5,6-Dimethoxy-1-indanone CAS 2107-69-9

5,6-Dimethoxy-1-indanone CAS 2107-69-9

Product Code: BM-2-1-145
English name: 5,6-Dimethoxy-1-indanone
CAS No.: 2107-69-9
Molecular formula: C11H12O3
Molecular weight: 192.21
EINECS No.: 218-287-8
MDL No.: MFCD00003790
Hs code: 2914390090
Main market: USA, Australia, Brazil, Japan, UK, New Zealand , Canada etc.
Manufacturer: BLOOM TECH Yinchuan Factory
Technology service: R&D Dept.-1
Usage: Pharmacokinetic study, receptor resistance test etc.

Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of 5,6-dimethoxy-1-indanone cas 2107-69-9 in China. Welcome to wholesale bulk high quality 5,6-dimethoxy-1-indanone cas 2107-69-9 for sale here from our factory. Good service and reasonable price are available.

 

5,6-Dimethoxy-1-indanone (chemical formula C11H12O3) is an organic compound. It is a light yellow to white crystal that cannot be dissolved. Soluble in organic solvents such as chloroform, dichloromethane, ethanol, and ether, insoluble in water. Various chemical reactions can occur, such as acid catalyzed hydroxymethylation reactions, and esterification reactions. It can also be converted to corresponding alcohols or aromatic hydrocarbons through a reduction reaction. It is an important intermediate of donepezil, a synthetic drug for the treatment of Alzheimer's disease (AD), and an important organic intermediate in fine organic chemicals, with high economic value.

Produnct Introduction

Chemical Formula

C11H12O3

Exact Mass

192

Molecular Weight

192

m/z

192 (100.0%), 193 (11.9%)

Elemental Analysis

C, 68.74; H, 6.29; O, 24.97

5 6-Dimethoxy-1-indanone structure CAS 2107-69-9 | Shaanxi BLOOM Tech Co., Ltd

5,6-Dimethoxy-1-indanone | Shaanxi BLOOM Tech Co., Ltd

Usage

5,6-dimethoxy-1-indanone (CAS number: 2107-69-9) is an organic compound with a unique chemical structure, with the molecular formula C ₁₁ H ₁₂ O3 and a molecular weight of 192.21. This compound exists in the form of light yellow to white crystals with a melting point range of 117-122 ℃. It has specific physical and chemical properties, making it widely applicable in multiple fields.

Pharmaceutical synthesis intermediate: key raw material for donepezil
 

1. Market demand for donepezil

With the aggravation of global population aging, the incidence rate of Alzheimer's disease is increasing year by year, and the demand for donepezil and other therapeutic drugs is also increasing. As a key synthetic intermediate of donepezil, its market demand is also showing a steady growth trend. According to market research institutions' predictions, the market size of donepezil and its intermediates will continue to expand in the coming years, providing a broad market space for the production and application of 5,6-dimethoxyindolone.

5,6-Dimethoxy-1-indanone uses | Shaanxi BLOOM Tech Co., Ltd

 

5,6-Dimethoxy-1-indanone drug | Shaanxi BLOOM Tech Co., Ltd

2. Synthesis of other pharmaceutical intermediates
In addition to donepezil, it can also be used to synthesize other biologically active compounds. For example, by introducing different functional groups or structural modifications, it can be transformed into drug molecules with anti-tumor, anti-inflammatory, antibacterial and other activities. These potential application values further expand their use in the pharmaceutical field.

Organic synthesis intermediates: the cornerstone for constructing complex molecules
 

1. Vinylation reaction
Its ketone carbonyl unit has high reactivity and can undergo alkynylation reaction with Wittig reagent under alkaline conditions to generate corresponding olefin derivatives. This reaction provides an effective method for constructing carbon carbon double bonds, which can be used to synthesize organic molecules with specific structures and functions. For example, through the alkylation reaction, it can be converted into optically active olefin compounds, which can then be used for asymmetric synthesis or the development of chiral drugs.

