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S4069

Sigma-Aldrich

SL327

≥98% (HPLC), Mixture of E & Z isomers, solid

Synonyme(s) :

α-[Amino-(4-aminophenylthio)methylene)-2-(trifluoromethyl)phenylacetonitrile, SL 327, SL-327

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About This Item

Formule empirique (notation de Hill):
C16H12F3N3S
Numéro CAS:
305350-87-2
Poids moléculaire :
335.35
Numéro MDL:
MFCD06411432
Code UNSPSC :
12352200
ID de substance PubChem :
329824537
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

desiccated
protect from light

Couleur

white to off-white

Pf

127-128.2 °C

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

N\C(Sc1ccc(N)cc1)=C(\C#N)c2ccccc2C(F)(F)F

InChI

1S/C16H12F3N3S/c17-16(18,19)14-4-2-1-3-12(14)13(9-20)15(22)23-11-7-5-10(21)6-8-11/h1-8H,21-22H2/b15-13+

Clé InChI

JLOXTZFYJNCPIS-FYWRMAATSA-N

Application

SL327 has been used as an inhibitor of dual specificity mitogen-activated protein kinase (MEK) in Zebrafish embryos and lymphatic endothelial cell (LEC).
SL327 was used to study the role of MAPK signaling in interictal spiking and behavior of epileptic rats. It was used to study the effect of estradiol on ERK signaling in mouse dorsal hippocampus.

Actions biochimiques/physiologiques

SL327 is a selective MEK1/2inhibitor (IC50 values are 0.18 and 0.22 μM for MEK1 and MEK2 respectively), which blocks hippocampal LTP in vitro. SL327 is a brain penetrant in vivo blocking fear conditioning and learning in rats, and producing neuroprotection in mice following systemic administration.

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

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Gisela Borges et al.
The international journal of neuropsychopharmacology, 20(6), 463-463 (2017-02-06)
There is increasing evidence suggesting that the Locus Coeruleus plays a role in pain-related anxiety. Indeed, we previously found that prolonged arthritis produces anxiety-like behavior in rats, along with enhanced expression of phosphorylated extracellular signal-regulated kinase 1/2 (a marker of
Daniel T Barkmeier et al.
Neurobiology of disease, 47(1), 92-101 (2012-04-05)
Epilepsy is a disease characterized by chronic seizures, but is associated with significant comorbidities between seizures including cognitive impairments, hyperactivity, and depression. To study this interictal state, we characterized the electrical, molecular, and behavior effects of chronic, neocortical interictal spiking
Stephanie M Fernandez et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(35), 8660-8667 (2008-08-30)
The extracellular signal-regulated kinase (ERK) pathway is critical for various forms of learning and memory, and is activated by the potent estrogen 17beta-estradiol (E(2)). Here, we asked whether E(2) modulates memory via ERK activation and putative membrane-bound estrogen receptors (ERs).
Lin Grimm et al.
eLife, 8 (2019-05-01)
Lymphatic vascular development involves specification of lymphatic endothelial progenitors that subsequently undergo sprouting, proliferation and tissue growth to form a complex second vasculature. The Hippo pathway and effectors Yap and Taz control organ growth and regulate morphogenesis and cellular proliferation.
Malgorzata Zakrzewska et al.
International journal of molecular sciences, 20(8) (2019-04-25)
Mitogen-activated protein kinases (MAPK): Erk1 and Erk2 are key players in negative-feedback regulation of fibroblast growth factor (FGF) signaling. Upon activation, Erk1 and Erk2 directly phosphorylate FGF receptor 1 (FGFR1) at a specific serine residue in the C-terminal part of
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