55104-35-3

Usage

Uses

Used in Organic Synthesis:
5-HYDROXYPHTHALIDE is used as an intermediate in organic synthesis for the production of various chemical compounds. Its reactive hydroxyl group and phthalide structure make it a valuable building block for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-HYDROXYPHTHALIDE is used as a key intermediate in the synthesis of drugs with potential therapeutic applications. Its unique chemical structure allows for the development of novel drug candidates with improved pharmacological properties, such as enhanced bioavailability, selectivity, and reduced side effects.
Used in Agrochemical Industry:
5-HYDROXYPHTHALIDE also finds application in the agrochemical industry as an intermediate for the synthesis of various pesticides and other crop protection agents. Its incorporation into these compounds can lead to improved efficacy, reduced environmental impact, and better target selectivity.
Used in Specialty Chemicals:
In the specialty chemicals sector, 5-HYDROXYPHTHALIDE is utilized as a starting material for the development of high-value products, such as dyes, pigments, and additives for various industries, including plastics, coatings, and textiles. Its versatile chemical structure allows for the creation of innovative and high-performing specialty chemicals with unique properties and applications.

InChI:InChI=1/C8H6O3/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,9H,4H2

Upstream product

• 89-08-7 4-sulfophthalic acid 
• 100-09-4 4-methoxybenzoic acid 
• 1411945-89-5 5-tert-butoxy-2-benzofuran-1-(3H)-one 
• 1428478-77-6 tert-butyl 2-bromomethyl 4-tert-butoxybenzoate 
• 578-39-2 4-hydroxy-2-methylbenzoic acid 
• 1428478-76-5 tert-butyl 4-tert-butoxy-2-methylbenzoate 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 483-84-1 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid 
• 620-24-6 3-Hydroxybenzyl alcohol 
• 134418-62-5 (2-carbomethoxy-5-hydroxyphenyl)methyl 2-nitrobenzenesulfenate 
• 201230-82-2 carbon monoxide 
• 610-35-5 4-hydroxyphthalic acid 
• 65399-05-5 5-amino-3H-isobenzofuran-1-one 
• 28281-76-7 5-methoxyisobenzofuran-1,3-dione 

Downstream Products

• 1428478-80-1 tert-butyl 4-{[(1-oxo-1,3-dihydro-2-benzofuran-5-yl)oxy]methyl}piperidine-1-carboxylate 
• 1359669-02-5 5-(benzyloxy)-2-benzofuran-1(3H)-one 
• 1359669-13-8 (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetic acid 
• 1359669-90-1 tert-butyl (5-{[4'-(2-ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methoxy}-1,3-dihydro-2-benzofuran-1-yl)acetate 
• 1359669-80-9 tert-butyl [5-(benzyloxy)-1,3-dihydro-2-benzofuran-1-yl]acetate 
• 1359669-78-5 tert-butyl [5-(benzyloxy)-1-hydroxy-1,3-dihydro-2-benzofuran-1-yl]acetate 

Relevant academic research and scientific papers

INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL

no abstract published

Synthesis, characterization and phytotoxic activity of hydroxylated isobenzofuran-1(3H)-ones

Two hydroxylated isobenzofuranones 3 and 4 were synthesized from benzoic acids. The compounds were fully characterized by IR, NMR (1H and 13C), HRMS, and X-ray crystallography. Compounds 3 and 4 crystallized in the space group Pc and

INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL

This invention relates to compounds having structural Formula I: and pharmaceutically acceptable salts thereof which are inhibitors of the Renal Outer Medullary Potassium (ROMK) channel (Kirl.1). The compounds of Formula I are useful as diuretics and natriuretics and therefore are useful for the therapy and prophylaxis of disorders resulting from excessive salt and water retention, including cardiovascular diseases such as hypertension and chronic and acute heart failure

Identification of fused-ring alkanoic acids with improved pharmacokinetic profiles that Act as G protein-coupled receptor 40/free fatty acid receptor 1 agonists