5,6-Dimethoxy-1-indanone vinylation reation | Shaanxi BLOOM Tech Co., Ltd

 

5,6-Dimethoxy-1-indanone reduction reation | Shaanxi BLOOM Tech Co., Ltd

2. Reduction reaction
Under the action of reducing agents such as sodium borohydride, lithium aluminum tetrahydroxide, etc., its ketone carbonyl group can be reduced to alcohol hydroxyl group, generating corresponding alcohol derivatives. This reaction provides a convenient method for introducing hydroxyl functional groups, which can be used to synthesize organic molecules with alcohol structures. For example, through reduction reactions, 5,6-dimethoxyindenone can be converted into biologically active alcohol compounds, which can then be used for drug synthesis or total synthesis of natural products.

 

3. Enol silanization reaction
Under alkaline conditions, it can also react with chlorosilanes to produce corresponding enol silyl ether derivatives. This reaction provides an effective method for protecting ketone carbonyl groups or introducing silicon-based functional groups, which can be used to synthesize organic molecules with specific structures and functions. For example, through enol silylation reaction, it can be converted into enol silyl ether compounds with silicon-based protective groups, which can then be used for the synthesis of complex organic molecules or structural modification of natural products.

5,6-Dimethoxy-1-indanone enol silanization reation | Shaanxi BLOOM Tech Co., Ltd

 

5,6-Dimethoxy-1-indanone bromination reation | Shaanxi BLOOM Tech Co., Ltd

4. Bromination reaction
It can also undergo bromination reaction with brominating reagents such as liquid bromine, generating brominated derivatives such as 2-bromo-5,6-dimethoxy-1-indanone. This reaction provides a convenient method for introducing bromine atoms, which can be used to synthesize organic molecules with brominated structures. For example, through bromination reactions, it can be converted into intermediates with brominated structures, which can then be used to synthesize drug molecules or organic materials with specific biological activities.

In the field of fine chemicals: the widespread application of multifunctional raw materials
 

1. Synthesis of spices and essence
5,6-Dimethoxy-1-indanone has unique aroma characteristics and can be used to synthesize perfume and essence. By introducing different functional groups or structural modifications, it can be transformed into spice molecules with different aroma types. For example, through esterification reaction, it can be converted into ester flavors with fruity or floral characteristics; Through etherification reaction, it can be converted into ether fragrances with woody or musk characteristics. These spice molecules are widely used in fields such as food, cosmetics, detergents, etc., adding unique aroma charm to products.

5,6-Dimethoxy-1-indanone dye | Shaanxi BLOOM Tech Co., Ltd

 

5,6-Dimethoxy-1-indanone pigments | Shaanxi BLOOM Tech Co., Ltd

2. Synthesis of dyes and pigments
It can also be used for synthesizing dyes and pigments. By introducing functional groups such as chromophores or chromophores, it can be converted into dye molecules with specific color characteristics. For example, through nitration reaction, it can be converted into nitro dyes with yellow or orange characteristics; By coupling reaction, it can be converted into azo dyes with red or purple characteristics. These dye molecules are widely used in textile, printing, paint and other fields, providing rich color choices for products.

 

3. Synthesis of polymer materials
It can also be used as a monomer or comonomer for synthesizing polymer materials. By introducing structural features such as unsaturated bonds or reactive functional groups, it can be transformed into polymer materials with specific properties. For example, through polymerization reaction, 5,6-dimethoxyindenone can be converted into polyester materials with thermal stability; Through copolymerization reaction, it can be copolymerized with other monomers to obtain copolymer materials with specific properties. These polymer materials are widely used in fields such as plastics, rubber, fibers, etc., providing excellent physical and chemical properties for products.

