20955-75-3

Usage

Uses

Used in Pharmaceutical Industry:
6,6-Dimethyl-6,7-dihydro-1H-indol-4(5H)-one is utilized as an intermediate in the synthesis of various drugs. Its unique chemical structure and properties make it a valuable component in the development of pharmaceutical compounds.
Used in Organic Synthesis:
6,6-dimethyl-6,7-dihydro-1H-indol-4(5H)-one also has potential applications in the field of organic synthesis, where it can be used to create a variety of organic molecules for different purposes, including the development of new materials and chemical products.

Upstream product

• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 126-81-8 dimedone 
• 22483-09-6 2,2-dimethoxyethylamine 
• 131543-46-9 Glyoxal 
• 873-95-0 1-amino-5,5-dimethylcyclohexen-3-one 
• 141-43-5 ethanolamine 
• 76230-27-8 4-oxo-6,6-dimethyl-4,5,6,7-tetrahydrobenzofuran 
• 102804-17-1 Acetic acid (1S,2R,3S,4R)-2,3,4,5-tetraacetoxy-1-{(R)-2-[(Z)-hydroxyimino]-6,6-dimethyl-4-oxo-2,3,4,5,6,7-hexahydro-benzofuran-3-yl}-pentyl ester 
• 110545-26-1 Acetic acid (1S,2R,3S,4R)-2,3,4,5-tetraacetoxy-1-((S)-6,6-dimethyl-4-oxo-2,3,4,5,6,7-hexahydro-1H-indol-3-yl)-pentyl ester 

Downstream Products

• 1173111-58-4 2-bromo-4-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-indol-1-yl)-benzonitrile 
• 1595027-57-8 4-(2,8,8-trimethyl-6-oxo-2,3,4,5,6,7,8,9-octahydroazepino[3,4-b]indol-10(1H)-yl)benzamide hydrochloride 
• 1595027-54-5 4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8 hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595028-52-6 C₂₂H₂₅N₃O 
• 1595028-87-7 2-bromo-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzonitrile 
• 1595027-93-2 2-(2-cyclopropylethyl)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-83-0 2-(neopentylamino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-82-9 2-(isopropylamino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-79-4 2-(((3-methyloxetan-3-yl)methyl)amino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-76-1 2-((2,2-difluoroethyl)amino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-75-0 2-(cyclopropylamino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-73-8 2-(propylamino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-70-5 2-((tetrahydro-2H-thiopyran-4-yl)amino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 
• 1595027-68-1 2-((2-methoxyethyl)amino)-4-(2,7,7-trimethyl-5-oxo-3,4,5,6,7,8-hexahydro-1H-pyrido[3,4-b]indol-9(2H)-yl)benzamide hydrochloride 

Relevant academic research and scientific papers

New and general nitrogen heterocycle synthesis: Use of heteropoly acids as a heterogeneous recyclable catalyst

An efficient synthetic method of six-and five-member nitrogen heterocyclic compounds was developed. Nitrogen heterocyclic compounds were prepared by condensation of the-dicarbonyl compounds with the corresponding-or-amino alcohols, subsequent cyclization, and spontaneous aromatization in the presence of a catalytic amount of Keggin-type heteropoly acids under very mild conditions. Copyright

Synthesis of 3-Acylpyrroles, 3-(Alkoxycarbonyl)pyrroles, 1,5,6,7-Tetrahydro-4H-indol-4-ones and 3-Benzoylpyridines Based on Staudinger-Aza-Wittig Reactions of 1,3-Dicarbonyl Compounds with 2- and 3-Azido-1,1-dialkoxy- alkanes

The Staudinger-aza-Wittig reaction of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane and subsequent cy- clization allowed an efficient synthesis of a variety of pyrroles, 1,5,6,7-tetrahydro-4H-indol-4-ones, and of a pyridine. Georg Thieme Verlag

Discovery of novel 2-aminobenzamide inhibitors of heat shock protein 90 as potent, selective and orally active antitumor agents

A novel class of heat shock protein 90 (Hsp90) inhibitors was developed from an unbiased screen to identify protein targets for a diverse compound library. These indol-4-one and indazol-4-one derived 2-aminobenzamides showed strong binding affinity to Hsp

Synthesis of functionalized pyrroles and 6,7-dihydro-1H-indol-4(5H)-ones by reaction of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane

The condensation of 1,3-dicarbonyl compounds with 2-azido-1,1- diethoxyethane and subsequent cyclization allowed an efficient synthesis of a variety of pyrroles and 6,7-dihydro-1H-indol-4(5H)-ones.

TETRAHYDROINDOLONE DERIVATIVES AS GABAAALPHA5 LIGANDS FOR ENHANCING COGNITION

Compounds according to Formula (I) or a pharmaceutically acceptable salt thereof are GABA-A Alpha 5 ligands useful for enhancing cognition: where A is C 1-6alkyl, C 2-6alkenyl, C 2-6alkynyl, C 3-6cycloalkyl, arylC 1-6alkyl, or aryl wherein the aryl group is optionally substituted by halogen, C 1-6alkyl, CF 3, CN, NO 2 or NH 2, NR 1R 10, S(O) pR 1, heteroarylC 1-6alkyl or heteroaryl where heteroaryl is a 5-or 6-membered heteroaromatic ring as defined for B; and B is phenyl or a 5-membered ring having one or two unsaturations containing 1, 2, 3, or 4 heteroatoms chosen from O, N and S provided that not more than one heteroatom is other than N, a 6-membered heteroaromatic ring containing 1, 2, 3 or 4 nitrogen atoms, each of which rings is optionally substituted by one or more substituents.

Studies on Sugar Nitro-olefins. Part 7. Synthesis of 3-(Alditol-1-yl)-1,2,3,5,6,7-hexahydro- and -1,5,6,7-tetrahydro-indol-4-ones. X-Ray Molecular Structure of (3S)-3-(1,2,3,4,5-Penta-O-acetyl-D-galacto-pentitol-1-yl)-1,2,3,5,6,7-hexahydroindol-4-one

Raney nickel reduction of (3R)-2-hydroxyimino-3-(1,2,3,4,5-penta-O-acetyl-D-galacto- or -D-glucopentitol-1-yl)-3,5,6,7-tetrahydrobenzofuran-4(2H)-ones (5) gives (3S)-3-(1,2,3,4,5-penta-O-acetyl-D-galacto- or -D-gluco-pentitol-1-yl)-1,2,3,5,6,7-hexahydroindol-4-ones (6) in high yields.Deacetylation of compounds (6) with catalytic sodium methoxide in methanol affords the corresponding (pentitol-1-yl)indolones (7).Compounds (6) can be transformed into the 3-(1,2,3,4,5-penta-O-acetyl-D-galacto- or -D-gluco-pentitol-1-yl)-1,5,6,7-tetrahydroindol-4-ones (8) by treatment with 2,3-dichloro-5,6- dicyano-1,4-benzoquinone.The structure of (3S)-3-(1,2,3,4,5-penta-O-acetyl-D-galacto-pentitol-1-yl)-1,2,3,5,6,7-hexahydroindol-4-one (6a) was confirmed by an X-ray structure determination.