C0494

Cambinol

≥97% (HPLC), white, powder

• Synonyme(s) : 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone, NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone
• Formule empirique (notation de Hill): C₂₁H₁₆N₂O₂S
• Numéro CAS: 14513-15-6
• Poids moléculaire : 360.43
• Numéro MDL: MFCD09057543
• Code UNSPSC : 12352200
• ID de substance PubChem : 329774799
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥97% (HPLC)
• Forme: powder
• Couleur: white
• Solubilité: DMSO: ≥10 mg/mL
• Température de stockage: room temp
• Chaîne SMILES: Oc1ccc2ccccc2c1CC3=C(NC(=S)NC3=O)c4ccccc4
• InChI: 1S/C21H16N2O2S/c24-18-11-10-13-6-4-5-9-15(13)16(18)12-17-19(14-7-2-1-3-8-14)22-21(26)23-20(17)25/h1-11,24H,12H2,(H2,22,23,25,26)
• Clé InChI: RVNSQVIUFZVNAU-UHFFFAOYSA-N

Description

Application

Cambinol has been used:

• as an inhibitor of sirutins (SIRT1 and 2) in hepatocarcinoma cell lines to test its effect on cellular viability and colony formation
• as a SIRT1 and SIRT2 inhibitor to test its effect on frizzled 7 (FZD7) expression in the breast cancer cells MDA-MB-231 and T-47D cells
• as a sirutin inhibitor in L929 cells to test its protective effect against tumor necrosis factor (TNF)-induced cell death

Actions biochimiques/physiologiques

Cambinol is a Sirtuin (Human Silent Information Regulator) Type 1/2 Inhibitor. Sirtuins are structurally and mechanistically unrelated to HDACs Class 1 & 2 deacetylases but share many protein targets. HDAC is a large complex enzyme family involved in epigenetic-control of gene expression. Sirt2 has an IC₅₀ equal to 59 μM.

Cambinol, a β-naphthol compound, elicits antitumor activity and impairs the mitogen-activated protein kinase (MAPK) signaling. It has ability to inhibit the secretion of inflammatory cytokines including the tumor necrosis factor and interleukins. Cambinol can be a potential therapeutic agent for treating inflammatory diseases. It also aids protection in events of endotoxic and septic shock.

Caractéristiques et avantages

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Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves