6250-88-0

Usage

Uses

Used in Pharmaceutical Research:
4,9-dihydropyrano[3,4-b]indol-1(3H)-one is used as a building block for the development of new pharmaceuticals due to its versatile reactivity and potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 4,9-dihydropyrano[3,4-b]indol-1(3H)-one is used as a key intermediate for the synthesis of various complex organic molecules.
Used in Anti-cancer Applications:
4,9-dihydropyrano[3,4-b]indol-1(3H)-one is studied for its potential as an anti-cancer agent, with research focusing on its ability to target and inhibit the growth of cancer cells.
Used in Anti-inflammatory Applications:
4,9-dihydropyrano[3,4-b]indol-1(3H)-one is also being investigated for its potential as an anti-inflammatory agent, which could be beneficial in the treatment of various inflammatory conditions.
Used in Chemical Research:
4,9-dihydropyrano[3,4-b]indol-1(3H)-one serves as a valuable target for chemical research, where its unique structure and biological activity are explored for new insights and applications in the field of chemistry.

Upstream product

• 112585-34-9 α-Phenyl-hydrazono-δ-valerolacton 
• 110977-72-5 C₉H₁₂O₅ 
• 3099-82-9 benzene diazoniumchloride 
• 100-63-0 phenylhydrazine 
• 62-53-3 aniline 

Downstream Products

• 89587-10-0 2,3,4,9-Tetrahydro-2-phenyl-1H-pyrido<3,4-b>indol-1-one 
• 111550-69-7 3-(2-Hydroxyethyl)-N-methyl-1H-indole-2-carboxamide 
• 59156-98-8 Strychnocarpine 
• 111492-86-5 N_b-benzyl-1,2,3,4-tetrahydro-β-carbolin-1-one 
• 77903-96-9 3-(2-Hydroxyethyl)-1H-indole-2-carboxylic acid 
• 125260-52-8 3-[2-(4-methylpiperidin-1-yl)ethyl]-1H-indole 
• 129697-29-6 3-[2-(2,3-dihydro-1H-indol-1-yl)ethyl]-1H-indole 
• 61220-24-4 1-[1-(2-indol-3-yl-ethyl)-piperidin-4-yl]-1,3-dihydro-benzoimidazol-2-one 
• 61-51-8 N,N-diethyltryptamine 
• 14120-99-1 N-benzyl-[2-(1H-indol-3-yl)ethyl]-N-methylamine 
• 369652-10-8 3-methyl-4,5,7,8,13,13b-hexahydro-3H-indolo[2,3-a]pyrrolo[2,3-h]quinolizine 
• 369652-09-5 2-[2-(1-methyl-1H-pyrrol-2-yl)-ethyl]-2,3,4,9-tetrahydro-pyrido[3,4-b]indol-1-one 

Relevant academic research and scientific papers

Synthesis and evaluations of GLP-1 secretion and anti-diabetic effect in KKAy mice of new tricyclic compounds

Glucagon-like peptide-1 (GLP-1), which belongs to the family of incretins, plays important role for the regulation of plasma glucose. Accordingly, GLP-1-based therapies for type 2 diabetes have recognized as one of the most interesting target. In this study, we have found the new tricyclic compounds having strong GLP-1 secretion from human intestinal L cells, and anti-diabetic properties in spontaneously obese and diabetic KKAy mice. The most potent compound 5ka was obtained as the unexpected product, and we would like to report the details of the synthesis, structure elucidations, pharmacological activities on secretion of GLP-1, and anti-diabetic effects using diabetic KKAy mice.

Indoles, VI: Lactamisation of 4,9-Dihydropyranoindol-1(3H)-ones with Methylamine.- A New Synthetic Route to Strychnocarpine and its Derivatives

The lactamisation of the pyranoindolones 3a-g - available from 1 or 2 -represents a simple synthesis of strychnocarpine (4a) and its substituted derivatives 4b-g, 5b,c.Reduction gives the tetrahydro-β-carbolines 6a-d,f,h.

Lactones, XI: Syntheses of 4,9-Dihydropyrano-indol-1(3H)-ones from &α-Ethoxalyl-&γ-lactones

Cleavage and decarboxylation of the α-ethoxalyl-γ-lactones 1a-d followed by treatment with phenylhydrazines yield the hydrazones 4a-l, which can be rearranged to the indololactones 5a-m.Starting from the δ-lactones 6 and 10, the same reactions lead to indoles without lactone ring closure.

Lactones, XVI: Synthesis of 4,9-Dihydropyranoindol-1(3H)-ones from α-Ethoxalyl-δ-valerolactone

Treatment of α-ethoxalyl-δ-valerolactone (1) with diazotized anilines and indolization of the intermediate hydrazones 4 leads to the pyranoindolones 5.Compared to the recently reported reaction of α-ethoxalyl-γ-butyrolactone with arylhydrazines2), this synthesis is more versatile with regard to variation of substituents at the aromatic ring.Stereochemistry and reactivity of the α-arylhydrazonolactones are discussed.