SML2974

Apilimod

Name: Apilimod
Brand: SIGMA

≥98% (HPLC), IL-12 and IL-23 inhibitor, powder

Synonyme(s) :

3-Methyl-benzaldehyde 2-[6-(4-morpholinyl)-2-[2-(2-pyridinyl)ethoxy]-4-pyrimidinyl]hydrazone, STA 5326, STA-5326

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About This Item

Formule empirique (notation de Hill) :

C₂₃H₂₆N₆O₂

Numéro CAS:

541550-19-0

Poids moléculaire :

418.49

UNSPSC Code:

51111800

NACRES:

NA.77

MDL number:

MFCD09954108

Nom du produit

Apilimod, ≥98% (HPLC)

SMILES string

N4(CCOCC4)c1nc(nc(c1)N\N=C\c3cc(ccc3)C)OCCc2ncccc2

InChI

1S/C23H26N6O2/c1-18-5-4-6-19(15-18)17-25-28-21-16-22(29-10-13-30-14-11-29)27-23(26-21)31-12-8-20-7-2-3-9-24-20/h2-7,9,15-17H,8,10-14H2,1H3,(H,26,27,28)/b25-17+

InChI key

HSKAZIJJKRAJAV-KOEQRZSOSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Catégories apparentées

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Biochem/physiol Actions

Apilimod (STA-5326) is a potent, orally active and selective inhibitor of the cytokines IL-12 and IL-23. Apilimod selectively suppresses synthesis of IL-12 and IL-23 by inhibition of phosphotransferase activity of TLR-4 regulator lipid kinase PIKfyve (phosphatidylinositol-3-phosphate 5-kinase). It suppresses Th1 cells response in vivo and reduces inflammatory histopathologic changes. Also, it exhibits strong anti COVID-19 activity in two cell lines (Vero E6:IC₅₀ < 0.08 μM; A549-ACE2:IC₅₀ = 0.007 μM). Apilimod potently reduces entry of SARS-CoV S pseudovirions on 293/hACE2 cells.

potent, orally active and selective IL-12 and IL-23 inhibitor; PIKfyve inhibitor; Exhibit strong anti COVID-19 activity in cell lines

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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PIKfyve, a class III PI kinase, is the target of the small molecular IL-12/IL-23 inhibitor apilimod and a player in Toll-like receptor signaling.

Xinming Cai et al.

Chemistry & biology, 20(7), 912-921 (2013-07-31)

Toll-like receptor (TLR) signaling is a key component of innate immunity. Aberrant TLR activation leads to immune disorders via dysregulation of cytokine production, such as IL-12/IL-23. Herein, we identify and characterize PIKfyve, a lipid kinase, as a critical player in

Characterization of spike glycoprotein of SARS-CoV-2 on virus entry and its immune cross-reactivity with SARS-CoV.

Xiuyuan Ou et al.

Nature communications, 11(1), 1620-1620 (2020-03-30)

Since 2002, beta coronaviruses (CoV) have caused three zoonotic outbreaks, SARS-CoV in 2002-2003, MERS-CoV in 2012, and the newly emerged SARS-CoV-2 in late 2019. However, little is currently known about the biology of SARS-CoV-2. Here, using SARS-CoV-2 S protein pseudovirus

The Global Phosphorylation Landscape of SARS-CoV-2 Infection.

Mehdi Bouhaddou et al.

Cell, 182(3), 685-712 (2020-07-10)

The causative agent of the coronavirus disease 2019 (COVID-19) pandemic, severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), has infected millions and killed hundreds of thousands of people worldwide, highlighting an urgent need to develop antiviral therapies. Here we present a

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