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Query: CAS:781-43-1 (9,10-dimethylanthracene)
 112 document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)

The aim of this study was to investigate the genotoxic potential of DNA adducts and to compare DNA adduct levels and patterns in petroleum vacuum distillates, coal tar distillate, bitumen fume condensates, and related substances that have a wide range of boiling temperatures. An in vitro assay was used for DNA adduct analysis with human and rat S-9 liver extract metabolic activation followed by 32P-postlabeling and 32P-high-performance liquid chromatography (32p-HPLC). For petroleum distillates originating from one crude oil there was a correlation between in vitro DNA adduct formation and mutagenic index, which showed an increase with a distillation temperature of 250 degrees C and a peak around a distillation point of approximately 400 degrees C. At higher temperatures, the genotoxicity (DNA adducts and mutagenicity) rapidly declined to very low levels. Different petroleum products showed a more than 100-fold range in DNA adduct formation, with severely hydrotreated base oil and bitumen fume condensates being lowest. Coal tar distillates showed ten times higher levels of DNA adduct formation than the most potent petroleum distillate. A clustered DNA adduct pattern was seen over a wide distillation range after metabolic activation with liver extracts of rat or human origin. These clusters were eluted in a region where alkylated aromatic hydrocarbons could be expected. The DNA adduct patterns were similar for base oil and bitumen fume condensates, whereas coal tar distillates had a wider retention time range of the DNA adducts formed. Reference substances were tested in the same in vitro assay. Two- and three-ringed nonalkylated aromatics were rather low in genotoxicity, but some of the three- to four-ringed alkylated aromatics were very potent inducers of DNA adducts. Compounds with an amino functional group showed a 270-fold higher level of DNA adduct formation than the same structures with a nitro functional group. The most potent DNA adduct inducers of the 16 substances tested were, in increasing order, 9,10-dimethylanthracene, 7,12-dimethylbenz[a]anthracene and 9-vinylanthracene. Metabolic activation with human and rat liver extracts gave rise to the same DNA adduct clusters. When bioactivation with material from different human individuals was used, there was a significant correlation between the CYP 1A1 activity and the capacity to form DNA adducts. This pattern was also confirmed using the CYP 1A1 inhibitor ellipticine. The 32P-HPLC method was shown to be sensitive and reproducible, and it had the capacity to separate DNA adduct-forming substances when applied to a great variety of petroleum products.
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PMID:Formation of DNA adducts from oil-derived products analyzed by 32P-HPLC. 1121 50

A rapid, simple and inexpensive spectrofluorimetric method has been developed for the simultaneous identification and quantification of anthracene (ANT), 9,10-dimethylanthracene (DIM), 2-aminoanthracene (AMI) and dibenz[ah]anthracene (DIB). A well-resolved spectrum for the mixture of these four compounds is obtained based on a single non-linear variable-angle synchronous scanning. The linear concentration ranges are 10-1,000, 5-500, 50-1,000 and 10-200 ng mL(-1) for ANT, DIM, AMI and DIB, respectively, at lambdaex/lambdaem = 358/380, 399/408, 414/465 and 298/394 nm, respectively. The analyses are performed in cyclohexane. Recoveries of 90.0-111.0% in synthetic mixtures are obtained. The detection limits are 2.0 ng mL(-1) for DIM, 2.7 ng mL(-1) for ANT, 15.8 ng mL(-1) for AMI and 4.2 ng mL(-1) for DIB. The method has also been applied to several real water samples with satisfactory results.
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PMID:Rapid simultaneous determination of four anthracene derivatives using a single non-linear variable-angle synchronous fluorescence spectrum. 1122 46

The efficient preparation of monoadducts of [60]fullerene and seven anthracenes (anthracene, 1-methylanthracene, 2-methylanthracene, 9-methylanthracene, 9,10-dimethylanthracene, 2,3,6,7-tetramethylanthracene, and 2,6-di-tert-butylanthracene) by cycloaddition in solution is described. The seven mono-adducts of [60]fullerene and the anthracenes were characterized spectroscopically and were obtained in good yields as crystalline solids. The monoadducts of [60]fullerene and anthracene, 1-methylanthracene, 2-methylanthracene and 9,10-dimethylanthracene crystallized directly from the reaction mixture. The thermolytic decomposition at 180 degrees C of the crystalline monoadducts of [60]fullerene and anthracene, 1-methylanthracene, 9-methylanthracene and 9,10-dimethylanthracene all gave rise to the specific formation of a roughly 1:1 mixture of [60]fullerene and the corresponding antipodal bisadducts ("trans-1"-bisadducts) of [60]fullerene and the anthracenes. In contrast, the crystalline monoadducts of [60]fullerene and the anthracene derivatives 2-methylanthracene, 2,3,6,7-tetramethylanthracene and 2,6-di-tert-butylanthracene all decomposed to [60]fullerene and anthracenes (without detectable formation of bisadducts) upon heating in the solid state to temperatures of 180 to 240 degrees C. The formation of the antipodal bisadducts from thermolytic decomposition of crystalline samples of the monoadducts was rationalized by topochemical control.
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PMID:Efficient preparation of monoadducts of [60] fullerene and anthracenes by solution chemistry and their thermolytic decomposition in the solid state. 1153 Nov 9

