67247-13-6

Usage

Uses

Used in Pharmaceutical Industry:
7-Methoxy-1-naphthol is used as an intermediate in the synthesis of Agomelatine (A430000) for its potential therapeutic applications. Agomelatine is a melatonin receptor agonist and serotonin receptor antagonist, which has been studied for its effects on mood regulation and sleep-wake cycles, making it a candidate for the treatment of conditions such as major depressive disorder and insomnia.
Additionally, due to its chemical properties as a pale yellow solid, 7-Methoxy-1-naphthol may also find applications in other industries, such as in the production of dyes, pigments, or as a chemical intermediate for other organic compounds.

Upstream product

• 91142-97-1 4-(p-methoxyphenyl)-3-butenoic acid 
• 575-38-2 1,7-Dihydroxynaphthalene 
• 77-78-1 dimethyl sulfate 
• 85928-57-0 2-bromo-7-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 607-39-6 8-nitro-2-naphthol 
• 4900-68-9 2-Methoxy-8-nitronaphthalene 
• 93-04-9 2-Methoxynaphthalene 
• 110-00-9 furan 
• 135678-30-7 2-bromo-4-methoxyphenyl toluene-p-sulphonate 
• 17332-11-5 2-bromo-4-methoxyphenol 
• 6836-19-7 7-Methoxy-1-tetralone 
• 74-88-4 methyl iodide 
• 19061-33-7 6-methoxy-1,4-dihydro-1,4-epoxidonaphthalene 
• 67-56-1 methanol 

Downstream Products

• 76275-53-1 1-Isopropylamino-3-(7-methoxy-naphthalen-1-yloxy)-propan-2-ol 
• 53568-05-1 8-hydroxy-2-tetralone 
• 5309-18-2 1,7-dimethoxynaphthalene 
• 81907-81-5 7-Hydroxypropranolol 
• 1430209-68-9 7-methoxy-1-(1-phenylvinyl)naphthalen-2-ol 
• 1430210-19-7 C₂₆H₂₀O₂ 
• 1430209-81-6 7-methoxy-1-(1-(4-methoxyphenyl)vinyl)naphthalen-2-ol 
• 1430209-76-9 7-methoxy-1-(1-p-tolylvinyl)naphthalen-2-ol 

Relevant academic research and scientific papers

Substituent-induced regioselective hydroxylation of the aromatic C-H bond on naphthalene with metachloroperbenzoic acid catalyzed by F20TPPMnCl

The regioselective hydroxylation of the aromatic C-H bond on a series of naphthalenes with different β-substituent R (R = H, Me, Et, i-Pr, OMe, COOH, Br, etc.) was studied, and the substituent effect on the regioselectivity was investigated. The electron-donating substituent afforded the aromatic C-H bond hydroxylation at the 1α position with more than 80% selectivity, while the electron-withdrawing substituent afforded the aromatic C-H bond hydroxylation at the 4α position with more than 60% selectivity of β-substituted naphthalene hydroxylated with metachloroperbenzoic acid catalyzed by tetrakis(pentafluorophenyl)porphyrin manganese(III) chloride. The research showed that the steric and electronic effects of the substituent appeared to play a significant role in determining the regioselectivity, and the electronic effect was of more importance than the steric effect of the substituent in the current situation. The studies may provide additional proofs for the stepwise mechanism of the aromatic C-H bond hydroxylation through a cationic intermediate. Copyright

Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases

(R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones.

Isomerization of 7-oxabenzonorbornadienes into naphthols catalyzed by [RuCl2(CO)3]2

(Chemical Equation Presented) Ruthenium-catalyzed isomerization of 7-oxanorbornadienes into naphthols was investigated. Among the various ruthenium catalysts tested, [RuCl2(CO)3]2 gave the highest yields in the isomerizati

Synthesis of a C8 oxygenated pyranonaphthoquinone: a useful precursor to dimeric pyranonaphthoquinones

The synthesis of a pyranonaphthoquinone bearing an oxygenated substituent at C8 is reported. The oxygen substituent at C8 provides a key functionality for use as a homocoupling precursor for the synthesis of a dimeric pyranonaphthoquinone.

