6953-32-8

Basic information

• Product Name: (4E)-N-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-imine
• CAS NO: 6953-32-8
• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.2952
• Mol File: 6953-32-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 461.777°C at 760 mmHg
• Flash Point: 233.075°C
• Density: 1.231g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: (4E)-N-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-imine(CAS DataBase Reference)
• NIST Chemistry Reference: (4E)-N-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-imine(6953-32-8)
• EPA Substance Registry System: (4E)-N-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-imine(6953-32-8)

Safety Data

• Hazardous Substances Data: 6953-32-8(Hazardous Substances Data)

Usage

General Description

(4E)-N-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-imine is a chemical compound with a complex molecular structure. It contains a chromen-4-imine group and a methoxyphenyl substituent. It is categorized as an imine, which is a functional group containing a carbon-nitrogen double bond. The compound also features a hydroxyl group, which gives it potential for interactions with other molecules in biological systems. It may have pharmacological or physiological activity due to its structural features, and further research may be necessary to fully understand its properties and potential applications.

Upstream product

• 3327-24-0 1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one 
• 118-93-4 o-hydroxyacetophenone 
• 34000-29-8 [E]-3-(p-methoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 3034-08-0 2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 4143-74-2 4'-methoxyflavone 
• 3034-08-0 2-(4-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one 
• 132594-11-7 3-acetoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 95731-61-6 Acetic acid 2-(4-methoxy-phenyl)-4-oxo-chroman-3-yl ester 
• 95319-67-8 N‐{[(4‐methylphenyl)sulfonyl]oxy}‐2‐(4‐methoxyphenyl)‐2,3‐dihydro‐4H‐chromen‐4‐imine 

Relevant articles and documents

Synthesis and hplc-ecd study of cytostatic condensed o,n-heterocycles obtained from 3-aminoflavanones

Racemic chiral O,N-heterocycles containing 2-arylchroman or 2-aryl-2H-chromene subunit condensed with morpholine, thiazole, or pyrrole moieties at the C-3-C-4 bond were synthesized with various substitution patterns of the aryl group by the cyclization of cis- or trans-3- aminoflavanone analogues. The 3-aminoflavanone precursors were obtained in a Neber rearrangement of oxime tosylates of flavanones, which provided the trans diastereomer as the major product and enabled the isolation of both the cis- and trans-diastereomers. The cis- and transaminoflavanones were utilized to prepare three diastereomers of 5-aryl-chromeno[4,3- b][1,4]oxazines. Antiproliferative activity of the condensed heterocycles and precursors was evaluated against A2780 and WM35 cancer cell lines. For a 3-(N-chloroacetylamino)-flavan-4-ol derivative, showing structural analogy with acyclic acid ceramidase inhibitors, 0.15 μM, 3.50 μM, and 6.06 μM IC50 values were measured against A2780, WM35, and HaCat cell lines, and apoptotic mechanism was confirmed. Low micromolar IC50 values down to 2.14 μM were identified for the thiazole- and pyrrole-condensed 2H-chromene derivatives. Enantiomers of the condensed heterocycles were separated by HPLC using chiral stationary phase, HPLC-ECD spectra were recorded and TDDFT-ECD calculations were performed to determine the absolute configuration and solution conformation. Characteristic ECD transitions of the separated enantiomers were correlated with the absolute configuration and effect of substitution pattern on the HPLC elution order was determined.

CHALCONE OXIMES. PART V. REACTION OF HYDROXYLAMINE WITH 4-SUBSTITUTED 2'-HYDROXYCHALCONES

The reactions of hydroxylamine with 4-substituted 2'-hydroxychalcones have been investigated.Formation of products of 1,2 addition and simultaneous 1,4 and 1,2 addition for R = -CH3, -Cl have been established.Products of 1,2 addition for R = -OCH3 and of