178114-28-8

Basic information

• Product Name: 4-(2-nitrophenyl)-2,4-dioxobutanoic acid ethyl ester
• Synonyms: 4-(2-nitrophenyl)-2,4-dioxobutanoic acid ethyl ester
• CAS NO: 178114-28-8
• Molecular Weight: 265.222
• Mol File: 178114-28-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-(2-nitrophenyl)-2,4-dioxobutanoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-nitrophenyl)-2,4-dioxobutanoic acid ethyl ester(178114-28-8)
• EPA Substance Registry System: 4-(2-nitrophenyl)-2,4-dioxobutanoic acid ethyl ester(178114-28-8)

Safety Data

• Hazardous Substances Data: 178114-28-8(Hazardous Substances Data)

Upstream product

• 577-59-3 2-acetylnitrobenzene 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 492-27-3 kinurenic acid 
• 24782-43-2 ethyl 4-hydroxyquinoline-2-carboxylate 
• 178114-27-7 ethyl 3-(2-nitrophenyl)-1H-pyrazole-5-carboxylate 
• 178114-22-2 ethyl 5-(2-aminophenyl)-1H-pyrazole-3-carboxylate 
• 109010-61-9 (2S,3'S)-2-(1-tert-butoxycarbonylmethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester 
• 86499-39-0 (2S,3'R)-2-(2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-4-phenyl-butyric acid ethyl ester 
• 367909-45-3 (2S,3'S)-2-(2'-oxo-2',3',4',5'-tetrahydro-1H-benzo[b]azepin-3'-ylamino)-4-phenylbutyric acid ethyl ester 
• 608148-63-6 4-nitrobenzenesulfonic acid (3R)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester 
• 656830-87-4 (R)-2,4-Dihydroxy-4-(2-nitro-phenyl)-butyric acid ethyl ester 
• 86541-74-4 benazepril hydrochloride 
• 608148-58-9 (2R)-2-hydroxy-4-(2-nitrophenyl)-4-oxobutyric acid ethyl ester 
• 178114-27-7 ethyl 5-(2-nitrophenyl)-1H-pyrazole-3-carboxylate 
• 446251-68-9 4-(2-nitrophenyl)-2,4-dioxobutanoic acid 

Relevant articles and documents

"Untypical aging off-flavor" in wine: Synthesis of potential degradation compounds of indole-3-acetic acid and kynurenine and their evaluation as precursors of 2-aminoacetophenone

Kynurenine (1) and indole-3-acetic acid (2) are considered as potential precursors of 2-aminoacetophenone (3), which is regarded to be the aroma impact compound causing an "untypical aging off-flavor" (UTA) in Vitis vinifera wines. The mechanism of the formation of 3 was studied using model fermentation and model sulfuration media spiked with 1 or 2 as potential precursors. Possible degradation products such as kynurenamine (4) and kynurenic acid (5), or skatole (6), 2-oxoskatole (7), 2-formamidoacetophenone (8), 2-oxindole-3-acetic acid (9), and 3-(2-formylaminophenyl)-3-oxopropionic acid (10) were evaluated by HPLC-UV of the fermentation and sulfuration media and comparison with synthesized 7, 8, 9, and 10. The synthesis of the possible precursor 4-(2-aminophenyl)-2,4-dioxobutanoic acid (11), a proposed metabolite of 1 failed because a spontaneous cyclization yields 5 and N-oxo-kynurenic acid (12), but not 11. It could be shown that the formation of 3 is triggered by an oxidative degradation of 2 after sulfuration with potassium bisulfite via the intermediates 10 and 8. However, no formation of 3 occurred during sulfuration of a model wine spiked with 1 or during fermentation of a model must spiked with 1 or 2.

AMINOPYRAZINE COMPOUNDS WITH A2A ANTAGONIST PROPERTIES

Disclosed are compounds having the structure of Formula I, or a pharmaceutically acceptable salt of any thereof, wherein: "Z", R1 and R2 are defined herein, which compounds are believed suitable for use in selectively antagonizing th

Asymmetric synthesis of ACE inhibitor-Benazepril HCl via a bioreductive reaction

An enantioselective synthesis of the potent angiotensin converting enzyme (ACE) inhibitor (2S, 3′S)-2-(1-carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H- benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester hydrochloride, Benazepril HCl 4, has been achieved through an asymmetric reduction of 4-(2-nitrophenyl)-2,4-dioxobutyric acid ethyl ester 6b employing baker's yeast as the reductive catalyst.