35086-87-4

Usage

Uses

Used in Pharmaceutical Industry:
(E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE is used as a key intermediate for the synthesis of pharmaceuticals, particularly for the production of anti-cancer drugs and antihistamines. Its acryloyl functionality allows for the creation of compounds with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE is utilized as a precursor in the synthesis of various agrochemical products, contributing to the development of effective pest control agents and other agricultural chemicals.
Used in Perfume Industry:
(E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE is used as a building block in the production of perfumes, where its unique chemical structure contributes to the creation of distinct and complex fragrances.
Used in Fine Chemicals Production:
(E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE is also employed in the production of other fine chemicals, where its reactivity and functional groups are leveraged to produce specialty chemicals with specific applications.
Used in Polymer and Material Science:
Due to its acryloyl functionality, (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE is a valuable component in the development of polymers and materials with tailored properties, such as improved strength, flexibility, or chemical resistance.
Safety Note:
(E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE is a potentially hazardous chemical and should be handled with care to avoid irritation to the skin, eyes, and respiratory system. Proper safety measures and personal protective equipment are essential when working with (E)-2-METHYL-3-PHENYL-ACRYLOYL CHLORIDE.

InChI:InChI=1/C10H9ClO/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-7H,1H3/b8-7+

Upstream product

• 1895-97-2 2-methyl-3-phenylacrylic acid 
• 1199-77-5 α-methylcinnamic acid 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 7042-33-3 ethyl (E)-2-methyl-3-phenyl-2-propenoate 
• 704-80-3 (E)-3-phenyl-2-butenoic acid 

Downstream Products

• 887779-57-9 (E)-1-diazo-3-methyl-4-phenylbut-3-en-2-one 
• 108838-39-7 (E)-1-(2,4-dihydroxyphenyl)-2-methyl-3-phenylprop-2-en-1-one 
• 68204-19-3 ((E)-2-Methyl-3-phenyl-acryloyl)-phosphonic acid dimethyl ester 
• 104724-19-8 (E)-N-[2-(5-Methoxy-1H-indol-3-yl)-ethyl]-2-methyl-3-phenyl-acrylamide 
• 49659-72-5 2-((E)-2-Methyl-3-phenyl-acryloylamino)-3-phenyl-propionic acid 
• 1666-13-3 diphenyl diselenide 
• 92593-15-2 selenophenyl α-methylcinnamate 
• 136057-73-3 -4-(1-methylethyl)-3-(2-methyl-1-oxo-3-phenyl-2-propenyl)-2-oxazolidinone 
• 151133-03-8 3-amino-2-methyl-3-phenyl-propionic acid methyl ester 
• 752956-46-0 (2R,3S)-3-Amino-2-methyl-3-phenyl-propionic acid 
• 131214-21-6 (E)-2-methyl-3-phenylacrylamide 
• 53587-72-7 (E)-2-methyl-3-phenylacrylonitrile 
• 108837-19-0 (+/-)-5,7-dihydroxy-3t-methyl-2r-phenyl-chroman-4-one 
• 108837-19-0 (+/-)-5,7-dihydroxy-3c-methyl-2r-phenyl-chroman-4-one 

Relevant academic research and scientific papers

Catalytic Enantioselective Synthesis of 3,4-Polyfused Oxindoles with Quaternary All-Carbon Stereocenters: A Rh-Catalyzed C-C Activation Approach

The first Rh-catalyzed enantioselective synthesis of a 3,4-polyfused oxindole ring system enabled by carboacylation of acrylic amides based on C-C activation is reported. This transformation provides a new entry to access 3,4-polyfused oxindoles bearing q

Iron(II)-catalyzed asymmetric epoxidation of trisubstituted α,β-unsaturated esters

The asymmetric epoxidation of trisubstituted α,β-unsaturated esters was developed. The oxidation utilizes a pseudo-C2-symmetric iron(II) catalyst [Fe(L)2(CH3CN)(OTf)](OTf) (Tf = trifluoromethylsulfonyl) and pera

Photoredox Cyclization of N-Arylacrylamides for Synthesis of Dihydroquinolinones

Metal- and additive-free photoredox cyclization of N-arylacrylamides is herein reported that provides a concise access to the formation of dihydroquinolinones. In this protocol, sustainable visible light was used as the energy source, and the organic light-emitting molecule 4CzIPN served as the efficient photocatalyst. This reaction system features exclusive 6-endo-trig cyclization selectivity with a generally good yield of a range of functionalized dihydroquinolinones and dihydrobenzoquinolinones. Mechanistical studies reveal the feasibility of both 1,3-H shift and intersystem crossing of the diradical intermediate.

