Salubrinal

Base Information

• Chemical Name: Salubrinal
• CAS No.: 405060-95-9
• Molecular Formula: C21H17 Cl3 N4 O S
• Molecular Weight: 479.81000
• European Community (EC) Number: 809-398-8
• UNII: J8PSF5Z8KJ
• DSSTox Substance ID: DTXSID70420852
• Nikkaji Number: J2.335.800J
• Wikipedia: Salubrinal
• Wikidata: Q7406268
• ChEMBL ID: CHEMBL180127
• Mol file: 405060-95-9.mol

Synonyms:salubrinal

Chemical Property of Salubrinal

Chemical Property:

• Melting Point: >160°C (dec.)
• PKA: 10.70±0.70(Predicted)
• PSA: 98.14000
• Density: 1.474g/cm3
• LogP: 5.90190
• Storage Temp.: Store at +4°C
• Sensitive.: Light Sensitive
• Solubility.: DMSO: soluble20mg/mL, clear
• Water Solubility.: Insoluble in water.
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 478.018865
• Heavy Atom Count: 30
• Complexity: 622

Purity/Quality:

99% ^*data from raw suppliers

Salubrinal ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)NC(C(Cl)(Cl)Cl)NC(=S)NC2=CC=CC3=C2N=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)NC(C(Cl)(Cl)Cl)NC(=S)NC2=CC=CC3=C2N=CC=C3
• Description: Selective eukaryotic translation initiation factor 2 subunit α (elF2α) dephosphorylation inhibitor. Salubrinal is a selective Inhibitor of eIF2α (eukaryotic translation initiation factor 2 α-subunit) dephosphorylation, and is primarily used experimentally, to study stress responses in eukaryotic cells associated with the action of eIF2. Salubrinal indirectly inhibits eIF2 as a result of reduced dephosphorylation of its α-subunit resulting in activation of stress response pathways usually triggered by events such as oxidative stress or buildup of unfolded protein in the endoplasmic reticulum. Salubrinal can protect PC12 cells from endoplasmic reticulum stress-mediated apoptosis (EC50 = 15 μM) and prevent replication of herpes virus (IC50 = 3 μM), by inhibiting dephosphorylation of eIF2α. As eIF2α has a role in bone formation, salubrinal is also being studied for its effects in osteoporosis. Besides, it also shows potential neuroprotective actions. Although salubrinal has putative therapeutic value due to its function, it is as yet only used experimentally. Salubrinal is a selective phosphatase inhibitor that prevents dephosphorylation of eukaryotic translation initiation factor 2 subunit α (eIF2α), protecting PC12 cells from endoplasmic reticulum stress-mediated apoptosis (EC50 = 15 μM). It appears to block the action of protein phosphatase 1 (PP1) on eIF2α although it does not mimic calyculin A, another PP1-selective inhibitor, in toxicity or phosphorylation pattern. Salubrinal also prevents replication of herpes virus (IC50 = 3 μM), by inhibiting dephosphorylation of eIF2α. As eIF2α has a role in bone formation, salubrinal is being studied for its effects in osteoporosis.
• Uses: Salubrinal has been used to study the effect of stress-protective genes and pathways on organism development and lifespan. It has also been used to study the therapeutic potential of salubrinal in methamphetamine induced blood–brain barrier disruption. Salubrinal is an endoplasmic reticulum stress blocker that modulates sleep homeostasis and activation of sleep- and wake-regulatory neurons Salubrinal is a selective Inhibitor of eIF2α (eukaryotic translation initiation factor 2 α-subunit) dephosphorylation, inhibiting global protein translation. Salubrinal is a specific inhibitor of ER Stress induced apoptosis.