53283-56-0

Usage

Uses

Used in Pharmaceutical Synthesis:
(2Z)-2-(4-Chlorophenyl)-3-hydroxyprop-2-ene is utilized as a precursor in the synthesis of various pharmaceuticals. Its unique chemical structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new treatments and therapies.
Used in Agrochemical Production:
(2Z)-2-(4-Chlorophenyl)-3-hydroxyprop-2-ene also serves as a starting material in the production of agrochemicals, which are chemicals used in the agricultural industry to enhance crop protection and yield. Its role in this sector highlights its versatility and importance in different areas of chemical research and application.
Used in Organic Compound Synthesis:
(2Z)-2-(4-Chlorophenyl)-3-hydroxyprop-2-ene is employed in the synthesis of other organic compounds, demonstrating its utility as a building block for creating a diverse array of chemical products.
Used in Antifungal and Antibacterial Applications:
Studies have been conducted on the potential antifungal and antibacterial properties of (2Z)-2-(4-Chlorophenyl)-3-hydroxyprop-2-ene. If proven effective, (2Z)-2-(4-Chlorophenyl)-3-hydroxyprop-2-ene could be used in the development of new antimicrobial agents to combat various infections and contribute to the field of medical research.

InChI:InChI=1/C9H9ClO/c1-7(6-11)8-2-4-9(10)5-3-8/h2-6,11H,1H3/b7-6-

Upstream product

• 107-31-3 Methyl formate 
• 140-53-4 p-chlorobenzyl cyanide 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 117998-11-5 (S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (Z)-2-(4-chloro-phenyl)-2-cyano-vinyl ester 
• 135641-64-4 (Z)-β-p-chlorobenzoyloxy-α-cyano-p-chlorostyrene 
• 1026767-91-8 2-(4-chlorophenyl)-2-cyanovinyl benzenesulfonate 
• 1621967-45-0 7-(4-chlorophenyl)-3-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 71870-93-4 2-(4-chlorophenyl)-3-methoxyacrylonitrile 
• 135641-65-5 c-4-p-chlorobenzoyloxy-3-p-chlorophenyl-r-3-cyano-4,5-dihydro-3H-pyrazole 
• 135641-66-6 (Z)-1-p-chlorophenyl-1-cyano-3-diazopropene 

Relevant academic research and scientific papers

Synthesis and biological evaluation of N3-alkyl-thienopyrimidin-4-ones as mGluR1 antagonists

Metabotropic glutamate receptor subtype 1 (mGluR1) is a potential target for the treatment of neuropathic pain, and there has been much effort to discover mGluR1 antagonists. In this study, a series of N3-alkyl-thienopyrimidin-4-ones were prepared by introducing various alkyl and aryl groups to the N3- and 7-positions of the thienopyrimidin-4-one core structure, respectively, and their inhibitory activities against mGluR1 were biologically evaluated. Structure-activity relationship study revealed that the trans-4-methylcyclohexyl, cycloheptyl, and cyclooctyl groups at N3-position, and 2-fluorophenyl group at 7-position were most effective in potentiating the inhibitory activity of the thienopyrimidin-4-one derivatives against mGluR1. Among the synthesized compounds, 3-cyclooctyl-7-phenylthienopyrimidin-4-one and 3-cycloheptyl-7-(2-fluorophenyl)thienopyrimidin-4-one exhibited the most potent inhibitory activities with IC50 values of 115 and 107 nM, respectively.

Novel thienopyrimidinones as mGluR1 antagonists

There has been much attention to discover mGluR1 antagonists for treating various central nervous system diseases such as seizures and neuropathic pain. Thienopyrimidinone derivatives were designed, synthesized, and biologically evaluated against mGluR1. Among the synthesized compounds, 3-(4-methoxyphenyl)- 7-(o-tolyl)thienopyrimidin-4-one 30 exhibited the most potent inhibitory activity with an IC50 value of 45 nM and good selectivity over mGluR5. Also, the selective mGluR1 antagonist 30 showed marginal hERG channel activity (IC50 = 9.87 μM), good profiles to CYP isozymes, and a good pharmacokinetic profile. Overall, the compound 30 was identified as a selective mGluR1 antagonist with a good pharmacokinetic profile, which is probably devoid of cardiac side effect and drug-drug interactions. Therefore, the compound 30 can be expected to be broadly used as mGluR1 antagonistic chemical probe in in vitro and in vivo study for investigating CNS diseases.

Expanding the scaffold for bacterial RNA polymerase inhibitors: Design, synthesis and structure-activity relationships of ureido-heterocyclic-carboxylic acids

The emergence of bacterial resistance requires the development of new antibiotics with an alternative mode of action. Based on class I, developed in our previous study, a new series of RNA polymerase (RNAP) inhibitors targeting the switch region was desig

Reaction of vinylcarbenoids with benzaldehydes: Formation of vinylcarbonyl ylides followed by ring closure to oxiranes and dihydrofurans

Rh2(OAc)4-catalyzed reaction of vinyldiazo compound 1a in the presence of p-methoxybenz- 2a, mesit- 2b, and p-chlorobenzaldehyde 2c gave a mixture of isomeric vinyloxiranes 3a-c and 4a-c, and sterically unstable (E)-dihydrofurans 5a-c, but not stable (Z)-dihydrofurans 6. However, the reactions with p-nitro-2d and 2,4-dinitrobenzaldehyde 2e gave (Z)-dihydrofurans 6d,e along with 3d, 4d, and 5d,e. The reaction in the presence of maleic anhydride and dimethyl fumarate gave single 1,3-dipolar cycloadducts 11 and 13, respectively, indicating that a single conformer, the sterically unstable endo-aryl-endo-cyanostyryl carbonyl ylide 14 (15), is initially formed in the reaction of 1 with 2. It was concluded that the endo-vinyl-exo-aryl vinylcarbonyl ylides 17a-c arising from 2a-c undergo disrotatory cylization to exlusively produce 5, whereas the ylides 17d,e arising from 2d,e undergo partly symmetry-forbidden conrotaory cyclization to sterically stable transdiaryldihydrofurans 6d,e as well as the symmetry-allowed process to 5d,e.

α-CYANO-β-STYRENYL ESTERS FOR AMIDE BOND FORMATION

p-X-α-cyano-β-styrenyl esters (X = H, Cl, CF3, NO2) of N-benzyloxycarbonyl valine were prepared.The rate constant for amide formation with methyl valinate was assayed; it increases with increasing electron attracting power of the para substituent.The N-hydroxysuccinimidoyl ester and the p-H-α-cyano-β-styrenyl ester of valine have comparable reactivities.