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Merck

SML1409

Sigma-Aldrich

Madrasin

≥98% (HPLC)

Sinónimos:

2-(7-Methoxy-4-methyl-quinazolin-2-ylamino)-5,6-dimethyl-3H-pyrimidin-4-one, 2-[(7-Methoxy-4-methyl-2-quinazolinyl)amino]-5,6-dimethyl-4(1H)-pyrimidinone (9CI), 4(1H)-Pyrimidinone, 2-[(7-methoxy-4-methyl-2-quinazolinyl)amino]-5,6-dimethyl-(9CI), 4(3H)-Pyrimidinone, 2-[(7-methoxy-4-methyl-2-quinazolinyl)amino]-5,6-dimethyl-, DDD00107587, RNAsplicing inhibitor

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About This Item

Fórmula empírica (notación de Hill):
C16H17N5O2
Número de CAS:
Peso molecular:
311.34
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

, white to dark brown

solubility

DMSO: 0.5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CC1=NC(NC(NC(C)=C2C)=NC2=O)=NC3=CC(OC)=CC=C31

InChI

1S/C16H17N5O2/c1-8-9(2)17-16(20-14(8)22)21-15-18-10(3)12-6-5-11(23-4)7-13(12)19-15/h5-7H,1-4H3,(H2,17,18,19,20,21,22)

InChI key

QQJIYKXTEMDJFM-UHFFFAOYSA-N

Application

Madrasin has been used as a spliceosome inhibitor to inhibit pre-mRNA processing in 3T3-L1 cells.

Biochem/physiol Actions

Madrasin is a potent and cell penetrant splicing inhibitor that interferes with the early stages of spliceosome assembly. Madrasin stalls spliceosome assembly at the A complex.
Madrasin is considered toxic to the cell at a higher concentration. At its minimal concentration, madrasin is known to induce subnuclear protein localization and cause cell cycle arrest.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Andrea Pawellek et al.
The Journal of biological chemistry, 289(50), 34683-34698 (2014-10-05)
Eukaryotic pre-mRNA splicing is an essential step in gene expression for all genes that contain introns. In contrast to transcription and translation, few well characterized chemical inhibitors are available with which to dissect the splicing process, particularly in cells. Therefore
Yves Mugabo et al.
The Journal of biological chemistry, 293(18), 6736-6750 (2018-03-14)
Adipogenesis involves a complex signaling network requiring strict temporal and spatial organization of effector molecules. Molecular scaffolds, such as 14-3-3 proteins, facilitate such organization, and we have previously identified 14-3-3ζ as an essential scaffold in adipocyte differentiation. The interactome of
Andrey A Parkhitko et al.
PLoS genetics, 17(2), e1009354-e1009354 (2021-02-17)
The RB1 tumor suppressor is recurrently mutated in a variety of cancers including retinoblastomas, small cell lung cancers, triple-negative breast cancers, prostate cancers, and osteosarcomas. Finding new synthetic lethal (SL) interactions with RB1 could lead to new approaches to treating

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