ISRIB

ISRIB
Clinical data

ATC code	none
Identifiers
IUPAC name trans-N,N'-(cyclohexane-1,4-diyl)bis(2-(4-chlorophenoxy)acetamide)
ChemSpider	30773985
Chemical and physical data
Formula	C₂₂H₂₄Cl₂N₂O₄
Molar mass	451.34 g/mol
3D model (Jmol)	Interactive image
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. It has also been shown to inhibit eIF2α phosphorylation-induced stress granule (SG) formation.^[1] 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.^[2]

References

↑ Sidrauski, Carmela; McGeachy, Anna M.; Ingolia, Nicholas T.; Walter, Peter (26 February 2015). "The small molecule ISRIB reverses the effects of eIF2α phosphorylation on translation and stress granule assembly". 4: e05033. doi:10.7554/eLife.05033. PMC 4341466. PMID 25719440. Retrieved 13 September 2016 – via elifesciences.org.
↑ 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.

Nootropics

Ampakines	CX-516 CX-546 CX-614 Farampator (CX-691) CX-717 IDRA-21 LY-404,187 LY-503,430 Nooglutyl Org 26576 PEPA S-18986

Cholinergics	mAChR agonists: 77-LH-28-1 ADX-47273 Alvameline Arecoline Cevimeline CI-1017 Milameline Sabcomeline Tazomeline Xanomeline nAChR agonists: AR-R17779 Bradanicline Cotinine GTS-21 Ispronicline Nicotine PHA-543,613 PNU-282,987 Pozanicline Rivanicline SIB-1553A SSR-180,711 TC-1827 WAY-317,538 AChE inhibitors: Celastrus paniculatus Cymserine Donepezil Galantamine Huperzine A (Huperzia Serrata) Ladostigil Metrifonate Physostigmine Rivastigmine Tacrine Others: Alpha-GPC Choline Dimethylethanolamine Citicoline

Racetams	Aniracetam Brivaracetam Coluracetam Etiracetam Fasoracetam Levetiracetam Nebracetam Nefiracetam Oxiracetam Phenylpiracetam Piracetam Pramiracetam Rolziracetam Seletracetam

Nutrients	Acetylcarnitine Choline Omega-3 fatty acids Magnesium threonate Phosphatidylserine Pyritinol Sulbutiamine Thiamine

Others	Aceglutamide Adafenoxate Bacopa monnieri BAY 73-6691 Bifemelane Bilobalide (Ginkgo biloba) C16 Carbenoxolone Centella asiatica Cinnarizine Ciproxifan Clitoria ternatea Cyprodenate Dihexa Edaravone Eleutherococcus senticosus Ergoloid Ensaculin Emoxypine Fipexide Ginseng Guarana Idebenone Indeloxazine ISRIB Leteprinim Linopirdine Meclofenoxate (centrophenoxine) Methylene blue Nizofenone Noopept NSI-189 P7C3 Pirisudanol Pitolisant PRL-8-53 Razobazam Rubidium S-17092 Semax Shilajit Suritozole Taltirelin Teniloxazine Tianeptine Tricyanoaminopropene Uncaria tomentosa Vincamine Vinpocetine

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ISRIB

See also

References