66920-80-7

Basic information

• Product Name: 6,7-dimethoxynaphthalene-2-carbaldehyde
• CAS NO: 66920-80-7
• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.2326
• Mol File: 66920-80-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 362.5°C at 760 mmHg
• Flash Point: 164.4°C
• Density: 1.18g/cm³
• Vapor Pressure: 1.93E-05mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 6,7-dimethoxynaphthalene-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-dimethoxynaphthalene-2-carbaldehyde(66920-80-7)
• EPA Substance Registry System: 6,7-dimethoxynaphthalene-2-carbaldehyde(66920-80-7)

Safety Data

• Hazardous Substances Data: 66920-80-7(Hazardous Substances Data)

Upstream product

• 37707-79-2 6,7-Dimethoxy-2-naphthylmethanol 
• 37707-78-1 6,7-Dimethoxy-naphthalene-2-carboxylic Acid 
• 1535-67-7 difluoromethyl phenyl sulfide 
• 10103-06-7 2,3-dimethoxynaphthalene 
• 37707-72-5 6,7-dimethoxy-2-acetylnaphthalene 
• 92-44-4 2,3-naphthalenediol 
• 76886-86-7 6,7-dimethoxy-2-naphthoic acid methyl ester 
• 82589-62-6 2-Carbethoxy-6,7-dimethoxytetralin 
• 82590-34-9 ethyl 2,3-dimethoxynaphthalene-6-carboxylate 
• 87850-42-8 4,5-Dimethoxy-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9-carbaldehyde 

Downstream Products

• 82589-60-4 2,3-Dimethoxy-7,7a,8,9,10,12-hexahydrobenzopyrrolo<1,2-b>isoquinoline 

Relevant articles and documents

Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl) methane

Difluoro(phenylsulfanyl)methane (PhSCF 2 H) was found to undergo a reaction with aromatic compounds mediated by SnCl 4, through a thionium intermediate characterized by NMR and TD-DFT analyses, leading to the formation of a mixture of S, S ′-diphenyl dithioacetal and aromatic aldehyde which, after oxidative hydrolysis, provides the aromatic aldehyde in good to excellent yields. The salient feature of the present work is the reaction of activated aromatic compounds containing a deactivating ester functional group, leading to the formylated products in good yields.

C17,20-lyase inhibitors. Part 2: Design, synthesis and structure-activity relationships of (2-naphthylmethyl)-1H-imidazoles as novel C17,20-lyase inhibitors

A series of 1- and 4-(2-naphthylmethyl)-1H-imidazoles (3 and 4) has been synthesized and evaluated as C17,20-lyase inhibitors. Several 6-methoxynaphthyl derivatives showed potent C17,20-lyase inhibition, suppression of testosterone biosynthesis in rats and reduction in the weight of prostate and seminal vesicles in rats, whereas most of these compounds increased the liver weight after consecutive administrations. The effect on the liver weight was removed by incorporation of a hydroxy group and an isopropyl group at the methylene bridge, as seen in (S)-28d and (S)-42. Selectivity for C 17,20-lyase over 11β-hydroxylase is also discussed, and (S)-42 was found to be a more than 260-fold selective inhibitor. Furthermore, (S)-42 showed a potent suppression of testosterone biosynthesis after a single oral administration in monkeys. These data suggest that (S)-42 may be a promising agent for the treatment of androgen-dependent prostate cancer.

Naphthalene derivatives, their production and use

A composition containing a compound of the formula: wherein A is a nitrogen-containing heterocyclic group which may be substituted, R1 is a hydrogen atom, hydrocarbon group which may be substituted, or monocyclic aromatic heterocyclic group which may be substituted, R2 is a hydrogen atom or a lower alkyl group which may be substituted, R3, R4, R5, R6, R7, R8 and R9 are independently a hydrogen atom, a hydrocarbon group which may be substituted, a hydroxy group which may be substituted, a thiol group which may be substituted, an amino group which may be substituted, an acyl group or a halogen atom, a salt thereof or a prodrug thereof has steroid C17,20-lyase inhibitory activity, and is useful for preventing and treating for example, primary cancer of malignant tumor, its metastasis and recurrence thereof.