1564-29-0

Basic information

• Product Name: 4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one
• Synonyms: 4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one;4-(4-Dimethylaminobenzyliden)-2-phenyloxazolone-5 (Luminore orange-red 612 T );LUMINORE ORANGE - RED 612 T;4-[(4-dimethylaminophenyl)methylidene]-2-phenyl-1,3-oxazol-5-one;2-Phenyl-4-[p-(dimethylamino)benzylidene]-2-oxazoline-5-one;4-[4-(Dimethylamino)benzylidene]-2-phenyloxazole-5(4H)-one;4-[p-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one;Orange Red II
• CAS NO: 1564-29-0
• Molecular Formula: C₁₈H₁₆N₂O₂
• Molecular Weight: 292.33184
• Product Categories: Piperazine derivates
• Mol File: 1564-29-0.mol
• Article Data: 59

Chemical Properties

• Melting Point: 216.5-217 °C
• Boiling Point: 451.7 °C at 760 mmHg
• Flash Point: 227 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 2.37E-08mmHg at 25°C
• Refractive Index: 1.597
• PKA: 2.00±0.12(Predicted)
• CAS DataBase Reference: 4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one(1564-29-0)
• EPA Substance Registry System: 4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one(1564-29-0)

Safety Data

• Hazardous Substances Data: 1564-29-0(Hazardous Substances Data)

Usage

General Description

4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one is a synthetic compound with a complex chemical structure. It is classified as an oxazoline, containing a phenyl ring and a benzylidene group. The presence of a dimethylamino group in the molecule gives it the potential for chiral recognition, making it useful in chiral separation and analysis. 4-[4-(Dimethylamino)benzylidene]-2-phenyl-2-oxazolin-5-one has applications in the field of organic synthesis, particularly in the development of new materials and bioactive compounds. Its unique structure and properties make it a valuable tool in chemical and pharmaceutical research.

InChI:InChI=1/C18H16N2O2/c1-20(2)15-10-8-13(9-11-15)12-16-18(21)22-17(19-16)14-6-4-3-5-7-14/h3-12H,1-2H3/b16-12+

Upstream product

• 14848-36-3 4-chloromethylene-2-phenyl-4H-oxazol-5-one 
• 121-69-7 N,N-dimethyl-aniline 
• 15646-46-5 4-ethoxymethylene-2-phenyl-2-oxazolin-5-one 
• 495-69-2 Hippuric Acid 
• 108-24-7 acetic anhydride 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1199-01-5 2-phenylazlactone 
• 889-37-2 N,N-dimethyl-4-((phenylimino)methyl)aniline 
• 104-87-0 4-methyl-benzaldehyde 
• 103-72-0 phenyl isothiocyanate 
• 101306-91-6 sodium 1-hydroxy-1-(4-dimethylaminophenyl)methanesulfonate 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 532-94-5 sodium hippurate 

Downstream Products

• 119888-26-5 α-benzoylamino-4-dimethylamino-trans-cinnamic acid 
• 59759-62-5 DL-N-Benzoyl-η-p-dimethyl-amino-phenyl-alanin-amid 
• 136713-03-6 3-(1H-Benzoimidazol-2-ylamino)-5-[1-(4-dimethylamino-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 136713-11-6 3-(Benzooxazol-2-ylamino)-5-[1-(4-dimethylamino-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 59591-90-1 (Z)-5-(4-(dimethylamino)benzylidene)-2-phenyl-3,5-dihydro-4H-imidazol-4-one 
• 141212-43-3 (Z)-2-amino-4-p-dimethylaminobenzylidene-2-imidazolin-5-one 
• 144809-96-1 N-[(5S,6S)-6-(4-Dimethylamino-phenyl)-4-oxo-2-thioxo-3-o-tolyl-[1,3]thiazinan-5-yl]-benzamide 
• 144809-95-0 N-[(5R,6R)-6-(4-Dimethylamino-phenyl)-4-oxo-3-phenyl-2-thioxo-[1,3]thiazinan-5-yl]-benzamide 
• 144809-97-2 N-[(5S,6S)-6-(4-Dimethylamino-phenyl)-3-naphthalen-1-yl-4-oxo-2-thioxo-[1,3]thiazinan-5-yl]-benzamide 
• 144810-00-4 Naphthalen-1-yl-dithiocarbamic acid (R)-(4-dimethylamino-phenyl)-((R)-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-methyl ester 
• 107399-72-4 (Z)-4-(4-(dimethylamino)benzylidene)-1,2-diphenyl-1H-imidazol-5(4H)-one 
• 136712-96-4 3-(Benzothiazol-2-ylamino)-5-[1-(4-dimethylamino-phenyl)-meth-(Z)-ylidene]-2-phenyl-3,5-dihydro-imidazol-4-one 
• 82301-69-7 (Z)-N-benzoylamino-3-(4-dimethylaminophenyl) acrylic acid methyl ester 
• 99855-77-3 (4-(N,N-dimethylamino)phenyl)pyruvic acid 

Relevant articles and documents

Synthesis and luminescence properties of analogues of the green fluorescent protein chromophore

The green fluorescent protein (GFP) is extensively used as a biomarker for fluorescence biological imaging. The chromophore in GFP is only fluorescent when confined into the β–barrel of the protein. Similarly, synthetic analogues of the fluorophore of GFP

Benzothiazol clubbed imidazol-4-ones as anti-fungal, anti-tubercular and anti-HIV-1 agents: Their synthesis and molecular docking study

Background: The present work describes antimicrobial, antimycobacterium and anti HIV-1 evaluation of newly synthesized 5-(4-Substituted-benzylidene)-3-[4-(5-methyl-benzothiazol2-yl)-phenyl]-2-phenyl-3,5-dihydro-imidazol-4-one (4a-o). The docking studies were performed in order to predict the potential binding affinities. Objective: The major aim of this study is to develop the new class of bezylidine candidate clubbed with benzothiazole with less toxicity and improved potency as antimicrobial, antitubercular and anti HIV-1. Methods: The titled compounds were characterized by spectral studies (IR, 1H NMR, 13C NMR and Mass). In vitro antimycobacterium activity was carried out using Lowenstein-Jensen medium method and antimicrobial activity using the broth microdilution method. The anti HIV-1 reverse transcriptase activity was determined by the colorimetric MTT method and inhibition of virusinduced cytopathogenicity in MT-4 cells. Results: Compound 4i (50 μM) showed better antifungal activity against A. clavatus. Compound 4g (50 μM) with 95% inhibition demonstrated good activity against M. tuberculosis H37Rv. Compound 4k showed CC50 (50 μM) against MT-4 (CD4+ Human T-cells containing an integrated HTLV-1 genome) cells by 50%, while 16 μM concentration value EC50 from the HIV-1 induced cytopathogenicity. Molecular docking study suggested that 4k interacted with the target with binding energy by Vina score (-10.3 Kcal/mol) Conclusion: The preliminary in vitro evaluation results revealed that some of the compounds have promising antimicrobial activities as well as antitubercular potency. Among the various substituents on benzylidene, the nitro group was the most beneficial for improving the anti-HIV-1 activity. Docking result suggested that 4k compound could be acting as a non-competitive or weak inhibitor of Reverse Transcriptase (RT).

Synthesis and herbicidal activity of 4-benzylidene-2-phenyl oxazol-5(4H)-one derivatives using l-proline as catalyst

A simple, efficient and environmentally benign method for the synthesis of 4-benzylidene-2-phenyl oxazol-5(4H)-one derivatives by the reaction of aromatic aldehydes and hippuric acid using acetic anhydride as dehydrating agent and L-proline as catalyst ha