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Key Documents

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E1657

Sigma-Aldrich

EHT 1864

≥98% (HPLC)

Sinonimo/i:

5-(5-(7-(Trifluoromethyl)quinolin-4-ylthio)pentyloxy)-2-(morpholinomethyl)-4H-pyran-4-one dihydrochloride

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About This Item

Formula empirica (notazione di Hill):
C25H27F3N2O4S · 2HCl
Numero CAS:
754240-09-0
Peso molecolare:
581.47
Numero MDL:
MFCD11114384
Codice UNSPSC:
12352200
ID PubChem:
329799014
NACRES:
NA.77

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

white to beige

Solubilità

H2O: 10 mg/mL, clear

Temperatura di conservazione

2-8°C

Stringa SMILE

Cl.Cl.FC(F)(F)c1ccc2c(SCCCCCOC3=COC(CN4CCOCC4)=CC3=O)ccnc2c1

InChI

1S/C25H27F3N2O4S.2ClH/c26-25(27,28)18-4-5-20-21(14-18)29-7-6-24(20)35-13-3-1-2-10-33-23-17-34-19(15-22(23)31)16-30-8-11-32-12-9-30;;/h4-7,14-15,17H,1-3,8-13,16H2;2*1H
LSECOAJFCKFQJG-UHFFFAOYSA-N

Applicazioni

EHT 1864 has been used to study the regulation of the adapter protein dishevelled-1 ubiquitylation by Rac1 activity.

Azioni biochim/fisiol

EHT 1864 induces dissociation of bound nucleotides. EHT 1864 induced inhibition of Rac prevents its association with downstream effectors. It is known to prevent estrogen-induced tumor cell proliferation in breast cancer.
EHT 1864 inhibits Rac function. It prevents Aβ40 and Aβ42 production in vitro without direct inhibition of g-secretase.

Caratteristiche e vantaggi

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GTP Binding Proteins (Low Molecular Weight) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Note legali

EHT 1864 compound sold under license from ExonHit Therapeutics S.A. (www.exonhit.com)

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Wan-Yun Cheng et al.
Environmental health perspectives, 118(7), 902-908 (2010-04-24)
The mechanisms of action of many environmental agents commonly involve oxidative stress resulting from mitochondrial dysfunction. Zinc is a common environmental metallic contaminant that has been implicated in a variety of oxidant-dependent toxicological responses. Unlike ions of other transition metals
Rac1 acts in conjunction with Nedd4 and dishevelled-1 to promote maturation of cell-cell contacts
Nethe M, et al.
Journal of Cell Science, jcs-100925 (2012)
Handbook of Cell Signaling, 2851-2851 (2009)
Advances in Cancer Research, 134-134 (2011)
Charlotte Ford et al.
PLoS pathogens, 14(5), e1007051-e1007051 (2018-05-05)
Pathogens hijack host endocytic pathways to force their own entry into eukaryotic target cells. Many bacteria either exploit receptor-mediated zippering or inject virulence proteins directly to trigger membrane reorganisation and cytoskeletal rearrangements. By contrast, extracellular C. trachomatis elementary bodies (EBs)
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