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Merck
CN

SML2806

MALAT1-IN-5

≥95% (HPLC)

Synonym(s):

5-(4-Methoxyphenyl)-N-[(3-methoxyphenyl)methyl]-1-methyl-1H-imidazol-2-amine, Malat1 inhibitor compound 5, N-(3-Methoxybenzyl)-5-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-amine, TC SL C5

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About This Item

Empirical Formula (Hill Notation):
C19H21N3O2
CAS Number:
827327-28-6
Molecular Weight:
323.39
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD06011226

Key Documents

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SMILES string

[n]1(c(ncc1c3ccc(cc3)OC)NCc2cc(ccc2)OC)C

InChI

1S/C19H21N3O2/c1-22-18(15-7-9-16(23-2)10-8-15)13-21-19(22)20-12-14-5-4-6-17(11-14)24-3/h4-11,13H,12H2,1-3H3,(H,20,21)

InChI key

LCVOJBGSGIOMKF-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

MALAT1-IN-5 reduces the long noncoding (lnc) RNA metastasis-associated lung adenocarcinoma transcript 1 (Malat1) level (by 54% in 7 days at 1 μM; MMTV-PyMT tumors organoids) via specific interaction with Malat1 triple-helical configuration of 3′-terminal element for nuclear expression (ENE KD = 2.9 μM under physiologic ionic conditions), but not the homologous 3′-end triple-helix of Neat1 (MENβ) lncRNA. MALAT1-IN-5 decreases MMTV-PyMT organoid branching morphogenesis (by 38% in 7 days at 1 μM) and modulates the levels of Malat1-targeted mRNAs Krt16 & Csn2.
Selective metastasis-associated lung adenocarcinoma transcript 1 inhibitor that decreases tumor organoid branching and modulates Malat1-targeted mRNAs.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000121704
0000121703
0000111776

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Fardokht A Abulwerdi et al.
ACS chemical biology, 14(2), 223-235 (2019-01-09)
Metastasis-associated lung adenocarcinoma transcript 1 ( Malat1/ MALAT1, mouse/human), a highly conserved long noncoding (lnc) RNA, has been linked with several physiological processes, including the alternative splicing, nuclear organization, and epigenetic modulation of gene expression. MALAT1 has also been implicated

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