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Merck
CN

SML2974

Apilimod

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

Synonym(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

Empirical Formula (Hill Notation):
C23H26N6O2
CAS Number:
541550-19-0
Molecular Weight:
418.49
MDL number:
MFCD09954108
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Product Name

Apilimod, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

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

Related Categories

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000402335
0000402336
0000358314
0000339500
0000358314

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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
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
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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