614-86-8

Basic information

• Product Name: 2,4-DIHYDROXYCINNAMIC ACID
• Synonyms: RARECHEM BK HW 0129;TIMTEC-BB SBB008560;UMBELLIC ACID;2,4-DIHYDROXYCINNAMIC ACID;(2E)-2,4-DIHYDROXYCINNAMIC ACID;(2E)-3-(2,4-DIHYDROXYPHENYL)ACRYLIC ACID;3-(2,4-DIHYDROXYPHENYL)ACRYLIC ACID;Umbellic acid 3-(2,4-Dihydroxyphenyl)acrylic acid
• CAS NO: 614-86-8
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16
• EINECS: 240-399-0
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives;Carboxylic Acids;Phenyls & Phenyl-Het;Carboxylic Acids;Phenyls & Phenyl-Het;C9;Carbonyl Compounds
• Mol File: 614-86-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 202 °C (dec.)
• Boiling Point: 434.5oC at 760 mmHg
• Flash Point: 230.7oC
• Appearance: /
• Density: 1.478±0.06 g/cm3(Predicted)
• Vapor Pressure: 2.56E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 4.70±0.13(Predicted)
• CAS DataBase Reference: 2,4-DIHYDROXYCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIHYDROXYCINNAMIC ACID(614-86-8)
• EPA Substance Registry System: 2,4-DIHYDROXYCINNAMIC ACID(614-86-8)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-36/37/38
• Safety Statements: 26-39-36
• WGK Germany: 3
• Hazardous Substances Data: 614-86-8(Hazardous Substances Data)

Usage

General Description

2,4-Dihydroxycinnamic acid, also known as caffeic acid, is a naturally occurring organic compound that belongs to the class of hydroxycinnamic acids. It is commonly found in various plant sources such as coffee, fruits, vegetables, and herbs. Caffeic acid is known for its antioxidant properties and has been linked to various health benefits such as reducing inflammation, protecting against free radical damage, and potentially providing protection against certain diseases. It is also being researched for its potential use in the development of pharmaceuticals and dietary supplements. Overall, 2,4-dihydroxycinnamic acid is a valuable compound that is of interest for its potential health-promoting properties.

InChI:InChI=1/C9H8O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1-5,10-11H,(H,12,13)/p-1/b4-2+

Upstream product

• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 10387-49-2 7-acetyloxycoumarin 
• 6972-61-8 2,4-dimethoxycinnamic acid 
• 141-82-2 malonic acid 
• 95-01-2 2,4-Dihydroxybenzaldehyde 

Relevant articles and documents

Synthesis, cytotoxicity and molecular modelling studies of new phenylcinnamide derivatives as potent inhibitors of cholinesterases

The present study reports the synthesis of cinnamide derivatives and their biological activity as inhibitors of both cholinesterases and anticancer agents. Controlled inhibition of brain acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) may slow neurodegeneration in Alzheimer's diseases (AD). The anticholinesterase activity of phenylcinnamide derivatives was determined against Electric Eel acetylcholinesterase (EeAChE) and horse serum butyrylcholinesterase (hBChE) and some of the compounds appeared as moderately potent inhibitors of EeAChE and hBChE. The compound 3-(2-(Benzyloxy)phenyl)-N- (3,4,5-trimethoxyphenyl)acrylamide (3i) showed maximum activity against EeAChE with an IC50 0.29 ± 0.21 μM whereas 3-(2-chloro-6- nitrophenyl)-N-(3,4,5-trimethoxyphenyl)acrylamide (3k) was proved to be the most potent inhibitor of hBChE having IC50 1.18 ± 1.31 μM. To better understand the enzyme-inhibitor interaction of the most active compounds toward cholinesterases, molecular modelling studies were carried out on high-resolution crystallographic structures. The anticancer effects of synthesized compounds were also evaluated against cancer cell line (lung carcinoma). The compounds may be useful leads for the design of a new class of anticancer drugs for the treatment of cancer and cholinesterase inhibitors for Alzheimer's disease (AD).