111478-86-5

Usage

Chemical Properties

White to Off-White Solid

Uses

A metabolite of Etodolac (E933090).

InChI:InChI=1/C17H19NO4/c1-3-10-6-5-7-11-14-12(19)9-22-17(4-2,8-13(20)21)16(14)18-15(10)11/h5-7,18H,3-4,8-9H2,1-2H3,(H,20,21)

Upstream product

• 111478-84-3 4-oxoetodolac methyl ester 
• 41340-25-4 etodolac 
• 22867-74-9 7-ethyl-1H-indole 
• 111478-90-1 7-ethyl-α-oxo-1H-indole-3-acetic acid ethyl ester 
• 584-08-7 potassium carbonate 
• 111478-81-0 4-aminoetodolac methyl ester 
• 111479-01-7 4-hydroxyetodolac methyl ester 
• 111478-95-6 7-ethyl-β-(formylamino)-1H-indole-3-ethanol formate 
• 111478-92-3 7-ethyl-α-(hydroxyimino)-1H-indole-3-acetic acid ethyl ester 
• 111478-93-4 α-amino-7-ethyl-1H-indole-3-acetic acid ethyl ester 
• 111478-96-7 β-formamidotryptophol 
• 111478-94-5 β-aminotryptophol 

Relevant academic research and scientific papers

Regioselective biomimetic oxidation of etodolac with iodosylbenzene catalyzed by halogenated and perhalogenated metalloporphyrins in dichloromethane

The biomimetic oxidation of etodolac, an anti-inflammatory drug (1)with iodosylbenzene catalyzed by 5,10,15,20-tetraarylporphyrinatoiron(III) chlorides TAPFe(III)Cl (7a - e) in dichloromethane gives 4-hydroxyetodolac (6) and 4-oxoetodolac (5) regioselecti

Etodolac, a novel antiinflammatory agent. The syntheses and biological evaluation of its metabolites

The syntheses of five metabolites of the antiinflammatory drug etodolac (1,8-diethyl-1,3,4,9-tetrahydropyrano-[3,4-b]indole-1-acetic acid) are described, viz. 6-hydroxyetodolac, N-methyletodolac, 4-ureidoetodolac, 8-(1'-hydroxy)etodolac, and 4-oxoetodolac. These syntheses were used to confirm the identities of the metabolites. The metabolites themselves, as well as the previously reported metabolite 7-hydroxyetodolac, were tested in a rat adjuvant edema model and in vitro for their capacity to block prostaglandin production in chondrocyte cells. All either were inactive or possessed only marginal activity. The isolation of N-methyletodolac and 4-oxoetodolac from human and rat urine, respectively, is also described.

Substituted 1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acids

Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1 and 4. The nucleus may be optionally substituted at position 8. The derivatives are useful anti-inflammatory and a