1138-60-9

Basic information

• Product Name: ISOPROPYLGALLATE
• Synonyms: ISOPROPYLGALLATE;isopropyl 3,4,5-trihydroxybenzoate;ISOPROPYLGALLATE(RG);3,4,5-Trihydroxybenzoic acid 1-methylethyl ester;3,4,5-trihydroxybenzoic acid isopropyl ester;propan-2-yl 3,4,5-trihydroxybenzoate
• CAS NO: 1138-60-9
• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.2
• EINECS: 214-515-5
• Product Categories: Aromatic Esters
• Mol File: 1138-60-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 123-124.5 °C
• Boiling Point: 439.5°Cat760mmHg
• Flash Point: 177.4°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 2.47E-08mmHg at 25°C
• Refractive Index: 1.593
• PKA: 8.11±0.25(Predicted)
• CAS DataBase Reference: ISOPROPYLGALLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPYLGALLATE(1138-60-9)
• EPA Substance Registry System: ISOPROPYLGALLATE(1138-60-9)

Safety Data

• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• Hazardous Substances Data: 1138-60-9(Hazardous Substances Data)

Usage

General Description

ISOPROPYLGALLATE is a chemical compound derived from gallic acid, and it is commonly used as an antioxidant in food and cosmetic products. It is a member of the class of organic compounds known as gallates, which are esters of gallate with the hydroxyl group at the 3-position of the catechol moiety. ISOPROPYLGALLATE is well-known for its ability to prevent oxidation and extend the shelf-life of products by inhibiting the production of free radicals. It is also used in the pharmaceutical industry as a stabilizer and preservative for various medications. Additionally, ISOPROPYLGALLATE has been studied for its potential health benefits, including its antioxidant and anti-inflammatory properties. However, its use in products has raised some concerns about potential health risks, and further research is needed to fully understand its effects on human health.

InChI:InChI=1/C10H12O5/c1-5(2)15-10(14)6-3-7(11)9(13)8(12)4-6/h3-5,11-13H,1-2H3

Upstream product

• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 5782-85-4 3,4,5-trihydroxybenzoic acid hydrazide 
• 1034-01-1 Octyl gallate 

Relevant articles and documents

Molecular characterization of the boron adducts of the proteasome inhibitor bortezomib with epigallocatechin-3-gallate and related polyphenols

The green tea polyphenol epigallocatechin-3-gallate (EGCG) was reported to effectively antagonize the ability of Bortezomib (BZM) to induce apoptosis in cancer cells. This interaction was attributed to the formation of a covalent adduct between a phenolic moiety of EGCG with the boronic acid group of Bortezomib. However, the structural details of this boron adduct and the molecular factors that contribute to its formation and its ability to inhibit Bortezomib's activity remain unclear. This paper describes the use of NMR spectroscopy and cell assays to characterize the structures and properties of the boron adducts of EGCG and related polyphenols. The observed boron adducts included both boronate and borate derivatives, and their structural characteristics were correlated with cell-based evaluation of the ability of EGCG and other phenols to antagonize the anticancer activity of Bortezomib. The enhanced stability of the BZM/EGCG adduct was attributed to electronic and steric reasons, and a newly identified intramolecular interaction of the boron atom of BZM with the adjacent amide bond. The reported approach provides a useful method for determining the potential ability of polyphenols to form undesired adducts with boron-based drugs and interfere with their actions. This journal is

Polyhydroxybenzoic acid derivatives as potential new antimalarial agents

With more than 200 million cases and 400,000 related deaths, malaria remains one of the deadliest infectious diseases of 2021. Unfortunately, despite the availability of efficient treatments, we have observed an increase in people infected with malaria since 2015 (from 211 million in 2015 to 229 million in 2019). This trend could partially be due to the development of resistance to all the current drugs. Therefore, there is an urgent need for new alternatives. We have, thus, selected common natural scaffolds, polyhydroxybenzoic acids, and synthesized a library of derivatives to better understand the structure–activity relationships explaining their antiplasmodial effect. Only gallic acid derivatives showed a noticeable potential for further developments. Indeed, they showed a selective inhibitory effect on Plasmodium (IC50 ~20 μM, SI > 5) often associated with interesting water solubility. Moreover, this has confirmed the critical importance of free phenolic functions (pyrogallol moiety) for the antimalarial effect. Methyl 4-benzoxy-3,5-dihydroxybenzoate (39) has, for the first time, been recognized as a potential lead for future research because of its marked inhibitory activity against Plasmodium falciparum and its significant hydrosolubility (3.72 mM).

A preparation method of electronic grade gallic octyl ester

The present invention provides a kind of electronic grade gallic octyl ester of preparation method, which belongs to the technical field of organic synthesis. The gallic acid dissolved in alcohol, then drop adds the chlorination [...], then adding aromatic hydrocarbon solvent, a catalytic amount of B (C6F5) 3 and octanol, moiety will be distillation after the exchange, getting the gallic octyl ester. This method avoids the use of heavy metal catalyst, high yield, low cost, and is suitable for industrial scale production, the ester exchange after the end of the added metal ion adsorbent after the metal ion adsorption, distillation electronic level of gallic octyl ester.