13565-08-7

Basic information

• Product Name: 4-FLUOROCINNAMOYL CHLORIDE 97
• Synonyms: 4-FLUOROCINNAMOYL CHLORIDE 98+%;4-Fluorocinnamoyl chloride;4-FluorocinnaMoyl chloride 97%, predoMinantly trans;4-Fluorocinnamoyl Chloride Predominantly Trans;(E)-3-(4-fluorophenyl)prop-2-enoyl chloride;3-(4-fluorophenyl)prop-2-enoyl chloride;4-FLUOROCINNAMOYL CHLORIDE 97
• CAS NO: 13565-08-7
• Molecular Formula: C₉H₆ClFO
• Molecular Weight: 184.59
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 13565-08-7.mol
• Article Data: 85

Chemical Properties

• Melting Point: 42-46 °C(lit.)
• Boiling Point: 90 °C0.1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.289 g/cm³
• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: 4-FLUOROCINNAMOYL CHLORIDE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROCINNAMOYL CHLORIDE 97(13565-08-7)
• EPA Substance Registry System: 4-FLUOROCINNAMOYL CHLORIDE 97(13565-08-7)

Safety Data

• Hazard Codes: T
• Statements: 25-34-36/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2928 6.1/PG 2
• WGK Germany: 2
• Hazardous Substances Data: 13565-08-7(Hazardous Substances Data)

Usage

General Description

4-Fluorocinnamoyl chloride 97 is a chemical compound with the formula C9H6ClFO. It is an organic compound containing a fluorine atom substituted on the cinnamoyl group. This chemical is commonly used in various research and industrial applications, such as in the production of pharmaceuticals and agrochemicals. It is also used as a building block in the synthesis of other organic compounds. 4-Fluorocinnamoyl chloride 97 is a highly reactive compound that should be handled and stored with care due to its potential hazards.

InChI:InChI=1/C9H6ClFO/c10-9(12)6-3-7-1-4-8(11)5-2-7/h1-6H/b6-3+

Upstream product

• 24654-55-5 trans-4-fluorocinnamaldehyde 
• 459-57-4 4-fluorobenzaldehyde 
• 459-32-5 (E)-4-fluorocinnamic acid 
• 459-32-5 4-fluorocinnamic acid 

Downstream Products

• 88556-17-6 2-[(E)-3-(4-Fluoro-phenyl)-acryloylamino]-3-phenyl-propionic acid 
• 120301-42-0 N-<4-(4-diphenylmethyl-1-piperazinyl)butyl>-3-(4-fluorophenyl)acrylamide 
• 642941-68-2 3-(4-(fluoro)phenyl)acrylamide 
• 315706-75-3 3-(4-fluoro-phenyl)-N-(4-propyl-cyclohexyl)-acrylamide 
• 350490-14-1 tert-butyl (2E)-3-(4-fluorophenyl)-2-propenoate 
• 1029092-32-7 C₁₉H₂₀FNO₃ 
• 1153623-53-0 N-(3-acetylphenyl)-3-(4-fluorophenyl)acrylamide 
• 1080637-17-7 methyl 5-hydroxy-7-(4-fluorophenyl)-3-oxohepta-4,6-dienoate 
• 1186073-46-0 (E)-3-(4-fluorophenyl)-N-(4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)phenyl)acrylamide 
• 939964-21-3 C₁₉H₂₂FNO₃S 

Relevant articles and documents

Study of the interaction between sodium salts of (2E)-3-(4'-halophenyl) prop-2-enoyl sulfachloropyrazine and bovine serum albumin by fluorescence spectroscopy

Three sodium salts of (2E)-3-(4'-halophenyl)prop-2-enoyl sulfachloropyrazine (CCSCP) were synthesized and their structures were determined by 1H and 13C NMR, LC-MS and IR. The binding properties between CCSCPs and bovine serum albumi

Synthesis of sorbicillinoid analogues with anti-inflammation activities

Recently, we demonstrated potential anti-inflammatory effects of sorbicillinoids isolated from marine fungi. Here, we report the synthesis of a series of new sorbicillinoid analogues and assessed their anti-inflammatory activities. Our results reveal that side chain substitution with (E)-2-butenoyl, (E)-3-(4-fluorophenyl)-2-propenoyl, and (E)-3-(3,4,5-trimethoxyphenyl)-2-propenoyl significantly enhanced the inhibitory effects of the derivatives on nitric oxide (NO) production and inducible NO synthesis (iNOS) expression stimulated by lipopolysaccharides (LPS) in mouse macrophage. Further chemical derivatization shows that the monomethylresorcinol skeleton worked better than the dimethylresorcinol skeleton in inhibiting LPS-induced inflammatory response in cultured cells. Among the 29 synthesized sorbicillinoid analogues, compounds 4b and 12b exhibited the strongest anti-inflammatory activities, holding the promise of being developed into lead compounds that can be explored as potent anti-inflammation agents.

Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum

Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.

Cinnamyl-containing rupestonic acid methyl ester derivative as well as preparation method and application of rupestonic acid methyl ester derivative

The invention relates to a cinnamyl-containing rupestonic acid methyl ester derivative as well as a preparation method and application thereof, the derivative is prepared by the following steps: reacting rupestonic acid with dimethyl sulfate to obtain rupestonic acid methyl ester, and then obtaining 2-hydroxyl rupestonic acid methyl ester under the oxidation of camphor sulfonyl acridine. and then reacting with cinnamyl chloride under the catalysis of DMAP to obtain 20 rupestonic acid methyl ester derivatives containing cinnamyl groups. The method has the advantages of mild reaction conditions and simple experimental steps. The obtained 1d-20d rupestonic acid methyl ester derivatives containing the cinnamyl groups are subjected to a preliminary in-vitro anti-influenza A H3N2 virus activity test. Experimental results show that the compounds show good activity in 7d, 15d and 18d, and can be used as drugs for resisting influenza A H3N2 virus.