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Merck
CN

SML3805

SIRT6-IN-1

≥98% (HPLC)

Synonym(s):

1,2,3,4-Tetrahydro-2,4-dioxo-N-[4-(3-pyridinyloxy)phenyl]-6-quinazolinesulfonamide, 2,4-Dioxo-N-[4-(3-pyridyloxy)phenyl]-1H-quinazoline-6-sulfonamide, 2,4-dioxo-N-(4-(pyridin-3-yloxy)phenyl)-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C19H14N4O5S
CAS Number:
Molecular Weight:
410.40
UNSPSC Code:
12352200
NACRES:
NA.21
MDL number:
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SMILES string

[S](=O)(=O)(Nc3ccc(cc3)Oc4cnccc4)c1cc2c([nH][c]([nH][c]2=O)=O)cc1

InChI

1S/C19H14N4O5S/c24-18-16-10-15(7-8-17(16)21-19(25)22-18)29(26,27)23-12-3-5-13(6-4-12)28-14-2-1-9-20-11-14/h1-11,23H,(H2,21,22,24,25)

InChI key

CNILPKOOBRBNEQ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

Quality Level

Biochem/physiol Actions

Cell penetrant, potent and selective inhibitor of SIRT6 (Sirtuin 6)
SIRT6-IN-1 (2,4-dioxo-N-(4-(pyridin-3-yloxy)phenyl)−1,2,3,4-tetrahydroquinazoline-6-sulfonamide) is a cell penetrant, potent and selective inhibitor of SIRT6 (Sirtuin 6). It improves glucose tolerance in a type 2 diabetes mouse model. SIRT6-IN-1 delays experimental autoimmune encephalomyelitis disease onset in mice.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Sirt6 inhibition delays the onset of experimental autoimmune encephalomyelitis by reducing dendritic cell migration
Journal of Neuroinflammation, 17(1), 228-228 (2020)
Sirtuin 6 inhibition protects against glucocorticoid-induced skeletal muscle atrophy by regulating IGF/PI3K/AKT signaling
Nature Communications, 13(1), 5415-5415 (2022)
Discovery of novel and selective SIRT6 inhibitors
European Journal of Medicinal Chemistry, 57(11):4796-804., 4796-4804 (2014)

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