5415-56-5

Basic information

• Product Name: (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one
• Synonyms: 4-(3,4-dimethoxybenzylidene)-2-phenyl-4,5-dihydro-1,3-oxazol-5-one; 5(4H)-oxazolone, 4-[(3,4-dimethoxyphenyl)methylene]-2-phenyl-, (4Z)-
• CAS NO: 5415-56-5
• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.316
• Mol File: 5415-56-5.mol

Chemical Properties

• Boiling Point: 457.6°C at 760 mmHg
• Flash Point: 199°C
• Density: 1.2g/cm³
• Vapor Pressure: 1.47E-08mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one(5415-56-5)
• EPA Substance Registry System: (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one(5415-56-5)

Safety Data

• Hazardous Substances Data: 5415-56-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one is used as a building block for the synthesis of various organic compounds and pharmaceuticals. Its unique structure and functional groups contribute to the development of new drugs with diverse therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one is utilized as a key component in the design and synthesis of novel molecules with potential therapeutic properties. Its derivatives have been investigated for their anti-inflammatory, antitumor, and antimicrobial activities, showcasing its versatility in drug discovery.
Used in Drug Discovery:
(4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one plays a crucial role in drug discovery, as its derivatives exhibit promising biological activities. (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one's potential applications in treating various diseases, including inflammation, cancer, and infections, make it a valuable asset in the search for new therapeutic agents.
Used in Anticancer Applications:
While not explicitly mentioned in the provided materials, given the compound's potential pharmacological activities and its use in medicinal chemistry, it can be inferred that (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one may also be used as an anticancer agent. Its derivatives could be employed for their antitumor properties, contributing to the development of novel cancer treatments.
Used in Antimicrobial Applications:
Similarly, the compound's potential antimicrobial properties suggest that (4Z)-4-(3,4-dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one could be used in the development of new antibiotics or antifungal agents, addressing the growing need for novel treatments against drug-resistant infections.

Upstream product

• 495-69-2 Hippuric Acid 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 67101-90-0 1,2-dimethoxy-4-<<(4-methylphenyl)imino>methyl>benzene 
• 27895-67-6 N-(3,4-dimethoxybenzylidene)aniline 
• 82363-24-4 (3,4-dimethoxybenzylidene)-(4-methoxyphenyl)amine 
• 38608-18-3 4-chloro-N-(3,4-dimethoxyphenyl)methylenebenzenamine 
• 82363-27-7 3,4-dimethoxybenzal-4-bromoaniline 
• 1199-01-5 2-phenylazlactone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 21873-14-3 4-(4,5-dimethoxy-2-nitro-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 136713-08-1 3-(Benzooxazol-2-ylamino)-5-[1-(3,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 121507-90-2 5-[1-(3,4-Dimethoxy-phenyl)-meth-(Z)-ylidene]-3-(5,6-diphenyl-[1,2,4]triazin-3-ylamino)-2-phenyl-3,5-dihydro-imidazol-4-one 
• 121507-86-6 N-{(Z)-2-(3,4-Dimethoxy-phenyl)-1-[N'-(5,6-diphenyl-[1,2,4]triazin-3-yl)-hydrazinocarbonyl]-vinyl}-benzamide 
• 140935-57-5 2-(Benzooxazol-2-ylsulfanyl)-N-{4-[1-(3,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-acetamide 
• 140935-47-3 2-(Benzothiazol-2-ylsulfanyl)-N-{4-[1-(3,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-acetamide 
• 97856-46-7 N-[2-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-vinyl]-benzamide 
• 132653-57-7 2-(3,4-dimethoxybenzyl)-2-benzamidoethylamine 
• 136712-93-1 3-(Benzothiazol-2-ylamino)-5-[1-(3,4-dimethoxy-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 1266659-72-6 N-[2-(benzoylamino)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]alanine 
• 895030-33-8 1-(2-naphthyl)-2-phenyl-4-(4',5'-dimethoxybenzylidene)-imidazol-5-one 

Relevant articles and documents

Design, Synthesis, and Antimicrobial Activity of Novel Fluorine-Containing Imidazolones

Abstract: A simple synthetic protocol have been developed for the preparation of novelN-(4-benzylidene-5-oxo-2-phenyl-4,5-dihydro-1H-imidazol-1-yl)-N′-phenylthiourea derivatives by the reaction of4-benzylidene-2-phenyl-4,5-dihydro-1,3-oxazol-5-ones with N

