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Salubrinal (Standard)

CAT: 0804-HY-15486R-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15486R-04Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Salubrinal (Standard) is the analytical standard of Salubrinal. This product is intended for research and analytical applications. Salubrinal is a cell-permeable and selective inhibitor of eIF2α dephosphorylation[1]. Salubrinal acts as a dual-specificity phosphatase 2 (Dusp2) inhibitor and suppresses inflammation in anti-collagen antibody-induced arthritis[2]. Salubrinal has antiviral activity against HSV-1 and inhibits dephosphorylation of eIF2α mediated by the HSV-1 protein ICP34.5[3].
CAS Number
405060-95-9
UNSPSC
12352100
Target
Apoptosis; Autophagy; HSV; Phosphatase; Reference Standards
Related Pathways
Anti-infection; Apoptosis; Autophagy; Metabolic Enzyme/Protease; Others
Field of Research
Cancer; Infection; Inflammation/Immunology
Smiles
O=C(NC(NC(NC1=CC=CC2=C1N=CC=C2)=S)C(Cl)(Cl)Cl)/C=C/C3=CC=CC=C3
Molecular Formula
C21H17Cl3N4OS
Molecular Weight
479.80
References & Citations
[1]Drexler HC. Synergistic Apoptosis Induction in Leukemic Cells by the Phosphatase Inhibitor Salubrinal and Proteasome Inhibitors. PLoS One. 2009;4 (1) :e4161.|[2]Hamamura K, et al. Salubrinal acts as a Dusp2 inhibitor and suppresses inflammation in anti-collagen antibody-induced arthritis. Cell Signal. 2015 Apr;27 (4) :828-35.|[3]Bryant KF, et al. ICP34.5-dependent and -independent activities of salubrinal in herpes simplex virus-1 infected cells. Virology. 2008 Sep 30;379 (2) :197-204.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

(2E)-3-Phenyl-N-(2,2,2-trichloro-1-(((8-quinolinylamino)thioxomethyl)amino)ethyl)-2-propenamide

Salubrinal is 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 inhibitor of cellular complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit alpha (eIF2alpha). It is a secondary carboxamide, a member of quinolines, an aminal, an organochlorine compound and a member of thioureas. It is functionally related to a trichloroacetaldehyde and a trans-cinnamamide.

CAS Number405060-95-9
PubChem CID5717801
IUPAC Name(E)-3-phenyl-N-[2,2,2-trichloro-1-(quinolin-8-ylcarbamothioylamino)ethyl]prop-2-enamide
Molecular FormulaC21H17Cl3N4OS
Molecular Weight479.8
XLogP5.2
Topological Polar Surface Area98.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Heavy Atom Count30
Formal Charge0
Complexity622
SMILES
C1=CC=C(C=C1)/C=C/C(=O)NC(C(Cl)(Cl)Cl)NC(=S)NC2=CC=CC3=C2N=CC=C3
InChI
InChI=1S/C21H17Cl3N4OS/c22-21(23,24)19(27-17(29)12-11-14-6-2-1-3-7-14)28-20(30)26-16-10-4-8-15-9-5-13-25-18(15)16/h1-13,19H,(H,27,29)(H2,26,28,30)/b12-11+
InChIKey
LCOIAYJMPKXARU-VAWYXSNFSA-N
Chemical Structure
2D Structure
2D structure of (2E)-3-Phenyl-N-(2,2,2-trichloro-1-(((8-quinolinylamino)thioxomethyl)amino)ethyl)-2-propenamide
CAS: 405060-95-9
CID: 5717801
Formula: C21H17Cl3N4OS
MW: 479.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight479.8
XLogP35.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass478.018865
Monoisotopic Mass478.018865
Topological Polar Surface Area98.1 Ų
Heavy Atom Count30
Formal Charge0
Complexity622
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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