4385-48-2

Usage

Uses

Used in Pharmaceutical Production:
2,3-Dihydro-1,4-benzodioxin-2-one is used as a key component in the production of pharmaceuticals due to its versatile chemical properties and potential pharmacological activities.
Used in Organic Synthesis:
2,3-DIHYDRO-1,4-BENZODIOXIN-2-ONE serves as a building block in organic synthesis, contributing to the creation of various chemical structures and compounds.
Used in Medicinal Chemistry Research:
2,3-Dihydro-1,4-benzodioxin-2-one is used as a precursor in the synthesis of novel drugs and pharmaceutical compounds, indicating its importance in the development of new medications.
Used in Anticonvulsant and Analgesic Applications:
2,3-Dihydro-1,4-benzodioxin-2-one has been studied for its potential role as an anticonvulsant and analgesic agent, suggesting its use in the treatment of conditions related to seizures and pain management.
Used in Preclinical Drug Development:
2,3-DIHYDRO-1,4-BENZODIOXIN-2-ONE has been investigated for its potential use in preclinical drug development, highlighting its significance in the early stages of pharmaceutical research and development.

Upstream product

• 6324-11-4 2-(2-hydroxyphenoxy)acetic acid 
• 99186-63-7 ethyl 2-(2-hydroxyphenoxy)acetate 
• 120-80-9 benzene-1,2-diol 
• 79-04-9 chloroacetyl chloride 
• 67-56-1 methanol 

Downstream Products

• 93985-70-7 (2-hydroxy-phenoxy)-acetic acid anilide 
• 4792-78-3 2-(2-hydroxy-phenoxy)-ethanol 
• 118787-19-2 trans 2-(2-hydroxyethoxy)cyclohexanol 
• 34919-91-0 N-Cyclohexyl-2-(2-hydroxy-phenoxy)-acetamide 
• 34919-88-5 N-Ethyl-2-(2-hydroxy-phenoxy)-acetamide 
• 34919-94-3 N,N-diethyl-2-(2-hydroxyphenoxy)acetamide 
• 34919-89-6 N-Butyl-2-(2-hydroxy-phenoxy)-acetamide 
• 34919-92-1 N-Allyl-2-(2-hydroxy-phenoxy)-acetamide 
• 34919-90-9 N-Cyclopentyl-2-(2-hydroxy-phenoxy)-acetamide 
• 34919-93-2 N-Benzyl-2-(2-hydroxy-phenoxy)-acetamide 
• 34919-87-4 (2-hydroxyphenoxy)acetamide 
• 17753-05-8 1-(o-Hydroxy-phenoxyacetoxy)-3-(o-tolyloxy)-2-propanol 
• 39719-58-9 (2-Hydroxy-phenoxy)-acetic acid 3-(4-chloro-phenoxy)-2-hydroxy-propyl ester 
• 107-21-1 ethylene glycol 

Relevant academic research and scientific papers

N-Acyl-2-substituted-1,3-thiazolidines, a New Class of Non-narcotic Antitussive Agents: Studies Leading to the Discovery of Ethyl 2--β-oxothiazolidine-3-propanoate

The synthesis of a novel class of antitussive agents is described.The compounds were examined for antitussive activity in guinea pig after cough induction by electrical or chemical stimulation.Ethyl 2--β-oxothiazolidine-3-propanoate (BBR 2173, moguisteine, 7) and other structurally related compounds showed a significant level of activity, comparable to that of codeine and dextromethorphan.The compounds presented in this paper are characterized by the N-acyl-2-substituted-1,3-thiazolidine moiety, which is a novel entry in the field of antitussive agents.The serendipitous discovery of the role played by the thiazolidine moiety in the determining the antitussive effect promoted extensive investigations on these structures.This optimization process on N-acyl-2-substituted-1,3-thiazolidines led to the initial identification of 2--3--1,3-thiazolidine (18a) as an interesting lead compound.The careful study of the rapid and very complicated metabolism of 18a provided further insights for the design of newer related derivatives.The observation that the metabolic oxidation on the lateral chain's sulfur of 18a to sulfoxide maintained the antitussive properties suggested the introduction of isosteric functional groups with respect to the sulfoxide moiety.Subsequent structural modifications showed that hydrolyzable malonic residues in the 3-position of the thiazolidine ring were able to assure high antitussive activity.This optimization ultimately led to the selection of moguisteine (7) as the most effective and safest representative of the series.Moguisteine is completely devoid of unwanted side effects (such as sedation and addiction), and its activity was demonstrated also in clinical studies.

1,4-Benzodioxin-2(3H)-one and Some of its Derivatives

The methods of synthesis of 1,4-benzodioxin-2(3H)-one have been reexamined.Frequently quoted in the literature the method of Ghosh has been found to give impure (2-hydroxyphenoxy)acetic acid rather than the lactone.Using various methods some simple derivatives of the title lactone substituted in the benzene ring have been prepared and characterized.The bromination of the lactone with NBS gives predominantly 7-bromo-1,4-benzodioxin-2(3H)-one under electrophilic conditions, while 6-bromo-1,4-benzodioxin-2(3H)-one is obtained as a major isomer under photolytic conditions.

Antitussive and mucus regulating 2-substituted thiazolidines

2-Substituted thiazolidines compounds having formula I STR1 wherein X is a CH2, O or S, R is hydroxy or an acyloxy, alkyloxy, alkenyloxy or alkinyloxy group, R1 is hydrogen or a group of formula STR2 R2 is hydrogen or a free or esterified carboxy group, Ra and Rb are hydrogen or methyl, p is zero or 1, R3 is a C1 -C2 alkylsulphonyl group, a phenyl or p-Cl phenyl, p-methylsulphonyl group or an acyl group; are useful as mucus regulating, antitussive and antibronchospastic agents.