Base Induced Condensation of Malononitrile with Erlenmeyer Azlactones: An Unexpected Synthesis of Multi-Substituted Δ2-Pyrrolines and Their Cytotoxicity

An efficient, metal free approach to synthesize multi-substituted Δ2-pyrroline derivatives by mild base catalyzed cyclocondensation of malononitrile with Erlenmeyer azlactones via 1,2 addition was developed. The modularity of this reaction was used to assemble a range of poly-substituted pyrrolines. Further, synthesized products were screened for cytotoxic properties on different cancer cell lines such as A549 (Human lung adenocarcinoma cells), HeLa (Human cervical adenocarcinoma cells), Jurkat (Human chronic myeloid leukemia cells) and K562 (Human leukemic T cell Lymphoblast cells). Among the synthesized library of compounds, 6f and 6q displayed potent cytotoxic activity.

Novel diamide-based benzenesulfonamides as selective carbonic anhydrase ix inhibitors endowed with antitumor activity: Synthesis, biological evaluation and in silico insights

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Orthopalladation of GFP-Like Fluorophores Through C–H Bond Activation: Scope and Photophysical Properties

The luminescence of oxazolones R1-C6H4CH=CC(O)O-CN(R2) (1a–1j) and imidazolones R1-C6H4CH=CC(O)NR3CN(R2) (1k–1q) has been examined. The new GFP-like imidazo

Microwave-assisted efficient synthesis of azlactones using zeolite NaY as a reusable heterogeneous catalyst

The efficient preparation of azlactones in the presence of zeolite NaY has been reported. This heterogeneous catalyst was used for efficient synthesis of azlactone derivatives with Ac2O as a condensing agent under microwave irradiation and solvent-free co

Microwave-assisted efficient and mild synthesis of azlactone derivatives

(Formula presented) A convenient and mild procedure for the synthesis of azlactones in the presence of catalytic amounts of calcium hydrogen phosphate as a green, inexpensive and environmentally benign catalyst has been demonstrated. The present protocol is operationally simple and offers some advantages such as good yields, short reaction time, simple work-up, low cost and reusability of catalyst, which makes this method mild and eco-friendly.

Resolving Electronic Transitions in Synthetic Fluorescent Protein Chromophores by Magnetic Circular Dichroism

The detailed electronic structures of fluorescent chromophores are important for their use in imaging of living cells. A series of green fluorescent protein chromophore derivatives is examined by magnetic circular dichroism (MCD) spectroscopy, which allows the resolution of more bands than plain absorption and fluorescence. Observed spectral patterns are rationalized with the aid of time-dependent density functional theory (TDDFT) computations and the sum-over-state (SOS) formalism, which also reveals a significant dependence of MCD intensities on chromophore conformation. The combination of organic and theoretical chemistry with spectroscopic techniques also appears useful in the rational design of fluorescence labels and understanding of the chromophore's properties. For example, the absorption threshold can be heavily affected by substitution on the phenyl ring but not much on the five-member ring, and methoxy groups can be used to further tune the electronic levels.

Efficient synthesis of 5(4H)-imidazolones and IN VITRO antifungal activity studies against selected phytopathogens

A series of five new 1-(substituted phenyl)-2-phenyl-4-(substituted benzylidine)imidazole-5-one derivatives (or) 5(4H)-imidazolones I have been synthesized adopting SiO2, Al2O3-90 and Y-faujasite (Y-H type) zeolite as cata

Synthesis, characterization and anticonvulsant activity of substituted imidazolinone derivatives

The reaction of glycine with benzoylchloride gave 2-benzamidoacetic acid (1) which on reaction with substituted benzaldehydes in presence of acetic anhydride and anhydrous sodium acetate gave 4-benzylidene-2-phenyloxazol-5(4H)-one derivatives (2a-h). 4-Ni

Sonochemical hot-spot assisted one-pot synthesis of 4-arylmethylidene-2- phenyl-4H-oxazol-5-ones using nano-mgo as an efficient catalyst

Twelve 4-arylmethylidene-2-phenyl-4H-oxazol-5-ones were prepared in excellent yield by sonicating a mixture of an araldehyde, hippuric acid and acetic anhydride in the presence of a green heterogeneous NanoMgO as a basic catalyst. The catalytic activity o