57009-12-8

Basic information

• Product Name: METHYL 3-ACETYL-4-HYDROXYBENZOATE
• Synonyms: EOS-61538
• CAS NO: 57009-12-8
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 57009-12-8.mol
• Article Data: 19

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 331.5°C at 760 mmHg
• Flash Point: 131.5°C
• Appearance: /
• Density: 1.234g/cm³
• Vapor Pressure: 8.05E-05mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.55±0.18(Predicted)
• CAS DataBase Reference: METHYL 3-ACETYL-4-HYDROXYBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-ACETYL-4-HYDROXYBENZOATE(57009-12-8)
• EPA Substance Registry System: METHYL 3-ACETYL-4-HYDROXYBENZOATE(57009-12-8)

Safety Data

• Hazardous Substances Data: 57009-12-8(Hazardous Substances Data)

Usage

Description

METHYL 3-ACETYL-4-HYDROXYBENZOATE is an organic compound that serves as an important intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is characterized by its unique chemical structure, which features a methyl ester group, an acetyl group, and a hydroxyl group attached to a benzene ring. This versatile molecule plays a crucial role in the development of new drugs and agrochemicals with improved efficacy and selectivity.

Uses

Used in Pharmaceutical Industry:
METHYL 3-ACETYL-4-HYDROXYBENZOATE is used as a key intermediate in the synthesis of 2-(1-adamantyl)-4-(thio)chromenone-6-carboxylic acids, which are potent reversible inhibitors of human steroid sulfatase. These inhibitors have potential applications in the treatment of various hormonal disorders and cancers, such as breast and ovarian cancer, by modulating the activity of steroid sulfatase enzymes.
Used in Agrochemical Industry:
METHYL 3-ACETYL-4-HYDROXYBENZOATE is also utilized in the development of novel agrochemicals, such as herbicides, insecticides, and fungicides. Its unique chemical structure allows for the design of molecules with enhanced biological activity and selectivity, leading to improved crop protection and reduced environmental impact.

InChI:InChI=1/C10H10O4/c1-6(11)8-5-7(10(13)14-2)3-4-9(8)12/h3-5,12H,1-2H3

Upstream product

• 67-56-1 methanol 
• 16357-40-7 3-acetyl-4-hydroxybenzoic acid 
• 90330-49-7 3-(methoxymethylene)-2,4-bis(trimethylsilyloxy)-1,4-pentadiene 
• 922-67-8 propynoic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 1450-75-5 5-Bromo-2-hydroxyacetophenone 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 111-34-2 -butyl vinyl ether 
• 29415-97-2 methyl 3-bromo-4-hydroxybenzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 4869-46-9 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 
• 123-54-6 acetylacetone 
• 71407-97-1 methyl 3-acetyl-4-hydroxy-6-amino benzoate 
• 24262-66-6 methyl 4-acetoxybenzoate 

Downstream Products

• 16357-40-7 3-acetyl-4-hydroxybenzoic acid 
• 750572-54-4 adamantane-1-carboxylic acid 2-acetyl-4-(methoxycarbonyl)phenyl ester 
• 160753-84-4 methyl 3-acetyl-5-bromo-4-hydroxybenzoate 
• 65843-60-9 methyl 3-acetyl-4-(benzyloxy)benzoate 
• 1326774-90-6 4-hydroxy-3-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester 
• 1326775-00-1 (E/Z)-3-(3',7'-dimethylocta-2',6'-dienoyl)-4-hydroxybenzoic acid methyl ester 
• 1326774-91-7 3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester 
• 1326774-92-8 3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid 

Relevant articles and documents

Benzo[d]Isoxazole compound, preparation method and applications thereof

The invention provides a benzo[d]isoxazole compound, a preparation method and applications thereof, wherein the benzo[d]isoxazole compound has novel structure, can be used as a BET bromodomain receptor inhibitor, and can effectively inhibit the bromodomai

Synthesis of (3-(2-aminopyrimidin-4-yl)-4-hydroxyphenyl)phenyl methanone analogues as inhibitors of vascular endothelial growth factor receptor-2 kinase

Angiogenesis is critical for tumor growth and mediated mainly by vascular endothelial growth factor (VEGF) signaling. Inhibition of the VEGF signaling pathway has emerged as one of the promising approaches for cancer therapy. VEGF receptor 2 (VEGFR-2) is

Discovery of (R)-8-(1-(3,5-difluorophenylamino)ethyl)- N, N -dimethyl-2-morpholino-4-oxo-4 H -chromene-6-carboxamide (AZD8186): A potent and selective inhibitor of PI3Kβ and PI3Kδ for the treatment of PTEN-deficient cancers

Several studies have highlighted the dependency of PTEN deficient tumors to PI3Kβ activity and specific inhibition of PI3Kδ has been shown activity against human B-cell cancers. We describe the discovery and optimization of a series of 8-(1-anilino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamides as PI3Kβ/δ inhibitors, which led to the discovery of the clinical candidate 13, also known as AZD8186. On the basis of the lower lipophilicity of the chromen-4-one core compared to the previously utilized pyrido[1,2-a]pyrimid-4-one core, this series of compounds displayed high metabolic stability and suitable physical properties for oral administration. Compound 13 showed profound pharmacodynamic modulation of p-Akt in PTEN-deficient PC3 prostate tumor bearing mice after oral administration and showed complete inhibition of tumor growth in the mouse PTEN-deficient PC3 prostate tumor xenograft model. 13 was selected as a clinical candidate for treatment of PTEN-deficient cancers and has recently entered phase I clinical trials.