ISRIB

ISRIB

Systematic (IUPAC) name
trans-N,N'-(cyclohexane-1,4-diyl)bis(2-(4-chlorophenoxy)acetamide)
Identifiers
ATC code	none
ChemSpider	30773985
Chemical data
Formula	C22H24Cl2N2O4
Molar mass	451.34 g/mol
SMILES O=C(COC1=CC=C(Cl)C=C1)N[C@@H]2CC[C@@H](NC(COC3=CC=C(Cl)C=C3)=O)CC2
InChI InChI=1S/C22H24Cl2N2O4/c23-15-1-9-19(10-2-15)29-13-21(27)25-17-5-7-18(8-6-17)26-22(28)14-30-20-11-3-16(24)4-12-20/h1-4,9-12,17-18H,5-8,13-14H2,(H,25,27)(H,26,28)/t17-,18- Key:HJGMCDHQPXTGAV-IYARVYRRSA-N

ISRIB, (an acronym for Integrated Stress Response inhibitor), is an experimental drug which reverses the effects of eIF2α phosphorylation with an IC₅₀ of 5nM. It was discovered by a group at the University of California through a semi-automated screening of a large library of small molecules. Since eIF2α phosphorylation is known to be involved in memory formation, ISRIB was tested to see whether it would be active in vivo, and was found to readily cross the blood-brain barrier, with a half-life of 8 hours. Subsequent testing found ISRIB to produce significant nootropic effects in mice, as measured by enhancement of spatial and fear-associated learning in standard water maze and conditioned environment tests.^[1]

See also

• Meclofenoxate
• Salubrinal

References

1. Sidrauski, C.; Acosta-Alvear, D.; Khoutorsky, A.; Vedantham, P.; Hearn, B. R.; Li, H.; Gamache, K.; Gallagher, C. M.; Ang, K. K. -H.; Wilson, C.; Okreglak, V.; Ashkenazi, A.; Hann, B.; Nader, K.; Arkin, M. R.; Renslo, A. R.; Sonenberg, N.; Walter, P. (2013). "Pharmacological brake-release of mRNA translation enhances cognitive memory". ELife 2: e00498. doi:10.7554/eLife.00498. PMC 3667625. PMID 23741617.