6028-91-7

Usage

Synthesis Reference(s)

Canadian Journal of Chemistry, 46, p. 1952, 1968 DOI: 10.1139/v68-324

InChI:InChI=1/C13H9ClOS/c14-11-5-3-10(4-6-11)13(15)8-7-12-2-1-9-16-12/h1-9H/b8-7+

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 99-91-2 para-chloroacetophenone 
• 30461-53-1 C₁₃H₁₁ClOS 
• 1777-56-6 4-chlorobenzoylmethylenetriphenylphosphorane 
• 64-17-5 ethanol 
• 55676-22-7 3-acetyl-6-chloropyridine 

Downstream Products

• 89145-08-4 3-(4-chlorophenyl)-5-thiophen-2-yl-4,5-dihydro-1H-pyrazole 
• 89144-89-8 1-methyl-3-(4-chlorophenyl)-5-(2-thienyl)-pyrazoline 
• 77607-73-9 2-amino-3-cyano-6-p-chlorophenyl-4-(2'-thienyl)-pyridine 
• 1202019-44-0 1-(4-chlorophenyl)-3-(2-thienyl)-2,3-ditosyloxypropanone 
• 1361106-19-5 5-(4-chlorophenyl)-4-(2-thienyl)isoxazole 
• 494189-45-6 7-(4-chlorophenyl)-2,3-dihydro-5-(2-thienyl)-2-thioxopyrido[2,3-d]pyrimidin-4(1H)-one 
• 133617-57-9 6-(4-chlorophenyl)-3-cyano-2-methyl-4-(2-thienyl)pyridine 
• 5204-27-3 3-(4-chloro-phenyl)-1-phenyl-5-thiophen-2-yl-4,5-dihydro-1H-pyrazole 
• 77607-77-3 3-cyano-6-(4'-chlorophenyl)-4-(thiophen-2'-yl)-2(1H)-pyridone 
• 15861-47-9 1-(4-chloro-phenyl)-3-morpholin-4-yl-3-thiophen-2-yl-propan-1-one 
• 372152-86-8 6-(4-chloro-phenyl)-2-(2-oxo-2-phenyl-ethylsulfanyl)-4-thiophen-2-yl-nicotinonitrile 

Relevant academic research and scientific papers

Temperature dependence of the Raman spectrum of 1-(4-chlorophenyl)-3-(2-thienyl)prop-2-en-1-one

The heterocyclic chalcone containing thiophene ring 1-(4-chlorophenyl)-3-(2-thienyl)prop-2-en-1-one, C13H9ClOS was synthesized and investigated using experimental techniques such as nuclear magnetic resonance (1H and

Novel 4,5-dihydro-1H-pyrazole derivatives as potential succinate dehydrogenase inhibitors: design, synthesis, crystal structure, biological activity and molecular modeling

Twenty-eight new 4, 5-dihydro-1H-pyrazole derivatives were designed, synthesized and characterized by IR, 1H NMR, 13C NMR and HRMS. The crystal structure of compound 2j was characterized by single crystal X-ray diffraction. Their ant

Design, synthesis, and antifungal activity evaluation of novel 2-cyano-5-oxopentanoic acid derivatives as potential succinate dehydrogenase inhibitors

Two series of novel 2-cyano-5-oxopentanoic acid derivatives (1a?l, 2a?l) were designed, synthesized, and characterized by IR, 1H NMR, 13C NMR, and HRMS. Their in vitro antifungal activity against five plant pathogenic fungi were then

Design, synthesis and insecticidal activity of novel semicarbazones and thiosemicarbazones derived from chalcone

Thirty semicarbazone and thiosemicarbazone derivatives (2a–w and 4a–g) from chalcones containing furan and thiophene ring were designed and synthesized. They were characterized by IR, 1H NMR, 13C NMR and HRMS. The crystal structure o

2-(4-chlorphenyl) pyridine compound and application thereof in pesticide

The invention relates to a 2-(4-chlorphenyl) pyridine compound and application thereof in pesticides, and belongs to the technical field of pesticides. The structural formula of the 2-(4-chlorphenyl) pyridine compound is as shown in formula (I), in the fo

4-thiophene ring substituted pyridine derivative and application thereof in pesticides

The invention relates to a 4-thiophene ring substituted pyridine derivative and application of the 4-thiophene ring substituted pyridine derivative in pesticides, and belongs to the technical field of pesticides. The structural formula of the 4-thiophene

Biocatalytic green alternative to existing hazardous reaction media: Synthesis of chalcone and flavone derivatives via the Claisen-Schmidt reaction at room temperature

