13575-75-2

Basic information

• Product Name: 6,7-Dimethoxy-1-tetralone
• Synonyms: 6,7-DIMETHOXY-1-TETRALONE;6,7-DIMETHOXY-1-TETRALONE, 97%%;6,7-Dimethoxy-3,4-dihydro-2H-naphthalen-1-one;6,7-dimethoxytetralin-1-one;4-dihydro-6;7-diMethoxy-;6,7-diMethoxy-3,4-dihydronaphthalen-1(2H)-one;6,7-Dimethoxy-1-tetralone 97%
• CAS NO: 13575-75-2
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• Product Categories: C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 13575-75-2.mol
• Article Data: 27

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 358.3°Cat760mmHg
• Flash Point: 161.8°C
• Appearance: White to off-white/Crystalline Powder or Crystals
• Density: 1.14g/cm³
• Vapor Pressure: 0.0402mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6,7-Dimethoxy-1-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-Dimethoxy-1-tetralone(13575-75-2)
• EPA Substance Registry System: 6,7-Dimethoxy-1-tetralone(13575-75-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 13575-75-2(Hazardous Substances Data)

Usage

Description

6,7-Dimethoxy-1-tetralone is an organic compound that serves as a versatile intermediate in the synthesis of various chemical compounds. It is characterized by its ability to undergo different chemical reactions, making it a valuable building block in the development of pharmaceuticals and other specialty chemicals.

Uses

Used in Pharmaceutical Synthesis:
6,7-Dimethoxy-1-tetralone is used as a key intermediate for the synthesis of various pharmaceutical compounds, including 2-bromotetralones, quinolines with dopaminergic activity, naphthols with anti-inflammatory properties, and benzophenanthridine alkaloids with antitumor activity. Its diverse reactivity allows for the creation of a wide range of therapeutic agents.
Used in Chemical Research:
In the field of chemical research, 6,7-Dimethoxy-1-tetralone is utilized as a starting material for the development of new chemical entities. Its ability to react with various reagents enables researchers to explore novel chemical pathways and create innovative compounds with potential applications in various industries.
Used in the Synthesis of 5,6-Dihydro-2,3,9,10-Tetramethoxybenz[c]acridine:
6,7-Dimethoxy-1-tetralone is used as a reactant in the formation of 5,6-dihydro-2,3,9,10-tetramethoxybenz[c]acridine when combined with 2-amino-4,5-dimethoxyacetophenone. 6,7-Dimethoxy-1-tetralone may have potential applications in the pharmaceutical or chemical industries, depending on its properties and characteristics.
Overall, 6,7-Dimethoxy-1-tetralone is a valuable compound in the fields of pharmaceuticals, chemical research, and specialty chemical synthesis due to its diverse reactivity and potential applications in creating new and useful compounds.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 2939, 1983 DOI: 10.1016/S0040-4039(00)88063-6

InChI:InChI=1/C8H6BrFO/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4H,5H2

Upstream product

• 87543-06-4 1-<4,4-(1,2-Benzenediyldithio)but-3-enyl>-4-dimethoxybenzene 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 137744-82-2 C₁₂H₁₄O₄ 
• 231935-01-6 ethyl 4-(3,4-dimethoxyphenyl)butanoate 
• 5703-21-9 3,4-dimethoxyphenylacetaldehyde 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 348143-75-9 4-(3,4-dimethoxyphenyl)butanoic acid chloride 
• 35491-95-3 6,7-dimethoxy-1-hydroxytetraline 
• 1445852-57-2 dimethyl 2-((4-(3,4-dimethoxyphenyl)butanoyl)oxy)succinate 
• 1178964-08-3 6',7'-dimethoxy-3',4'-dihydro-2'H-spiro[1,3]dithiane-2,1'-naphthalene 
• 2107-70-2 3,4-methoxycinnamic acid 
• 3945-85-5 1-bromo-3-(3,4-dimethoxyphenyl)propane 
• 3929-47-3 3-(3,4-dimethoxyphenyl)-1-propanol 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 78238-92-3 6,7-dimethoxy-1-phenyl-3,4-dihydronaphthalene 
• 107446-43-5 (Methoxy-3')-benzylidene-2 dimethoxy-6,7 tetralone 
• 10103-06-7 2,3-dimethoxynaphthalene 
• 52401-41-9 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one oxime 
• 25298-23-1 2-Benzyl-6,7-dimethoxy-naphthalen-1-ol 
• 107446-44-6 (Dimethoxy-3',4)-benzylidene-2 dimethoxy-6,7 tetralone 
• 301852-74-4 6,7-Dimethoxy-1-benzyl-3,4-dihydro-naphthalin 
• 17173-25-0 2-hydroxy-6,7-dimethoxynaphthalene-1,4-dione 

Relevant articles and documents

Identification of First-in-Class Inhibitors of Kallikrein-Related Peptidase 6 That Promote Oligodendrocyte Differentiation

Multiple sclerosis (MS) is an autoimmune demyelinating disease of the central nervous system (CNS) that causes severe motor, sensory, and cognitive impairments. Kallikrein-related peptidase (KLK)6 is the most abundant serine protease secreted in the CNS, mainly by oligodendrocytes, the myelin-producing cells of the CNS, and KLK6 is assumed to be a robust biomarker of MS, since it is highly increased in the cerebrospinal fluid (CSF) of MS patients. Here, we report the design and biological evaluation of KLK6's low-molecular-weight inhibitors, para-aminobenzyl derivatives. Interestingly, selected hit compounds were selective of the KLK6 proteolytic network encompassing KLK1 and plasmin that also participate in the development of MS physiopathology. Moreover, hits were found noncytotoxic on primary cultures of murine neurons and oligodendrocyte precursor cells (OPCs). Among them, two compounds (32 and 42) were shown to promote the differentiation of OPCs into mature oligodendrocytes in vitro constituting thus emerging leads for the development of regenerative therapies.

Synthesis and evaluation of 7-substituted-5,6-dihydrobenzo[c]acridine derivatives as new c-KIT promoter G-quadruplex binding ligands

It has been shown that treatment of cancer cells with c-KIT G-quadruplex binding ligands can reduce their c-KIT expression levels thus inhibiting cell proliferation and inducing cell apoptosis. Herein, a series of new 7-substituted-5,6-dihydrobenzo[c]acri

Intramolecular Friedel-Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol

Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel-Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential reaction mechanisms are reported.