The G protein-coupled receptor 40 (GPR40)/free fatty acid receptor 1 (FFA1) has emerged as an attractive target for a novel insulin secretagogue with glucose dependency. We previously identified phenylpropanoic acid derivative 1 (3-{4-[(2′,6′-dimethylbiphenyl-3-yl)methoxy]-2-fluorophenyl} propanoic acid) as a potent and orally available GPR40/FFA1 agonist; however, 1 exhibited high clearance and low oral bioavailability, which was likely due to its susceptibility to β-oxidation at the phenylpropanoic acid moiety. To identify long-acting compounds, we attempted to block the metabolically labile sites at the phenylpropanoic acid moiety by introducing a fused-ring structure. Various fused-ring alkanoic acids with potent GPR40/FFA1 activities and good PK profiles were produced. Further optimizations of the lipophilic portion and the acidic moiety led to the discovery of dihydrobenzofuran derivative 53 ((6-{[4′-(2-ethoxyethoxy)-2′,6′-dimethylbiphenyl-3-yl]methoxy} -2,3-dihydro-1-benzofuran-3-yl)acetic acid), which acted as a GPR40/FFA1 agonist with in vivo efficacy during an oral glucose tolerance test (OGTT) in rats with impaired glucose tolerance.

Synthesis and blocking activities of isoindolinone- and isobenzofuranone-containing phenoxylalkylamines as potent α1- adrenoceptor antagonists

This paper describes the synthesis and blocking activities of twelve new isoindolinone- and isobenzofura-none-containing phenoxylalkylamines as potent α1-Adrenoceptor antagonists. These compounds were synthesized in moderate to good yields starting from 3,4-dimethylphenol, and characterized with 1H-NMR, MS, IR and elemental analysis. Their blocking activities toward α1-Adrenoceptors were evaluated on isolated rat anococcygeus muscles. The results indicated that these compounds were very strong in blocking α1-Adrenoceptors, and most of them exhibited activities that were comparable to that of known potent α1- Adrenoceptor antagonist 1-(2,6-dimethylphenoxy)-2-(3,4- dimethoxyphenylethylamino)propane hydrochloride (DDPH).

(Nitroaryl)sulfinyl-Substituted Allenes. Novel and Convenient Propargyl Alcohol Synthons in 4 + 2 Cycloaddition Chemistry

(Nitroaryl)sulfinyl-substituted allenes are conveniently prepared by treating propargyl alcohol or methyl 3-hydroxy-2-butynoate with a (nitroaryl)sulfenyl chloride and triethylamine.These activated allenes undergo 4 + 2 cycloaddition across the C1C2 α-bond.The initially formed allylic sulfoxide readily undergoes a 2,3-sigmatropic rearrangement to produce a stable sulfenate ester that is easily cleaved with thiophilic reagents.The dienophilic reactivity of the (nitroaryl)sulfinyl-substituted allene is much greater than the corresponding propargyl alcohol, and the cycloaddition also proceeds with high regioselectivity.The Diels-Alder reaction of propadiene with Danishefsky's diene affords meta-substituted benzyl alcohols in high yield.Reaction of the more highly activated methyl 2--2,3-butadienoate with Danishefsky's diene followed by treatment of the resulting sulfenate ester with triethyl phosphite produces substituted phthalides in excellent yield.The (2,4-dinitrophenyl)sulfinyl-substituted allene was found to react smoothly with a variety of nitrones to give sulfenate esters of isoxazolidines.These allenyl sulfoxides correspond to formal equivalents of propargyl alcohol, which itself is too unreactive to undergo Diels-Alder chemistry or 1,3-dipolar cycloaddition with nitrones or nitrile oxides.

Synthesis of Aromatic Carbonyl Compounds via Thallation-Carbonylation of Arenes

Simple arenes, substituted benzylic and β-phenylethyl alcohols, benzoic acid, phenylacetic acid, benzamide, acetanilide, phenylurea, and benzophenone have been thallated under variety of reaction conditions with thallium(III) trifluoroacetate and subsequently carbonylated with 19percent PdCl2, 2 equiv of LiCl, and MgO in either methanol or tetrahydrofuran under 1 atm of carbon monoxide to give aromatic esters, substituted phthalides and 3,4-dihydroisocoumarins, phthalic and homophthalic anhydride, phthalimide, and the ortho-substituted methyl esters of acetanilide, phenylurea, and benzophenone, respectively.The scope and limitations of this approach to aromatic carbonyl compounds are examined.

Synthesis of Aromatic Esters, Lactones, Anhydrides, and Heterocycles via Thallation-Carbonylation of Arenes

The thallation and subsequent palladium-catalyzed carbonylation of simple arenes, benzylic and β-phenethyl alcohols, benzoic and phenylacetic acids, benzamide, and acetanilide afford benzoate esters, phthalides, 3,4-dihydroisocoumarins, phthalic and homophthalic anhydrides, phthalimide, and acetylanthranil, respectively.The carbonylation reaction proceeds in excellent yield at room temperature and atmospheric pressure and is highly stereo- and regioselective.