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Showing papers on "Xanthene published in 1972"



Journal ArticleDOI
TL;DR: Propantheline, 60 mg.
Abstract: Propantheline, 60 mg., labeled with 14C in its xanthene carboxylic moiety, was given orally or intrajejunally to 5 healthy subjects. The absorption of label did not reflect the uptake of the intact drug. Samples of intestinal aspirates obtained a few minutes after administration of the test solution contained label with chromatographic properties the same as those of the free xanthene carboxylic acid. Following incubations in duodenal bile, the 14C-propantheline showed marked modification. According to the autoradiogram of the thin-layer chromatogram, most of the label was localized in two spots. The ma;or one had an Rf value identical to that of xanthene carboxylic acid, while the other one was unidentified. The modification of propantheline in the incubates was more pronounced in alkaline solutions but decreased markedly when the drug was incubated with samples of duodenal aspirates that had been brought to boil and then cooled. The absorption of intact drug after oral administration was estimated to be less than 50 per cent.

39 citations


Journal ArticleDOI
TL;DR: In this article, the dipole moments of xanthone, thioxanthone and their halogeno-derivatives were analyzed and it was shown that these molecules are not planar.
Abstract: A study of the dipole moments of xanthone, thioxanthone and their halogeno-derivatives leads to the conclusion that these molecules are not planar. In the xanthene and thioxanthene series, the dipole moments as well as the NMR spectra can be explained by a planar or a non-planar but rapidly inverting model. In the acridan series, the NMR spectra of N-acylacridans show that the molecule is non-planar and inverts. The barrier is 11.7, 13.1 and 13.1 Kcal/mole for the N-acetyl-, N-chloroacetyl- and N-iodoacetyl derivatives, respectively. Equally, it has been observed that at low temperature the rotation around the XCH2 CO bond in the halogenoacetylacridans is hindered.

20 citations


Patent
30 Jun 1972
TL;DR: Novel water-soluble, reactive xanthene dystuffs of the in this article, being identical or different, each represent hydrogen, chlorine, bromine, lower alkyl or lower alkoxy, X represents oxygen, sulfur or
Abstract: Novel water-soluble, reactive xanthene dystuffs of the IN WHICH R1 and R2, being identical or different, each represent hydrogen, chlorine, bromine, lower alkyl or lower alkoxy, X represents oxygen, sulfur or AND M REPRESENTS A NUMBER FROM 1 TO 3, SAID DYSTUFFS BEING HIGHLY SUITABLE FOR THE DYEING OR PRINTING OF LEATHER, WOOL, SILK, POLYAMIDE OR POLYURETHANE FIBRES, ESPECIALLY OF CELLULOSE FIBRES, THE DYEINGS OR PRINTS OBTAINED ON CELLULOSE FIBRES WITH THE SAID DYESTUFFS BEING IN PART DISTINGUISHED BY HIGH BRILLIANCY AND GOOD FASTNESS PROPERTIES, PARTICULARLY BY GOOD FASTNESS TO WET PROCESSING.

5 citations


Journal ArticleDOI
TL;DR: In this article, the effect of 1,4-diazabicyclo [2.2] octane, β... has been explained for dye-sensitized photoelimination of HMTC.
Abstract: The photoelimination of hexamethyleneammonium hexamethylenedithiocarbamate (HMTC) can be sensitized by xanthene dyes, such as rose bengal and eosine yellowish. In contrast to the direct photolysis results, the presence of HMTC in the dye-sensitized decomposition produces no carbon disulfide and consumes oxygen during the irradiation. The quantum yield of photoelimination in an aerated ethanol solution was measured. The quantum yield was almost unchanged on the variation of the xanthene dye concentration from 10−5 to 10−6M. This is different from the former observation that there was an apparent tendency for the quantum yield to decrease monotonously with an increase in the thiazine dye concentration. The singlet oxygen mechanism, in which the photochemical reaction is initiated by the interaction between the triplet dye and the ground-state oxygen molecules, has been inferred for the dye-sensitized photoelimination of HMTC. It has been explained in terms of the effect of 1,4-diazabicyclo [2.2.2] octane, β...

