35458-39-0

Basic information

• Product Name: 4-BROMO-2,5-DIMETHOXYBENZOIC ACID
• Synonyms: 4-BROMO-2,5-DIMETHOXYBENZOIC ACID
• CAS NO: 35458-39-0
• Molecular Formula: C₉H₉BrO₄
• Molecular Weight: 261.07
• Mol File: 35458-39-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 358.78 °C at 760 mmHg
• Flash Point: 170.784 °C
• Appearance: /
• Density: 1.571 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-BROMO-2,5-DIMETHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2,5-DIMETHOXYBENZOIC ACID(35458-39-0)
• EPA Substance Registry System: 4-BROMO-2,5-DIMETHOXYBENZOIC ACID(35458-39-0)

Safety Data

• Hazardous Substances Data: 35458-39-0(Hazardous Substances Data)

Usage

General Description

4-Bromo-2,5-dimethoxybenzoic acid is a chemical compound with the molecular formula C9H9BrO4. It is a derivative of benzoic acid that contains two methoxy and one bromine substituents on the benzene ring. 4-BROMO-2,5-DIMETHOXYBENZOIC ACID is primarily used in the field of medicinal chemistry and drug development due to its potential pharmacological properties. It has been studied for its anti-inflammatory and anticoagulant activities, as well as its potential in the treatment of heart and vascular diseases. Additionally, 4-Bromo-2,5-dimethoxybenzoic acid may also have applications in organic synthesis and materials science. Overall, this chemical compound has demonstrated promising biological and pharmaceutical properties, making it a valuable target for further research and development.

InChI:InChI=1/C9H9BrO4/c1-13-7-4-6(10)8(14-2)3-5(7)9(11)12/h3-4H,1-2H3,(H,11,12)

Upstream product

• 2674-34-2 1,4-dibromo-2,5-dimethoxybenzene 
• 150-78-7 1,4-dimethoxybezene 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 553-97-9 2-Methyl-1,4-benzoquinone 
• 67289-05-8 2-bromo-5-methylbenzene-1,4-diol 
• 124-38-9 carbon dioxide 
• 31558-41-5 4-bromo-2,5-dimethoxybenzaldehyde 
• 13321-74-9 1-bromo-2,5-dimethoxy-4-methylbenzene 

Downstream Products

• 1254347-07-3 phenyl 4-bromo-6-hydroxy-3-methoxy-2-methylbenzoate 
• 1254351-84-2 C₂₂H₁₉BrO₄ 

Relevant articles and documents

Dehydrogenative coupling to enable the enantioselective total synthesis of (-)-simaomicin α

The anticancer natural product simaomicin α has been synthesized. Asymmetric synthesis allowed the assignment of absolute stereochemistry. The enantiomer of the naturally occurring substance shows potent cytotoxicity towards Gram-positive bacteria and human cancer cells. Bn=benzyl, BOM=benzyloxymethyl. Copyright

Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives

Poylcyclic tetrahydroxanthones comprise a large class of cytototoxic natural products. No mechanism of action has been described for any member of the family. We report the synthesis of kibdelone C and several simplified analogs. Both enantiomers of kibdeleone C show low nanomolar cytotoxicity toward multiple human cancer cell lines. Moreover, several simplified derivatives with improved chemical stability display higher activity than the natural product itself. In vitro studies rule out interaction with DNA or inhibition of topoisomerase, both of which are common modes of action for polycyclic aromatic compounds. However, celluar studies reveal that kibdelone C and its simplified derivatives disrupt the actin cytoseketon without directly binding actin or affecting its polymerization in vitro.

Enantioselective total synthesis of ( - )-kibdelone C

The kibdelones are aromatic polyketide natural products featuring isoquinolinone and tetrahydroxanthone ring systems. They display potent cytotoxicity toward a range of human cancer cell lines. Here, we present an enantioselective total synthesis of kibdelone C that utilizes a Shi epoxidation to establish the absolute and relative stereochemistry, an acid-catalyzed cyclization to form the tetrahydroxanthone, and a C - H arylation to complete the hexacyclic skeleton.