YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Volume 92, Issue 11
Displaying 1-25 of 25 articles from this issue
  • YASUO MIYAKE, CHIKAE SADAKATA, SHOJI TOYOSHIMA
    1972 Volume 92 Issue 11 Pages 1301-1305
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
    JOURNAL FREE ACCESS
    The compacting phenomenon, which was previously observed in the course of mixing and lubrication of a powder, such as microcrystalline cellulose, corn starch, or calcium phosphate, dibasic with 1% of calcium stearate, was examined. The experimental equation on the relationship between changing rate of apparent density of the powder and the cumulative revolution number of the V-type mixer was discussed.[numerical formula] where ρmin is the minimum apparent density duriug lubrication of a powder with 1% of calcium stearate, ρmax is the maximum apparent density of the powder, N is the cummulative revolution number of the mixer from the point of minimum apparent density of the powder, ρN is the apparent density of the powder when cumulative revolution number is N, and a, b, c, and d are constants. The experimental equation was found to fit the phenomenon, even if the filling ratio of the powder to the V-type mixer and the revolution speed of the mixer were varied. The values of constants, a and c, of the experimental equation differed according to the kind of powders, but they were constant, not influenced by the operating conditions. By determining these values, changing rate of apparent density of the powders can be divided into two effects, that of diffusion-adhesion phenomenon and that of transformation-coating phenomenon. Other constants, b and d, of the experimental equation were considered to be related to the speed of each of the above phenomena.
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  • YOSHIFUMI MAKI, TORU HOSOKAMI, MIKIO SUZUKI
    1972 Volume 92 Issue 11 Pages 1306-1311
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Reductive cyclization of N-acetyl-2'-methylthio-2-nitrodiphenylamine (I) with triethyl phosphite led to the formation of 5-acetyl-1-methylthio-5, 10-dihydrophenazine (II), 5-acetyl-5, 10-dihydrophenazine (III), 2-methyl-1-(2'-methylthiophenyl)-benzimidazole (IV), 1-methylthiophenazine (V), and phenazine (VI). A similar treatment of N-acetyl-4-chloro-2'-methylthio-2-nitrodiphenylamine (VII) afforded 5-acetyl-8-chloro-1-methylthio-5, 10-dihydrophenazine (VIII), and 5-acetyl-8-chloro-5, 10-dihydrophenazine (IX) as major products. VIII was easily converted by autooxidation to 8-chloro-1-methylthio-phenazine (X). Structure X was distinguished from an alternative structure (X') based on the physicochemical comparison with X', which was prepared unequivocally from VII by irradiation followed by reduction. These results made it possible to propose that the formation of dihydrophenazines involved a novel molecular rearrangement via a five-membered spiro-intermediate, and sigmatropic and prototropic rearrangements.
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  • MASARU HIEDA, SHOJIRO YURUGI
    1972 Volume 92 Issue 11 Pages 1312-1315
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Hydrolysis of 2-phenyl-5, 8-dichloropyrimido[4, 5-d]pyridazine (1) and its mono- or di-substituted derivatives was carried out. Among the hydrolyzed products, 2-phenyl-5-substituted-7, 8-dihydropyrimido[4, 5-d]pyridazine-8-one (7) was found to be unstable, undergoing further cleavage of the pyrimidine ring to afford pyridazine derivatives (16, 17).
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  • SHOJIRO YURUGI, TOMIYOSHI FUSHIMI, MASARU HIEDA
    1972 Volume 92 Issue 11 Pages 1316-1321
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Reduction of 2-aryl-5, 8-disubstituted pyrimido[4, 5-d]pyridazine (4) to 2-aryl-3, 4-dihydro-5, 8-disubstitutedpyrimido[4, 5-d]pyridazine (5) was carried out with sodium borohydride, lithium aluminum hydride, sodium isopentoxide, and a catalyst. Acylation of 3, 4-dihydro-compound (5) gave 2-aryl-3-acyl-3, 4-dihydro-5, 8-dimorpholinopyrimido[4, 5-d]-pyridazine (16), and alkylation of 5 gave 2-aryl-3-alkyl-3, 4-dihydro-5, 8-dimorpholinopyrimido[4, 5-d]pyridazine (12). Among these compounds, 2-aryl-5, 8-disubstituted-3, 4-dihydropyrimido[4, 5-d]pyridazine (5a-g) showed a strong diuretic activity.
