STAC-9

STAC-9
Identifiers
	IUPAC name N-pyridin-4-yl-6-[3-(trifluoromethyl)phenyl]-2,3-dihydropyrrolo[2,3-b]pyridine-1-carboxamide;
CAS Number	1303587-18-9 [UNII];
PubChem CID	68340804;
ChemSpider	129324385;
UNII	MG7TTL8YCY;
CompTox Dashboard (EPA)	DTXSID001336674 ;
Chemical and physical data
Formula	C20H15F3N4O
Molar mass	384.362 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CN(C2=C1C=CC(=N2)C3=CC(=CC=C3)C(F)(F)F)C(=O)NC4=CC=NC=C4;
	InChI InChI=1S/C20H15F3N4O/c21-20(22,23)15-3-1-2-14(12-15)17-5-4-13-8-11-27(18(13)26-17)19(28)25-16-6-9-24-10-7-16/h1-7,9-10,12H,8,11H2,(H,24,25,28); Key:WFPOEJCACZIDSN-UHFFFAOYSA-N;

STAC-9 is an experimental drug that was developed by GlaxoSmithKline as a small-molecule activator of the sirtuin subtype SIRT1, with potential applications in the treatment of diabetes.^[1]^[2]^[3]

References

^ US 9556201, Ng PY, Blum C, Mcpherson L, Perni RB, Vu CB, Ahmed MM, Disch JS, "Bicyclic pyridines and analogs as sirtuin modulators.", published 4 October 2012, assigned to Sitris Pharmaceuticals and GlaxoSmithKline
^ Hubbard BP, Gomes AP, Dai H, Li J, Case AW, Considine T, et al. (March 2013). "Evidence for a common mechanism of SIRT1 regulation by allosteric activators". Science. 339 (6124): 1216–9. Bibcode:2013Sci...339.1216H. doi:10.1126/science.1231097. PMC 3799917. PMID 23471411.
^ Thevis M, Schänzer W (March 2016). "Emerging drugs affecting skeletal muscle function and mitochondrial biogenesis - Potential implications for sports drug testing programs". Rapid Communications in Mass Spectrometry. 30 (5): 635–51. Bibcode:2016RCMS...30..635T. doi:10.1002/rcm.7470. PMID 26842585. S2CID 206444739.

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Identifiers

IUPAC name N-pyridin-4-yl-6-[3-(trifluoromethyl)phenyl]-2,3-dihydropyrrolo[2,3-b]pyridine-1-carboxamide
CAS Number	1303587-18-9^N[UNII]
PubChem CID	68340804
ChemSpider	129324385
UNII	MG7TTL8YCY
CompTox Dashboard (EPA)	DTXSID001336674
Chemical and physical data
Formula	C₂₀H₁₅F₃N₄O
Molar mass	384.362 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1CN(C2=C1C=CC(=N2)C3=CC(=CC=C3)C(F)(F)F)C(=O)NC4=CC=NC=C4
InChI InChI=1S/C20H15F3N4O/c21-20(22,23)15-3-1-2-14(12-15)17-5-4-13-8-11-27(18(13)26-17)19(28)25-16-6-9-24-10-7-16/h1-7,9-10,12H,8,11H2,(H,24,25,28) Key:WFPOEJCACZIDSN-UHFFFAOYSA-N