1258861-20-9

1258861-20-9 structure

Name: LY2940680
Chemical Name: 4-fluoro-N-methyl-N-[1-[4-(2-methylpyrazol-3-yl)phthalazin-1-yl]piperidin-4-yl]-2-(trifluoromethyl)benzamide
CAS Number: 1258861-20-9
Molecular Formula: C₂₆H₂₄F₄N₆O
Molecular Weight: 512.502
Catalog: Biochemical Inhibitor Stem Cells & Wnt Signaling Paths (Stem Cells & Wnt) Hedgehog/Smoothened Inhibitor
Create Date: 2016-12-05 06:23:23
Modify Date: 2024-01-11 10:30:47
Taladegib (LY2940680) is an antagonist of the smoothened receptor.

Name	4-fluoro-N-methyl-N-[1-[4-(2-methylpyrazol-3-yl)phthalazin-1-yl]piperidin-4-yl]-2-(trifluoromethyl)benzamide
Synonyms	Taladegib 4-Fluoro-N-methyl-N-{1-[4-(1-methyl-1H-pyrazol-5-yl)-1-phthalazinyl]-4-piperidinyl}-2-(trifluoromethyl)benzamide LY 2940680 LY2940680 4-fluoro-N-methyl-N-(1-(4-(1-methyl-1H-pyrazol-5-yl)phthalazin-1-yl)piperidin-4-yl)-2-(trifluoromethyl)benzamide Benzamide, 4-fluoro-N-methyl-N-[1-[4-(1-methyl-1H-pyrazol-5-yl)-1-phthalazinyl]-4-piperidinyl]-2-(trifluoromethyl)-

Description	Taladegib (LY2940680) is an antagonist of the smoothened receptor.
Related Catalog	Signaling Pathways >> Stem Cell/Wnt >> Smo Research Areas >> Cancer
Target	Smo[1]
In Vitro	Taladegib, a small-molecule antagonist of the smoothened receptor, shows a slight inhibitory effect on cell proliferation without differences between mucin- (IC50: Taladegib=49.8±4.5 μM) and mixed- Cholangiocarcinoma (CCA) (IC50: Taladegib=61.2±21.1 μM)[1]. The IC50 for Taladegib inhibition of [3H]MRT-92 binding is right shifted (3- to 100-fold) for the S387AECL2, L325F3.36f, and D473H6.54f mutants but did not differ from that of WT receptor for the other mutants. The ability of SANT-1 to inhibit [3H]MRT-92 binding to V329F3.40f and T466F6.47f mutants is abolished, and it is severely impaired for L325F3.40f, I408F5.51f, and M525G7.45f mutants (4- to 140-fold drop of the IC50), but is not modified for the S387AECL2 mutant. Taken together, these data confirm our docking hypothesis that MRT-92-binding mode differs from that of either Taladegib or SANT-1 by simultaneously occupying binding sites 1 and 2[2].
References	[1]. Fraveto A, et al, Sensitivity of Human Intrahepatic Cholangiocarcinoma Subtypes to Chemotherapeutics and Molecular Targeted Agents: A Study on Primary Cell Cultures. PLoS One. 2015 Nov 16;10(11):e0142124. [2]. Hoch L, et al. MRT-92 inhibits Hedgehog signaling by blocking overlapping binding sites in the transmembrane domain of the Smoothened receptor. FASEB J. 2015 May;29(5):1817-29. [3]. Ma W, et al. Reduced Smoothened level rescued Aβ-induced memory deficits and neuronal inflammation in animal models of Alzheimer's disease. J Genet Genomics. 2018 May 20;45(5):237-246.

Density	1.4±0.1 g/cm3
Boiling Point	703.5±60.0 °C at 760 mmHg
Molecular Formula	C₂₆H₂₄F₄N₆O
Molecular Weight	512.502
Flash Point	379.3±32.9 °C
Exact Mass	512.194763
PSA	67.15000
LogP	2.70
Vapour Pressure	0.0±2.2 mmHg at 25°C
Index of Refraction	1.634
Storage condition	-20°C

Hazard Codes	Xi

1258861-50-5

189807-21-4

~83%

1258861-20-9

Literature: US2010/324048 A1, ; Page/Page column 6 ;

Precursor 1
189807-21-4
DownStream 0

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