The solid-state reaction using a high-speed vibration milling (HSVM) technique has been applied to the [4 + 2] cycloaddition of fullerene C(60) with condensed aromatics such as anthracenes, tetracene, pentacene, and naphtho[2,3-a]pyrene. From the reaction with anthracene, [4 + 2] cycloadduct 1 was obtained in better yield than the reaction in solution. Despite such heterogeneous solid-state reaction conditions, an equilibrium state appears to be attained between the reactants (C(60) and anthracene) and products (mono- and bisadducts) since essentially the same product mixture was obtained starting either from the reactants or from the monoadduct after 30 min of the HSVM reaction. The reaction with pentacene gave double C(60) adduct 4 with two C(60) cages attached to a pentacene molecule, which cannot be obtained in the reaction in toluene solution, in addition to symmetrical monoadduct 3. The HSVM treatment of C(60) with 9,10-dimethylanthracene, tetracene, or naphtho[2,3-a]pyrene also gave the corresponding [4 + 2] cycloadducts in fair yields. The redox properties of these adducts were investigated by the use of cyclic voltammetry.
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PMID:Solid-State [4 + 2] Cycloaddition of Fullerene C(60) with Condensed Aromatics Using a High-Speed Vibration Milling Technique. 1167 69

As a continuation of the study on the construction of the multidecker aromatic compounds with pi-pi interactions, the anthracene derivatives 9,10-dimethylanthracene (dman), 9,10-diphenylanthracene (dpan), and 7,12-dimethylbenz[a]anthracene (dmban) have been studied toward complexation with the silver(I) ion. The crystal structures of [Ag(dman)(0.5)(p-xylene)(ClO(4))], [Ag(2)(dpan)(0.5)(C(6)H(6))(0.5)(CF(3)SO(3))(2)], and [Ag(2)(dmban)(2)(ClO(4))(2)](p-xylene), together with the metal-free ligand dpan, have been determined by single-crystal X-ray diffraction. These pi-electron-rich aromatic compounds are found to have great promise as an approach to the effective self-assembly of high nuclearity in a multilayer fashion.
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PMID:Construction of the multidecker anthracene-silver(I) system by intramolecular pi-pi interactions. 1269 61

Scandium ion-promoted electron transfer reactions of p-benzoquinone are remarkably accelerated when tetrakis(pentafluorophenyl)borate anion is used instead of trifluoromethanesulfonate anion as the counter anion of scandium ion. Only a catalytic amount of scandium borate salt (Sc[B(C6F5)4]3) accelerates significantly the Diels-Alder reaction of 9,10-dimethylanthracene with p-benzoquinone, which proceeds via Sc(3+)-promoted electron transfer from the anthracene to p-benzoquinone.
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PMID:Remarkable effects of counter ions on scandium ion-promoted electron transfer reactions. 1277 7

Nineteen coded chemicals were tested in an international collaborative study for their mutagenic activity. The assay system employed was the Ames II Mutagenicity Assay, using the tester strains TA98 and TAMix (TA7001-7006). The test compounds were selected from a published study with a large data set from the standard Ames plate-incorporation test. The following test compounds including matched pairs were investigated: cyclophoshamide, 2-naphthylamine, benzo(a)pyrene, pyrene, 2-acetylaminofluorene, 4,4'-methylene-bis(2-chloroaniline), 9,10-dimethylanthracene, anthracene, 4-nitroquinoline-N-oxide, diphenylnitrosamine, urethane, isopropyl-N(3-chlorophenyl)carbamate, benzidine, 3,3'-5,5'-tetramethylbenzidine, azoxybenzene, 3-aminotriazole, diethylstilbestrol, sucrose and methionine. The results of both assay systems were compared, and the inter-laboratory consistency of the Ames II test was assessed. Of the eight mutagens selected, six were correctly identified with the Ames II assay by all laboratories, one compound was judged positive by five of six investigators and one by four of six laboratories. All seven non-mutagenic samples were consistently negative in the Ames II assay. Of the four chemicals that gave inconsistent results in the traditional Ames test, three were uniformly classified as either positive or negative in the present study, whereas one compound gave equivocal results. A comparison of the test outcome of the different investigators resulted in an inter-laboratory consistency of 89.5%. Owing to the high concordance between the two test systems, and the low inter-laboratory variability in the Ames II assay results, the Ames II is an effective screening alternative to the standard Ames test, requiring less test material and labor.
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PMID:Assessment of the performance of the Ames II assay: a collaborative study with 19 coded compounds. 1503 31