RhIII-Catalyzed C-H (Het)arylation/Vinylation of N-2,6-Difluoroaryl Acrylamides

RhIII-catalyzed sp2 C-H cross-coupling of acrylamides with organoboron reactants has been accomplished using a commercially available N-2,6-difluoroaryl acrylamide auxiliary. A broad range of aryl and vinyl boronates as well as a variety of heterocyclic boronates with strong coordinating ability can serve as the coupling partners. This transformation proceeds under moderate reaction conditions with excellent functional group tolerance and high regioselectivity.

Synthesis method and applications of N heteroatom polysubstituted benzoquaternary cycloketone

The invention discloses an N heteroatom polysubstituted benzoquaternary cycloketone synthesis method. According to the invention, the synthetic route starts from a known aniline compound A, the hundred g-scale preparation can be achieved, the yield can ac

Copper-Photocatalyzed Contra-Thermodynamic Isomerization of Polarized Alkenes

The contra-thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)2/rac-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the E → Z isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.

Palladium-Catalyzed Tandem Dehydrogenative [4 + 2] Annulation of Terminal Olefins with N-Sulfonyl Amides via C-H Activations

A palladium-catalyzed tandem dehydrogenative [4 + 2] annulation of terminal olefins with N-sulfonyl amides via C(sp2)-H activation, allylic C(sp3)-H activation, and homoallylic C(sp3)-H elimination processes has been developed. Promoted by the DMSO ligand, various benzamides, heterocyclic arylamides, alkenyl carboxamides, and commercial olefins are found to be efficient substrates to construct important heterocyclic compounds bearing a vinyl substituent with high E stereoselectivity. Using air as the terminal oxidant also provides a great advantage regarding environmental friendliness.

Co(iii)-catalyzed: Z -selective oxidative C-H/C-H cross-coupling of alkenes with triisopropylsilylacetylene

A Co(iii)-catalyzed direct oxidative C-H/C-H cross-coupling reaction of acrylamides with triisopropylsilylacetylene is presented. It is applicable to unsubstituted, internal and terminal acrylamides with a broad functionality tolerance. The feasibility of

Synthesis and biological evaluation of celastrol derivatives as anti-ovarian cancer stem cell agents

Ovarian cancer is associated with a high percentage of recurrence of tumors and resistance to chemotherapy. Cancer stem cells (CSCs) are responsible for cancer progression, tumor recurrence, metastasis, and chemoresistance. Thus, developing CSC-targeting therapy is an urgent need in cancer research and clinical application. In an attempt to achieve potent and selective anti-CSC agents, a series of celastrol derivatives with cinnamamide chains were synthesized and evaluated for their anti-ovarian cancer activities. Most of the compounds exhibited stronger antiproliferative activity than celastrol, and celastrol derivative 7g with a 3,4,5-trimethoxycinnamamide side chain was found to be the most potent antiproliferative agent against ovarian cancer cells with an IC50 value of 0.6 μM. Additionally, compound 7g significantly inhibited the colony formation ability and reduced the number of tumor spheres. Furthermore, compound 7g decreased the percentage of CD44+, CD133+ and ALDH+ cells. Thus, compound 7g is a promising anti-CSC agent and could serve as a candidate for the development of new anti-ovarian cancer drugs.

N-substituted acrylamide derivatives as DHODH inhibitors and preparation and use of N-substituted acrylamide derivatives

The invention relates to N-substituted acrylamide derivatives as DHODH inhibitors and preparation and use of the N-substituted acrylamide derivatives. In particular, the invention discloses a compoundshown in a general formula I and the preparation and use of the compound. The compound has excellent DHODH inhibitory activation, so the compound can be used for treating or preventing various diseases caused by DHODH, the various diseases include but not limited to cancer, rheumatoid arthritis, lupus erythematosus, organ transplant rejection and other autoimmune diseases, and colitis, rhinitis and other inflammatory diseases.