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Apilimod - ≥98%, high purity , 1-phosphatidylinositol 3-phosphate 5-kinase inhibitor, CAS No.541550-19-0, 1-phosphatidylinositol 3-phosphate 5-kinase inhibitor

Moligand™
≥98%

CAS#: 541550-19-0
Formula: C₂₃H₂₆N₆O₂
Molecular Weight: 418.49
PubChem CID: 10173277

Item Number

A340149

Grouped product items
SKU	Size	Availability	Price
A340149-25mg	25mg	In stock	$78.90
A340149-50mg	50mg	In stock	$129.90
A340149-100mg	100mg	In stock	$205.90
A340149-250mg	250mg	In stock	$463.90
A340149-1g	1g	In stock	$1,668.90

a potent inhibitor of cytokines IL-12 and IL-23 production which are potential regulators of certain autoimmune and inflammatory diseases

View related series

phosphoinositide kinase，FYVE-type zinc finger containing Inhibitor

Basic Description

Synonyms	Apilimod\|541550-19-0\|STA 5326\|STA-5326\|Apilimod [INN]\|UNII-GFW2K84S4L\|STA5326\|GFW2K84S4L\|N-[(E)-(3-methylphenyl)methylideneamino]-6-morpholin-4-yl-2-(2-pyridin-2-ylethoxy)pyrimidin-4-amine\|APILIMOD [WHO-DD]\|SCHEMBL426299\|CHEMBL4297643\|EX-A908\|BDBM50590927
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	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 (pho
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Grade	Moligand™
Action Type	INHIBITOR
Mechanism of action	1-phosphatidylinositol 3-phosphate 5-kinase inhibitor
Product Description	Apilimod is a potent inhibitor of the cytokines IL-12 and IL-23 production. IL-12 and IL-23 are potential regulators of certain autoimmune and inflammatory diseases.\|The following water-soluble salt forms are also available:\|Apilimod Hydrochloride \|Apilimod mesylate

Product Properties

ALogP	3.8

Associated Targets

HDAC6 Tclin Histone deacetylase 6 0 Activities

Discover Target: HDAC6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PIKFYVE Tchem 1-phosphatidylinositol 3-phosphate 5-kinase 2 Activities

Discover Target: PIKFYVE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	N-[(E)-(3-methylphenyl)methylideneamino]-6-morpholin-4-yl-2-(2-pyridin-2-ylethoxy)pyrimidin-4-amine
INCHI	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
Canonical SMILES	CC1=CC(=CC=C1)C=NNC2=CC(=NC(=N2)OCCC3=CC=CC=N3)N4CCOCC4
Isomeric SMILES	CC1=CC(=CC=C1)/C=N/NC2=CC(=NC(=N2)OCCC3=CC=CC=N3)N4CCOCC4
PubChem CID	10173277
Molecular Weight	418.49

Database links

CAS Registry No.	541550-19-0
PubChem CID	10173277

Certificates

Certificate of Analysis(COA)

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5 results found

Lot Number	Certificate Type	Date	Item
B2318896	Certificate of Analysis	Jan 16, 2023	A340149
B2318956	Certificate of Analysis	Jan 16, 2023	A340149
B2318957	Certificate of Analysis	Jan 16, 2023	A340149
B2318959	Certificate of Analysis	Jan 16, 2023	A340149
B2318961	Certificate of Analysis	Jan 16, 2023	A340149

Chemical and Physical Properties

Solubility	insoluble in H2O； ≥17.9 mg/mL in DMSO； ≥6.86 mg/mL in EtOH with ultrasonic
Melt Point(°C)	70-80° C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H302:Harmful if swallowed
Precautionary Statements	P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help.

References

1. Wada Y, Lu R, Zhou D, Chu J, Przewloka T, Zhang S, Li L, Wu Y, Qin J, Balasubramanyam V et al.. (2007) Selective abrogation of Th1 response by STA-5326, a potent IL-12/IL-23 inhibitor.. Blood, 109 (3): (1156-64). [PMID:17053051]
2. Wada Y, Cardinale I, Khatcherian A, Chu J, Kantor AB, Gottlieb AB, Tatsuta N, Jacobson E, Barsoum J, Krueger JG. (2012) Apilimod inhibits the production of IL-12 and IL-23 and reduces dendritic cell infiltration in psoriasis.. PLoS ONE, 7 (4): (e35069). [PMID:22493730]
3. Cai X, Xu Y, Cheung AK, Tomlinson RC, Alcázar-Román A, Murphy L, Billich A, Zhang B, Feng Y, Klumpp M et al.. (2013) 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.. Chem Biol, 20 (7): (912-21). [PMID:23890009]
4. Gayle S, Landrette S, Beeharry N, Conrad C, Hernandez M, Beckett P, Ferguson SM, Mandelkern T, Zheng M, Xu T et al.. (2017) Identification of apilimod as a first-in-class PIKfyve kinase inhibitor for treatment of B-cell non-Hodgkin lymphoma.. Blood, 129 (13): (1768-1778). [PMID:28104689]
5. Nelson EA, Dyall J, Hoenen T, Barnes AB, Zhou H, Liang JY, Michelotti J, Dewey WH, DeWald LE, Bennett RS et al.. (2017) The phosphatidylinositol-3-phosphate 5-kinase inhibitor apilimod blocks filoviral entry and infection.. PLoS Negl Trop Dis, 11 (4): (e0005540). [PMID:28403145]
6. Baranov MV, Bianchi F, van den Bogaart G. (2020) The PIKfyve Inhibitor Apilimod: A Double-Edged Sword against COVID-19.. Cells, 10 (1): (30). [PMID:33375410]
7. Qiu S, Leung A, Bo Y, Kozak RA, Anand SP, Warkentin C, Salambanga FDR, Cui J, Kobinger G, Kobasa D et al.. (2018) Ebola virus requires phosphatidylinositol (3,5) bisphosphate production for efficient viral entry.. Virology, 513 (3): (17-28). [PMID:29031163]
8. Logue J, Chakraborty AR, Johnson R, Goyal G, Rodas M, Taylor LJ, Baracco L, McGrath ME, Haupt R, Furlong BA et al.. (2022) PIKfyve-specific inhibitors restrict replication of multiple coronaviruses in vitro but not in a murine model of COVID-19.. Commun Biol, 5 (1): (808). [PMID:35962188]
9. Baranov MV, Bianchi F, Schirmacher A, van Aart MAC, Maassen S, Muntjewerff EM, Dingjan I, Ter Beest M, Verdoes M, Keyser SGL et al.. (2019) The Phosphoinositide Kinase PIKfyve Promotes Cathepsin-S-Mediated Major Histocompatibility Complex Class II Antigen Presentation.. iScience, 11 (3): (160-177). [PMID:30612035]
10. Ianevski A, Yao R, Fenstad MH, Biza S, Zusinaite E, Reisberg T, Lysvand H, Løseth K, Landsem VM, Malmring JF et al.. (2020) Potential Antiviral Options against SARS-CoV-2 Infection.. Viruses, 12 (6): (589-97). [PMID:32545799]

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