7298-21-7

Basic information

• Product Name: 2,4-Dihydroxy-5-Methoxyacetophenone
• Synonyms: 2,4-Dihydroxy-5-Methoxyacetophenone;1-(2,4-Dihydroxy-5-Methoxyphenyl)ethanone;1-(2,4-Dihydroxy-5-Methoxyphenyl)-ethanone
• CAS NO: 7298-21-7
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.1733
• Product Categories: Aromatics
• Mol File: 7298-21-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 166 °C
• Boiling Point: 333.9±22.0 °C(Predicted)
• Appearance: /
• Density: 1.284±0.06 g/cm3(Predicted)
• PKA: 7.98±0.23(Predicted)
• CAS DataBase Reference: 2,4-Dihydroxy-5-Methoxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dihydroxy-5-Methoxyacetophenone(7298-21-7)
• EPA Substance Registry System: 2,4-Dihydroxy-5-Methoxyacetophenone(7298-21-7)

Safety Data

• Hazardous Substances Data: 7298-21-7(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

2,4-Dihydroxy-5-methoxyacetophenone (cas# 7298-21-7) is a compound useful in organic synthesis.

Preparation

Preparation by debenzylation of 4-(benzyloxy)-2-hydroxy-5-methoxyacetophenone, ? by catalytic hydrogenolysis with 5–10% Pd/C in ethyl acetate at r.t. (quantitative yield) ; ? with concentrated hydrochloric acid in boiling acetic acid.

Upstream product

• 6100-60-3 4-methoxybenzene-1,3-diol 
• 64-19-7 acetic acid 
• 109-63-7 boron trifluoride diethyl etherate 
• 99179-72-3 3-acetoxy-4-methoxyphenol 
• 34176-17-5 1-(4-(benzyloxy)-2,5-dihydroxyphenyl)ethan-1-one 
• 29682-12-0 1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone 
• 621-59-0 isovanillin 
• 75-05-8 acetonitrile 
• 91401-25-1 2,4-diacetoxy-1-methoxy-benzene 
• 75-36-5 acetyl chloride 
• 19009-24-6 3-hydroxy-4-methoxyphenyl formate 

Relevant articles and documents

Design, Synthesis and Structure-Activity Relationship Studies of Glycosylated Derivatives of Marine Natural Product Lamellarin D

Lamellarin D, a marine natural product, acts as a potent inhibitor of DNA topoisomerase I (Topo I). To modify its physicochemical property and biological activity, a series of mono- and di-glycosylated derivatives were designed and synthesized through 22–26 multi-steps. Their inhibition of human Topo I was evaluated, and most of the glycosylated derivatives exhibited high potency in inhibiting Topo I activity as well as lamellarin D. All the 15 target compounds were evaluated for their cytotoxic activities against five human cancer cell lines. The typical lamellarin derivative ZL?3 exhibited the best activity with IC50 values of 3 nM, 10 nM, and 15 nM against human lung cancer A549 cells, human colon cancer HCT116 cells and human hepatocellular carcinoma HepG2 cells. Compound ZL?1 exhibited anti-cancer activity with IC50 of 14 nM and 24 nM against human colon cancer HCT116 cells and human hepatocellular carcinoma HepG2 cells, respectively. Cell cycle analysis in MDA-MB-231 suggested ZL?3 inhibited cell growth through arresting cells at the G2/M phase of the cell cycle. Further tests showed a significant improvement in aqueous solubility of ZL?1 and ZL?7. This study suggested that glycosylation could be utilized as a useful strategy to optimize lamellarin D derivatives as Topo I inhibitors and anticancer agents.

LYSYL OXIDASE-LIKE 2 INHIBITORS AND USES THEREOF

Described herein are compounds that are LOXL2 inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with LOXL2 activity.

Practical synthesis of glaziovianin A, a cytotoxic isoflavone, and its O7-propargyl analogue

Glaziovianin A and its O7-propargyl analogue are potent cytotoxic isoflavones. We found that the O7-propargyl analogue completely arrested cell-cycle progression. We have achieved the large-scale synthesis of glaziovianin A and its O7-propargyl analogue for further in vivo experimentation.