] It produces memory-enhancing effects in rats when administered intravenously.^[4]

References

1. Sekiguchi, M; Takeo, J; Harada, T; Morimoto, T; Kudo, Y; Yamashita, S; Kohsaka, S; Wada, K (1998). "Pharmacological detection of AMPA receptor heterogeneity by use of two allosteric potentiators in rat hippocampal cultures". British Journal of Pharmacology 123 (7): 1294–303. doi:10.1038/sj.bjp.0701707. PMC 1565288. PMID 9579722.
2. Sekiguchi, M; Nishikawa, K; Aoki, S; Wada, K (2002). "A desensitization-selective potentiator of AMPA-type glutamate receptors". British Journal of Pharmacology 136 (7): 1033–41. doi:10.1038/sj.bjp.0704804. PMC 1573432. PMID 12145103.
3. Sekiguchi, M; Fleck, MW; Mayer, ML; Takeo, J; Chiba, Y; Yamashita, S; Wada, K (1997). "A novel allosteric potentiator of AMPA receptors: 4--2-(phenylsulfonylamino)ethylthio--2,6-difluoro-phenoxyaceta mide". Journal of Neuroscience 17 (15): 5760–71. PMID 9221774.
4. Sekiguchi, M; Yamada, K; Jin, J; Hachitanda, M; Murata, Y; Namura, S; Kamichi, S; Kimura, I; Wada, K (2001). "The AMPA receptor allosteric potentiator PEPA ameliorates post-ischemic memory impairment". NeuroReport 12 (13): 2947–50. doi:10.1097/00001756-200109170-00038. PMID 11588608.