37464-90-7

Basic information

• Product Name: 5,8-Dimethoxy-2-tetralone
• Synonyms: 3,4-dihydro-5,8-dimethoxynaphthalen-2(1H)-one;5,8-dimethoxy-2-tetralone;5,8-Dimethoxy-3,4-dihydronaphthalen-2(1H)-one;5,8-dimethoxyl-2-tetralone;3,4-Dihydro-5,8-dimethoxy-2(1H)-naphthalenone;3,4-Dihydro-5,8-dimethoxynaphthalene-2(1H)-one;5,8-Dimethoxy-1,2,3,4-tetrahydro-2-naphthalenone;5,8-dimethoxy-3,4-dihydro-1H-naphthalen-2-one
• CAS NO: 37464-90-7
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• EINECS: 253-513-9
• Product Categories: Aromatics;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 37464-90-7.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 388.16 °C at 760 mmHg
• Flash Point: 180.068 °C
• Appearance: Brown solid
• Density: 1.14 g/cm³
• Vapor Pressure: 3.13E-06mmHg at 25°C
• Refractive Index: 1.537
• Solubility: Chloroform
• CAS DataBase Reference: 5,8-Dimethoxy-2-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 5,8-Dimethoxy-2-tetralone(37464-90-7)
• EPA Substance Registry System: 5,8-Dimethoxy-2-tetralone(37464-90-7)

Safety Data

• Hazardous Substances Data: 37464-90-7(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

1,4-Dimethoxy-6-tetralone (cas# 37464-90-7) is a compound useful in organic synthesis.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 27, p. 45, 1984 DOI: 10.1021/jm00367a009

InChI:InChI=1/C12H14O3/c1-14-11-5-6-12(15-2)10-7-8(13)3-4-9(10)11/h5-6H,3-4,7H2,1-2H3

Upstream product

• 72054-90-1 1,4,6-trimethoxynaphthalene 
• 858458-53-4 3-ethoxy-5,8-dimethoxy-1,2-dihydro-naphthalene 
• 408314-93-2 2-chloro-5,8-dimethoxy-1,4-dihydro-naphthalene 
• 408525-54-2 2,5,8-trimethoxy-1,4-dihydro-naphthalene 
• 69775-51-5 5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol 
• 121637-70-5 2-hydroxy-2-hydroxymethyl-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 76437-10-0 (+/-)-2-(1-hydroxy-ethyl)-5,8-dimethoxy-3,4-dihydronaphthalene 
• 76437-12-2 2-1'-hydroxyethyl-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphtol 
• 76437-12-2 2-1'-hydroxyethyl-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol 
• 76437-12-2 (2R)-5,8-dimethoxy-2-hydroxy-2-(1'-hydroxyethyl)-1,2,3,4-tetrahydronaphthalene 
• 95838-86-1 4,7-Dimethoxy-1a,2,3,7b-tetrahydro-1-oxa-cyclopropa[a]naphthalene 
• 76527-46-3 (+/-)-6-methoxy-(4arH,8acH)-4a,5,8,8a-tetrahydro-naphthoquinone-(1,4) 
• 77-78-1 dimethyl sulfate 
• 58851-64-2 6,7-epoxy-5,6,7,8-tetrahydro-1,4-dimethoxynaphthalene 

Downstream Products

• 63626-05-1 (+/-)-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid 
• 31039-64-2 5,6-dihydroxy-1,4-naphthoquinone 
• 104303-09-5 (R)-2-((R)-2-Hydroxy-1-phenylsulfanyl-ethyl)-5,8-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-ol 
• 104303-08-4 (R)-2-<1(S)-Hydroxy-2-phenylthioethyl>-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol 
• 41098-96-8 (R)-2-acetyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 76527-48-5 (+/-)-2-acetyl-6-(2-methoxycarbonylbenzoyl)-5,8-dimethoxy-1,2,3,4-tetrahydro-2ol 
• 76527-49-6 (+/-)-2-acetyl-6-(2-carboxybenzoyl)-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol 
• 75251-98-8 2-acetyl-5,8-dimethoxy-3,4-dihydronaphthalene 
• 33628-85-2 (+/-)-2-acetyl-2-hydroxy-1,2,3,4-tetrahydro-5,8-dimethoxynaphthalene 
• 110267-81-7 Amrubicin 
• 86264-76-8 (R)-(-)-9-acetamido-9-<1,1-(ethylenedioxy)ethyl>-6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacenedione 
• 86264-61-1 (R)-(-)-2-acetyl-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 99907-82-1 (RS)-2-acetyl-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 99907-83-2 (R)-(-)-2-amino-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthoic acid methyl ester 

Relevant articles and documents

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A SIMPLE SYNTHESIS OF (+/-) 4-DEMETHOXYDAUNOMYCINONE

A new and simple synthesis of 4-demethoxy-7-deoxydaunomycinone has been carried out essentially in three steps starting from 1,4-dimethoxy-6-tetralone.

Synthesis of anthracyclinone precursor: 5,12-dihydroxy-1,3,4- trihydronaphthacene-2,6,11-quinone

Two practical and efficient approaches for preparing large quantities of 5,12-dihydroxy-1,3,4-trihydronaphthacene-2,6,11-quinone 9 are described. Both synthetic approaches involve a simple route with a fewer number of steps and utilize readily available and inexpensive starting materials. Large-scale production of this precursor may prove to be useful for further research involving the synthesis of antineoplastic anthracyclines and development of their analogs with increased activity and decreased toxicity.

Synthesis and adrenergic properties of new duplicated analogs of methoxamine

New duplicated analogs of the α1-selective agonist methoxamine and of its cyclic derivative 5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthylamine have been synthesized and tested for their adrenergic properties. All the compounds prepared, presenting a polymethylene spacer of varying length between two units of the active structure, turned out to be completely devoid of any α-stimulating activity. Surprisingly, some of them showed a marked β-adrenergic agonistic effect, being the most interesting compound active at nanomolar concentration.