14686-63-6

Basic information

• Product Name: 4-hydroxy-9H-xanthen-9-one
• Synonyms: 4-hydroxy-9H-xanthen-9-one;4-Hydroxyxanthone
• CAS NO: 14686-63-6
• Molecular Formula: C₁₃H₈O₃
• Molecular Weight: 212.2
• Mol File: 14686-63-6.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-hydroxy-9H-xanthen-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-9H-xanthen-9-one(14686-63-6)
• EPA Substance Registry System: 4-hydroxy-9H-xanthen-9-one(14686-63-6)

Safety Data

• Hazardous Substances Data: 14686-63-6(Hazardous Substances Data)

Upstream product

• 120-80-9 benzene-1,2-diol 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 56-23-5 tetrachloromethane 
• 2417-10-9 o-Phenoxyphenol 
• 13052-77-2 sodium 2-methoxyphenolate 
• 17264-74-3 sodium 2-chlorobenzoate 
• 1126-20-1 2-allyloxyphenol 
• 38731-90-7 4-methoxy-9H-xanthene 
• 21905-73-7 2-carboxy-2'-methoxydiphenyl ether 
• 1843-91-0 4-hydroxyxanthene 
• 69-72-7 salicylic acid 
• 6702-58-5 4-methoxy-9H-xanthen-9-one 
• 74414-05-4 3-chloro-6-(2-allyloxyphenoxy)pyridazine 
• 90-05-1 2-methoxy-phenol 

Downstream Products

• 1417408-70-8 (R,S)-4-(2-acetoxy-3-(4-(2-methoxyphenyl)piperazine-1-yl)propoxy)-9H-xanthen-9-one hydrochloride 
• 1417408-72-0 4-(3-(4-(2-methoxyphenyl)piperazine-1-yl)propoxy)-9H-xanthen-9-one hydrochloride 
• 1417408-73-1 C₂₇H₂₈N₂O₄*ClH 
• 80553-23-7 O-ethyl O-(xanthen-9-one-4-yl) (2,4,6-trichlorophenyl)phosphonate 
• 80553-22-6 O-(Xanthen-9-one-4-yl) S-Phenyl Phenylphosphonothiolothionate 
• 118793-87-6 4-(4-methylaminobutoxy)xanthone 
• 164934-42-3 4-{2-[(3-methoxy-benzyl)-methyl-amino]-ethoxy}-xanthen-9-one 
• 164934-47-8 4-{2-[(3-hydroxy-benzyl)-methyl-amino]-ethoxy}-xanthen-9-one 
• 164934-32-1 4-[2-(benzyl-methyl-amino)-ethoxy]-xanthen-9-one 
• 6702-58-5 4-methoxy-9H-xanthen-9-one 

Relevant articles and documents

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Design, synthesis and cardiovascular evaluation of some aminoisopropanoloxy derivatives of xanthone

A series of aminoisopropanoloxy derivatives of xanthone has been synthesized and their pharmacological properties regarding the cardiovascular system has been evaluated. Radioligand binding and functional studies in isolated organs revealed that title compounds present high affinity and antagonistic potency for α1-(compound 2 and 8), β-(compounds 1, 3, 4, 7), α1/β-(compounds 5 and 6) adrenoceptors. Furthermore, compound 7, the structural analogue of verapamil, possesses calcium entry blocking activity. The title compounds showed hypotensive and antiarrhythmic properties due to their adrenoceptor blocking effect. Moreover, they did not affect QRS and QT intervals, and they did not have proarrhythmic potential at tested doses. In addition they exerted anti-aggregation effect. The results of this study suggest that new compounds with multidirectional activity in cardiovascular system might be found in the group of xanthone derivatives.

Anti-Helicobacter pylori activity of some newly synthesized derivatives of xanthone

A series of 20 xanthone derivatives was synthesized and evaluated for anti-Helicobacter pylori (H. pylori) activity. Qualitative and quantitative in vitro tests using the Kirby-Bauer method (agar disc-diffusion method) were performed. The tested compounds were screened against clarithromycin- and/or metronidazole-resistant strains of H. pylori. As a reference, Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacterial strains were examined. On the basis of microbiological assays, xanthones can be considered as potential anti-H. pylori agents. They displayed significant activity against the examined strains, which was higher against the bacteria resistant to metronidazole than clarithromycin. The lowest MIC values ranging up to 20 mg l-1 were observed for the following compounds: 3, 4, 8, 9, 12, 19 (against the metronidazole-resistant strains) and the compound 10 (against the clarithromycin-resistant strain). These preliminary results for screening of xanthone derivatives form a part of an ongoing study of the structure-activity relationships of a large group of compounds. Microbiological assays will be conducted afterwards to determine the mechanism of xanthones' action against H. pylori.