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SML1177

Sigma-Aldrich

ML323

≥98% (HPLC)

Synonym(s):

N-(4-(1H-1,2,3-Triazol-1-yl)benzyl)-2-(2-isopropylphenyl)-5-methylpyrimidin-4-amine

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About This Item

Empirical Formula (Hill Notation):
C23H24N6
CAS Number:
1572414-83-5
Molecular Weight:
384.48
UNSPSC Code:
12352200

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C23H24N6/c1-16(2)20-6-4-5-7-21(20)23-24-14-17(3)22(27-23)25-15-18-8-10-19(11-9-18)29-13-12-26-28-29/h4-14,16H,15H2,1-3H3,(H,24,25,27)

InChI key

VUIRVWPJNKZOSS-UHFFFAOYSA-N

Biochem/physiol Actions

ML323 induces viral replication in vitro and in vivo. It may act as a potential candidate for the intervention of diseases like rheumatoid arthritis and systemic lupus erythematosus.
ML323 is a potent selective inhibitor of the USP1–UAF1 deubiquitinase complex with an IC50 of 76 nM in a ubiquitin-rhodamine (Ub-Rho) assay and excellent selectivity against other human deubiquitinases (DUBs), deSUMOylase, deneddylase and unrelated proteases. Human ubiquitin-specific protease 1 (USP1) associated with UAF1 is involved in the DNA damage response in the DNA translesion synthesis and Fanconi anemia pathways as the DUB responsible for deubiquitinating PCNA, which allows DNA replication past DNA lesions, and FANCD2 and FANCI, which function in interstrand crosslink repair. ML323 was found to potentiate cisplatin cytotoxicity in non-small cell lung cancer and osteosarcoma cells.

Other Notes

ML323 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the ML323 probe summary on the Chemical Probes Portal website.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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USP1?UAF1 deubiquitinase complex stabilizes TBK1 and enhances antiviral responses
Yu Z, et al.
The Journal of Experimental Medicine, 214(12), 3553?3563-3553?3563 (2017)
Cuijuan Han et al.
Science advances, 8(3), eabj8357-eabj8357 (2022-01-22)
The production of noncanonical mRNA transcripts is associated with cell transformation. Driven by our previous findings on the sensitivity of T cell acute lymphoblastic leukemia (T-ALL) cells to SF3B1 inhibitors, we identified that SF3B1 inhibition blocks T-ALL growth in vivo

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