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SML0661

Sigma-Aldrich

ML216

≥98% (HPLC)

Synonym(s):

1-(4-Fluoro-3-(trifluoromethyl)phenyl)-3-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)urea

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About This Item

Empirical Formula (Hill Notation):
C15H9F4N5OS
Molecular Weight:
383.32
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

light orange to dark orange

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

Application

ML216 has been used in cell proliferation assays.

Biochem/physiol Actions

ML216 is a 4-F-phenyl analog. It blocks cell proliferation of BLM-proficient fibroblast cells (PSNF5) and shows very less effects on BLM-deficient fibroblast cells (PSNG13).
ML216 is a membrane permeable selective inhibitor of Bloom (BLM) helicase, a member of the RecQ DNA helicase family. Bloom′s syndrome, caused by a mutation in BLM, is associated with susceptibility to cancer, growth retardation, immunodeficiency, sunlight sensitivity, and fertility defects. ML216 is selective for BLM over other members of the RecQ family, especially in vivo, and appears to act at the BLM-nucleic acid substrate binding site, inhibiting DNA binding and blocking BLM′s helicase activity. ML216 could be useful in studies of tumor cells depending on the ALT (alternative lengthening of telomeres) mechanism for telomere maintenance rather than on telomerase, which are proposed to be susceptible to BLM inhibition.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

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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Xiangrong Chen et al.
eLife, 10 (2021-03-02)
BLM (Bloom syndrome protein) is a RECQ-family helicase involved in the dissolution of complex DNA structures and repair intermediates. Synthetic lethality analysis implicates BLM as a promising target in a range of cancers with defects in the DNA damage response;
Synthesis and SAR studies of 5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine derivatives as potent inhibitors of Bloom Helicase.
Rosenthal AS, et al.
Bioorganic & Medicinal Chemistry Letters, 23(20), 5660-5666 (2013)
Probe Reports from the NIH Molecular Libraries Program (2010)
Characterization of the EBV-Induced Persistent DNA Damage Response.
Hafez AY and Luftig MA
Viruses, 9(12), 366-366 (2017)
Rohit Prakash et al.
Nature communications, 12(1), 4255-4255 (2021-07-14)
Homology-directed repair (HDR), a critical DNA repair pathway in mammalian cells, is complex, leading to multiple outcomes with different impacts on genomic integrity. However, the factors that control these different outcomes are often not well understood. Here we show that
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