5309-19-3

Basic information

• Product Name: 8-Methoxy-2-tetralone
• Synonyms: 2(1H)-NAPHTHALENONE, 3,4-DIHYDRO-8-METHOXY-;8M2T;8-METHOXY-3,4-DIHYDRONAPHTHALEN-2(1H)-ONE;8-METHOXY-2-TETRALONE;8-METHOXY-3,4-DIHYDRO-1H-NAPHTHALEN-2-ONE;8-Methoxy-3,4-dihydronaphthalen-2(1H)-one 97%;3,4-Dihydro-8-methoxynaphthalen-2(1H)-one;8-Methoxy-2-tetralone 97%
• CAS NO: 5309-19-3
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• Product Categories: Fused Ring Systems;C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 5309-19-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 48-55 °C(lit.)
• Boiling Point: 330 ºC at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.124 g/cm³
• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 8-Methoxy-2-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Methoxy-2-tetralone(5309-19-3)
• EPA Substance Registry System: 8-Methoxy-2-tetralone(5309-19-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 5309-19-3(Hazardous Substances Data)

Usage

Uses

8-methoxy-3,4-dihydronaphthalen-2(1h)-one is a useful research chemical.

InChI:InChI=1/C11H12O2/c1-13-11-4-2-3-8-5-6-9(12)7-10(8)11/h2-4H,5-7H2,1H3

Upstream product

• 18698-97-0 ortho-bromophenylacetic acid 
• 55116-09-1 2-bromophenylacetyl chloride 
• 73706-63-5 1-Diazo-4-(3-methoxyphenyl)butan-2-one 
• 575-38-2 1,7-Dihydroxynaphthalene 
• 5309-18-2 1,7-dimethoxynaphthalene 
• 497-19-8 sodium carbonate 
• 843652-67-5 1,7-dimethoxynaphthalen-2(1H)-one 
• 10516-71-9 3-(3-Methoxy-phenyl)-propionic acid 
• 135-02-4 ortho-anisaldehyde 
• 22955-75-5 3-(2-methoxyphenyl)propionyl chloride 
• 1011-54-7 2-methoxycinnamic acid 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 134465-87-5 8'-bromo-3',4'-dihydrospiro-<1,3-dioxolane-2,2'(1H)-naphthalene> 
• 117294-21-0 8-bromo-2-tetralone 

Downstream Products

• 117145-83-2 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-methyl-phenethyl-amine 
• 81185-19-5 N-benzyl-8-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine 
• 80270-68-4 N-(1,2,3,4-tetrahydro,8-methoxy-2-naphthalenyl)-acetamide 
• 117145-82-1 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-phenethyl-amine 
• 3897-94-7 8-methoxy-2-(di-n-propylamino)tetralin 
• 3880-77-1 8-methoxy-2-aminotetralin 
• 87732-55-6 (S)-1-(3,4-Dihydro-8-methoxy-2-naphthyl)-2-(methoxymethyl)pyrrolidin 
• 117145-84-3 8-methoxy-2-tetralin 
• 117145-85-4 (8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-(4-phenyl-butyl)-amine 
• 3902-22-5 8-methoxy-2-(propylamino)-1,2,3,4-tetrahydronaphthalene 
• 81185-23-1 S-(-)-8-methoxy-2-(n-propylamino)tetralin 
• 81185-23-1 R-(+)-8-methoxy-2-(n-propylamino)tetralin 
• 1610999-47-7 7-(4-phenylpiperazin-1-yl)-5,6,7,8-tetrahydronaphthalen-1-ol 
• 1610999-46-6 1-(8-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-4-phenylpiperazine 

Relevant articles and documents

Synthesis and antifungal activities of novel 2-aminotetralin derivatives

Novel 2-aminotetralin derivatives were synthesized as antifungal agents. The 2-aminotetralin scaffold was chemically designed to mimic the tetrahydroisoquinoline ring of the lead molecule described before. Their antifungal activities were evaluated in vitro by measuring the minimal inhibitory concentrations (MICs). Compounds 10a, 12a, 12c, 13b, and 13d are more potent than fluconazole against seven testing human fungal pathogens. Compound 10b exhibits much higher antifungal activities against all of the four fluconazole-resistant clinic Candida albicans strains than the control drugs including amphotericin B, terbinafine, ketoconazole, and itraconazole. The mode of action of some compounds to the potential receptor lanosterol 14α-demethylase (CYP51) was investigated by molecular docking. The studies presented here provide a new structural type for the development of novel antifungal compounds. Furthermore, 10b was evaluated in vivo by a rat vaginal candidiasis model, and it was found that 10b significantly decreases the number of fungal colony counts.

A chemoenzymatic synthesis of (2R)-8-substituted-2-aminotetralins

(2R)-2-Amino-8-methoxy-1,2,3,4-tetrahydronaphthalene, a useful precursor of the 5-hydroxytryptamine receptor agonist 8-OH-DPAT ((2R)-2-(dipropylamino)-8-hydroxytetrahydronaphthalene), has been synthesized from 1-methoxynaphthalene through a chemoenzymatic protocol. The same protocol has been subsequently applied to the synthesis of other (2R)-2-amino-1,2,3,4-tetrahydronaphthalenes.

Aminotetralin derivative and compositions and method of use thereof

The invention relates to aminotetralin derivatives of the formula I: STR1 wherein: R1 is methyl or ethyl; R2 is hydrogen, halogen, lower-alkoxy or thiolower-alkyl; R3 is hydrogen, halogen, lower-alkoxy or lower-alkyl; and