40925-69-7

Usage

Uses

Used in Cosmetic Industry:
2-Amino-3-methoxyphenol is used as a colorant in hair dyes and cosmetic products for its ability to produce a range of shades from light red to dark brown.
Used in Pharmaceutical Industry:
2-Amino-3-methoxyphenol is used as an intermediate in the synthesis of pharmaceuticals and other organic compounds, contributing to the development of new drugs and medicinal products.
However, it is crucial to handle 2-Amino-3-methoxyphenol with care, as it can cause skin and eye irritation and may be harmful if ingested or inhaled. Proper safety measures should be taken during its use and production to minimize potential health risks.

Upstream product

• 89232-58-6 O-(3-methoxyphenyl)hydroxylamine 
• 91133-91-4 1-Methoxy-2-acetamino-3-acetoxy-benzol 
• 40925-62-0 4-methoxy-3H-benzoxazol-2-one 
• 3114-61-2 2-nitroresorcinol monomethyl ether 
• 601-89-8 2-nitroresorcinol 

Downstream Products

• 49698-85-3 N-(2-hydroxy-6-methoxyphenyl)acetamide 
• 1013036-97-9 (3-methoxy-2-propionylaminophenyl) propionate 
• 1013037-13-2 N-(2-hydroxy-6-methoxyphenyl) propionamide 
• 30616-79-6 4-methoxy-2-phenyl-1,3-benzoxazole 

Relevant academic research and scientific papers

Phosphodiesterase inhibitors. Part 3: Design, synthesis and structure-activity relationships of dual PDE3/4-inhibitory fused bicyclic heteroaromatic-dihydropyridazinones with anti-inflammatory and bronchodilatory activity

(-)-6-(7-Methoxy-2-trifluoromethylpyrazolo[1,5-a]pyridin-4-yl)-5-methyl-4, 5-dihydro-3-(2H)-pyridazinone (KCA-1490) is a dual PDE3/4 inhibitor that exhibits potent combined bronchodilatory and anti-inflammatory activity. A survey of potential bicyclic heteroaromatic replacement subunits for the pyrazolo[1,5-a]pyridine core of KCA-1490 has identified the 4-methoxy-2- (trifluoromethyl)benzo[d]thiazol-7-yl and 8-methoxy-2-(trifluoromethyl)quinolin- 5-yl analogues as dual PDE3/4-inhibitory compounds that potently suppress histamine-induced bronchoconstriction and exhibit anti-inflammatory activity in vivo.

PYRIDAZINONE DERIVATIVE AND PDE INHIBITOR CONTAINING THE SAME AS ACTIVE INGREDIENT

It is to provide a novel pyridazinone derivative represented by the following general formula (1), which is useful as a pharmaceutical and has a phosphodiesterase inhibitory action: wherein R1 represents H or C1-6 alkyl, each of R2 and R3 represents H, X, C1-6 alkoxy, Z represents O or S, and A represents AA or BB, wherein AA represents: and BB represents: wherein R4 represents H or C1-6 alkyl, and each of R5 and R6 represents C1-6 alkyl.

BENZOXAZINE DERIVATIVES AND USES THEREOF

Compounds of formula (I) or pharmaceutically acceptable salts thereof are provided, wherein each of Z, X, R1, R2, R3, R4, y, n, and Ar are as defined, and described in classes and subclasses herein, which are agonists or partial agonists of the 2C subtype of brain serotonin receptors. The compounds, and compositions thereof, are useful for treating a variety of central nervous system disorders such as schizophrenia.

Acid-catalyzed amino-migration of O-phenylhydroxylamines

The mechanism of amino-migration of O-phenylhydroxylamine (1a) was studied. It was found that 1 rearranges to give 2-aminophenol (50%) and 4-aminophenol (7%) in trifluoroacetic acid (TFA). The predominance of the ortho rearrangement of 1 clearly distinguishes this process from the Bamberger rearrangement. From cross-coupling experiments employing stable isotopes, it was clarified that the ortho rearrangement proceeds intramolecularly and the para rearrangement involves both intra- and intermolecular processes. Good first-order kinetics were obtained for the rearrangement. The Hammett plot (σ+) with a large negative slope (ρ = -7.8) indicates that initial heterolytic N-O bond cleavage of 1 occurs and generates a positive charge on the oxygen atom with considerable delocalization into the aromatic ring. An ion-molecule pair involving a phenoxenium ion and an ammonia molecule as an intermediate rationalizes all of the results. In this pair, intramolecular combination to the ortho position proceeds preferentially over that to the para position. Formation of catechol and hydroquinone can be explained in terms of nucleophilic attack of TFA on the phenoxenium ion in a solvent-separated pair.