Visible light irradiation of the absorption band of 9-mesityl-10-methylacridinium ion (Acr+-Mes) in an O2-saturated acetonitrile (MeCN) solution containing 9,10-dimethylanthracene results in formation of oxygenation product, i.e., dimethylepidioxyanthracene (Me2An-O2). Anthracene and 9-methylanthracene also undergo photocatalytic oxygenation with Acr+-Mes to afford the corresponding epidioxyanthracenes under the photoirradiation. In the case of anthracene, the further photoirradiation results in formation of anthraquinone as the final six-electron oxidation product, via 10-hydroxyanthrone, accompanied by generation of H2O2. When anthracene is replaced by olefins (tetraphenylethylene and tetramethylethylene), the photocatalytic oxygenation of olefins affords the corresponding dioxetane, in which the O-O bond is cleaved to yield the corresponding ketones. The photocatalytic oxygenation of anthracenes and olefins is initiated by photoexcitation of Acr+-Mes, which results in formation of the electron-transfer state: Acr*-Mes*+, followed by electron transfer from anthracenes and olefins to the Mes*+ moiety together with electron transfer from the Acr* moiety to O2. The resulting anthracene and olefin radical cations undergo the radical coupling reactions with O2*- to produce the epidioxyanthracene (An-O2) and dioxetane, respectively.
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PMID:Photocatalytic oxygenation of anthracenes and olefins with dioxygen via selective radical coupling using 9-mesityl-10-methylacridinium ion as an effective electron-transfer photocatalyst. 1558 34

A new method of constant-energy synchronous fluorimetry to determine anthracene and 9,10-dimethylanthracene simultaneously is suggested. The spectral resolution of the constant-energy synchronous fluorescence spectra of these two compounds was much higher than that of conventional spectra. The linear ranges for anthracene and 9,10-dimethylanthracene were 0-2 microg x mL(-1) and 0-5 microg x mL(-1) respectively. The detection limits of anthracene and 9,10-dimethylanthracene were 2.2 ng x mL(-1) and 1.7 ng x mL(-1) respectively, and the relative standard deviation was less than 2%. When the new method was used for the determination of anthracene and 9,10-dimethylanthracene in water samples, the recoveries were in the range of 85% to 103%. This method has proved to be simple and rapid.
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PMID:[Constant-energy synchronous fluorescence spectrometry for simultaneous determination of anthracene and 9,10-dimethylanthracene]. 1576 83

A bis-azamacrocyclic anthracene (L2), which has two a 12-membered cyclic tetraamine (cyclen) connected through a 9,10-dimethylanthracene spacer, has been synthesized as a new fluorescent chemosensor for detection of pH and metal cations in aqueous solution (cyclen = 1,4,7,10-tetraazacyclododecane, L2 = 9,10-bis(1,4,7,10-tetraazacyclododecane-1-ylmethyl)anthracene). The fluorescence response of L2 has been studied in comparison to that of the previously reported monoazamacrocyclic anthracene (L1 = 1-(9-anthrylmethyl)-1,4,7,10-tetraazacyclododecane). Plots of the fluorescence intensity of L2 against pH demonstrate a sigmoidal curve with pKa 7.4, which is lower than that of L1 (8.3). Potentiometric titration reveals that the increase in the L2 fluorescence requires protonation of both cyclen rings, thus resulting in the lower pKa value. L2 demonstrates impressive fluorescence response against metal cations. At basic pH, upon addition of Zn2+ or Cd2+, L1 leads to an increase in the fluorescence intensity with a 1:1 metal-intensity response. L2, however, shows a 2:1 response to Zn2+, while showing a 1:1 response to Cd2+. At neutral pH, L1 fluorescence decreases upon addition of Zn2+ or Cd2+ because of a formation of metal-anthracene pi complex. L2, however, still demonstrates a Zn2+-induced increase in intensity with a 2:1 response, while no change in intensity is observed upon Cd2+ addition. The obtained findings suggest potential utilities of L2 as a new type fluorescent chemosensor for the detection of cations in aqueous solution.
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PMID:Bis-azamacrocyclic anthracene as a fluorescent chemosensor for cations in aqueous solution. 1685 68


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