4756-45-0

Basic information

• Product Name: 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid
• Synonyms: 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid;o-(2-Hydroxy-4-methoxybenzoyl)benzoic acid;JLZIIHMTTRXXIN-UHFFFAOYSA-N
• CAS NO: 4756-45-0
• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25278
• EINECS: 225-290-8
• Mol File: 4756-45-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 375.31°C (rough estimate)
• Flash Point: 192.9°C
• Appearance: /
• Density: 1.2962 (rough estimate)
• Vapor Pressure: 5.76E-11mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• CAS DataBase Reference: 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid(4756-45-0)
• EPA Substance Registry System: 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid(4756-45-0)

Safety Data

• Hazardous Substances Data: 4756-45-0(Hazardous Substances Data)

Usage

Derivative of salicylic acid

This compound is derived from salicylic acid, which is a well-known pain reliever and anti-inflammatory agent.

Pharmaceutical and cosmetic use

2-(2-hydroxy-4-methoxybenzoyl)benzoic acid is commonly used in pharmaceuticals and cosmetics due to its beneficial properties.

Anti-inflammatory properties

The presence of a hydroxybenzoyl group in its structure contributes to the compound's ability to reduce inflammation.

Analgesic effects

The methoxy group in the structure of 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid is responsible for its pain-relieving properties.

Potential treatment for skin conditions

This compound has been studied for its potential use in treating skin inflammation, acne, and pain.

UV-filtering properties

Homosalate is used in some sunscreens due to its ability to filter and protect against harmful ultraviolet (UV) radiation.

InChI:InChI=1/C15H12O5/c1-20-9-6-7-12(13(16)8-9)14(17)10-4-2-3-5-11(10)15(18)19/h2-8,16H,1H3,(H,18,19)

Upstream product

• 85-44-9 phthalic anhydride 
• 150-19-6 O-methylresorcine 
• 151-10-0 1,3-Dimethoxybenzene 
• 95280-86-7 2-(2-hydroxy-4-methoxy-benzoyl)-benzoic acid ethyl ester 
• 61959-31-7 2-[(2,4-dimethoxy)benzoyl]benzoic acid 
• 2513-33-9 2-(2,4-dihydroxybenzoyl)benzoic acid 
• 74-88-4 methyl iodide 
• 10034-85-2 hydrogen iodide 
• 121715-17-1 2-(2,4-dihydroxy-benzoyl)-benzoic acid ethyl ester 

Downstream Products

• 861531-20-6 2-(2-hydroxy-4-methoxy-benzyl)-benzoic acid 
• 93435-25-7 2-(2,4-dimethoxy-benzyl)-benzoic acid 

Relevant articles and documents

Synthesis and cytotoxic effect of 1,3-dihydroxy-9,10-anthraquinone derivatives

1,3-Dihydroxy-9,10-anthraquinone (4) was reacted with epichlorohydrin or 1,ω-dibromo-alkane to yield 1-hydroxy-3-(2,3-epoxypropoxy)-9,10-anthraquinone (5) and 1-hydroxy-3-(3-chloro-2-hydroxypropoxy)-9,10-anthraquinone (6) or 1-hydroxy-3-(ω-bromoalkoxy)-9,10-anthraquinone. Ring-opening of the epoxide (5) or 1-hydroxy-3-(ω-bromoalkoxy)-9,10-anthraquinones with appropriate amines, afforded various 1-hydroxy-3-(3-alkylamino-2-hydroxypropoxy)-9,10-anthraquinones. The synthetic compounds were tested in vitro inhibition of human T-24, Hep 3B, Hep G2, SiHa, HT-3, PLC/PRF/5 and 212 cells. Almost all compounds showed significant inhibitory activity against several different cancer cell lines. Structure - activity analysis indicated epoxidation of the hydroxyanthraquinone increased cytotoxicity against tumour cells, but ring-opening of the epoxide group with amine did not enhance the cytotoxic activity. The phosphatidylserine (PS) externalization and DNA fragmentation in SiHa cells were significantly observed after 48 h incubation with selected compound 19. The results show that 19 cause cell death by apoptosis.

Synthesis and Structure - Activity Relationships of Sweet 2-Benzoylbenzoic Acid Derivatives

Twenty-four analogues of the sweet compound 2-(4-methoxybenzoyl)benzoic acid 1 were synthesized and tasted. The structure-sweet taste relationships were studied by means of principal component analysis and by comparison with the existing sweet receptor models. Three possible glucophores were identified, which could correspond to the sites B, E1, and E2 of the Tinti - Nofre model. Some similarities between this class of compounds and isovanillic sweeteners were found.