335649-85-9

Basic information

• Product Name: 3-iodoquinolin-2(1H)-one
• Synonyms: 3-iodoquinolin-2(1H)-one;3-iodo-2(1H)-Quinolinone;3-Iodo-quinolin-2-ol
• CAS NO: 335649-85-9
• Molecular Formula: C₉H₆INO
• Molecular Weight: 271.05451
• Mol File: 335649-85-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-iodoquinolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-iodoquinolin-2(1H)-one(335649-85-9)
• EPA Substance Registry System: 3-iodoquinolin-2(1H)-one(335649-85-9)

Safety Data

• Hazardous Substances Data: 335649-85-9(Hazardous Substances Data)

Upstream product

• 59-31-4 2-hydroxyquinoline 
• 612-62-4 2-Chloroquinoline 
• 128676-85-7 2-chloro-3-iodo-quinoline 
• 950856-36-7 3-iodoquinoline-1-oxide 
• 79476-07-6 3-Iodoquinoline 
• 580-17-6 3-aminoquinoline 
• 5332-24-1 3-bromoquinoline 
• 529-23-7 o-aminobenzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 5873-00-7 3-amino-quinolin-2-ol 
• 38035-81-3 3-phenyl-1H-quinolin-2-one 
• 128676-85-7 2-chloro-3-iodo-quinoline 
• 841303-92-2 4-(3-phenyl-quinolin-2-yl)-benzaldehyde 
• 841303-91-1 trifluoro-methanesulfonic acid 3-phenyl-quinolin-2-yl ester 
• 908850-62-4 2-phenyl-furo[2,3-b]quinoline 

Relevant articles and documents

One-pot copper-catalyzed three-component reaction: A modular approach to functionalized 2-quinolones

A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an SN2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a broad range of functional groups, scalable, and step-economic. Further derivatization of the obtained product demonstrates the synthetic utility of this method.

A concise synthesis of indoloquinoline skeletons applying two consecutive Pd-catalyzed reactions

The indoloquinoline alkaloids cryptolepine (1), neocryptolepine (2), isocryptolepine (3), and isoneocryptolepine (4) are important tools in traditional medicine. Now, their precursors 1a-4a were synthesized in two steps starting from the corresponding bromo-iodoquinolines. Our strategy is based on palladium-catalyzed reactions, applying regioselective Buchwald-Hartwig amination on 2,3- and 3,4-dihaloquinolines followed by an intramolecular Heck-type reaction. Both steps were carried out under microwave irradiation.

Orally active salts with tyrosine kinase activity

The present invention relates to orally active salts of compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angio-genesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, inflammatory diseases, and the like in mammals.