124928-47-8

Basic information

• Product Name: 3-[(Z)-2-(4-methylphenyl)-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-one
• Synonyms: 3-[(Z)-2-(4-methylphenyl)-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-one
• CAS NO: 124928-47-8
• Molecular Weight: 278.31
• Mol File: 124928-47-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-[(Z)-2-(4-methylphenyl)-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(Z)-2-(4-methylphenyl)-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-one(124928-47-8)
• EPA Substance Registry System: 3-[(Z)-2-(4-methylphenyl)-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-one(124928-47-8)

Safety Data

• Hazardous Substances Data: 124928-47-8(Hazardous Substances Data)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 55558-81-1 4-(4-methylphenyl)-2,4-dioxobutanoic acid 
• 39757-29-4 methyl 2,4-dioxo-4-p-tolylbutanoate 
• 55991-68-9 5-(p-tolyl)-2,3-dihydro-2,3-furandione 
• 175472-79-4 N-(2-Hydroxy-phenyl)-2,4-dioxo-3-[3-oxo-3,4-dihydro-1H-quinoxalin-(2Z)-ylidene]-4-p-tolyl-butyramide 
• 100-46-9 benzylamine 
• 159107-84-3 ethyl 2-hydroxy-3-oxo-5-(p-tolyl)-2,3-dihydro-2-furylacetate 
• 142682-86-8 n-butyl 2-hydroxy-3-oxo-5-(p-tolyl)-2,3-dihydrofuran-2-ylethanoate 
• 139266-65-2 (2-Hydroxy-3-oxo-5-p-tolyl-2,3-dihydro-furan-2-yl)-acetic acid methyl ester 
• 124928-29-6 4-Methoxy-benzoic acid N'-((Z)-2-hydroxy-4-oxo-4-p-tolyl-but-2-enoyl)-hydrazide 

Downstream Products

• 1289383-52-3 3-(4-methylbenzoyl)furo[3,2-b]quinoxalin-2(4H)-one 
• 356033-98-2 3-p-toluoyl-1,2,3,4-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-trione 

Relevant articles and documents

Microwave-assisted one-pot efficient synthesis of functionalized 2-oxo-2-phenylethylidenes-linked 2-oxobenzo[1, 4]oxazines and 2-oxoquino[1, 4]oxalines: Synthetic applications, antioxidant activity, SAR and cytotoxic studies

A microwave-assisted, environmentally benign green protocol for the synthesis of functionalized (Z)-3-(2-oxo-2-phenylethylidene)-3, 4-dihydro-2H-benzo[b][1, 4]oxazin-2-ones (11a-n) in excellent yields (upto 97%) and (Z)-3-(2-oxo-2-phenylethylidene)-3, 4-dihydroquinoxalin-2(1H)-ones (14a-h) (upto 96% yield) are reported. The practical applicability of developed methodology were also confirmed by the gram scale synthesis of 11a, 14c and 14e; synthesis of anticancer alkaloid Cephalandole A 16 (89% yield). All the synthesized compounds 11a-n, 14a-h and 16 were assessed for their in vitro antioxidant activities in DPPH radical scavenging and FRAP assay. In DPPH assay, compounds 11a, 14c and 14e, the most active compounds of the series, were found to show IC50 value of 10.20 ± 0.08 μg/mL, 9.89 ± 0.15 μg/mL and 8.97 ± 0.13 μg/mL, respectively in comparison with standard reference (ascorbic acid, IC50 = 4.57 μg/mL). Whereas, in FRAP antioxidant assay seven compounds (11c, 11e, 11i, 11k, 11l, 14d and 14h) displayed higher antioxidant activity in comparison to the reference standard BHT (C0.5FRAP = 546.2 μM). Moreover, the cytotoxic studies of the compounds 11a, 14c, 14e and 14h were found to be non-toxic in nature in 3T3 fibroblast cell lines using MTT assay.

Five-membered 2,3-dioxo heterocycles: LXVI. Reactions of (2Z,5Z)-1-aryl-3-hydroxy-5-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene] pent-2-ene-1,4-diones with o-phenylenediamine and hydrazine. Crystalline and molecular structure of 2-{(Z)-8,8-dimethyl

(2Z,5Z)-1-Aryl-3-hydroxy-5-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H) -ylidene]pent-2-ene-1,4-diones reacted with o-phenylenediamine and hydrazine to give 3-[(Z)-2-aryl-2-oxoethylidene]-1,2,3,4-tetrahydroquinoxalin-2-ones and 1-(3-aryl-1H-pyrazol-5-yl)-2-

FIVE-MEMBERED 2,3-DIOXOHETEROCYCLES. XXXV. REACTION OF 5-ARYL-2,3-DIHYDRO-2,3-FURANDIONES WITH KETENE ACETALS. SYNTHESIS, STRUCTURE, AND HETEROCYCLIZATION REACTIONS OF ALKYL 5-ARYL-2-HYDROXY-3-OXO-2,3-DIHYDRO-2-FURYLACETATES

Depending on the nature of the substituent in the benzene ring, in the crystalline state the products from the reaction of 5-aryl-2,3-dihydro-2,3-furandiones with ketene acetals exist in the form of either alkyl 5-aryl-2-hydroxy-3-oxo-2,3-dihydro-2-furyla