78089-99-3

Usage

Uses

Used in Pharmaceutical Industry:
(2E)-3-(Dimethylamino)-1-(4-nitrophenyl)prop-2-en-1-one is used as a starting material for the synthesis of various pharmaceuticals, due to its versatile chemical structure and reactivity.
Used in Agrochemical Industry:
(2E)-3-(Dimethylamino)-1-(4-nitrophenyl)prop-2-en-1-one is used as a starting material for the preparation of various agrochemicals, due to its unique chemical properties and strong electron-withdrawing characteristics.
Used in Organic Synthesis:
(2E)-3-(Dimethylamino)-1-(4-nitrophenyl)prop-2-en-1-one is used as a reactant in organic synthesis, enabling the synthesis of a wide range of organic molecules, thanks to its versatile chemical structure and reactivity.

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 98-86-2 acetophenone 
• 100-19-6 (4-nitrophenyl)ethanone 
• 68-12-2 N,N-dimethyl-formamide 
• 4909-78-8 N,N-dimethylformamide dineopentyl acetal 
• 20353-93-9 <3-(dimethylamino)-2-azaprop-2-en-1-ylidene> dimethylammonium chloride 
• 37062-23-0 3-Hydroxy-1-(4-nitro-phenyl)-prop-2-en-1-on 
• 124-40-3 dimethyl amine 

Downstream Products

• 68760-17-8 2-Brom-3-dimethylamino-1-<4-nitro-phenyl>-prop-2-en-1-on 
• 143621-13-0 (Z)-3-(Hydroxy-methyl-amino)-1-(4-nitro-phenyl)-propenone 
• 78089-92-6 3-N,N-Dimethylamino-1-(4-nitrophenyl)-prop-2-en-1-thion 
• 100970-07-8 ethyl 2-methyl-6-(4-nitrophenyl)pyridine-3-carboxylate 
• 931114-22-6 [7-(4-nitro-phenyl)-pyrazolo[1,5-a]pyrimidin-3-yl]-thiophen-2-yl-methanone 
• 78089-94-8 Dimethyl-[(E)-3-methylsulfanyl-3-(4-nitro-phenyl)-allylidene]-ammonium; iodide 
• 78089-97-1 Dimethyl-[(E)-3-methylsulfanyl-3-(4-nitro-phenyl)-allyl]-amine 
• 78089-97-1 Dimethyl-[(Z)-3-methylsulfanyl-3-(4-nitro-phenyl)-allyl]-amine 
• 67617-51-0 3-Dimethylamino-1-<4-nitro-phenyl>-prop-2-in-1-on 
• 1348399-58-5 4-[4-(4-Nitro-phenyl)-pyrimidin-2-ylamino]-benzenesulfonamide 
• 1010796-77-6 4-dimethylamino-3-(4-nitrobenzoyl)-2-oxobut-3-enoic acid ethyl ester 
• 1010796-78-7 2-dimethylaminomethylene-4,4,4-trifluoro-1-(4-nitrophenyl)butane-1,3-dione 
• 3383-42-4 5-(4-nitrophenyl)isoxazole 
• 112853-64-2 3-(4-nitrophenyl)-5-hydroxy-4,5-dihydroisoxazole 

Relevant academic research and scientific papers

Discovery of highly potent tubulin polymerization inhibitors: Design, synthesis, and structure-activity relationships of novel 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidines

By removing 5-methyl and 6-acetyl groups in our previously reported compound 3, we designed a series of novel 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidine derivatives as potential tubulin polymerization inhibitors. Among them, compound 5e displayed low nanomolar antiproliferative efficacy on HeLa cells which was 166-fold higher than the lead analogue 3. Interestingly, 5e displayed significant selectivity in inhibiting cancer cells over HEK-293 (normal human embryonic kidney cells). In addition, 5e dose-dependently arrested HeLa in G2/M phase through the alterations of the expression levels of p-cdc2 and cyclin B1, and caused HeLa cells apoptosis by regulation of expressions of cleaved PARP. Further evidence demonstrated that 5e effectively inhibited tubulin polymerization and was 3-fold more powerful than positive control CA-4. Moreover, molecular docking analysis indicated that 5e overlapped well with CA-4 in the colchicine-binding site. These studies demonstrated that 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidine skeleton might be used as the leading unit to develop novel tubulin polymerization inhibitors as potential anticancer agents.