4 citations


Journal ArticleDOI
TL;DR: In this article, the Dimerisation of 2-Methyl-1,4-naphthoquinone in acid solution is described, and the conditions and the mechanism of the reaction are shown.
Abstract: 2-Methyl-1,4-naphthochinon 5 dimerisiert beim Erwarmen mit konz. Salzsaure zum rubinroten 1-Methyl-2,7-dihydroxy-dibenzo-[c:h]-10-oxonia-anthracen-chlorid 1. Die Reaktionsbedingungen und der Mechanismus werden aufgezeigt. Wird ein Alkohol als Solvens gewahlt, so entstehen die teilsweise alkylveratherten Farbprodukte 2 – 4 bzw. 11. 1 reagiert mit Basen zum farblosen Xanthen-Derivat 20 bzw. 19. Acetylieren von 1 fuhrt zum gleichfalls farblosen Xanthen-Derivat 22. The Dimerisation of 2-Methyl-1,4-naphthoquinone in Acid Solution 2-Methyl-1,4-naphthoquinone 5 heated with conc. hydrochloric acid dimerises to the red 1-methyl-2,7-dihydroxy-dibenzo-[c;h]-10-oxonia-anthracene-chloride 1. The conditions and the mechanism of the reaction are shown. In alcoholic solutions 1 and the corresponding alkylethers 2 – 4 or 11 are formed. 1 reacts under alkaline conditions to the colourless xanthene derivative 20 or 19. Acetylation of 1 gives the colourless xanthene derivative 22.

4 citations



Journal ArticleDOI
TL;DR: It was found that the bile acid gave some influence on the binding with BSA, and it was suggested that the effect of the halogen substituent was shown in the plasma elimination as well as in the biliary excretion.
Abstract: The relationship between the biliary excretion behavior and the elimination from plasma was studied using five xanthene dyes, i.e. Phloxine B (PB), Rose Bengal (RB), Erythrosine B (EB), Eosine Y (EY) and Fluorescein sodium (FS), and Bromsulphthalein (BSP) in vivo and in vitro in rat.1) It was of interest that the plasma elimination patterns of xanthene dyes showed two types, the elimination following the one and two compartments models. PB and RB were the former group, and EB, EY and FS were the latter group.2) The plasma elimination of xanthene dyes except for FS which has no halogen substituent, were relatively rapid (T1/2=3-12min). But the elimination of FS was very slow (T1/2=60min), and it was suggested that the effect of the halogen substituent was shown in the plasma elimination as well as in the biliary excretion.3) The binding ratio with rat plasma of xanthene dyes showed similar ratios (55-70%) with each other except for FS. The ratio of FS was very low (15%) in spite of it's slow plasma elimination.4) The plasma elimination of BSP was very rapid (T1/2=3.3min) and followed the two compartment model, but the binding ratio with plasma protein was rather high (about 50%) in spite of its rapid plasma elimination and concentrical biliary excretion.5) It was also found that the bile acid gave some influence on the binding with BSA.

3 citations



Journal ArticleDOI
TL;DR: Trypsin-inactivating xanthene dyes such as phloxine, erythrosine, rose bengale and eosine have a photo-labile α-substituted carbonyl group in each structure and the photo-effects of bromine and iodine to trypsin were investigated.
Abstract: Trypsin-inactivating xanthene dyes such as phloxine, erythrosine, rose bengale and eosine have a photo-labile α-substituted carbonyl group in each structure. The photo-effects of bromine and iodine to trypsin were investigated. Iodine partially inhibited (40%) the enzymatic activity in the dark. Under the light condition, the inactivation was occurred so rapidly and extremely. It was assumed that some photo-excited state of halogen atom would be necessary for the inactivation of trypsin.

2 citations


Journal ArticleDOI
TL;DR: The 5 and 9 positions of 7,7-dimethyl-7H-dibenzo[c,h]xanthene were found to be most active toward electrophilic sulfonation.
Abstract: Treatment of 7,7-dimethyl-7H-dibenzo[c,h]xanthene with chlorosulfonic acid leads to the formation of the mono-, di- and tetrasulfonyl chloride derivatives. The 5 and 9 positions of 7,7-dimethyl-7H-dibenzo[c,h]xanthene were found to be most active toward electrophilic sulfonation. Polysufonates and polysulfonamides prepared from 7,7-dimethyl-7H-dibenzo[c,h]xanthene-5,9-disulfonyl chloride exhibit glass transition temperatures above 200°C and show little weight loss at temperatures to 350°C.

Journal ArticleDOI
TL;DR: The structure of the photo-adduct between 1,2-naphthoquinone and xanthene was determined through the investigation by PMR, IR, Mass, and elemental analysis as discussed by the authors.
Abstract: Photochemical reaction between 1,2-naphthoquinone and xanthene was studied. By a smooth reaction photo-adduct is produced as white needles after irradiation for several hours. Structure of the photo-adduct was determined as (7) through the investigation by PMR, IR, Mass, and elemental analysis. The photo-adduct between the o-quinone and the hydrogen donor having such a type of structure have never been reported so far. This reaction was examined from the dynamical point of view using CIDNP technique and the results substantiated further the structure (7).

Patent
21 Dec 1972
TL;DR: Novel 2,7-bis basic alkanol derivatives of xanthene and thioxanthene, their preparation and use for the prevention and inhibition of viral infections are disclosed as discussed by the authors.
Abstract: Novel 2,7-bis basic alkanol derivatives of xanthene and thioxanthene, their preparation and use for the prevention and inhibition of viral infections are disclosed.