15852-34-3

Basic information

• Product Name: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one
• Synonyms: 2,5-Dihydroxy-2,4,6-cycloheptatrien-1-one;2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one;5-Hydroxytropolone
• CAS NO: 15852-34-3
• Molecular Formula: C₇H₆O₃
• Molecular Weight: 138.12
• Mol File: 15852-34-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 244 °C (decomp)
• Boiling Point: 234.3°C at 760 mmHg
• Flash Point: 109.8°C
• Appearance: /
• Density: 1.525g/cm³
• Vapor Pressure: 0.00978mmHg at 25°C
• Refractive Index: 1.684
• PKA: 8.50±0.10(Predicted)
• CAS DataBase Reference: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one(15852-34-3)
• EPA Substance Registry System: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one(15852-34-3)

Safety Data

• Hazardous Substances Data: 15852-34-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H6O3/c8-5-1-3-6(9)7(10)4-2-5/h1-4,9-10H

Upstream product

• 7021-46-7 5-aminotropolone 
• 533-75-5 2-hydroxy-2,4,6-cycloheptatrien-1-one 
• 25414-22-6 2-methoxyfuran 
• 56561-57-0 3,6-Cycloheptadien-1,2,5-trion 
• 539-80-0 Tropone 
• 24141-96-6 6,7-dioxabicyclo[3.2.2]nona-3,8-dien-2-one 
• 19281-39-1 5-<4-Methyl-phenylazo>-tropolon 
• 3084-13-7 5-nitrotropolone 

Downstream Products

• 3084-17-1 5-chloro-5-tropolone 
• 56561-57-0 3,6-Cycloheptadien-1,2,5-trion 
• 112611-76-4 2,5-bis(2,5-dimethoxybenzyloxy)tropone 
• 152539-97-4 2,5-bis(p-tosylsulfonyloxy)tropone 
• 138912-45-5 2,5-Bis(4-nitrobenzyloxy)tropone 
• 106257-50-5 2,5-bis(4-bromobenzyloxy)tropone 
• 112611-73-1 3-<(3,6-dioxo-1,4-cyclohexadienyl)methyl>-p-tropoquinone 
• 112611-78-6 3-(2,5-dihydroxybenzyl)-5-hydroxytropolone 
• 112611-77-5 3-(2,5-dimethoxybenzyl)-5-(2,5-dimethoxybenzyloxy)tropolone 
• 138912-68-2 2-(α-Hydroxy-4-nitrobenzyl)-5-(4-nitrobenzyloxy)tropone 
• 123388-97-6 5-(Dodecyloxy)-2-(4-dodecyloxybenzoyloxy)tropone 
• 123388-94-3 4-Dodecyloxy-benzoic acid 7-oxo-4-undecyloxy-cyclohepta-1,3,5-trienyl ester 
• 123388-96-5 4-Butoxy-benzoic acid 4-dodecyloxy-7-oxo-cyclohepta-1,3,5-trienyl ester 
• 123388-95-4 4-Methoxy-benzoic acid 4-dodecyloxy-7-oxo-cyclohepta-1,3,5-trienyl ester 

Relevant articles and documents

Pharmacologic studies of troponoids. I. Hypothermic analgesic and antiinflammatory actions of troponoids (Japanese)

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New metallomesogens core. New copper complexes with calamitic mesophases using tropolone based ligands. Crystal structure of bis(5-octyloxytropolonato)copper

A new class of metallomesogens based on 5-substituted tropolones with both enantiotropic and monotropic mesophase behaviour are prepared, the mesogenic properties are in line with the rod-like, calamitic nature of bis(5-octyloxytropolonato)copper shown in its crystal structure.

Anti-inflammatory activity of 2,5-dihydroxycyclohepta-2,4,6-trienone in rats

In this study, the anti-inflammatory effects of a tropolone derivative, 2,5-dihydroxycyclohepta-2,4,6-trienone (AD-4), were investigated. The anti-inflammatory potency of AD-4 was compared with that of indomethacin in carrageenan-induced inflammation models in rats. The effect on vascular permeability was also determined by hyaluronidase-induced capillary permeability. AD-4 decreased carrageenan-induced paw edema at doses of 3.62 × 102, 7.24 × 102, and 14.48 × 10 2 μmol/kg by 45% (p 0.001), 79% (p 0.001), and 83% (p 0.001), respectively, compared with the value of 49% (p 0.001) for indomethacin (69.8 μmol/kg). Additionally, AD-4 decreased hyaluronidase-induced capillary permeability significantly. In conclusion, AD-4 was determined to have anti-inflammatory effects with lower toxicity than indomethacin. Anti-inflammatory effect of AD-4 may be related to its effects on vascular permeability.

Oxidation of some alkoxy-cycloheptatriene derivatives: unusual formation of furan and furanoids from cycloheptatrienes

The oxidation of some alkoxy tropone and tropone ketal derivatives with singlet oxygen and m-chloroperbenzoic acid was investigated. In most cases furan and furanoid derivatives were isolated. The structures of the formed products were determined by means of spectral data and the formation mechanism of these unusual products is discussed.