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405060-95-9

405060-95-9 Structure

405060-95-9 Structure
IdentificationBack Directory
[Name]

SALUBRINAL
[CAS]

405060-95-9
[Synonyms]

SAL
SALUBRINAL
N-(2,2,2-Trichloro-1-(3-(quinolin-8-yl)thioureido)ethyl)cinnAmamide
(E)-3-phenyl-N-[2,2,2-trichloro-1-(quinolin-8-ylcarbamothioylamino)ethyl]prop-2-enamide
3-PHENYL-N-[2,2,2-TRICHLORO-1-[[(8-QUINOLINYLAMINO)THIOXOMETHYL]AMINO]ETHYL]-2-PROPENAMIDE
(2E)-3-Phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)thioxomethyl]amino]ethyl]-2-propenamide
2-Propenamide, 3-phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)thioxomethyl]amino]ethyl]-, (2E)-
Salubrinal (2E)-3-Phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)thioxomethyl]amino]ethyl]-2-propenamide
(2E)-3-Phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)thioxomethyl]amino]ethyl]-2-propenamide Salubrinal
[Molecular Formula]

C21H17Cl3N4OS
[MDL Number]

MFCD00548612
[MOL File]

405060-95-9.mol
[Molecular Weight]

479.81
Chemical PropertiesBack Directory
[Melting point ]

>160°C (dec.)
[density ]

1.474±0.06 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[pka]

10.70±0.70(Predicted)
[color ]

white to light yellow to light gray
[Water Solubility ]

Insoluble in water.
[Sensitive ]

Light Sensitive
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Hazard InformationBack Directory
[Uses]

Salubrinal is an endoplasmic reticulum stress blocker that modulates sleep homeostasis and activation of sleep- and wake-regulatory neurons
[Biological Activity]

Cell-permeable, selective inhibitor of cellular phosphatase complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit α (eIF2 α ). Protects cells from endoplasmic reticulum stress-induced apoptosis (EC 50 ~ 15 μ M).
[Definition]

ChEBI: A member of the class of quinolines that is a mixed aminal resulting from the formal condensation oftrichloroacetaldehyde with the amide nitrogen of trans-cinnamamide and the primary amino group of 1-quinolin-8-ylthiourea. It is a selective in ibitor of cellular complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit alpha (eIF2alpha).
[Biochem/physiol Actions]

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.
[storage]

4°C, protect from light
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
Questions And AnswerBack Directory
[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.
[References]

1. https://en.wikipedia.org/wiki/Salubrinal
2. http://www.sigmaaldrich.com/catalog/product/sigma/sml0951?lang=en&region=CA
3. https://www.tocris.com/dispprod.php?ItemId=143907#.WQfadeyECP0
4. http://www.selleckchem.com/products/salubrinal.html
5. https://www.caymanchem.com/product/14735
6. https://www.hellobio.com/salubrinal.html
Spectrum DetailBack Directory
[Spectrum Detail]

SALUBRINAL(405060-95-9)1HNMR
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