Owing to the increasing amount of waste materials around the globe, the conversion of waste or secondary by-products to value-added products for various applications has gained significant interest. Herein, two novel agro-food waste products, Musa sp. 'Malbhog' peel ash (MMPA) and Musa Champa Hort. ex Hook. F. peel ash (MCPA) are used as catalysts to promote an inexpensive, efficient and eco-friendly carbon-carbon bond forming crossed aldol reaction at room temperature in solvent free conditions. Furthermore, the resulting products were subjected to reactions with these promoters in an oxygen atmosphere and led to the formation of novel flavone derivatives. Moreover, the used catalysts were properly characterized using different sophisticated analytical techniques such as Fourier-transform infrared spectroscopy (FT-IR), X-ray diffractometry (XRD), Brunauer-Emmett-Teller analysis (BET), Raman spectroscopy, scanning electron microscopy energy dispersive X-ray spectroscopy (SEM-EDS), transition electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA) along with element detection using atomic absorption spectroscopy and ion chromatographic methods. These two approaches are metal free, as well as being devoid of any extra additives, co-catalysts, harsh conditions, the use of column chromatography for purification and result in a higher yield of the product within a short space of time. The catalytic abilities of the promoter were also examined to synthesize important bioactive molecules such as butein and apigenin at room temperature. With gram scale synthesis of the chalcone derivatives, the used catalysts (MMPA and MCPA) were further reused for five cycles and did not demonstrate any loss in catalytic activity.

Aryl-4,5-dihydro-1H-pyrazole-1-carboxamide derivatives bearing a sulfonamide moiety show single-digit nanomolar-to-subnanomolar inhibition constants against the tumor-associated human carbonic anhydrases IX and XII

A series of new 3-phenyl-5-aryl-N-(4-sulfamoylphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide derivatives was designed here, synthesized, and studied for carbonic anhydrase (CAs, EC 4.2.1.1) inhibitory activity against the human (h) isozymes I, II, and VII (cytosolic, off-target isoforms), and IX and XII (anticancer drug targets). Generally, CA I was not effectively inhibited, whereas effective inhibitors were identified against both CAs II (KIs in the range of 5.2-233 nM) and VII (KIs in the range of 2.3-350 nM). Nonetheless, CAs IX and XII were the most susceptible isoforms to this class of inhibitors. In particular, compounds bearing an unsubstituted phenyl ring at the pyrazoline 3 position showed 1.3-1.5 nM KIs against CA IX. In contrast, a subset of derivatives having a 4-halo-phenyl at the same position of the aromatic scaffold even reached subnanomolar KIs against CA XII (0.62-0.99 nM). Docking studies with CA IX and XII were used to shed light on the derivative binding mode driving the preferential inhibition of the tumor-associated CAs. The identified potent and selective CA IX/XII inhibitors are of interest as leads for the development of new anticancer strategies.

Ultrasounds-mediated 10-seconds synthesis of chalcones as potential farnesyltransferase inhibitors

A broad range of chalcones and derivatives were easily and rapidly synthesized, following Claisen-Schmidt condensation of (hetero)aryl ketones and (hetero)aryl aldehydes using a ultrasound probe. A comparison was made with classical magnetic stirring experiments, and an optimization study was realized, showing lithium hydroxide to be the best basic catalyst of the studied condensations. By-products of the reactions (β-hydroxy-ketone, diketones, and cyclohexanols) were also isolated. All compounds were evaluated in vitro for their ability to inhibit human farnesyltransferase, a protein implicated in cancer and rare diseases and on the NCI-60 cancer cell lines panel. Molecules showed inhibitory activity on the target protein and cytostatic effect on different cell lines with particular activity against MCF7, breast cancer cells.

3-(4-chlorphenyl)-4, 5-dihydropyrazole derivative and application thereof in pesticides

The invention relates to a 3-(4-chlorphenyl)-4, 5-dihydropyrazole derivative and an application thereof in pesticides, and belongs to the technical field of pesticides. The technical problem to be solved by the invention is to provide a novel compound which can be used as an agricultural bactericide and a seed germination accelerator. The structural formula of the compound is shown in the formulaI, wherein X is oxygen, sulfur or nitrogen and R is hydrogen, methyl, methoxyl, hydroxymethyl, chlorine or bromine. The compound has good inhibitory activity on plant pathogenic fungi, has a good promotion effect on germination of vegetable seeds and lays a good foundation for creation of new pesticides.