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  • SHOJIRO YURUGI, MASARU HIEDA
    1972 Volume 92 Issue 11 Pages 1322-1326
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Chlorination of 2-phenyl-5, 6, 7, 8-tetrahydropyrazino[2, 3-d]pyridazine-5, 8-dione (3) gave 2-phenyl-5, 8-dichloropyrazino[2, 3-d]pyridazine (10) in a high yield. Treatment of 10 with an aliphatic amine gave a mixture of the isomeric monoamino compounds (16 and 17). Probably due to the resonance effect of 2-phenyl group, chlorine atoms at both 5 and 8 were readily substituted by various nucleophiles to give disubstituted products (27).
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  • MASARU HIEDA, KIYOSHI OMURA, SHOJIRO YURUGI
    1972 Volume 92 Issue 11 Pages 1327-1332
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    1, 2, 3, 4-Tetrahydro5-phenyl-pyridazino[4, 5-d]pyridazine-1, 4-dione (9) was unstable towards acidic reagents, giving rise to 1, 3-dihydro-2-amino-4-phenylpyrrolo[3, 4-d]pyridazine-1, 3-dione (11). The isomer of 11, 3-phenyl-5, 6, 7, 8-tetrahydropyridazino[4, 5-c]-pyridazine-5, 8-dione (16) was converted to the corresponding dichloride (17) by treatment with phosphorylchloride. Reactions of 17 with amines afforded 3-phenyl-5, 8-disub-stitutedpyridazino[4, 5-c]pyridazine (18). These 5, 8-disubstituted derivatives (18a, b) showed a diuretic activity.
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  • SHOJIRO YURUGI, TOMIYOSHI FUSHIMI, HIROSADA SUGIHARA, MASARU HIEDA
    1972 Volume 92 Issue 11 Pages 1333-1338
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    1, 2, 3, 4-Tetrahydro-7-phenylpyrido[3, 4-d]pyridazine-1, 4-dione (18) and 2-phenyl-5, 6, 7, 8- tetrahydropyrido[2, 3-d]pyridazine-5, 8-dione (22) were converted to the corresponding dichlorides, which were allowed to react with amines to give 1, 4-bis(substitutedamino)-7-phenylpyrido[3, 4-d]pyridazines (9) and 2-phenyl-5, 8-bis(substituted amino)pyrido[2, 3-d]-pyridazines (10). Among these compounds, 1, 4-dimorpholino-7-phenylpyrido[3, 4-d]pyridazine (5a) and 2-phenyl-5, 8-bis(isopropylamino)pyrido[2, 3-d]pyridazine (6c) showed a strong diuretic activity.
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  • IKUO UESAKA, SHINJI KUBO, YAEKO TAKAMATSU, KIYOSHI YAMADA, TAMAE TANAB ...
    1972 Volume 92 Issue 11 Pages 1339-1349
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Antihistaminic and other pharmacological actions both in vitro and in vivo were evaluated on 18 compounds involving octahydro-2H-pyrido[1, 2-a]pyrazine (I), decahydropyrido[1, 2-d][1, 4]diazepine (II), and decahydropyrido[1, 2-a][1, 4]diazepine (III) derivatives, and correlation between chemical structure and antihistaminic activity was investigated. Since it was found that the most effective gross structure and substituent was I and a benzhydryl grouping, respectively, 2-benzhydryloctahydro-2H-pyrido[1, 2-a]pyrazine (I-2) was established as the most powerful agent among these compounds. This was demonstrated by the fact that I-2 exhibited a high antihistaminic potency both in vitro and in vivo, as well as a strong adsorbability to guinea pig ileum which was estimated to be equivalent to diphenhydramine (IV). Furthermore, I-2 gave a lower acute toxicity than IV or homochlorcyclizine and was more effective than IV not only in antiserotoninic and anticholinergic activities but also in anti-barium activity. A weak surface anesthetic effect of I-2 was also observed on the cornea of a guinea pig.