5,6-Dimethoxy-1-indanone polrmer materials | Shaanxi BLOOM Tech Co., Ltd

Manufacturing Information

It compound and its preparation method include the following steps:

 

(1) Bromoalkoxybenzaldehyde was obtained by reaction of 3-hydroxybenzaldehyde with dibromide in the first solvent and the first alkaline condition;

 

(2) Bromoalkoxybenzaldehyde reacts with the corresponding secondary amine in the second solvent and the second alkaline condition to obtain amine alkoxybenzaldehyde;

 

(3) Amine alkoxy benzaldehyde and 5,6 dimethoxyindenone were prepared under the third solvent and the third basic condition to obtain amine alkoxy chalcone;

 

(4) Adding Pd/C to the aminoalkoxychalcone, under the condition of the fourth solvent in hydrogen atmosphere, the catalytic hydrogenation of 5,6 dimethoxyindenone compounds was obtained. The compound of the invention has significant selective butyrylcholinesterase inhibitory activity and can be used to treat and/or prevent neurodegenerative related diseases.

chemical property

 

5,6-Dimethoxy-1-indanone (chemical formula C11H12O3) can participate in various chemical reactions, and the following are some typical reaction types:

Hydroxymethylation reaction:

Under acidic conditions, it can react with methanol to form 5,6-Dimethoxy-1 - (methoxymethyl) indan-2-one.

01

Esterification reaction:

It can react with anhydride to form corresponding esters. For example, it can react with acetic anhydride to form 5,6-dimethoxy-1 - (ethoxycarbonyl) indan-2-one.

02

Reduction reaction:

It can be converted to corresponding alcohols or aromatic hydrocarbons through a reduction reaction. For example, it can react with sodium bisulfite to form 5,6-dimethoxy-2-indanol.

03

Photochemical reaction:

It can undergo a photochemical reaction under ultraviolet light to form biologically active photolysis products.

04

Carboxylation reaction:

Under alkaline conditions, it can react with ozone to form corresponding carboxylic acids. For example, it can react with ozone to form a 5,6-dimethyl-1-indone-2-carboxylic acid.

05

There is not much documented history of the discovery of it (chemical formula C11H12O3). However, this compound has a certain history of application and research in the field of pharmaceutical chemistry and neuroscience.
As early as the 1960s, it was found to have sedative and hypnotic effects, and was used to treat insomnia, neurasthenia, and other diseases. Since then, people have begun to study it as a potential drug molecule, exploring its mechanism of action and application value in the nervous system. In recent years, it has been found to have antioxidant, anti-inflammatory, anti-tumor, and other biological activities, and has been used in drug development and treatment of various diseases.

Manufacturing Information

How should this compound be stored?
 

1.Storage environment
Temperature and humidity: It should be stored in a cool, dry place, avoiding high temperatures and humid environments. High temperature may cause decomposition or deterioration, while humidity may trigger chemical reactions or reduce product quality.
Light exposure: Avoid direct sunlight as it may accelerate certain chemical reactions and cause product deterioration.

 

2.Storage container and sealing
Container selection: Choose a storage container suitable for chemicals, such as glass or plastic bottles, and ensure that the container has good sealing to prevent air, moisture, or other impurities from entering.
Sealing inspection: Regularly check the sealing of storage containers to ensure no leakage or volatilization.

 

3.Stay away from incompatible substances
Oxidizing agent: This substance should be stored away from oxidizing agents as they may cause their decomposition or combustion.
Other incompatible substances: Avoid mixing and storing with other chemicals that may cause chemical reactions.

 

4.Safety signs and warnings
Label: Attach clear labels on storage containers, indicating product name, hazard warning, storage conditions, and other information.
Warning: Set up warning signs in the storage area to remind laboratory personnel to pay attention to the safety and storage requirements of chemicals.

 

5.Storage management and recording
Regular inspection: Regularly inspect the stored substance to ensure its quality and stability.
Record: Record information such as storage conditions, inspection dates, and results to track and monitor the storage status of products.

 

6.Emergency response
Leakage handling: If a leak occurs, immediate measures should be taken to prevent the spread of the leaked material and to clean it up as soon as possible.
First aid measures: Understand and master its first aid measures so that it can respond quickly in case of accidents.

 

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