75175-77-8

Usage

Uses

Used in Pharmaceutical Research:
3-(DIMETHYLAMINO)-1-(4-FLUOROPHENYL)-2-PROPEN-1-ONE is used as a research chemical for studying the effects and mechanisms of action of stimulant drugs. Its structural and functional similarities to other cathinones make it a valuable tool in understanding the pharmacology of these substances.
Used in Forensic Analysis:
In the field of forensic analysis, 3-(DIMETHYLAMINO)-1-(4-FLUOROPHENYL)-2-PROPEN-1-ONE is used for the identification and analysis of designer drugs. Its detection in seized materials can provide valuable information about the presence of controlled substances and their distribution.
Used in Controlled Substance Regulation:
Due to its high potential for abuse and addiction, 3-(DIMETHYLAMINO)-1-(4-FLUOROPHENYL)-2-PROPEN-1-ONE is subject to legal restrictions and is regulated as a controlled substance in many countries. Its production, sale, and possession are monitored and controlled to prevent misuse and protect public health.

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 914635-88-4 1-(6-(4-fluorophenyl)-2-methylpyridin-3-yl)ethan-1-one 
• 31676-67-2 ethyl (2-methyl-6-4'-fluorophenyl)nicotinate 
• 689251-76-1 1-ethyl-5-(4-fluorophenyl)-1H-pyrazole 
• 1185742-22-6 5⁽³⁾-(4-fluorophenyl)-1H-pyrazole 
• 478258-87-6 7-(4-fluorophenyl)-2-methylpyrazolo[1,5-a]pyrimidine 
• 1355646-56-8 7-(4-flurophenyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine 
• 1355646-51-3 7-(4-flurophenyl)-2-phenylpyrazolo[1,5-a]pyrimidine 
• 1418131-97-1 3-acetyl-4-(4-fluorobenzoyl)-1-phenyl-1H-pyrazole 
• 1418132-01-0 4-(4-fluorophenyl)-7-methyl-2-phenyl-2H-pyrazolo[3,4-d]pyridazine 
• 1418131-98-2 3-acetyl-4-(4-fluorobenzoyl)-1-(4-fluorophenyl)pyrazole 
• 1418132-03-2 2,4-bis(4-fluorophenyl)-7-methyl-2H-pyrazolo[3,4-d]pyridazine 
• 1418132-00-9 3-acetyl-4-(4-fluorobenzoyl)-1-(4-trifluoromethylphenyl)pyrazole 
• 1446356-25-7 (4-(4-chlorophenyl)-1-phenyl-1,4-dihydropyridine-3,5-diyl)bis((4-fluorophenyl)methanone) 
• 1446356-26-8 (1,4-diphenyl-1,4-dihydropyridine-3,5-diyl)bis((4-fluorophenyl)methanone) 

Relevant academic research and scientific papers

Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones

We have developed a method to synthesize α,α-dihaloketones under electrochemical conditions. In this reaction, the Cl- or Br- is oxidized to Cl2 or Br2 at the anode, which undergoes two-step addition reactions with the N,N-dimethyl enaminone, and finally breaks C[dbnd]C of the N,N-dimethyl enaminone to generate α,α-dihaloketones. The electrosynthesis reaction can be conveniently carried out in an undivided electrolytic cell at room temperature. In addition, various functional groups are compatible with this green protocol which can be applied simultaneously to the gram scale without significantly lower yield.

DDQ-mediated oxidative coupling reaction of N,N-dimethyl enaminones with cycloheptatriene

An efficient 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated oxidative coupling reaction of N,N-dimethyl enaminones with cycloheptatriene is developed. It provides a variety of α-alkenylated 1,3-dicarbonyl compounds in moderate to good yields under mild conditions.

