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Merck
CN

SML1409

Madrasin

≥98% (HPLC)

Synonym(s):

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

Empirical Formula (Hill Notation):
C16H17N5O2
CAS Number:
374913-63-0
Molecular Weight:
311.34
NACRES:
NA.77
PubChem Substance ID:
329825856
UNSPSC Code:
12352200
MDL number:
MFCD02233199

Key Documents

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Product Name

Madrasin, ≥98% (HPLC)

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)

SMILES string

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

InChI key

QQJIYKXTEMDJFM-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

, white to dark brown

solubility

DMSO: 0.5 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

Related Categories

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 a potent and cell penetrant splicing inhibitor.
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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

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
0000134359
0000086060
0000086061
0000017032
0000010605

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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
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
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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