ORG-26576

ORG-26576
Identifiers
	IUPAC name (7S)-9-oxa-3,11-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(10),11,13-trien-2-one;
CAS Number	1026791-61-6;
PubChem CID	13584912;
ChemSpider	32697513;
UNII	0H1IDR8Z4F;
CompTox Dashboard (EPA)	DTXSID001336129 ;
Chemical and physical data
Formula	C11H12N2O2
Molar mass	204.229 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1C[C@H]2COC3=C(C=CC=N3)C(=O)N2C1;
	InChI InChI=1S/C11H12N2O2/c14-11-9-4-1-5-12-10(9)15-7-8-3-2-6-13(8)11/h1,4-5,8H,2-3,6-7H2/t8-/m0/s1; Key:FIKUEZUFASUKAH-QMMMGPOBSA-N;

Org 26576 is an ampakine drug originally developed by Cortex Pharmaceuticals and then licensed to Organon International for development. In animal studies it has been shown to effectively potentiate AMPA receptor function, leading to increased BDNF release and enhanced neuronal differentiation and survival, as well as producing nootropic effects in standardised assays.^[1]^[2]^[3]^[4]^[5]^[6]

References

^ Graeme R. Jordan, James McCulloch, Mohammed Shahid, David R. Hill, Brian Henry, Karen Horsburgh (August 2005). "Regionally selective and dose-dependent effects of the ampakines Org 26576 and Org 24448 on local cerebral glucose utilisation in the mouse as assessed by ¹⁴C-2-deoxyglucose autoradiography". Neuropharmacology. 49 (2): 254–264. doi:10.1016/j.neuropharm.2005.03.011. PMID 15993447.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Xiaowei W. Su, Xiao-Yuan Li, Mounira Banasr, Ja Wook Koo, Mohammed Shahid, Brian Henry, Ronald S. Duman (October 2009). "Chronic treatment with AMPA receptor potentiator Org 26576 increases neuronal cell proliferation and survival in adult rodent hippocampus". Psychopharmacology. 206 (2): 215–222. doi:10.1007/s00213-009-1598-0. PMID 19603152.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Eugene Hamlyn, Linda Brand, Mohammed Shahi, Brian H. Harvey (October 2009). "The ampakine, Org 26576, bolsters early spatial reference learning and retrieval in the Morris water maze: a subchronic, dose-ranging study in rats". Behavioural Pharmacology. 20 (7): 662–667. doi:10.1097/FBP.0b013e328331ba1b. PMID 19741506.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Roberta Bursi, Gul Erdemli, Robert Campbell, Matthew M. Hutmacher, Thomas Kerbusch, David Spanswick, Ross Jeggo, Kari R. Nations, Peter Dogterom, Jacques Schipper, Mohammed Shahid (December 2011). "Translational PK–PD modelling of molecular target modulation for the AMPA receptor positive allosteric modulator Org 26576". Psychopharmacology. 218 (4): 713–724. doi:10.1007/s00213-011-2365-6. PMID 21647578.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Kent Jardemark, Monica M. Marcus, Anna Malmerfelt, Mohammed Shahid, Torgny H. Svensson (May 2012). "Differential effects of AMPA receptor potentiators and glycine reuptake inhibitors on antipsychotic efficacy and prefrontal glutamatergic transmission". Psychopharmacology. 221 (2): 115–131. doi:10.1007/s00213-011-2554-3. PMID 22068461.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Fabio Fumagalli, Francesca Calabrese, Alessia Luoni, Mohammed Shahid, Giorgio Racagni, Marco A. Riva (February 2012). "The AMPA receptor potentiator Org 26576 modulates stress-induced transcription of BDNF isoforms in rat hippocampus". Pharmacological Research. 65 (2): 176–181. doi:10.1016/j.phrs.2011.10.004. PMID 22079295.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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[1] Graeme R. Jordan, James McCulloch, Mohammed Shahid, David R. Hill, Brian Henry, Karen Horsburgh (August 2005). "Regionally selective and dose-dependent effects of the ampakines Org 26576 and Org 24448 on local cerebral glucose utilisation in the mouse as assessed by ¹⁴C-2-deoxyglucose autoradiography". Neuropharmacology. 49 (2): 254–264. doi:10.1016/j.neuropharm.2005.03.011. PMID 15993447.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[2] Xiaowei W. Su, Xiao-Yuan Li, Mounira Banasr, Ja Wook Koo, Mohammed Shahid, Brian Henry, Ronald S. Duman (October 2009). "Chronic treatment with AMPA receptor potentiator Org 26576 increases neuronal cell proliferation and survival in adult rodent hippocampus". Psychopharmacology. 206 (2): 215–222. doi:10.1007/s00213-009-1598-0. PMID 19603152.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[3] Eugene Hamlyn, Linda Brand, Mohammed Shahi, Brian H. Harvey (October 2009). "The ampakine, Org 26576, bolsters early spatial reference learning and retrieval in the Morris water maze: a subchronic, dose-ranging study in rats". Behavioural Pharmacology. 20 (7): 662–667. doi:10.1097/FBP.0b013e328331ba1b. PMID 19741506.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[4] Roberta Bursi, Gul Erdemli, Robert Campbell, Matthew M. Hutmacher, Thomas Kerbusch, David Spanswick, Ross Jeggo, Kari R. Nations, Peter Dogterom, Jacques Schipper, Mohammed Shahid (December 2011). "Translational PK–PD modelling of molecular target modulation for the AMPA receptor positive allosteric modulator Org 26576". Psychopharmacology. 218 (4): 713–724. doi:10.1007/s00213-011-2365-6. PMID 21647578.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[5] Kent Jardemark, Monica M. Marcus, Anna Malmerfelt, Mohammed Shahid, Torgny H. Svensson (May 2012). "Differential effects of AMPA receptor potentiators and glycine reuptake inhibitors on antipsychotic efficacy and prefrontal glutamatergic transmission". Psychopharmacology. 221 (2): 115–131. doi:10.1007/s00213-011-2554-3. PMID 22068461.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[6] Fabio Fumagalli, Francesca Calabrese, Alessia Luoni, Mohammed Shahid, Giorgio Racagni, Marco A. Riva (February 2012). "The AMPA receptor potentiator Org 26576 modulates stress-induced transcription of BDNF isoforms in rat hippocampus". Pharmacological Research. 65 (2): 176–181. doi:10.1016/j.phrs.2011.10.004. PMID 22079295.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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