7152-04-7

Basic information

• Product Name: 4-ACETAMIDOCINNAMIC ACID
• Synonyms: 8T-0336;NSC71985;ST5409833;4-ACETAMIDOCINNAMIC ACID;4-ACETYLAMINOCINNAMIC ACID;AKOS B004038;AKOS BAR-2477;3-(4-ACETAMIDOPHENYL)PROPENOIC ACID
• CAS NO: 7152-04-7
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• EINECS: -0
• Mol File: 7152-04-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 269-271°C
• Boiling Point: 470.9°C at 760 mmHg
• Flash Point: 238.6°C
• Appearance: /
• Density: 1.297g/cm³
• Vapor Pressure: 1.13E-09mmHg at 25°C
• Refractive Index: 1.654
• BRN: 2724869
• CAS DataBase Reference: 4-ACETAMIDOCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETAMIDOCINNAMIC ACID(7152-04-7)
• EPA Substance Registry System: 4-ACETAMIDOCINNAMIC ACID(7152-04-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 7152-04-7(Hazardous Substances Data)

Usage

General Description

4-Acetamidocinnamic acid is a chemical compound belonging to the class of cinnamic acids. It is derived from cinnamic acid by the addition of an acetamido group. 4-ACETAMIDOCINNAMIC ACID is commonly used in the synthesis of various pharmaceuticals and organic compounds due to its versatile chemical properties. It has been studied for its potential biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties. Additionally, 4-acetamidocinnamic acid has been investigated for its potential role in the development of new drugs for the treatment of various diseases. Overall, this compound is of interest to researchers and pharmaceutical companies for its potential therapeutic applications.

InChI:InChI=1/C11H11NO3/c1-8(13)12-10-5-2-9(3-6-10)4-7-11(14)15/h2-7H,1H3,(H,12,13)(H,14,15)/b7-4+

Upstream product

• 2393-18-2 p-aminocinnamic acid 
• 108-24-7 acetic anhydride 
• 141-82-2 malonic acid 
• 122-85-0 para-acetamidobenzaldehyde 

Downstream Products

• 106873-46-5 4-Acetamido-3-nitrocinnamic acid 
• 1393911-84-6 C₂₃H₁₉N₃O₂S 
• 24364-02-1 4-amino-3-nitro-cinnamic acid 
• 24249-61-4 3,4-diamino-cinnamic acid 
• 57259-97-9 1-[3-(4-acetylamino-phenyl)-acryloyl]-4-(4-oxo-5-phenyl-4,5-dihydro-oxazol-2-yl)-piperazine 

Relevant articles and documents

Toward a Scalable Synthesis and Process for EMA401, Part II: Development and Scale-Up of a Pyridine- A nd Piperidine-Free Knoevenagel-Doebner Condensation

During route scouting for EMA401 (1), an angiotensin II type 2 antagonist, we identified the synthesis of key amino acid intermediate 2 via its cinnamic acid derivative 3 as a streamlined option. In general, cinnamic acids can be synthesized from the corresponding aldehydes by a Knoevenagel-Doebner condensation in pyridine with piperidine as an organocatalyst. We aimed to replace both of these reagents and found novel conditions involving toluene as the solvent and morpholine as the organocatalyst. Scale-up of the process allowed the production of 25 kg of cinnamic acid 3 that was of the quality required for process development of the subsequent phenylalanine ammonia lyase-catalyzed step. The modified conditions were found to be widely applicable to alternative aldehydes and thus are of relevance to practitioners of chemical scale-up.

POLYMER RAW MATERIAL AND POLYMER MATERIAL

To provide a polymer material having properties that allow the polymer material to replace a polyimide and a polyamide synthesized from a petroleum raw material, said polymer material being synthesized from a raw material derived from natural molecules. [