142273-18-5

Basic information

• Product Name: Paullone
• Synonyms: Paullone;7,12-Dihydroindolo[3,2-d][1]benzazepin-6(5H)-one
• CAS NO: 142273-18-5
• Molecular Formula: C₁₆H₁₂N₂O
• Molecular Weight: 247.27134
• Product Categories: Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 142273-18-5.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 571.2°C at 760 mmHg
• Flash Point: 299.2°C
• Appearance: /
• Density: 1.315g/cm³
• Vapor Pressure: 4.67E-13mmHg at 25°C
• Refractive Index: 1.714
• CAS DataBase Reference: Paullone(CAS DataBase Reference)
• NIST Chemistry Reference: Paullone(142273-18-5)
• EPA Substance Registry System: Paullone(142273-18-5)

Safety Data

• Hazardous Substances Data: 142273-18-5(Hazardous Substances Data)

Usage

Uses

A potent inhibitor of cyclin-dependent kinases (CDKs). The CDKs are a family of protein kinases that are involved in the regulation of the cell cycle.

InChI:InChI=1/C16H12N2O/c19-15-9-12-10-5-1-3-7-13(10)18-16(12)11-6-2-4-8-14(11)17-15/h1-8,18H,9H2,(H,17,19)

Upstream product

• 1160998-28-6 2-(2-bromo-benzylidene)-malonic acid dimethyl ester 
• 1912-35-2 methyl 2-(2-bromo-1H-indol-3-yl)acetate 
• 615-36-1 2-bromoaniline 
• 6630-33-7 ortho-bromobenzaldehyde 
• 88939-75-7 methyl (2E)-3-(2-aminophenyl)propenoate 
• 1620385-50-3 C₁₅H₁₅INO₂⁽¹⁺⁾*CF₃O₃S^(1-) 
• 275361-65-4 Methyl 2-(2-iodo-1H-indol-3-yl)acetate 
• 191171-55-8 2-anilineboronic acid pinacol ester 
• 1912-33-0 Indole-3-acetic acid methyl ester 
• 87-51-4 indole-3-acetic acid 
• 771-51-7 indole-3-acetonitrile 
• 1912-34-1 methyl 2-(2-chloro-1H-indol-3-yl)acetate 
• 1912-39-6 2-(2-bromoindol-3-yl)acetic acid 

Downstream Products

• 1213611-56-3 5-(3,4-dichlorobenzyl)-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one 
• 1213611-55-2 5-(4-methylbenzyl)-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-one 

Relevant articles and documents

Synthesis of 7,12-Dihydro-indolo[3,2-d][1]benzazepin-6-(5H)-ones and 6,11-Dihydro-thieno-[3',2':2,3]azepino[4,5-b]indol-5(4H)-one

The title compounds 4 and 6 were prepared by Fischer indole synthesis. 4a is substituted in 10-position by reaction with bromine in glacial acetic acid. A fast ring inversion is observed for the azepine ring in 4 and 6.

A Synthesis of Multifunctionalized Indoles from [3 + 2] Annulation of 2-Bromocyclopropenes with Anilines

A new regioselective method for the synthesis of multifunctionalized indoles from [3 + 2] annulation of 2-bromocyclopropenes with anilines has been developed. By employing a nickel complex as a catalyst, 27 examples of indole products were obtained in goo

N-Heterocyclic carbene (NHC)-catalysed atom economical construction of 2,3-disubstituted indoles

A novel organocatalytic approach, harnessing the unique reactivities of N-heterocyclic carbenes (NHCs), has been revealed for the construction of indoles. The NHC-catalysed atom economical synthesis of a wide range of 2-substituted indole-3-acetic acid derivatives is displayed. Strategic application of the developed method was demonstrated for a short synthesis of a cyclin-dependent kinase (CDK) inhibitor: paullone.