552331-77-8

Basic information

• Product Name: [4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester
• Synonyms: [4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester;tert-butyl (4-forMyl-5-((4-Methoxybenzyl)oxy)pyridin-3-yl)carbaMate
• CAS NO: 552331-77-8
• Molecular Formula: C₁₉H₂₂N₂O₅
• Molecular Weight: 358
• Mol File: 552331-77-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 488.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.227±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.95±0.70(Predicted)
• CAS DataBase Reference: [4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester(552331-77-8)
• EPA Substance Registry System: [4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester(552331-77-8)

Safety Data

• Hazardous Substances Data: 552331-77-8(Hazardous Substances Data)

Usage

General Description

"[4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester" is a chemical compound with the molecular formula C21H23N3O5. It is commonly used in pharmaceutical and chemical research as a building block for the synthesis of various organic compounds. [4-Formyl-5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester is a carbamic acid ester, which means it contains a carbamic acid group and a tert-butyl ester group. The presence of the pyridine and methoxy-benzyloxy groups makes this compound a versatile intermediate for the synthesis of diverse molecules with potential pharmaceutical applications. Additionally, the formyl group provides reactivity for further derivatization, making it an important starting material for the synthesis of various biologically active compounds.

Upstream product

• 552331-75-6 [5-(4-methoxy-benzyloxy)-pyridin-3-yl]-carbamic acid tert-butyl ester 
• 107-31-3 Methyl formate 
• 552331-74-5 3-amino-5-(4-methoxy-benzyloxy)-pyridine 
• 74115-13-2 5-bromopyridine-3-ol 
• 824-94-2 p-methoxybenzyl chloride 
• 552331-73-4 3-Bromo-5-(4-methoxy-benzyloxy)-pyridine 

Downstream Products

• 552331-80-3 2-chloro-5-(4-methoxy-benzyloxy)-[1,7]naphthyridine 
• 552331-78-9 5-(4-methoxy-benzyloxy)-1H-[1,7]naphthyridin-2-one 
• 552331-81-4 5-(4-methoxy-benzyloxy)-2-pyridin-4-yl-[1,7]naphthyridine 
• 1380725-51-8 C₂₂H₂₆N₂O₆ 
• 552331-79-0 C₂₂H₂₆N₂O₆ 

Relevant articles and documents

Synthesis and structure-activity relationship of 3,4′- bispyridinylethylenes: Discovery of a potent 3-isoquinolinylpyridine inhibitor of protein kinase B (PKB/Akt) for the treatment of cancer

Structure-based design and synthesis of the 3,4′-bispyridinylethylene series led to the discovery of 3-isoquinolinylpyridine 13a as a potent PKB/Akt inhibitor with an IC50 of 1.3 nM against Akt1. Compound 13a shows excellent selectivity against distinct families of kinases such as tyrosine kinases and CAMK, and displays poor to marginal selectivity against closely related kinases in the AGC and CMGC families. Moreover, 13a demonstrates potent cellular activity comparable to staurosporine, with IC50 values of 0.42 and 0.59 μM against MiaPaCa-2 and the Akt1 overexpressing FL5.12-Akt1, respectively. Inhibition of phosphorylation of the Akt downstream target GSK3 was also observed in FL5.12-Akt1 cells with an EC50 of 1.5 μM. The X-ray structures of 12 and 13a in complex with PKA in the ATP-binding site were determined.

Kinase inhibitors

Compounds having the formula are useful for inhibiting protein kinases. Also disclosed are compositions which inhibit protein kinases and methods of inhibiting protein kinases in a patient.