2350-46-1

Basic information

• Product Name: 1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE
• Synonyms: 1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE;1-Butanone, 1-(2,3-dichloro-4-hydroxyphenyl)-;4-Butyryl-2,3-Dichlorophenol;1-(2,3-dichloro-4-hydroxyphenyl)-1-Butanone
• CAS NO: 2350-46-1
• Molecular Formula: C₁₀H₁₀Cl₂O₂
• Molecular Weight: 233.09
• Mol File: 2350-46-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE(2350-46-1)
• EPA Substance Registry System: 1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE(2350-46-1)

Safety Data

• Hazardous Substances Data: 2350-46-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE is used as an intermediate in synthesizing (2,3-Dichloro-4-butyrylphenoxy)acetic Acid (D434935), which is an impurity of Ethacrynic acid (E676000). Ethacrynic acid is a diuretic used to treat high blood pressure and swelling caused by congestive heart failure, liver failure, and kidney failure.
Used in Agriculture:
1-(2,3-DICHLORO-4-HYDROXYPHENYL)BUTAN-1-ONE is also used in agriculture, as (2,3-Dichloro-4-butyrylphenoxy)acetic Acid has applications in this field.

Upstream product

• 1984-59-4 2,3-dichloroanisole 
• 141-75-3 butyryl chloride 
• 576-24-9 2,3-dichlorophenol 

Downstream Products

• 113239-47-7 2,3-dichloro-4-(3-butenyloxy)butyrophenone 
• 113239-49-9 4-(2,3-dichloro-4-butyrylphenoxy)butyric acid 
• 113239-54-6 1-(4-Butyryl-2,3-dichloro-phenoxy)-cyclobutanecarboxylic acid ethyl ester 
• 113239-52-4 6-(2,3-dichloro-4-butyrylphenoxy)hexanoic acid 
• 58-54-8 ethacrynic acid 
• 1217-67-0 <2,3-dichloro-4-(1-oxobutyl)phenyloxy>acetic acid 
• 1206809-03-1 1-(2,3-dichloro-4-((3-(4-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-2-methylenebutan-1-one 
• 113239-57-9 <2,3-dichloro-4-(2-methylenebutyryl)phenoxy>acetyl chloride 
• 1006585-48-3 5-[2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxymethyl]-3-methyl-1,2,4-oxadiazole 
• 1006585-49-4 1-(2,3-dichloro-4-((3-phenyl-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-2-methylenebutan-1-one 
• 1160-10-7 (2,3-dichloro-4-[2-dimethylaminomethyl-butyryl]phenoxy)acetic acid 
• 2977-51-7 2,3-Dichlor-4-butyryl-phenoxyessigsaeure-aethylester 
• 113239-53-5 1-(2,3-dichloro-4-butyrylphenoxy)cyclobutane-1-carboxylic acid 
• 113239-56-8 2-(2,3-dichloro-4-butyrylphenoxy)-2-methylpropionic acid 

Relevant articles and documents

Process for the Preparation of Ethacrynic Acid

The invention provides an improved process for preparing Ethacrynic acid of formula I, including the steps of: (a) reacting 4-butyryl-2,3-dichloro-phenoxy acetic acid of formula II with dimethylamine or its salt to obtain [2,3-dichloro-4-[2-dimethylaminomethyl butyryl phenoxy acetic acid of formula III or its salt; (b) hydrolysing [2,3-dichloro-4-[2-dimethylaminomethyl butyryl phenoxy acetic acid hydrochloride of formula III obtained in step a) with t-butyl amine to obtain t-butyl amine salt of Ethacrynic acid; (c) acidifying the t-butyl amine salt of Ethacrynic acid formed in step b) to obtain Ethacrynic acid of formula I; and(d) optionally purifying the obtained Ethacrynic acid with a solvent mixture of alkyl acetate and hydrocarbon solvent. The invention also provides crystalline t-butylamine salt of Ethacrynic acid and process thereof. Also provide compound Ethacrynic acid having a purity of greater than or equal to 99% and a composition including the compound.

Environmental-protection preparation method for high yielding of 1,2,4-oxadiazole compounds containing alpha,beta-unsaturated ketones

The invention provides an environmental-protection preparation method for high yielding of 1,2,4-oxadiazole compounds containing alpha,beta-unsaturated ketones; with 2,3-dichlorophenol as a raw material, an intermediate 5 is obtained through methylation and protection of phenolic hydroxyl groups, Friedel-Crafts acylation, methyl protecting group removal, nucleophilic substitution, ester hydrolysis, aldol condensation and dehydration reaction and then undergoes cyclization reaction with substituted amine oxime to obtain the target products 6r, 6s and 6u. The method has the advantages of mild reaction conditions, has no use of first-class reagents and other reagents harmful on the environment and operating personnel, fewer by-products, stable and controllable reactions, simple postprocessing, high yield and purity, and easy industrialized production.

Ethacrynic acid as a lead structure for the development of potent urease inhibitors

Ethacrynic acid and a series of its analogues were synthesized and subsequently evaluated for their inhibitory effect on jack bean urease. Ethacrynic acid showed, even at low concentrations, very potent inhibitory activity against the enzyme. For ethacrynic acid, the inhibition potential increased with increasing preincubation time of ethacrynic acid and enzyme, whereas for some other compounds a higher preincubation time lead to a significant reduction of their activity. We could demonstrate that the α,β-unsaturated carbonyl unit of our compounds is mandatory to inhibit the enzyme, possibly due to its ability to bind to cysteine residues in the active site of the jack bean urease.

Synthesis and Evaluation of Non-peptidic Cysteine Protease Inhibitors of P. falciparum Derived from Etacrynic Acid

A series of etacrynic acid derivatives was synthesized and screened for their in vitro activity against Plasmodium falciparum, as well as their activity against recombinantly expressed falcipain-2 and -3. The two most active compounds of the series displayed IC50 values of 9.0 and 18.8 μM against Plasmodia.