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Merck
CN

SML3029

HG-9-91-01

>95% (HPLC)

Synonym(s):

1-(2,4-Dimethoxyphenyl)-3-(2,6-dimethylphenyl)-1-(6-(4-(4-methylpiperazin-1-yl)phenylamino)pyrimidin-4-yl)urea, HG 9-91-01, N-(2,4-Dimethoxyphenyl)-N′-(2,6-dimethylphenyl)-N-[6-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]urea

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About This Item

Empirical Formula (Hill Notation):
C32H37N7O3
CAS Number:
1456858-58-4
Molecular Weight:
567.68
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD28167714

Key Documents

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InChI

1S/C32H37N7O3/c1-22-7-6-8-23(2)31(22)36-32(40)39(27-14-13-26(41-4)19-28(27)42-5)30-20-29(33-21-34-30)35-24-9-11-25(12-10-24)38-17-15-37(3)16-18-38/h6-14,19-21H,15-18H2,1-5H3,(H,36,40)(H,33,34,35)

SMILES string

O=C(NC1=C(C)C=CC=C1C)N(C2=CC=C(OC)C=C2OC)C3=CC(NC4=CC=C(N5CCN(C)CC5)C=C4)=NC=N3

InChI key

UYUHRKLITDJEHB-UHFFFAOYSA-N

assay

>95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

HG-9-91-01 is an ATP site-targeting WH-4-023 (KIN112) structural analog that inhibits salt-inducible kinases (SIKs) with improved potency (IC50 = 0.6/6.6/9.6 nM against SIK1/2/3) and selectivity, exhibiting significant inhibitory activity only against 4 kinases among a panel of 108 (% inhibition at 100 nM ∼85/EPHA2, 88/EPHA4, 91/Src, 88/YES1) and much reduced or little potency toward the others (by <67% inhibition at 100 nM), including AMPK-related kinases BTK, MARK and NUAK. HG-9-91-01 (500 nM) enhances LPS-induced IL-10 production, while suppresses proinflammatory cytokine secretion from murine marrow-derived macrophages & dendritic cells (BMDMs & BMDCs) as well as primary human macrophages in a CRTC3-dependent manner. A useful tool for studying SIKs-mediated cellular signaling events.
Potent and selective inhibitor against salt-inducible kinases SIK1, SIK2, and SIK3

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
0000137448
0000137449
0000130179

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