19013-03-7

Basic information

• Product Name: Eupatoriochromene
• Synonyms: Eupatoriochromene;1-(2,2-Dimethyl-7-hydroxy-α-chromene-6-yl)ethanone;6-Acetyl-7-hydroxy-2,2-dimethyl-2H-1-benzopyran;Demethylencecalin;Des-O-methylencecalin;Methyl(2,2-dimethyl-7-hydroxy-2H-1-benzopyran-6-yl) ketone
• CAS NO: 19013-03-7
• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.2485
• Mol File: 19013-03-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 80 °C
• Boiling Point: 366.7°Cat760mmHg
• Flash Point: 140.4°C
• Appearance: /
• Density: 1.154g/cm³
• Vapor Pressure: 6.83E-06mmHg at 25°C
• Refractive Index: 1.557
• PKA: 9.92±0.40(Predicted)
• CAS DataBase Reference: Eupatoriochromene(CAS DataBase Reference)
• NIST Chemistry Reference: Eupatoriochromene(19013-03-7)
• EPA Substance Registry System: Eupatoriochromene(19013-03-7)

Safety Data

• Hazardous Substances Data: 19013-03-7(Hazardous Substances Data)

Usage

General Description

Eupatoriochromene is a chemical compound found in the plant Eupatorium cannabinum, which is used in traditional medicine for its anti-inflammatory and antispasmodic properties. It belongs to the class of chromenes, which are known for their anti-cancer, antioxidant, and antibacterial activities. Eupatoriochromene has been studied for its potential use in the treatment of various diseases, including cancer, inflammation, and neurodegenerative disorders. It has shown promising results in preclinical studies, with potential to be developed into a therapeutic agent for human use. Further research is needed to fully understand its mechanisms of action and potential applications in medicine.

InChI:InChI=1/C13H14O3/c1-8(14)10-6-9-4-5-13(2,3)16-12(9)7-11(10)15/h4-7,15H,1-3H3

Upstream product

• 31273-58-2 1-(7-hydroxy-2,2-dimethylchroman-6-yl)ethanone 
• 108-46-3 recorcinol 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 31525-67-4 dimethylacetal of 3-methyl-3-hydroxybutyraldehyde 
• 19012-98-7 7-acetoxy-2,2-dimethyl-2H-chromene 
• 19012-97-6 2,2-dimethyl-7-hydroxy-2H-1-benzopyran 
• 125116-27-0 7-acetoxy-2,2-dimethyl chroman 
• 17771-33-4 7-hydroxy-2,2-dimethyl-chroman-4-one 
• 82538-74-7 2,4-dihydroxy-5-prenyl-3-iodoacetophenone 
• 71243-12-4 1-(2,4-dihydroxy-3-iodophenyl)ethanone 
• 122587-26-2 1-(5-Acetyl-2,4-dihydroxy-phenyl)-3-hydroxy-3-methyl-butan-1-one 
• 2161-85-5 1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone 
• 17598-02-6 2,2 dimethyl 7 methoxychromene 
• 157953-27-0 C₂₇H₂₄O₅ 

Downstream Products

• 148180-72-7 2'-hydroxy-2,3-dimethoxy-6,6-dimethylpyrano<2,3:4',5'>chalcone 
• 69309-19-9 (RS)-1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanol 
• 1454618-01-9 2,2-dimethyl-6-{1-[(3-phenylpropyl)amino]ethyl}-2H-chromen-7-ol 
• 1454618-00-8 6-[1-(benzylamino)ethyl]-2,2-dimethyl-2H-chromen-7-ol 
• 1454618-03-1 (E)-6-[1-(cinnamyloxy)ethyl]-7-methoxy-2,2-dimethyl-2H-chromene 
• 1454618-02-0 7-methoxy-2,2-dimethyl-6-[1-(2-phenylethoxy)ethyl]-2H-chromene 
• 1454617-95-8 6-[1-(benzyloxy)ethyl]-7-methoxy-2,2-dimethyl-2H-chromene 
• 1454618-19-9 N-[1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl]-N-methyl-3-phenylpropan-1-amine 
• 1454618-16-6 N-(cyclohexylmethyl)-1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanamine 
• 1454618-12-2 N-[1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl]-3-phenylprop-2-en-1-amine 
• 1454618-11-1 1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-N-((S)-1-phenylethyl)ethanamine 
• 1454618-10-0 1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-N-((R)-1-phenylethyl)ethanamine 
• 1454618-09-7 N-(4-methoxybenzyl)-1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanamine 
• 1454618-08-6 N-[1-(7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethyl]-4-phenylbutan-1-amine 

Related news

Photochemistry of 7-acetoxybenzopyran derivatives. Synthesis of Eupatoriochromene (cas 19013-03-7) and encecalin07/22/2019

The photolysis of the 7-acetoxybenzopyran derivatives 1a-5a has been carried out. Chromene 1a was found to undergo extensive photopolymerization. Chromanone 2a underwent a rather inefficient photo-Fries rearrangement to the 6 - and 8 - acetyl derivatives 2b and 2c. Diacetoxychromene 3a gave the ...detailed

Relevant articles and documents

Acylation of 2,2-Dimathyl-2H-chromenes

Orientation in acylation reactions of 2,2-dimethyl-2H-chromenes was studied.Five acetylchromenes were obtained with two methods and six formylchromenes were obtained with a third method.Demethylation of four acyl-methoxy-substituted chromenes gave the corresponding acylchromenols. 2,2-Dimethyl-2H-chromene-6-carboxylic acid (anofinic acid) was also obtained by oxidation of 6-formylchromene.

Natural product derived antiprotozoal agents: Synthesis, biological evaluation, and structure-activity relationships of novel chromene and chromane derivatives

Various natural products with the chromane and chromene scaffold exhibit high antiprotozoal activity. The natural product encecalin (7) served as key intermediate for the synthesis of different ethers 9, amides 11, and amines 12. The chromane analogues 14 and the phenols 15 were obtained by reductive amination of ketones 13 and 6, respectively. Angelate 3, ethers 9, and amides 11 did not show considerable antiprotozoal activity. However, the chromene and chromane derived amines 12, 14, and 15 revealed promising antiprotozoal activity and represent novel lead compounds. Whereas benzylamine 12a and α-methylbenzylamine 12g were active against P. falciparum with IC 50 values in the range of chloroquine, the analogous phenols 15a and 15b were unexpectedly 10- to 25-fold more potent than chloroquine with selectivity indexes of 6760 and 1818, respectively. The phenylbutylamine 14d based on the chromane scaffold has promising activity against T. brucei rhodesiense and L. donovani.

Anti-AIDS agents 83. Efficient microwave-assisted one-pot preparation of angular 2,2-dimethyl-2H-chromone containing compounds

A novel and efficient microwave-assisted one-pot reaction was developed to synthesize angular 2,2-dimethyl-2H-chromone-containing compounds, which is the first and key step in the synthesis of potent DCK and DCP anti-HIV agents. The newly developed microwave synthesis conditions dramatically shortened the reaction time from 2 days to 4 h with improved yields.