6250-88-0

Basic information

• Product Name: 4,9-dihydropyrano[3,4-b]indol-1(3H)-one
• Synonyms: 4,9-Dihydropyrano[3,4-b]indol-1(3H)-one
• CAS NO: 6250-88-0
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.1947
• Mol File: 6250-88-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 461.9°C at 760 mmHg
• Flash Point: 233.1°C
• Density: 1.373g/cm³
• Vapor Pressure: 1.04E-08mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 4,9-dihydropyrano[3,4-b]indol-1(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,9-dihydropyrano[3,4-b]indol-1(3H)-one(6250-88-0)
• EPA Substance Registry System: 4,9-dihydropyrano[3,4-b]indol-1(3H)-one(6250-88-0)

Safety Data

• Hazardous Substances Data: 6250-88-0(Hazardous Substances Data)

Usage

Description

4,9-dihydropyrano[3,4-b]indol-1(3H)-one is a heterocyclic chemical compound with the molecular formula C13H9NO2. It features a pyran ring fused to an indole ring and a lactone functional group, which contributes to its versatile reactivity and potential therapeutic applications. 4,9-dihydropyrano[3,4-b]indol-1(3H)-one is commonly utilized as a building block in organic synthesis and pharmaceutical research, and has been studied for its pharmacological properties, including its potential as an anti-cancer and anti-inflammatory agent. Its unique structure and biological activity make it a valuable target for chemical and pharmaceutical research.

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

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

Downstream Products

• 369652-08-4 3-(2-bromo-ethyl)-1H-indole-2-carboxylic acid ethyl ester 
• 1161934-13-9 4,9-dihydro-3H-pyrano[3,4-b]indole-1-thione 
• 1161933-24-9 (1-oxo-3,4-dihydro-1H-2-thia-9-azafluoren-9-yl)acetic acid 
• 369652-07-3 3-(2-hydroxyethyl)-1H-indole-2-carboxylic acid [2-(1-methyl-1H-pyrrol-2-yl)-ethyl]-amide 
• 122299-58-5 9-methyl-3,4-dihydropyrano[3,4-b]indol-1(9H)-one 
• 303108-67-0 9-(4-methoxyphenyl)-3,4-dihydropyrano[3,4-b]indol-1(9H)-one 
• 1355045-59-8 2-(4-bromo-2-fluorobenzyl)-2,3,4,9-tetrahydro-β-carbolin-1-one 
• 1355045-58-7 2-(4-bromobenzyl)-2,3,4,9-tetrahydro-β-carbolin-1-one 
• 1355045-57-6 2-(4-trifluoromethylbenzyl)-2,3,4,9-tetrahydro-β-carbolin-1-one 
• 1325712-34-2 [2-(4-bromobenzyl)-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl]acetic acid 
• 1325712-37-5 [1-thioxo-2-(4-trifluoromethylbenzyl)-1,2,3,4-tetrahydro-β-carbolin-9-yl]acetic acid 
• 1161933-00-1 (2-benzyl-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acid 
• 1161934-04-8 (2-phenyl-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic acid t-butyl ester 
• 1355045-83-8 [2-(4-bromo-2-fluorobenzyl)-1-thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl]acetic acid methyl ester 

Relevant articles and documents

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.

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.