ChemicalBook--->CAS DataBase List--->754240-09-0

754240-09-0

754240-09-0 Structure

754240-09-0 Structure
IdentificationBack Directory
[Name]

EHT1864
[CAS]

754240-09-0
[Synonyms]

CS-1239
CS-1343
EHT 1864
EHT-1864 2HCl
EHT 1864, >=98%
EHT-1864;EHT-1864
EHT1864 USP/EP/BP
5-(5-(7-(Trifluoromethyl)quinolin-4-ylthio)pentyloxy)-2-(morpholinomethyl)-4H-pyran-4-one dihydrochloride
2-(morpholin-4-ylmethyl)-5-[5-[7-(trifluoromethyl)quinolin-4-yl]sulfanylpentoxy]pyran-4-one,dihydrochloride
2-(Morpholinomethyl)-5-((5-((7-(trifluoromethyl)quinolin-4-yl)thio)pentyl)oxy)-4H-pyran-4-one dihydrochloride
2-(4-morpholinylmethyl)-5-[[5-[[7-(trifluoromethyl)-4-quinolinyl]thio]pentyl]oxy]-4H-pyran-4-one,hydrochloride (1:2)
4H-Pyran-4-one,2-(4-morpholinylmethyl)-5-[[5-[[7-(trifluoromethyl)-4-quinolinyl]thio]pentyl]oxy]-,hydrochloride (1:2)
[Molecular Formula]

C25H27F3N2O4S2HCl
[MDL Number]

MFCD11114384
[MOL File]

754240-09-0.mol
Chemical PropertiesBack Directory
[Melting point ]

>195°C (dec.)
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble10mg/mL, clear
[form ]

powder
[color ]

white to beige
[CAS DataBase Reference]

754240-09-0
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

EHT 1864 is an inhibitor of the Rac subfamily of Rho GTPases, that binds to Rac1, Rac1b, Rac2, and Rac3 with Kd values of 40, 50, 50, and 250 nM, respectively. It can reverse transformation of NIH 3T3 fibroblasts caused by constitutively activated Rac1, as well as Rac-dependent transformation caused by Tiam1 or Ras. EHT 1864 inhibits APP processing by γ-secretase, reducing Αβ40 and Αβ42 accumulation. It blocks breast cancer cell invasion in a collagen matrix assay and, at 10 μM, increases the size but decreases the density of dendritic spines of hippocampal neurons in culture.
[Biological Activity]

Inhibitor of Rac family GTPases. Blocks activation by direct binding to Rac1, Rac1b, Rac2 and Rac3 (K D values are 40, 50, 60 and 250 nM respectively). Inhibits Rac, Ras and Tiam-induced growth transformation of NIH-3T3 fibroblasts. Reduces β -amyloid peptide production in vivo .
[Biochem/physiol Actions]

EHT 1864 inhibits Rac function. It prevents Aβ40 and Aβ42 production in vitro without direct inhibition of g-secretase.
[storage]

Store at -20°C
[References]

[1] shutes a, onesto c, picard v, et al. specificity and mechanism of action of eht 1864, a novel small molecule inhibitor of rac family small gtpases. journal of biological chemistry, 2007, 282(49): 35666-35678.
Spectrum DetailBack Directory
[Spectrum Detail]

EHT1864(754240-09-0)1HNMR
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