204915-71-9

Basic information

• Product Name: 4-(2-CHLOROETHOXY)-3-METHOXYBENZALDEHYDE
• Synonyms: 4-(2-CHLOROETHOXY)-3-METHOXYBENZALDEHYDE
• CAS NO: 204915-71-9
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.65
• Mol File: 204915-71-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 60-61℃
• Boiling Point: 338.495 °C at 760 mmHg
• Flash Point: 145.977 °C
• Appearance: /
• Density: 1.212
• CAS DataBase Reference: 4-(2-CHLOROETHOXY)-3-METHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-CHLOROETHOXY)-3-METHOXYBENZALDEHYDE(204915-71-9)
• EPA Substance Registry System: 4-(2-CHLOROETHOXY)-3-METHOXYBENZALDEHYDE(204915-71-9)

Safety Data

• Hazardous Substances Data: 204915-71-9(Hazardous Substances Data)

Usage

Description

4-(2-Chloroethoxy)-3-methoxybenzaldehyde, also known as 2-(2-Chloroethoxy)-5-methoxybenzaldehyde, is an organic compound with the chemical formula C9H9ClO3. It is a benzaldehyde derivative with a chlorine and methoxy group attached to the benzene ring. 4-(2-Chloroethoxy)-3-methoxybenzaldehyde is characterized by its unique structure and properties, making it valuable in the field of medicinal and agricultural chemistry.

Uses

Used in Pharmaceutical Industry:
4-(2-Chloroethoxy)-3-methoxybenzaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 4-(2-Chloroethoxy)-3-methoxybenzaldehyde is utilized in the production of various agrochemicals. Its properties make it suitable for the development of new pesticides, herbicides, and other agricultural chemicals that can improve crop yield and protect plants from pests and diseases.
Used in Organic Synthesis:
4-(2-Chloroethoxy)-3-methoxybenzaldehyde serves as an important intermediate in organic synthesis. Its reactive functional groups enable it to participate in various chemical reactions, leading to the formation of a wide range of organic compounds with diverse applications.
Used as a Building Block for Chemical Production:
Due to its unique structure and properties, 4-(2-Chloroethoxy)-3-methoxybenzaldehyde is used as a building block for the production of other chemicals. It can be further modified and transformed into different chemical entities, contributing to the advancement of the chemical industry.

Upstream product

• 121-33-5 vanillin 
• 107-04-0 1-Bromo-2-chloroethane 
• 107-06-2 1,2-dichloro-ethane 

Downstream Products

• 221642-63-3 methyl α-azido-4-(2-chloroethoxy)-3-methoxycinnamate 
• 1204415-64-4 4-(ethenyloxy)-3-methoxybenzaldehyde 
• 1446339-61-2 (S)-3-{1-[2-(2-methoxy-4-formylphenoxy)ethyl]piperidin-2-yl}pyridine oxalate 
• 1321907-28-1 3,7-dihydro-8-{4-[2-(1H-imidazol-1-yl)ethoxy]-3-methoxyphenyl}-1,3-dimethyl-1H-purine-2,6-dione 
• 1321907-24-7 8-[4-(2-chloroethoxy)-3-methoxyphenyl]-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione 
• 1321907-17-8 6-amino-5-{[4-(2-chloroethoxy)-3-methoxybenzylidene]amino}-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 

Relevant articles and documents

First Discovery of Novel Pyrido[1,2- a]pyrimidinone Mesoionic Compounds as Antibacterial Agents

Plant bacterial diseases cause tremendous decreases in crop yield and quality, and there is a lack of highly effective and low-risk antibacterial agents. A series of novel pyrido[1,2-a]pyrimidinone mesoionic compounds containing vanillin moieties were synthesized, and the application of these mesoionic compounds as plant antibacterial agents was reported here for the first time. The bioassay results revealed that the mesoionic compounds had good antibacterial activity. Of these compounds, compound 11 showed excellent in vitro activity against Xanthomonas oryzae pv. oryzae, with an EC50 value of 1.1 μg/mL, which was substantially better than that of bismerthiazol (92.7 μg/mL) and thiodiazole copper (105.4 μg/mL). Moreover, greenhouse condition trials indicated that the protective and curative activities of compound 11 against rice bacterial leaf blight were 75.12 and 72.04%, respectively, which were better than those of bismerthiazol (62.24 and 50.83%, respectively) and thiodiazole copper (53.35 and 65.04%, respectively). These results provide a basis for the application of mesoionic vanillin moieties as new antibacterial agents.

Synthesis of N-aryloxyalkylanabasine derivatives

N-Aryloxyalkylanabasine derivatives were prepared via the reaction of anabasine hydrochloride with various aryloxyhaloalkanes in the presence of potash in DMF. The reaction occurred with retention of the chiral center C-(2) of the piperidine group. Side products of bis(aryloxy)ethanes were characterized.

Evaluation and optimization of antifibrotic activity of cinnamoyl anthranilates

Tranilast is an anti-inflammatory drug in use for asthma and atopic dermatitis. In studies over the last decade it has been revealed that tranilast can reduce fibrosis occurring in the kidney during diabetes, thereby delaying and/or preventing kidney dysfunction. We report a structure-activity study aimed at optimizing the antifibrotic activity of tranilast. A series of cinnamoyl anthranilates were prepared and assessed for their ability to prevent TGF-β-stimulated production of collagen in cultured renal mesangial cells. We reveal derivatives with improved potency and reduced cellular toxicity relative to tranilast. 3-Methoxy-4-propargyloxycinnamoyl anthranilate reduces albuminuria in a rat model of progressive diabetes, and thus has potential as an innovative treatment for diabetic nephropathy.