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Alternative_name
N,N'-trans-1,4-cyclohexanediylbis[2-(4-chlorophenoxy)acetamide]; ISRIB
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Description
trans-ISRIB is an integrated stress response inhibitor. Potently reverses the effects of initiation factor 2α (eIF2α) phosphorylation (IC₅₀ = 5 nM). Enhances spatial and fear-associated learning in mice and enhances cognitive function. Mechanism of action involves activation of eiF2β. Suppresses ER stress-induced inflammatory gene expression. Potently attenuates amyloid β-induced neuronal cell death (12.5-25 nM) with no effect on amyloid β production. Reverses hippocampal-dependent cognitive deficits induced by traumatic brain injury in two different injury mouse models.
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CAS Number
1597403-47-8
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₂₂H₂₄Cl₂N2₂O₄
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Molecular Weight
451.3
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Cell Permeable
Yes
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Purity
≥98% by TLC
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Solubilities
DMSO (~ 5 mg/ml)
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Handling
Protect from air and light
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Tag Line
An integrated stress response inhibitor
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Storage Condition
-20°C
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Shipping Condition
gel pack
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Shelf Life
36 months
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PubChem CID
1011240
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SMILES
C1CC(CCC1NC(=O)COC2=CC=C(C=C2)Cl)NC(=O)COC3=CC=C(C=C3)Cl
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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)
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InChi Key
HJGMCDHQPXTGAV-UHFFFAOYSA-N
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MSDS Available
Yes