Merck
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SML0843

Sigma-Aldrich

ISRIB

≥98% (HPLC)

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Synonym(s):
Integrated Stress Response inhibitor, trans-N,N′-(Cyclohexane-1,4-diyl)bis(2-(4-chlorophenoxy)acetamide, trans-N,N′-1,4-Cyclohexanediylbis[2-(4-chlorophenoxy)-acetamide
Empirical Formula (Hill Notation):
C22H24Cl2N2O4
CAS Number:
1597403-47-8
Molecular Weight:
451.34
PubChem Substance ID:
329825607
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 1 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

ClC1=CC=C(OCC(N[C@@H]2CC[C@@H](NC(COC3=CC=C(Cl)C=C3)=O)CC2)=O)C=C1

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-

InChI key

HJGMCDHQPXTGAV-IYARVYRRSA-N

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ISRIB ≥98% (HPLC)

Sigma-Aldrich

SML0843

ISRIB

Ispinesib ≥98% (HPLC)

Sigma-Aldrich

SML2869

Ispinesib

IMB5046 ≥98% (HPLC)

Sigma-Aldrich

SML1903

IMB5046

IMB-10 ≥98% (HPLC)

Sigma-Aldrich

SML0022

IMB-10

form

powder

form

powder

form

powder

form

powder

color

white to beige

color

white to beige

color

white to beige

color

yellow

solubility

DMSO: 1 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: ≥25 mg/mL

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Application

ISRIB (integrated stress response inhibitor) has been used as an inhibitor of integrated stress response.

Biochem/physiol Actions

ISRIB (integrated stress response inhibitor) as a drug, imparts resistance to the cells against the downstream effects of eukaryotic initiation factor 2 (eIF2)α phosphorylation such as activating transcription factor 4 (ATF4) and eukaryotic translation initiation factor 4E (eIF4E)-binding protein 1 (4E-BP1) induction.
ISRIB is a blood- brain barrier penetrant, potent and selective inhibitor of integrated stress response (ISR) that impairs adaptation to ER stress. ISRIB is a potent inhibitor of PERK signaling, which potently reverses the effects of eIF2a phosphorylation and restores the cells translation capacity. ISRIB enhances cognitive memory in rodents.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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