6326-44-9

Usage

InChI:InChI=1/C8H13NO5/c1-3-13-7(11)6(9-5-10)8(12)14-4-2/h5-6H,3-4H2,1-2H3,(H,9,10)

Upstream product

• 6829-41-0 diethyl oximinomalonate 
• 109-94-4 formic acid ethyl ester 
• 64-18-6 formic acid 
• 105-53-3 diethyl malonate 
• 6829-40-9 aminomalonic acid diethyl ester 
• 122-51-0 orthoformic acid triethyl ester 
• 91469-69-1 ethylesters of amino malonic acid 

Downstream Products

• 101583-20-4 trans-cinnamyl-formylamino-malonic acid diethyl ester 
• 16150-75-7 N-benzyl-N-(2-formylamino-2,2-bis-methoxycarbonyl-ethyl)-L-aspartic acid diethyl ester 
• 64258-95-3 ethyl 2-formamido-3-(3-indolyl)-2-carbethoxypropionate 
• 66866-40-8 (+/-)-7-benzyloxytryptophan 
• 6265-86-7 formylamino-(4-nitro-benzyl)-malonic acid diethyl ester 
• 609-36-9 rac-Pro-OH 
• 109841-80-7 formylamino-(4-sulfamoyl-benzyl)-malonic acid diethyl ester 
• 118378-67-9 2,2'-bis-formylamino-2,2'-p-xylylene-di-malonic acid tetraethyl ester 
• 7145-00-8 2-Amino-4-brom-4-pentensaeure 
• 102422-51-5 diethyl (m-(trifluoromethyl)benzyl)formamidomalonate 
• 22892-35-9 Formamido-(2.4.5-tribenzoyloxybenzyl)-malonsaeurediethylester 
• 171813-47-1 diethyl (3-indolyl)phenylmethylformamidomalonate 
• 10109-05-4 β-(1,2,4-triazol-3-yl)-DL-alanine 
• 871326-78-2 (4-tert-butyl-benzyl)-formamidomalonic acid diethyl ester 

Relevant academic research and scientific papers

Peroxisome proliferator-activated receptor-γ mediates the anti-inflammatory effect of 3-hydroxy-4-pyridinecarboxylic acid derivatives: Synthesis and biological evaluation

Seven 3-hydroxy-4-pyridinecarboxylic acid derivatives (HPs), aza-analogues of salicylic acid and structurally close to other potent inflammatory pyridine compounds such as aminopyridinylmethanols and aminopyridinamines, were synthesized, and their anti-inflammatory activity was evaluated. The synthesis was performed by adopting a general procedure involving an intramolecular Diels-Alder cycloaddition of oxazoles with acrylic acid to form various substituted pyridinic acids. The newly synthesized HPs did not exhibit cytotoxic activity on human monocytes-derived macrophages at concentrations up to 10 2 μM. Anti-inflammatory activity of the compounds was screened in vitro by evaluating the capability to inhibit cytokines release from lipopolysaccharide (LPS) stimulated human macrophages. 3-Hydroxy-1-methyl-4- pyridinecarboxylic acid (24) was found to be the most active HP. At 10 μM concentration, HP 24 reduced LPS-induced and nuclear factor-κB activation and cyclooxygenase-2 expression, while increased intracellular reactive oxygen species generation and peroxisome proliferator-activated receptor (PPAR-γ) mRNA transcript level. Indeed, pre-treatment of LPS-exposed human macrophages with PPAR-γ specific antagonist completely prevented HP 24-induced TNF-α and IL8 down regulation, demonstrating that the PPARγ pathway is mandatory for the HP 24 anti-inflammatory effect. Finally, daily treatment with HP 24 ameliorated the outcome of DSS-induced colitis in mice, significantly reducing colonic MPO activity and IL-1β tissue levels.

Improved procedure for N-formylation of amines to formamides using formic acid, oxalyl chloride and imidazole

The reaction of imidazole (15) with formyl chloride (14), generated in situ by the action of oxalyl chloride (10) on formic acid (3), afforded N-formylimidazole (7), which is a convenient formylating reagent. This procedure was used to prepare N-formyl derivatives (2) of aliphatic, aromatic and heteroaromatic amines (1) under mild conditions.