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Principaux documents

SML0951

Sigma-Aldrich

Salubrinal

≥98% (HPLC), powder, eIF2α dephosphorylation inhibitor

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C21H17Cl3N4OS
Numéro CAS:
405060-95-9
Poids moléculaire :
479.81
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Nom du produit

Salubrinal, ≥98% (HPLC)

Niveau de qualité

100

Essai

≥98% (HPLC)

Forme

powder

Couleur

, White to brown to grey

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

−20°C

Chaîne SMILES 

S=C(NC(NC(=O)\C=C\c3ccccc3)C(Cl)(Cl)Cl)Nc1c2ncccc2ccc1

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+

Clé InChI

LCOIAYJMPKXARU-VAWYXSNFSA-N

Application

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.

Actions biochimiques/physiologiques

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.
Salubrinal is a selective Inhibitor of eIF2α dephosphorylation; specific inhibitor of ER Stress induced apoptosis.
Salubrinal maintains protein phosphorylation in order to offer protection against from the adverse effects of endoplasmic reticulum stress. Salubrinal prevents collagenase-mediated articular cartilage damage promoting downregulation of matrix metalloproteinase 13.

Caractéristiques et avantages

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000402271
0000382441
0000382441
0000402271
0000209133

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Muhammad M Hossain et al.
Toxicological sciences : an official journal of the Society of Toxicology, 167(1), 249-257 (2018-09-25)
Endoplasmic reticulum (ER) stress is a significant contributor to neurodegeneration and cognitive dysfunction. Recently, we reported that repeated exposure to the pyrethroid insecticide deltamethrin caused ER stress in the hippocampus of adult mice, which was accompanied by deficits in learning
Rescue of a developmental arrest caused by a C. elegans heat-shock transcription-factor mutation by loss of ribosomal S6-kinase activity.
Chisnell P J D, et al.
bioRxiv, 310086-310086 (2018)
K Hamamura et al.
Osteoarthritis and cartilage, 21(5), 764-772 (2013-03-12)
Stress to the endoplasmic reticulum (ER) and inflammatory cytokines induce expression and activity of matrix metalloproteinase 13 (MMP13). Since a synthetic agent, salubrinal, is known to alleviate ER stress and attenuate nuclear factor kappa B (NFκB) signaling, we addressed a
Protection of Bcl-2 by salubrinal.
Kessel D.
Biochemical and Biophysical Research Communications, 346(4), 1320-1323 (2006)
Shunsuke Sakai et al.
Journal of cellular physiology, 237(1), 1087-1099 (2021-10-15)
In the postpartum period, cows experience the uterine bacterial infection and develop the endometritis. To eliminate bacteria and recover from endometritis, endometrial epithelial and stromal cells secrete the cytokine and chemokine, such as interleukin 6 (IL-6), IL-8, and monocyte chemotactic
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We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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