93983-14-3

Basic information

• Product Name: 2-chloro-1-(chloromethyl)-3,4-dimethoxybenzene
• Synonyms: 2-chloro-1-(chloromethyl)-3,4-dimethoxybenzene
• CAS NO: 93983-14-3
• Molecular Formula: C₉H₁₀Cl₂O₂
• Molecular Weight: 221.0805
• EINECS: 301-302-8
• Mol File: 93983-14-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 290.8°Cat760mmHg
• Flash Point: 111.6°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 0.00352mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: 2-chloro-1-(chloromethyl)-3,4-dimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-1-(chloromethyl)-3,4-dimethoxybenzene(93983-14-3)
• EPA Substance Registry System: 2-chloro-1-(chloromethyl)-3,4-dimethoxybenzene(93983-14-3)

Safety Data

• Hazardous Substances Data: 93983-14-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5314, 1955 DOI: 10.1021/ja01625a034

InChI:InChI=1/C9H10Cl2O2/c1-12-7-4-3-6(5-10)8(11)9(7)13-2/h3-4H,5H2,1-2H3

Upstream product

• 90282-99-8 3-chloro-1,2-dimethoxybenzene 
• 107-30-2 chloromethyl methyl ether 
• 93983-13-2 2-chloro-3,4-dimethoxybenzyl alcohol 
• 621-59-0 isovanillin 
• 5417-17-4 2-chloro-3,4-dimethoxybenzaldehyde 
• 37687-57-3 2-chloro-3-hydroxy-4-methoxybenzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 5417-17-4 2-chloro-3,4-dimethoxybenzaldehyde 
• 7537-07-7 2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile 
• 67287-37-0 N-(2-Hydroxy-2-phenethyl)-N-<2-(2'-chlor-3',4'-dimethoxyphenyl)-ethyl>-amin 
• 67287-38-1 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-53-0 6-chloro-7,8-dimethoxy-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-36-9 2-(2-chloro-3,4-dimethoxyphenyl)ethylamine 
• 71636-38-9 N-[2-hydroxy-2-(4'-methoxyphenyl)ethyl]-2-(2-chloro-3,4-dimethoxyphenyl)ethylamine 
• 67287-39-2 6-chloro-7,8-dihydroxy-1phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 100166-60-7 6-Chloro-7,8-dimethoxy-1-(4-methoxy-phenyl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carbaldehyde 
• 87863-72-7 6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol 
• 74427-18-2 N-(2-chloro-3,4-dimethoxyphenylethyl)-4-methoxymandelamide 
• 67287-54-1 Fenoldopam hydrobromide 
• 75306-60-4 [2-tert-Butoxy-2-(4-methoxy-phenyl)-ethyl]-[2-(2-chloro-3,4-dimethoxy-phenyl)-ethyl]-amine 
• 104113-95-3 6-Chloro-1-(4-hydroxy-phenyl)-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol; hydrobromide 

Relevant articles and documents

New derivatives of 3,4-dihydroisoquinoline-3-carboxylic acid with free-radical scavenging, d-amino acid oxidase, acetylcholinesterase and butyrylcholinesterase inhibitory activity

A series of 3,4-dihydroisoquinoline-3-carboxylic acid derivatives were synthesised and tested for their free-radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl radical (DPPH?), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical (ABTS?+), superoxide anion radical (O2-) and nitric oxide radical (?NO) assays. We also studied D-amino acid oxidase (DAAO), acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitory activity. Almost each of newly synthesised compounds exhibited radical scavenging capabilities. Moreover, several compounds showed moderate inhibitory activities against DAAO, AChE and BuChE. Compounds with significant free-radical scavenging activity may be potential candidates for therapeutics used in oxidative-stress-related diseases.

Synthesis and Renal Vasodilator Activity of 2-Chlorodopamine and N-Substituted Derivatives

A four-step synthesis of 2-chlorodopamine (2b) is presented as well as methods for the syntheses of the N-methyl, ethyl, and n-propyl analogues (2c-e).Compounds 2b and 2c were essentially equipotent to dopamine for increasing renal blood flow in anesthesized dogs that had been treated with the α-adrenergic antagonist phenoxybenzamine.The increases in renal blood flow were blocked by the DA1 antagonist (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine.Compounds 2d and 2e were significantly less potent than dopamine in the same model; the increases in renal blood flow were attenuated by propanolol and blocked by a combination of propanolol and (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine.The significance of an o-chloro substituent on dopamine analogues for the activation of the DA1 receptor is briefly discussed.