13895-38-0

Usage

Uses

Used in Chemical Reactions:
4-NITROSORESORCINOL 1-MONOMETHYL ETHER is used as a reagent in various chemical reactions for its unique properties as a nitroso compound and a methyl ether, contributing to the synthesis of different compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-NITROSORESORCINOL 1-MONOMETHYL ETHER is used as a subject of research for its potential anti-tumor properties, with studies exploring its effects on tumor growth and its possible role in cancer treatment.
Used in Mutagenic Studies:
4-NITROSORESORCINOL 1-MONOMETHYL ETHER is also used in mutagenicity studies to understand its potential as a mutagen, which is important for assessing its safety and potential applications in genetic research.

InChI:InChI=1/C7H7NO3/c1-11-5-2-3-6(8-10)7(9)4-5/h2-4,9H,1H3

Upstream product

• 150-19-6 O-methylresorcine 
• 58243-21-3 5-methoxy-1,2-naphthoquinone-2-oxime 
• 71-43-2 benzene 
• 39501-58-1 3-methoxy-4-nitrosophenol 
• 108-88-3 toluene 
• 7782-77-6 cis-nitrous acid 

Downstream Products

• 58243-21-3 5-methoxy-1,2-naphthoquinone-2-oxime 
• 40925-70-0 2-amino-5-methoxyphenol 
• 4920-84-7 2,4-dimethoxynitrobenzene 
• 5779-25-9 7-methoxy-3-phenyl-2H-benzo[b][1,4]oxazin-2-one 
• 532-91-2 coixol 

Relevant academic research and scientific papers

Improved procedures for the preparation of 2-nitro-5-methoxyphenol and 6-methoxy-2(3H)-benzoxazolone from 3-methoxyphenol

3-Methoxyphenol can be selectively nitrosated in propionic acid, and the resulting slurry of 2-nitroso-5-methoxyphenol can be cleanly oxidized by nitric acid to the nitro compound. An improved procedure for the preparation of 6-methoxy-2(3H)-benzoxazolone

Synthetic ansamycins prepared by a ring-expanding Claisen rearrangement. Synthesis and biological evaluation of ring and conformational analogues of the Hsp90 molecular chaperone inhibitor geldanamycin

A series of ansa-quinones has been prepared by chemical synthesis, and evaluated by biological techniques. Thus, 19-membered ansa-lactams, simplified analogues of the naturally occurring Hsp90 molecular chaperone inhibitor geldanamycin, were obtained by concise routes, the key steps being the combination of a ring-closing metathesis to give a 17-membered ring followed by Claisen rearrangement to effect ring expansion. The methodology was also used to prepare an "unnatural" 18-membered ring analogue. In ATPase enzyme assays, the synthetic ansa-quinones were weak inhibitors of Hsp90. The Royal Society of Chemistry 2007.

Completion of the spectroscopical data for the synthesis of DIMBOA

Cyclic hydroxamic acids like 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin- 3(4H)-one (DIMBOA) and 2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one (DIBOA) are found in several plants playing an important role in the defense-system of plants against a variety of enemies. To investigate new mechanism and effects we synthesized the molecules using known synthetic pathways. Since the chemical data of DIMBOA are not complete or even false, we decided to publish the missing ones in this journal. O?sterreichische Apotheker-Verlagsgesellschaft m. b. H.

Nitrosation of phenolic substrates under mildly basic conditions: Selective preparation of p-quinone monooximes and their antiviral activities

Nitrosation of 3-methoxyphenol and 1-naphthol were examined under both acidic (NaNO2-EtCO2H-H2O) and basic (i-AmNO2-K2CO3-DMF) conditions. Acidic nitrosations afforded ortho-directed products, whereas para-directed nitrosations were observed under basic conditions to yield p-quinone monooximes. The basic para-directed nitrosation was further examined using 15 phenols, two naphthols, and four phenolic heterocyclics. A one-pot operation of the basic nitrosation followed by methylation with dimethyl sulfate gave the corresponding methyl ethers in high yield. Two p-quinone monooximes derived from 3-methoxyphenol and 8-hydroxyquinoline showed a moderate activity against HSV-1, and the latter oxime was also effective against HSV-2. On the other hand, p-quinone monooximes derived from methyl salicylate, 1-naphthol, 7-hydroxy-2-methylbenzo[b]furan, and 8-hydroxycoumarin showed the comparable activity to that of DDI against HIV-1.

A facile access to substituted 2-nitrosophenols and 2-nitrophenols via regioselective nitrosation of resorcinol monoethers

Solid sodium nitrite in anhydrous propionic acid is an effective system for regioselective nitrosation of the subject compounds. High yields of pure 2-nitroso products are obtained rapidly and efficiently. Attack at the 4-position becomes competitive if water is present in the medium. The 5-alkoxy (but not the 3,5-dialkoxy)-2-nitrosphenols can be easily oxidized with nitric acid to yield the corresponding 2-nitro compounds.

Process for the preparation of 5-alkoxy-2-nitroso phenols

Disclosed is a process for the preparation of 5-alkoxy-2-nitrosophenols by the nitrosation of 3-alkoxyphenols using an alkali metal nitrite and an alkanoic acid wherein the selectivity of the nitrosation is improved. Also disclosed is a 2-step process for