Synthesis, characterization, and antimicrobial activity investigations of ruthenium (II)–bipyridine complexes of ciprofloxacin derivatives

A series of ruthenium (II) complexes derived from the reaction between cis-bis (2,2′-bipyridine) dichloro ruthenium (II) dihydrate and enaminone derivatives of ciprofloxacin were synthesized and fully characterized using elemental analysis, cyclic voltammetry and different spectroscopic techniques (Uv–vis, FTIR, NMR, mass spectroscopy, and X-ray photoelectron spectrometry (XPS)). The isolated compounds were tested for their antibacterial and antifungal activities against gram-negative and gram-positive bacteria. The FTIR data revealed that ciprofloxacin derivatives act as bidentate ligands through the pyridone carbonyl and the carboxylate oxygen atom. The UV–visible data showed that the charge transfer CT band is blue shifted upon the coordination of the ciprofloxacin derivatives compared to the CT band of the parent complex. The XPS results revealed the characteristic peaks of Ru3p3/2 and Ru3p1/2 as well as Ru3d5/2 and Ru3d3/2, which confirmed the assembly of the ruthenium (II) ciprofloxacin derivative complexes. Cyclic voltammetry data showed that the ciprofloxacin enaminone derivatives have a similar reduction potential for the Ru (II)/Ru (III) redox couple, and it revealed that the coordination of the ruthenium (II) ion altered the redox property of the ligands and enhanced their electron transfer rate. The electrochemical and the UV–visible results suggest that the ciprofloxacin derivative ligands are (Formula presented.) -acceptor ligands. Further, the complexes showed higher antibacterial activities than the parent ciprofloxacin antibiotic and did not show antifungal activities among the tested fungi strains.

Novel 4-carbonylamino-4-phenylpyrimidine compound or pharmaceutically acceptable salts thereof

The present invention relates to a novel 4-carbonylamino-4-phenylpyrimidine compound or a pharmaceutically acceptable salt thereof. Specifically, the present invention relates to a novel 4-carbonylamino-4-phenylpyrimidine compound or a pharmaceutically ac

Stereoselective synthesis of trifluoromethyl-substituted 2: H -furan-amines from enaminones

A straightforward strategy for synthesis of highly functionalized trifluoromethyl 2H-furans is described. The copper catalyzed method relies on a cascade cyclic reaction between enaminones and N-tosylhydrazones. This method allows the synthesis of 2-amino

Design, synthesis, and biological evaluation of triazolyl- and triazinyl-quinazolinediones as potential antitumor agents

Novel 6(3-1H-1,2,4-triazol-1-yl)-3-phenylquinazoline-2,4(1H,3H)-diones (7a-e) were synthesized from different enaminones (6a-e) with 6-hydrazinyl-3-phenylquinazoline-2,4(1H,3H)-dione. 2,6(4-2-Substituted-1,3,5-triazin-1(2H)-yl)-3-phenylquinazoline-2,4(1H,3H)-diones (8a-k) were synthesized from the reaction of 1-(2,4-dioxo-3-phenyl-1,2,3,4-tetrahydroquinazolin-6-yl)thiourea, urea, or guanidine (3a-c) with enaminones (6a-e), and a series from 3-substituted-2-imino-1,3,5-triazin-1(2H)-yl-sulfonyl-phenyl-1-methylquinazoline-2,4(1H,3H)-dione (12a-j) were obtained from the reaction of N-(diaminomethylene)-4-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)benzenesulfonamide (11) with the enaminone (6a-j). The antitumor activity of the synthesized compounds was evaluated against two human cell lines: human colon carcinoma HCT116 and human hepatocellular carcinoma HEP-G2. Some of the tested compounds showed significant potency compared to the reference drug staurosporin.

Highly Site-Selective Metal-Free C-H Acyloxylation of Stable Enamines

A highly site-selective acyloxylation of stable enamines with PhI(OAc)2 under metal-free conditions to afford (E)-vinyl acetate derivatives in good to excellent yields is described. Depending on the judicious choice of the solvent system, either the α- or β-site-selective product could be obtained with high selectivity. For the α-site-selective product, the rearranged amide compound is obtained as the major product. This reaction proceeds under mild reaction conditions (room temperature, metal-free, and open-flask) and features a broad substrate scope.

Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C-H Bond Functionalization

An expedient [5 + 1] annulation method via Rh(III)-catalyzed C-H bond functionalization of enaminones to synthesize polyaromatic rings is described. The reaction tolerates a broad range of functional groups and offers a new entry to construct polycyclic a

Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C-H Bond Functionalization

An expedient [5 + 1] annulation method via Rh(III)-catalyzed C-H bond functionalization of enaminones to synthesize polyaromatic rings is described. The reaction tolerates a broad range of functional groups and offers a new entry to construct polycyclic a

Rh(III)-Catalyzed Enaminone-Directed C-H Coupling with α-Diazo-α-phosphonoacetate for Reactivity Discovery: Fluoride-Mediated Dephosphonation for C-C Coupling Reactions

Rh(III)-catalyzed enaminone-directed C-H coupling with α-diazo-α-phosphonoacetate has been used for the identification of fluoride-mediated dephosphonation C-C coupling reactivity for the synthesis of 4-hydroxy-1-naphthoates. Intermolecular C-C coupling of α-phosphonoacetate and benzaldehyde for (E)-selective α,β-unsaturated ester synthesis has also been achieved.

4 - Phenyl - 2 - amino pyrimidine compound and its preparation method and application

The invention discloses a 4-phenyl-2-aminopyrimidine compound, the structure of which is shown in the general formula I, wherein X is shown in the specification, R0 is hydrogen, methyl or ethyl; R1 is hydrogen, methyl, ethyl or isopropyl; R2 is isopropyl,