42327-95-7

Usage

Uses

Used in Pharmaceutical Industry:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID is used as a potential candidate for the development of new drugs with therapeutic properties. Its unique structure and functional groups make it a promising target for pharmaceutical research and drug discovery.
Used in Chemical Synthesis:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID is used as a starting material or intermediate in the synthesis of various chemical compounds. Its unique structure and functional groups make it a valuable building block for the development of new chemical entities.
Used in Biological Evaluation:
2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID is used in biological evaluation to study its potential therapeutic properties and to gain insights into its mechanism of action. Further research into its properties and potential uses could lead to the development of new medical treatments or other useful applications in various industries.

InChI:InChI=1/C11H12O3/c1-11(2)6-7-4-3-5-8(10(12)13)9(7)14-11/h3-5H,6H2,1-2H3,(H,12,13)

Upstream product

• 69-72-7 salicylic acid 
• 110124-06-6 2-(2-methyl-2-propenyloxy)benzoic acid,methyl ester 
• 92847-95-5 2-Hydroxy-3-(2-methyl-2-propenyl)-benzoesaeuremethylester 
• 99517-60-9 methyl 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate 
• 91143-32-7 2-Hydroxy-3-(2-methyl-2-propenyl)-benzoesaeure 
• 119171-39-0 2-methallyloxybenzoic acid 
• 6337-33-3 2,2-dimethyl-2,3-dihydro-1-benzofuran 
• 124-38-9 carbon dioxide 
• 119-36-8 methyl salicylate 

Downstream Products

• 1009093-43-9 C₄₅H₆₈N₄O₇ 
• 149530-60-9 2,3-Dihydro-N-<4-(1,1-dimethylethyl)phenylmethyl>-N,2,2-trimethyl-7-benzofurancarboxamid 

Relevant academic research and scientific papers

Zatosetron, a Potent, Selective, and Long-Acting 5HT3 Receptor Antagonist: Synthesis and Structure-Activity Relationships

Antagonists of 5HT3 receptors are clinically effective in treating nausea and emesis associated with certain oncolytic drugs, including cisplatin.Moreover, these agents may be useful in pharmacological management of several central nervous system disorders, including anxiety, schizophrenia, dementia, and substance abuse.Our studies on aroyltropanamides led to the discovery that dihydrobenzofuranyl esters and amides are potent 5HT3 receptor antagonists.Simple benzoyl derivatives of tropine and 3α-aminotropane possessed weak 5HT3 receptor antagonist activity, as judged by blockade of bradycardia produced by iv injection of serotonin (5HT) to anesthetized rats.Within this series, use of benzofuran-7-carboxamide as the aroyl moiety led to a substantial increase of 5HT3 receptor affinity.The optimal 5HT3 receptor antagonist identified via extensive SAR studies was endo-5-chloro-2,3-dihydro-2,2-dimethyl-N-(8-methyl-8-azabicyclooct-3-yl)-7-benzofurancarboxamide (Z)-2-butenedioate (zatosetron maleate).The 7-carbamyl regiochemistry, dimethyl substitution, chloro substituent, and endo stereochemistry were all crucial elements of the SAR.Zatosetron maleate was a potent antagonist of 5HT-induced bradycardia in rats (ED50=0.86 μg/kg iv).Low oral doses of zatosetron (30 μg/kg) produced long-lasting antagonism of 5HT3 receptors, as evidenced by blockade of 5HT-induced bradycardia for longer than 6 h in rats.Moreover, this compound did not produce hemodynamic effects after iv administration to rats, nor did it block carbamylcholine-induced bradycardia in doses that markedly blocked 5HT3 receptors.Thus, zatosetron is a potent, selective, orally effective 5HT3 receptor antagonist with a long duration of action in rats.

2,3-Dihydro-7-benzofurancarboxylic Acids

The syntheses of a series of title compounds 1 a-f bearing methyl groups in the heterocyclic part were described.Depending on the substitution pattern the Claisen rearrangement (path A) or the methodology of directed lithiations (path B) were used as the