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93555

Sigma-Aldrich

Tropolone

purum, ≥98.0% (GC)

Synonym(s):

2-Hydroxy-2,4,6-cycloheptatrien-1-one

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About This Item

Empirical Formula (Hill Notation):
C7H6O2
CAS Number:
Molecular Weight:
122.12
Beilstein/REAXYS Number:
1904978
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

assay

≥98.0% (GC)

form

crystals

bp

80-84 °C/0.1 mmHg (lit.)

mp

50-52 °C (lit.)
50-52 °C

storage temp.

2-8°C

SMILES string

OC1=CC=CC=CC1=O

InChI

1S/C7H6O2/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H,8,9)

Inchi Key

MDYOLVRUBBJPFM-UHFFFAOYSA-N

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signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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Sebastian Thole et al.
The ISME journal, 6(12), 2229-2244 (2012-06-22)
Phaeobacter gallaeciensis, a member of the abundant marine Roseobacter clade, is known to be an effective colonizer of biotic and abiotic marine surfaces. Production of the antibiotic tropodithietic acid (TDA) makes P. gallaeciensis a strong antagonist of many bacteria, including
Jessica L Fullagar et al.
Chemical communications (Cambridge, England), 49(31), 3197-3199 (2013-03-14)
Tropolone emerged from the screening of a chelator fragment library (CFL) as an inhibitor of the Zn(2+)-dependent virulence factor, Pseudomonas aeruginosa elastase (LasB). Based on this initial hit, a series of substituted tropolone-based LasB inhibitors was prepared, and a compound
Martine Berger et al.
Journal of bacteriology, 193(23), 6576-6585 (2011-09-29)
The production of N-acyl homoserine lactones (AHLs) is widely distributed within the marine Roseobacter clade, and it was proposed that AHL-mediated quorum sensing (QS) is one of the most common cell-to-cell communication mechanisms in roseobacters. The traits regulated by AHL-mediated
Brian D Herman et al.
The Biochemical journal, 455(2), 179-184 (2013-08-10)
EFV (efavirenz) and β-thujaplicinol [2,7-dihydroxy-4-1(methylethyl)-2,4,6-cycloheptatrien-1-one] have contrasting effects on the RNase H activity of HIV-1 RT (reverse transcriptase). EFV binds in the non-nucleoside inhibitor-binding pocket and accelerates this activity, whereas β-thujaplicinol binds in the RNase H active site and inhibits
Anahit Penesyan et al.
Marine drugs, 9(8), 1391-1402 (2011-09-06)
Surface-associated marine bacteria often produce secondary metabolites with antagonistic activities. In this study, tropodithietic acid (TDA) was identified to be responsible for the antibacterial activity of the marine epiphytic bacterium Pseudovibrio sp. D323 and related strains. Phenol was also produced

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