9-AZABICYCLO [3 . 3 . 1] NONANE DERIVATIVES AS MONOAMINE REUPTAKE INHIBITORS

The present invention relates to a 9-azabicyclo[3.3.1]nonane derivative of formula (I), wherein R1 is H or C1-5alkyl; X is O or NR2, wherein R2 is H, C1-5alkyl or C2-5acyl and Ar is C6-10aryl or a 5-10 membered heteroaryl ring system, both being optionally substituted with one to three of R3-R5 independently selected from halogen, C1-5alkyl, C1-5alkoxy, C3-6cycloalkyl, C2-5alkenyl, C2-5alkynyl, CN, NO2, hydroxy, phenyl, phenoxy and phenylC1-2alkoxy, wherein said C1-5alkyl and C1-5alkoxy are optionally substituted with one to three halogens and wherein said phenyl, phenoxy and phenylC1-2alkoxy are optionally substituted with one to three substituents independently selected from halogen and methyl or two of R3-R5 at adjacent positions together form a methylenedioxy or propylene unit, with the proviso that the compounds exo-9-methyl-3-phenoxy-9-azabicyclo[3.3.1]nonane and N-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-1H indazole-5-amine are excluded, or a pharmaceutically acceptable salt or solvate thereof. The invention also relates to pharmaceutical compositions comprising said 9-azabicyclo[3.3.1]nonane derivatives and to their use in therapy.

OPHTHALMIC COMPOSITIONS FOR TREATING OCULAR HYPERTENSION

This invention relates to the use of potent potassium channel blockers or a formulation thereof in the treatment of glaucoma and other conditions which leads to elevated intraoccular pressure in the eye of a patient. This invention also relates to the use

Baker's Yeast Mediated Reduction of Aromatic Ring Substituted 2-Tetralones

2-Tetralones mono- and disubstituted with methoxy or hydroxy groups in the aromatic ring are hydrogenated to 2-tetralols in good yields by non-fermenting baker's yeast.The prevalent enantioform of the reduction product and its e.e. were found to depend on the substitution pattern.In one case, i.e. the biotransformation of 5-methoxy-2-tetralone into the corresponding 2-tetralol, an e.e. >/= 98percent was observed.A simple abstract model for explaining and predicting the stereochemical outcome in the yeast-mediated carbonyl reduction of 2-tetralones is proposed.

Asymmetric Synthesis of the Key Intermediates Leading to (-)-Aphanorphine and (-)-Eptazocine

The asymmetric syntheses of two key intermediates, 8 and 15, in >99percent ee are reported.These compounds are prepared by diastereofacial addition of lithiodimethylphenylsilane to chiral naphthyloxazolines followed by methyl iodide trapping.The two stere

AUTOCOMPLEXES OF THE PICRYL SERIES WITH A ONE-MEMBERED O-BRIDGE

A series of new autocomplexes of the picryl series with a one-membered bridge were synthesized from picryl chloride and a series of substituted phenols.The relationships governing intramolecular charge transfer in the synthesized compounds were studied by

Regioselective Monomethylation of Unsymmetrical Naphthalenediols with Methanolic HCl

Treatment of naphthalene-1,3-diol and naphthalene-1,7-diol with methanol containing dry hydrogen chloride at room temperature gives exclusively 3-methoxy-1-naphthol and 7-methoxy-1-naphthol, respectively.Of the other two unsymmetrical naphthalenediols, the 1,2-isomer was unreactive and the 1,6-isomer gave a mixture of regioisomers under the same conditions.Two symmetrical diols (the 1,5- and 2,7-isomers) examined by the same procedure gave the monomethyl ethers in 60-70percent yields.