SUBSTITUTED ARYL COMPOUND AND PREPARATION METHOD THEREFOR AND USE THEREOF

The present application relates to a substituted aryl compound or a pharmaceutically acceptable salt, a stereoisomer, a polymorph, a solvate, a N-oxide, an isotope-labeled compound, a metabolite or a prodrug thereof, and a preparation method therefor and use thereof, also relates to a pharmaceutical composition containing the compound and a therapeutic use thereof. The compound or a pharmaceutical composition thereof can inhibit the activity of adenosine A2a receptor, and can be used for treating or preventing a disease related to adenosine A2a receptor, especially for treating a tumor.

Cytotoxicity, docking study of new fluorinated fused pyrimidine scaffold: Thermal and microwave irradiation synthesis

Background: Azolopyrimidines are imposed on the arena of drugs treated for cancer. The urgent need to discover new selective anticancer agents, paved the way to explore the antitumor significance of such fused systems. From the synthetic point of view, Mi

An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units

An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.

Structure-Based Discovery of Pyrimidine Aminobenzene Derivatives as Potent Oral Reversal Agents against P-gp- And BCRP-Mediated Multidrug Resistance

Overexpression of ATP binding cassette (ABC) transporters, including P-glycoprotein (P-gp) and breast cancer resistance protein (BCRP), is an important factor leading to multidrug resistance (MDR) in cancer treatments. Three subclasses of dual inhibitors of P-gp and BCRP were designed based on the active moieties of BCRP inhibitors, tyrosine kinase inhibitors, and P-gp inhibitors, of which compound 21 possessed low cytotoxicity, high reversal potency, and good lipid distribution coefficient. 21 also increased the accumulation of Adriamycin (ADM) and Mitoxantrone (MX), blocked Rh123 efflux, and made no change in the protein expression of P-gp and BCRP. Importantly, coadministration of 21 can significantly improve the oral bioavailability of paclitaxel (PTX). It was also demonstrated that 21 significantly inhibited the growth of K562/A02 xenograft tumors by increasing the sensitivity of ADM in vivo. In summary, 21 has the potential to overcome MDR caused by P-gp and BCRP and to improve the oral bioavailability of PTX.

Synthesis of a new series of pyrazolo[1,5-a]pyrimidines as CDK2 inhibitors and anti-leukemia

Based on the structural study of previously known CDK2 inhibitors, a new series of pyrazolo[1,5-a]pyrimidine derivatives was designed and synthesized. The target compounds were biologically assessed as potent CDK2 inhibitors and promising anti-leukemia hi

One-Pot Synthesis of Symmetrical and Asymmetrical 3-Amino Diynes via Cu(I)-Catalyzed Reaction of Enaminones with Terminal Alkynes

An economical and efficient protocol for the direct construction of amino skipped diynes through the Cu(I)-catalyzed reaction of enaminones and terminal alkynes has been described. Different kinds of symmetrical and asymmetrical 3-amino diynes could be ob

Synthesis of novel fluorophenylpyrazole-picolinamide derivatives and determination of their anticancer activity

A series of fluorophenylpyrazole-picolinamide derivatives were synthesized in high yields using a cross-coupling reaction catalyzed by in situ formed palladium-N-heterocyclic carbenes (Pd-NHCs). The synthesized novel derivatives were evaluated for in vitro anticancer activity against a panel of four human tumor cell lines, HeLa (cervical), A-549 (lung), MCF-7 (breast), and IMR-32 (neuroblastoma). Four compounds, 11c, 11e, 11j, and 11k, showed growth inhibition (low μM) comparable with the standard drug cisplatin, providing a preliminary structure–activity relationship for the series. The present procedure is operationally simple and works with a wide range of substrates and may thus be useful in further compound optimization.

Synthesis and in-vitro anti-proliferative evaluation of some pyrazolo[1,5-a]pyrimidines as novel larotrectinib analogs

A series of 2-phenyl-7-(aryl)pyrazolo[1,5-a]pyrimidine-3-carbonitriles 11a–j and 2-phenyl-7-(aryl)pyrazolo[1,5-a]pyrimidine-3,6-dicarbonitriles 16a–c was synthesized by the reaction of 5-amino-3-phenyl-1H-pyrazole-4-carbonitrile (5) with 3-(dimethylamino)