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S4451

Sigma-Aldrich

Sal003

≥98% (HPLC)

Synonym(s):

(2E)-3-Phenyl-N-[2,2,2-trichloro-1-[[[(4-chlorophenyl)amino]thioxomethyl]amino]ethyl]-2-propenamide, 3-Phenyl-N-(2,2,2-trichloro-1-((((4-chlorophenyl)amino)carbonothioyl)amino)ethyl)acrylamide

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About This Item

Empirical Formula (Hill Notation):
C18H15Cl4N3OS
CAS Number:
1164470-53-4
Molecular Weight:
463.21
MDL number:
MFCD00361095
UNSPSC Code:
12352200
PubChem Substance ID:
329824543
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to off-white

solubility

DMSO: ≥10 mg/mL

compatibility

for use with Bio-Rad CFX96

storage temp.

2-8°C

SMILES string

Clc1ccc(NC(=S)NC(NC(=O)\C=C\c2ccccc2)C(Cl)(Cl)Cl)cc1

InChI

1S/C18H15Cl4N3OS/c19-13-7-9-14(10-8-13)23-17(27)25-16(18(20,21)22)24-15(26)11-6-12-4-2-1-3-5-12/h1-11,16H,(H,24,26)(H2,23,25,27)/b11-6+

InChI key

TVNBASWNLOIQML-IZZDOVSWSA-N

Application

Sal003 was used to study the role of eIF2α in Subtilase cytotoxin-induced apoptosis in HeLa cells.

Biochem/physiol Actions

Sal003 inhibits the late long-term potentiation (L-LTP) and long-term memory formation in mammalian hippocampal slices. The effect of Sal003 on L-LTP is mediated by the transcription factor, ATF4.
Sal003 is a potent and cell-permeable eIF-2a phosphatase inhibitor.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Raquel Amorim et al.
PLoS neglected tropical diseases, 11(7), e0005775-e0005775 (2017-07-18)
Zika virus (ZIKV), a member of the Flaviviridae family, is the most recent emerging arbovirus with pandemic potential. During infection, viruses trigger the host cell stress response, leading to changes in RNA translation and the assembly of large aggregates of
Cedric Darini et al.
Nature communications, 10(1), 2139-2139 (2019-05-16)
Trastuzumab is integral to HER2+ cancer treatment, but its therapeutic index is narrowed by the development of resistance. Phosphorylation of the translation initiation factor eIF2α (eIF2α-P) is the nodal point of the integrated stress response, which promotes survival or death
Mauro Costa-Mattioli et al.
Neuron, 61(1), 10-26 (2009-01-17)
Long-lasting forms of synaptic plasticity and memory are dependent on new protein synthesis. Recent advances obtained from genetic, physiological, pharmacological, and biochemical studies provide strong evidence that translational control plays a key role in regulating long-term changes in neural circuits
Charles A Hoeffer et al.
Neuron, 54(2), 186-189 (2007-04-20)
A critical molecular requirement underlying many forms of long-lasting synaptic plasticity and memory is the de novo synthesis of mRNAs and proteins. In a recent paper in Cell, Costa-Mattioli et al. present data from a pharmacogenetic study that places a
Kinnosuke Yahiro et al.
Infection and immunity, 80(5), 1803-1814 (2012-02-23)
Shiga-toxigenic Escherichia coli (STEC) produces subtilase cytotoxin (SubAB), which cleaves the molecular chaperone BiP in the endoplasmic reticulum (ER), leading to an ER stress response and then activation of apoptotic signaling pathways. Here, we show that an early event in
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