200814-17-1

Basic information

• Product Name: 1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one
• Synonyms: 1,8-DIHYDRO-8,8-DIMETHYLPYRANO[2,3]QUINOLIN-2-ONE;8,8-dimethyl-1H-pyrano[2,3-h]quinolin-2(8H)-one
• CAS NO: 200814-17-1
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.262
• Mol File: 200814-17-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 415.671 °C at 760 mmHg
• Flash Point: 205.19 °C
• Appearance: /
• Density: 1.186 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.585
• PKA: 12.17±0.40(Predicted)
• CAS DataBase Reference: 1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one(200814-17-1)
• EPA Substance Registry System: 1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one(200814-17-1)

Safety Data

• Hazardous Substances Data: 200814-17-1(Hazardous Substances Data)

Usage

General Description

1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one is a chemical compound with a complex and specific structure. It is a member of the pyranoquinolinone class of compounds and is commonly used in medicinal chemistry research. 1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one possesses a cyclic structure with a pyranoquinoline core and two additional methyl groups at the 8th position, which contributes to its unique properties and potential biological activity. The compound has been studied for its potential use in the development of new drugs and pharmaceuticals due to its diverse biological activities and potential therapeutic applications. Additionally, it is utilized in various scientific and research applications, including chemical synthesis and structure-activity relationship studies. Overall, 1,8-Dihydro-8,8-dimethylpyrano[2,3]quinolin-2-one is a versatile compound with promising pharmacological properties and continues to be an intriguing subject of study in the field of medicinal chemistry.

InChI:InChI=1/C14H13NO2/c1-14(2)8-7-10-11(17-14)5-3-9-4-6-12(16)15-13(9)10/h3-8H,1-2H3,(H,15,16)

Upstream product

• 200814-24-0 3-(5-amino-2,2-dimethyl-2H-1-benzopyran-6-yl)acrylic acid 
• 232585-09-0 7-(1,1-dimethyl-prop-2-ynyloxy)-1H-quinolin-2-one 
• 127033-74-3 (2E)-N-(3-methoxyphenyl)-3-phenylacrylamide 
• 536-90-3 m-Anisidine 
• 70500-72-0 7-hydroxy-1H-quinolin-2-one 
• 186774-61-8 N-(2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-yl)acetamide 
• 200814-22-8 2,2-dimethyl-6-iodo-5-nitro-2H-1-benzopyran 
• 200814-21-7 6-amino-2,2-dimethyl-5-nitro-2H-1-benzopyran 
• 200814-19-3 N-(2,2-Dimethyl-5-nitro-2H-chromen-6-yl)-acetamide 
• 200814-23-9 3-(2,2-dimethyl-5-nitro-2H-1-benzopyran-6-yl)acrylic acid 
• 186774-67-4 N-(2,2-Dimethyl-5-nitro-4-oxo-chroman-6-yl)-acetamide 
• 200814-20-6 N-(4-Hydroxy-2,2-dimethyl-5-nitro-chroman-6-yl)-acetamide 

Relevant articles and documents

The first regiospecific synthesis of 8,8-Dimethyl-2H,8H-pyrano[2,3-h]quinolin-2-one and related compounds

The title compound was synthesized in eight steps, starting from 6-acetamido-2,2-dimethyl-2H-1-benzopyran-4-one (6). The key steps involved are the regiospecific nitration of 6 and palladium(0)-catalyzed arylation of acrylic acid in aqueous media.

Antitumor agents 187: Synthesis and cytotoxicity of substituted 8,8- dimethyl-2H,8H-pyrano[6,5-h]quinoline-2-one and related compounds

Several substituted 8,8-dimethyl-2H,8H-pyrano[6,5-h]quinoline-2-ones and related compounds were synthesized and evaluated for their in vitro cytotoxicity against a panel of human tumor cell lines. The most active compound (3) showed significant cytotoxic activity with GI50 values in the micromolar range.