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Merck
CN

SML3094

SGC-SMARCA-BRDVIII

≥98% (HPLC)

Synonym(s):

1,1-Dimethylethyl 4-[3-amino-6-(2-hydroxyphenyl)-4-pyridazinyl]-1-piperazinecarboxylate, tert-Butyl 4-[3-amino-6-(2-hydroxyphenyl)pyridazin-4-yl]piperazine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C19H25N5O3
CAS Number:
1997319-84-2
Molecular Weight:
371.43
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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InChI

1S/C19H25N5O3/c1-19(2,3)27-18(26)24-10-8-23(9-11-24)15-12-14(21-22-17(15)20)13-6-4-5-7-16(13)25/h4-7,12,25H,8-11H2,1-3H3,(H2,20,22)

InChI key

AQTNUGRRZDRZIA-UHFFFAOYSA-N

SMILES string

O=C(N1CCN(CC1)C2=C(N)N=NC(C3=CC=CC=C3O)=C2)OC(C)(C)C

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Potent, SMARCA2/4 and PB1(5) BRDs-selective SWI/SNF bromodomain inhibitor that blocks adipogenesis with a >10-fold potency than PFI-3.
SGC-SMARCA-BRDVIII is a potent, SMARCA2/4 and PB1(bromo 5)-selective SWI/SNF bromodomain (BRD) inhibitor that effectively blocks adipocyte differentiation in 3T3-L1 murine fibroblast cultures (1 μM) by preventing the expression of key adipogenesis genes, including PPARγ, C/EBPα, and FABP4, with a >10-fold higher potency than PFI-3.

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
0000129136
0000129137
0000126710

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Marek Wanior et al.
Journal of medicinal chemistry, 63(23), 14680-14699 (2020-11-21)
Accessibility of the human genome is modulated by the ATP-driven SWI/SNF chromatin remodeling multiprotein complexes BAF (BRG1/BRM-associated factor) and PBAF (polybromo-associated BAF factor), which involves reading of acetylated histone tails by the bromodomain-containing proteins SMARCA2 (BRM), SMARCA4 (BRG1), and polybromo-1.

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