52281-05-7

Basic information

• Product Name: (3Z)-3-[(phenylamino)methylidene]-2H-chromene-2,4(3H)-dione
• CAS NO: 52281-05-7
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265.2634
• Mol File: 52281-05-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 438.5°C at 760 mmHg
• Flash Point: 219°C
• Density: 1.434g/cm³
• Vapor Pressure: 6.9E-08mmHg at 25°C
• Refractive Index: 1.755
• CAS DataBase Reference: (3Z)-3-[(phenylamino)methylidene]-2H-chromene-2,4(3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z)-3-[(phenylamino)methylidene]-2H-chromene-2,4(3H)-dione(52281-05-7)
• EPA Substance Registry System: (3Z)-3-[(phenylamino)methylidene]-2H-chromene-2,4(3H)-dione(52281-05-7)

Safety Data

• Hazardous Substances Data: 52281-05-7(Hazardous Substances Data)

Usage

General Description

(3Z)-3-[(phenylamino)methylidene]-2H-chromene-2,4(3H)-dione, also known as PAMD, is a chemical compound with potential therapeutic applications. It belongs to the class of organic compounds known as chromones, which are found in plants and have been studied for their anti-inflammatory and antioxidant properties. PAMD has been the subject of research for its potential as an anti-cancer agent, as it has been shown to inhibit the growth of cancer cells in vitro. Its structure contains a chromene ring with a phenylamino group and a methylidene group, which contribute to its biological activity. Further studies are needed to fully understand the potential benefits and mechanisms of action of this compound.

Upstream product

• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 122-51-0 orthoformic acid triethyl ester 
• 100-63-0 phenylhydrazine 
• 39079-62-4 chromone-3-carboxylic acid 
• 62-53-3 aniline 
• 1535170-91-2 4-chloro-3-dichloromethyl-2-(N-phenyl)imino-2H-1-benzopyran 
• 213273-03-1 4-oxo-2-(N-phenyl)amino-4H-chromene-3-carbaldehyde 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 113326-75-3 N-((4-oxo-4H-chromen-3-yl)methylene)aniline oxide 
• 73754-71-9 3-Ureidomethylen-<2H,4H>-benzopyran-2,4-dion 

Downstream Products

• 74798-88-2 3-Benzenesulfonyl-pyrano[3,2-c]chromene-2,5-dione 
• 154417-86-4 4-anilino-3-formyl-2(2H)-chromenone 
• 74813-16-4 3-Phenyl-pyrano[3,2-c]chromene-2,5-dione 

Relevant articles and documents

Contributions to the Chemistry of Enaminoketones, XV: The Three-Component Synthesis of Hydrazinomethylene-chromandiones and a reductive N-N Bond Cleavage of Phenylhydrazine

The three-component reaction of 4-hydroxycoumarin, ethylorthoformiate, and different substituted hydrazines is described. p-Nitrophenylhydrazine, hydrazides and phenylsemicarbazide lead to the expected hydrazinomethylene-chromandiones 2a-f.Reaction of 4-hydroxycoumarin, ethylorthoformiate, and phenylhydrazine or p-tolyl-hydrazine does not yield 2, but the anilino-methylene-chromandiones 6a-b.This indicates a reductive N-N bond cleavage to aniline and ammonia under mild conditions. - Keywords: Hydrazinomethylene-chromandiones; Reductive N-N bond cleavage; Anilinomethylenechromandiones

POCl3-mediated synthesis of 2-N-arylimino-4-chloro-3- dichloromethylcoumarin and its conversion into 6H-[1]benzopyrano[4,3-b]quinolin- 6-one

On heating in POCl3, 2-(N-aryl)aminochromone-3-carbaldehyde produced 2-N-arylimino-4-chloro-3-dichloromethylcoumarin, which undergoes selective acid-catalyzed hydrolysis of its imino function to produce 4-chioro-3-dichloromethylcoumarin. The hy

Reaction of Amines on 3-Ureidomethylenecoumarins. A New Route to N-(Methylene-4-oxocoumarinyl)amines

N-(Methylene-4-oxocoumarinyl)amines were prepared in good yield by reacting aliphatic and aromatic amines bearing functional groups with the relevant 3-ureidomethylenecoumarins.