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
• Article Data: 5

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

1-?(2,?3-?Dichloro-?4-?hydroxyphenyl)?butan-?1-?one is an intermediate in synthesizing (2,3-Dichloro-4-butyrylphenoxy)acetic Acid (D434935), impurity of Ethacrynic acid (E676000), which is a diuretic used to treat high blood pressure and swelling caused by congestive heart failure, liver failure and kidney failure. (2,3-Dichloro-4-butyrylphenoxy)acetic Acid is also used pharmaceutically and in agriculture.

Upstream product

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

Downstream Products

• 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 
• 113239-52-4 6-(2,3-dichloro-4-butyrylphenoxy)hexanoic acid 
• 113262-76-3 N-<<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>butyryl>glycine 
• 113239-19-3 1-<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>cyclobutane-1-carboxylic acid 
• 20287-91-6 2-<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>-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.

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.

Derivatives of phenoxy acetic acid and phenoxymethyltetrazole having antitumor activity

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