42327-95-7

Basic information

• Product Name: 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID
• Synonyms: 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID;2,2-Dimethyl-2,3-dihydro-1-benzofurane-7-carboxylicacid;2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylic acid
• CAS NO: 42327-95-7
• Molecular Formula: C11H12O3
• Molecular Weight: 192.21
• Mol File: 42327-95-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 137 °C
• Boiling Point: 322.4°Cat760mmHg
• Flash Point: 126.7°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 0.000115mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID(42327-95-7)
• EPA Substance Registry System: 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID(42327-95-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 42327-95-7(Hazardous Substances Data)

Usage

General Description

2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID is a chemical compound that belongs to the group of benzofuran derivatives. It is a carboxylic acid with two methyl groups on the benzofuran ring, and a 2,3-dihydro-1 structure. 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID has potential applications in the pharmaceutical industry, particularly in the development of new drugs with therapeutic properties. Its unique structure and functional groups make it an interesting target for chemical synthesis and biological evaluation. Further research into the properties and potential uses of 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLIC ACID 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 articles and documents

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.

5-HALO-2,3-DIHYDRO-2,2-DIMETHYLBENZOFURAN-7-CARBOXYLIC ACIDS USEFUL AS INTERMEDIATES FOR 5-HT3 ANTAGONISTS

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