155814-22-5

Basic information

• Product Name: 3-CHLORO-4-FLUOROCINNAMIC ACID
• Synonyms: RARECHEM BK HW 0061;(E)-3-(3-Chloro-4-fluorophenyl)-2-propenoic acid;trans-3-(3-Chloro-4-fluorophenyl)-2-propenoic acid;3-(3-chloro-4-fluorophenyl)acrylic acid;3-CHLORO-4-FLUOROCINNAMIC ACID
• CAS NO: 155814-22-5
• Molecular Formula: C₉H₆ClFO₂
• Molecular Weight: 200.59
• Product Categories: Cinnamic acid;Fluorine series
• Mol File: 155814-22-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 173-175°C
• Boiling Point: 326℃
• Flash Point: 151℃
• Appearance: /
• Density: 1.420
• Vapor Pressure: 8.95E-05mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-CHLORO-4-FLUOROCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-4-FLUOROCINNAMIC ACID(155814-22-5)
• EPA Substance Registry System: 3-CHLORO-4-FLUOROCINNAMIC ACID(155814-22-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 155814-22-5(Hazardous Substances Data)

Usage

Description

3-Chloro-4-fluorocinnamic Acid, with the CAS number 58537-11-4, is an organic compound characterized by its unique molecular structure featuring a chlorine atom at the 3rd position and a fluorine atom at the 4th position on the cinnamic acid backbone. 3-CHLORO-4-FLUOROCINNAMIC ACID is known for its potential applications in various fields due to its chemical properties.

Uses

Used in Pharmaceutical Industry:
3-Chloro-4-fluorocinnamic Acid is used as a key intermediate compound for the synthesis of chemokine receptor modulators. These modulators play a crucial role in regulating the immune system and have potential applications in treating various diseases, including autoimmune disorders and chronic inflammation.
In the development of chemokine receptor modulators, 3-Chloro-4-fluorocinnamic Acid serves as a building block that can be further modified and optimized to enhance the potency, selectivity, and pharmacokinetic properties of the final drug candidates. This makes it a valuable asset in the pharmaceutical industry for creating novel therapeutic agents.

InChI:InChI=1/C9H6ClFO2/c10-7-5-6(1-3-8(7)11)2-4-9(12)13/h1-5H,(H,12,13)/b4-2+

Upstream product

• 141-82-2 malonic acid 
• 34328-61-5 3-Chloro-4-fluorobenzaldehyde 
• 110-89-4 piperidine 

Downstream Products

• 881190-93-8 3-(3-chloro-4-fluorophenyl)propionic acid 
• 57661-57-1 3-(3-chloro-4-fluoro-phenyl)-N-(2,4-dioxo-imidazolidin-1-yl)-acrylamide 
• 1101840-88-3 (S)-4-[(E)-3-(3-chloro-4-fluoro-phenyl)-acryloyl]-1-(3-hydroxy-propyl)-3-methyl-piperazin-2-one 
• 1101841-79-5 4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-3-methyl-piperazin-2-one 
• 1101841-84-2 4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((3S,4S)-3-hydroxy-4 methyl-piperidin-1-yl)-propyl]-3-methyl-piperazin-2-one 
• 783241-21-4 (S)-2-amino-3-(3-chloro-4-fluorophenyl)propanoic acid 

Relevant articles and documents

Telescopic one-pot condensation-hydroamination strategy for the synthesis of optically pure L-phenylalanines from benzaldehydes

A chemo-enzymatic telescopic approach was designed for the synthesis of L-arylalanines in high yield and optical purity, starting from commercially available and inexpensive substituted benzaldehydes. The method exploits a chemical Knoevenagel–Doebner condensation (optimised to give complete conversions in a short reaction time, employing microwave irradiation) and a biocatalytic phenylalanine ammonia lyase mediated hydroamination (for the stereoselective addition of ammonia). The two reactions can be run sequentially in one pot, bringing together the advantages of chemical and biological catalysis. The preparative applicability was demonstrated with the synthesis of five L-dihalophenylalanines (71–84% yield, 98–99% ee) of relevance as molecular probes, for medicinal chemistry and for the synthesis of pharmaceutical ingredients.

Indanylidenes. 2. Design and synthesis of (E)-2-(4-chloro-6-fluoro-1-indanylidene)-N-methylacetamide, a potent antiinflammatory and analgesic agent without centrally acting muscle relaxant activity

Extension of the structure-activity relationship studies that led to the discovery of the nonsedating potent muscle relaxant, antiinflammatory, and analgesic agent (E)-2-(4,6-difluoro-1-indanylidene)acetamide, 1, has given rise to (E)-2-(4-chloro-6-fluoro