53967-72-9

Basic information

• Product Name: 3'-Hydroxy-2'-nitroacetophenone
• Synonyms: 3'-Hydroxy-2'-nitroacetophenone
• CAS NO: 53967-72-9
• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 181
• Product Categories: Aromatics;Intermediates
• Mol File: 53967-72-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 134–136°C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane
• CAS DataBase Reference: 3'-Hydroxy-2'-nitroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-Hydroxy-2'-nitroacetophenone(53967-72-9)
• EPA Substance Registry System: 3'-Hydroxy-2'-nitroacetophenone(53967-72-9)

Safety Data

• Hazardous Substances Data: 53967-72-9(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Powder

Uses

3''-Hydroxy-2''-nitroacetophenone (cas# 53967-72-9) is a compound useful in organic synthesis.

Preparation

Obtained by nitration of 3-hydroxyacetophenone with cupric nitrate in acetic acid–acetic anhydride mixture, at 10–15° for 7–8 h (25%).

Upstream product

• 121-71-1 3-Hydroxyacetophenone 
• 15865-57-3 2-nitro-3-methoxybenzoyl chloride 
• 33852-43-6 1-(3-methoxy-2-nitrophenyl)ethanone 

Downstream Products

• 199985-13-2 methyl 2-methoxy-2-(3-acetyl-2-nitrophenoxy)acetate 
• 199985-10-9 2-(3-hydroxy-2-nitrophenyl)-2,5,5-trimethyl-1,3-dioxane 
• 33852-43-6 1-(3-methoxy-2-nitrophenyl)ethanone 
• 102022-92-4 4-(3-benzyloxy-2-nitro-phenyl)-2,4-dioxo-butyric acid ethyl ester 
• 199985-20-1 [2-Nitro-3-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-phenoxy]-acetic acid methyl ester 
• 864816-22-8 2-N-[2-isopropoxy-6-({4-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)ethyl]-1H-pyrrol-3-yl}carbonyl)phenyl]-2-methoxy-3-(4-methoxyphenyl)-2-propenamide 
• 864816-23-9 7-isopropoxy-2-[methoxy-2-(4-methoxyphenyl)ethenyl]-3-{4-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)ethyl]-1H-pyrrol-3-yl}-1H-indole 
• 864816-19-3 (3-isopropoxy-2-nitrophenyl)-{4-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)ethyl]-1H-pyrrol-3-yl}methanone 
• 864816-20-6 (2-amino-3-isopropoxyphenyl)-{4-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)ethyl]-1H-pyrrol-3-yl}methanone 
• 864816-18-2 (2E)-3-isopropoxy-2-nitrophenyl-3-(4-methoxyphenyl)-2-propenone 
• 864816-17-1 3-isopropoxy-2-nitrophenylethanone 
• 199985-06-3 methyl (3-acetyl-2-nitrophenoxy)acetate 
• 107916-67-6 4,2'-Dinitro-3,3'-dihydroxy-chalkon 
• 107916-70-1 6,2'-Dinitro-3,3'-dihydroxy-chalkon 

Relevant articles and documents

3-Hydroxy-2,6-dinitroacetophenone: an Unusual Substitution Pattern Resulting from Nitration of 3-Hydroxyacetophenone

Nitration of 3-hydroxyacetophenone gives 2,6-dinitro-3-hydroxyacetophenone, C8H6N2O6, in which the nitro groups have entered the sterically least favourable positions in the aromatic nucleus.None of the expected substitution in the 4-position was observed.The two nitro groups flanking the carbonyl side chain are different in that one is in the plane of the aryl ring but the other is twisted well out of the plane.

Topoisomerase I-mediated antiproliferative activity of 10-substituted and 12-substituted homocamptothecins

Homocamptothecin (hCPT) is an E-ring modified camptothecin (CPT) analogue, which showed pronounced inhibitory activity of topoisomerase I. In search of novel hCPT-type anticancer agents, two series of hCPT derivatives were synthesized and evaluated in vitro against three human tumor cell lines. The results indicated that the 10-substituted hCPT derivatives had a considerably higher cytotoxic activity than the 12-substituted ones. Among the 10-substituted compounds, 8a, 8b, 9b, and 9i showed an equivalent or even more potent activity than the positive control drug topotecan against the lung cancer cell line A-549. Moreover, the hCPT analogues 8a and 8b exhibited a higher topoisomerase I inhibitory activity than CPT at a concentration of 100 μM. Copyright

Novel human lens metabolites from normal and cataractous human lenses

4-(2-Aminophenyl)-4-oxobutanoic acid, 4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid and glutathionyl-kynurenine have been identified as novel metabolites in normal and cataractous human lenses following total synthesis and comparison with authentic human