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  • TSUNEYOSHI YAMAZAKI, TAKEO TAKIZAWA
    1972 Volume 92 Issue 11 Pages 1350-1357
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    1, 1-Diarylcyclopentane-2, 3, 4, 5-tetrone dihydrate was synthesized from dimethylcroconate. Water molecules of this compound are combined to its two central carbonyl groups to form the vicinal-gem-diols. One of the water molecules can be reversibly removed by heating. The monohydrate of this tetraketone was pyrolysed to give 1, 2-dihydroxy-4, 4-diphenylcyclopentene-3, 5-dione as a major product. The pathway of this pyrolysis is discussed.
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  • KIYOSHI MURASE, KUNIHIRO NIIGATA, TOSHIYASU MASE, MASUO MURAKAMI
    1972 Volume 92 Issue 11 Pages 1358-1363
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    7-Indenol (VI), 1-methyl-4-indenol (XIVa), and 7-chloro-1-methyl-4-indenol (XIVb) were synthesized by deacetylation of their acetates. XIVa XIVb were isomerized to 3-methyl-7-indenol (XVa) and 4-chloro-3-methyl-7-indenol (XVb), respectively, with 5% KOH. The reaction of 7-indenols (VI, XVa, b) and 1-chloro-2, 3-epoxypropane afforded 1-(7-indenyloxy)-2, 3-epoxypropanes (XVIa-c). 3-Amino-1-(7-indenyloxy)-2-propanols (XVIIa-h) were prepared by the addition of amines to epoxides (XVIa-c). 2-Substituted 5-(7-indenyloxy)methyloxazolidines (XVIIIa-c)'were prepared by the condensation of aldehydes and 1-(7-indenyloxy)-3-isopopylamino-2-propanol (XVIIa). 5-(7-Indenyloxy)-methyl-2-oxazolone (XVIIId) was obtained by the reaction of phosgene and XVIIa in pyridine. XVIIa was resolved by using (+) and (-)-dibenzoyltartaric acids. New compounds (XVIIa-h, XVIIIa-d) obtained were adrenergic β-receptor antagonists.
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  • SHIGEO BABA, YUKIO MORI, KAZUMI TOYOSHI
    1972 Volume 92 Issue 11 Pages 1364-1369
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    3'-Methyl-4-dimethylamino azobenzene[5'-3H](3'-Me-DAB) was incubated with rat liver slices for 3 hours or with liver homogenates for 2 hours, and 85.0±3.8% (slice sample) or 73.0±3.7% (homogenate sample) of the radioactivity added was recovered in the benzene-acetone (1 : 1) layer from the incubation mixture. The metabolites in the extracts were separated by thin-layer chromatography and identified by the reverse isotope dilution analysis. More than 95% of the radioactivity of the benzene-acetone layer was identified with the unchanged substrate and the metabolites such as N-demethylated, 4'-hydroxylated, and azo-reduced products. By measuring 3H-activity of the azoreduced metabolites from 3'-Me-DAB[5'-3H], the azo reductase activity may be assayed more directly than by colorimetric methods, 3'-Methyl-4-methylamino azobenzene [5'-3H] was also incubated with rat liver for studying its conversion to 3'-Me-DAB. As the result, it was found that N-methylation did not occur in the metabolism of the aminoazo dyes by liver slice of a rat.
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  • TAMOTSU OKUMURA, TETSURO KADONO
    1972 Volume 92 Issue 11 Pages 1370-1375
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    The welding mechanism was clarified for the alumina sintered plate for thin-layer chromatography, which was made from alumina and fused glass powder mixtures, by means of scanning electron microscopic method. While the heterogeneous substances such as alumina (α=8×10-7cm/cm/°C) and sodalime glass powder (α=90×10-7cm/cm/°C), which are very much different in the expansion coefficient (α), are not expected to weld well with each other, the welding of these two substances does occur. The scanning electron microscopic method clearly points out that alumina is fixed among the three dimensional space formed by the sintered glass powder and the glass plate without loss of its surface structure. Thus, the sintered glass powder plays a role of the binder of alumina and the glass plate.
