3883-64-5

Basic information

• Product Name: 7-aMinoisobenzofuran-1(3H)-one
• Synonyms: 7-aMinoisobenzofuran-1(3H)-one;7-AMINOZSOBENZOFURAN-1(3H)-ONE
• CAS NO: 3883-64-5
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.14668
• Mol File: 3883-64-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-aMinoisobenzofuran-1(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-aMinoisobenzofuran-1(3H)-one(3883-64-5)
• EPA Substance Registry System: 7-aMinoisobenzofuran-1(3H)-one(3883-64-5)

Safety Data

• Hazardous Substances Data: 3883-64-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
7-aminobenzofuran-1(3H)-one is used as a pharmaceutical candidate for its potential anti-tumor and anti-inflammatory properties. It is being explored for its ability to modulate various signaling pathways and exert inhibitory effects on tumor growth and progression.
Used in Organic Synthesis:
7-aminobenzofuran-1(3H)-one is used as a building block in the synthesis of various biologically active compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs and therapeutic agents.
Used in Drug Development:
7-aminobenzofuran-1(3H)-one is used as a promising candidate for drug development due to its potential therapeutic applications. Researchers are investigating its efficacy in treating various diseases and conditions, particularly in the areas of oncology and inflammation.
Used in Medicinal Chemistry:
7-aminobenzofuran-1(3H)-one is used in medicinal chemistry for its potential to contribute to the discovery of new drugs and therapeutic agents. Its versatile chemical properties and potential for modification make it an attractive target for further research and development.

Upstream product

• 4389-50-8 2-amino-6-methylbenzoic acid 
• 641-70-3 3-nitrophthalic acid anhydride 
• 6296-53-3 3-acetylaminophthalic anhydride 
• 6744-85-0 2-(methoxycarbonyl)-3-nitrobenzoic acid 
• 90407-20-8 2-bromo-3-(hydroxymethyl)-1-nitrobenzene 
• 632340-58-0 2-bromomethyl-6-amino-benzoic acid 
• 56-23-5 tetrachloromethane 
• 2518-24-3 3-aminophthalimide 
• 7732-18-5 water 
• 7758-99-8 copper(II) sulfate 
• 42760-46-3 7-nitro-3H-isobenzofuran-1-one 
• 103260-68-0 7-acetamidophthalide 

Downstream Products

• 327626-90-4 7-(o-hydroxymethyl)phenylaminophthalide 
• 327626-91-5 7-(o-formyl)phenylaminophthalide 
• 105694-44-8 7-bromoisobenzofuran-1-(3H)-one 
• 633337-83-4 7-benzoylamino-phthalide 
• 327626-87-9 7-(o-carboxyphenyl)aminophthalide 

Relevant articles and documents

An improved method for the synthesis of γ-lactones using sodium bromate and sodium hydrogen sulfite

o-Alkylbenzenecarboxylic acids are treated with a sodium bromate and sodium hydrogen sulfite reagent under a two-phase system using ethyl acetate as solvent, under mild conditions to give the corresponding cyclized phthalides in moderate to satisfactory yield. Intermediately the α-brominated alkylbenzenecarboxylic acids are formed by the in situ generated hypobromous acid. These α-brominated acids undergo an intramolecular nucleophilic substitution reaction to afford the corresponding γ-lactones.

Synthesis of New N,N,1,1-Tetramethyl-isobenzofuranamines

The nitrophthalides 3a-d aimed as intermediates in the synthesis of the title compounds 6a-d were obtained via regioselective reduction of 3-nitrophthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively.Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5a-d which in turn were reacted with MeMgI or in the case of 5d reduced by LiAlH4 leading finally to the title compounds.

Synthesis, X-ray structure, electrochemical properties and cytotoxic effects of new arene ruthenium(II) complexes

A series of novel half-sandwich organoruthenium(II) complexes with the general formula [(η6-arene)Ru(L)Cl2] (where L = flavone, chromone or benzofuranone derivatives) have been synthesized. All the ligands in the reaction with [(η6-p-cymene)RuCl) 2(μ-Cl)2] form monodentate compounds, which were fully characterized by elemental analysis, MS, UV-Vis, IR and NMR spectroscopy. The molecular structure of one of the complexes [(η6-p-cymene)Ru(7- amino-3H-benzofuran-1-one-κ1-N)Cl2] was determined by X-ray crystallography. The redox properties of the complexes were monitored by cyclic voltammetry. The cytotoxicity of all obtained compounds has also been evaluated on several melanoma and leukemic cell lines.

Efficient synthesis of isobenzofuran-1(3H)-ones (Phthalides) and selected biological evaluations

The studies presented here deal with the convenient and efficient one-step conversion of o-alkylbenzoic acids into their corresponding isobenzofuran-1 (3H)-ones (phthalides) using NaBrO3/NaHSO3 in a two-phase system. A range of o-alkylbenzoic acids was used with the object of getting a variety of phthalide derivatives as multipurpose biologically active compounds. Seventeen phthalides have been synthesized and tested for cytotoxicity, antibacterial and antifungal activities. Some of these compounds showed promising cytotoxic effects against Artemia salina. Compounds 4j-4p were highly active against Gram-negative and Gram-positive bacteria among all tested compounds. In the fungicidal assay, the compounds showed a broad spectrum of activity against six fungi. All compounds were characterized via elemental analysis, UV, IR, mass and-NMR spectroscopy. ECV · Editio Cantor Verlag.

Fast microwave promoted palladium-catalyzed synthesis of phthalides from bromobenzyl alcohols utilizing DMF and Mo(CO)6 as carbon monoxide sources

A fast method utilizing in situ generated CO for the synthesis of phthalides has been developed. DMF and Mo(CO)6 were applied as two alternative CO-sources in these microwave promoted carbonylation-lactone formation reactions. Mo(CO)6 was found to be the more generally applicable CO-source and provided phthalides as well as dihydroisocoumarin, dihydroisoindone, and phthalimide from the corresponding aryl bromide via an efficient CO insertion within a 1h reaction time.

An alternative method for the synthesis of γ-lactones by using cesium fluoride-celite/acetonitrile combination

A variety of 2-(1-bromoalkyl) benzoic acids 4 undergo intramolecular nucleophilic substitution reaction when treated with a CsF-Celite as solid base in acetonitrile under reflux condition to give the corresponding cyclized phthalides in moderate to very good yield. These 2-(1-bromoalkyl) benzoic acids 4 are formed by the α-bromination of 2-alkylbenzoic acids 3 using N-bromosuccinimide and a catalytic amount of α,α′ -azoisobutyronitrile in carbon tetrachloride under reflux.