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S4069

Sigma-Aldrich

SL327

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H12F3N3S
CAS Number:
305350-87-2
Molecular Weight:
335.35
MDL number:
MFCD06411432
UNSPSC Code:
12352200
PubChem Substance ID:
329824537
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated
protect from light

color

white to off-white

mp

127-128.2 °C

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

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+

InChI key

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.

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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.
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
Kelsey M Tyssowski et al.
Neuron, 98(3), 530-546 (2018-04-24)
A vast number of different neuronal activity patterns could each induce a different set of activity-regulated genes. Mapping this coupling between activity pattern and gene induction would allow inference of a neuron's activity-pattern history from its gene expression and improve our understanding
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