1592003-23-0

Basic information

• Product Name: t-butyl [2-{5-(2-hydroxy-4-methoxybenzoyl)-2-oxopyridin-1(2H)-yl}ethyl]carbamate
• Synonyms: t-butyl [2-{5-(2-hydroxy-4-methoxybenzoyl)-2-oxopyridin-1(2H)-yl}ethyl]carbamate
• CAS NO: 1592003-23-0
• Molecular Weight: 388.42
• Mol File: 1592003-23-0.mol

Chemical Properties

• CAS DataBase Reference: t-butyl [2-{5-(2-hydroxy-4-methoxybenzoyl)-2-oxopyridin-1(2H)-yl}ethyl]carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: t-butyl [2-{5-(2-hydroxy-4-methoxybenzoyl)-2-oxopyridin-1(2H)-yl}ethyl]carbamate(1592003-23-0)
• EPA Substance Registry System: t-butyl [2-{5-(2-hydroxy-4-methoxybenzoyl)-2-oxopyridin-1(2H)-yl}ethyl]carbamate(1592003-23-0)

Safety Data

• Hazardous Substances Data: 1592003-23-0(Hazardous Substances Data)

Upstream product

• 55593-64-1 C₁₂H₈O₅ 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 42059-48-3 acetic acid 4-acetyl-3-hydroxyphenyl ester 
• 42059-49-4 7-Acetoxychromone-3-carboxaldehyde 
• 57260-73-8 N-BOC-1,2-diaminoethane 
• 1402155-26-3 ethyl (2E)-3-(7-methoxy-4-oxo-4H-1-benzopyran-3-yl)acrylate 

Relevant articles and documents

Tacrine-(hydroxybenzoyl-pyridone) hybrids as potential multifunctional anti-Alzheimer's agents: AChE inhibition, antioxidant activity and metal chelating capacity

Three novel potentially site-activated multitarget tacrine-(hydroxybenzoyl-pyridone) (TAC-HBP) hybrids were designed, synthesized and evaluated as acetylcholinesterase (AChE) inhibitors, antioxidants and biometal chelators. All of them are dual-binding site AChE inhibitors with activity in sub-micromolar range (IC50?=?0.57–0.78?μM), which is comparable to the parent tacrine, and have good 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging capacity (EC50?=?204–249?μM) conferred by the hydroxybenzoyl-pyridone (HBP) moiety. Their chelating capacity towards redox-active and/or amyloid-β-binding metal ions (Fe(III), Cu(II)), Zn(II)) was evaluated by using 2′-hydroxy-4′-methoxybenzoyl-2-pyridone derivative as a model compound in 30% w/w DMSO/water medium. It was proved that the HBP moiety acts as a moderate/good chelator of these biometals (pFe?=?13.9, pCu?=?6.0 and pZn?=?6.0 at pH?6.0, CL/CM?=?10, CM?=?10??6?M), being able to form complexes with β-phenol-keto coordination mode, and that this chelating ability is preserved in the TAC-HBP hybrids.

Synthesis and evaluation of c-Src kinase inhibitory activity of pyridin-2(1H)-one derivatives

Src kinase, a prototype member of the Src family of kinases (SFKs), is over-expressed in various human tumors, and has become a target for anticancer drug design. In this perspective, a series of eighteen 2-pyridone derivatives were synthesized and evaluated for their c-Src kinase inhibitory activity. Among them, eight compounds exhibited c-Src kinase inhibitory activity with IC 50 value of less than 25 μM. Compound 1-[2-(dimethylamino)ethyl]- 5-(2-hydroxy-4-methoxybenzoyl)pyridin-2(1H)-one (36) exhibited the highest c-Src kinase inhibition with an IC50 value of 12.5 μM. Furthermore, the kinase inhibitory activity of compound 36 was studied against EGFR, MAPK and PDK, however no significant activity was observed at the highest tested concentration (300 μM). These results provide insights for further optimization of this scaffold for designing the next generation of 2-pyridone derivatives as candidate Src kinase inhibitors.