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  • HIROSHI SHIMENO, HIDETOSHI YOSHIMURA
    1972 Volume 92 Issue 11 Pages 1376-1379
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    In connection with the previous in vivo work3, 4) that antipyrine was mainly metabolized to 4-hydroxyantipyrine and 3-hydroxymethyl-2-methyl-1-phenyl-3-pyrazolin-5-one (AN-CH2OH), the in vitro metabolism of this drug was investigated by use of 9000×g supernatant fraction of rat liver. It was found that antipyrine was oxidized to 4-hydroxyantipyrine and AN-CH2OH by the 9000×g supernatant of the liver. These metabolites were detected by means of thin-layer and gas chromatographies, and by ultraviolet absorption spectral analysis.
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  • MASAYUKI NAKAGAKI, YASUHIKO NAKAMURA
    1972 Volume 92 Issue 11 Pages 1380-1385
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    The dissolution behavior of aluminosilicates was different according to the mixing ratio of Na2SiO3 to AlCl3 which had been used to synthesize the samples. When the mixing ratio was below 1.5, the samples, being aluminum silicates, were insoluble even in strong acid solution, but above 2.0, the samples, being sodium aluminosilicates, were easily soluble. When the mixing ratio was increased from 1.5 to 2.0, the pH value, at which the half amount of aluminosilicates was dissolved, increased rather suddenly. As for the samples synthesized at a constant pH, those obtained in strong alkaline solution were the most soluble irrespective of the mixing ratio. Solubility of the ones synthesized in a weak alkaline solution was not high and the value was little affected by the mixing ratio. Dissolution of sodium and aluminum from sodium aluminosilicates followed the rate equations of the first order. When sodium and aluminum were dissolved, linear relations were obtained between log kNa vs. pH and log kAl vs. pH of the suspension, and both kNa and kAl were the higher, the lower the pH of the suspension was. From these relations, it has been concluded that kNa/kAl≒20 at each pH of the suspension.
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  • ICHIZO OKABAYASHI, FUMIHISA MIYOSHI, MASAO ARIMOTO
    1972 Volume 92 Issue 11 Pages 1386-1389
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    1-Chlorothioxanthen-9-one (IV) (mp 112-114°) was prepared by cyclization of 2-chloro-6-phenylthiobenzoic acid (III), and also through a reaction between benzene and 2-chloro-6-mercaptobenzoic acid (V) in concentrated sulfuric acid, by starting with 6-chloroanthranilic acid (II) in both cases. A product (IV')(mp 146°), which was formed by cyclization of o-(m-chlorophenyl-thio) benzoic acid (I) and reported by Mahishi, et al.3) as 1-chlorothioxanthen-9-one, proved not to be a single compound, but a mixture of IV and 3-chlorothioxanthen-9-one. As IV reacted easily, but not 3-chlorothioxanthen-9-one, with p-toluenesulfonamide to afford 1-(p-toluenesulfonamido)thioxanthen-9-one (VI), IV' gave a mixture of VI and unreacted 3-chlorothioxanthen-9-one when treated with the amide. Based on this fact, an approximate composition of IV' was estimated by titrating the liberated chloride ion from a reaction of IV' with p-toluenesulfonamide, and the values were 55% of IV and 45% of 3-chlorothioxanthen-9-one. IV was alternatively derived from VI by hydrolysis to 1-aminothioxanthen-9-one (VII), followed by the Sandmeyer reaction. 1-Chlorothioxanthen-9-ol (VIII) was prepared by the reduction of IV with sodium amalgam and ethanol. VIII was condensed with malonic acid to 1-chlorothioxanthene-9-malonic acid (IX), and the acid was decarboxylated to 1-chlorothioxanthene-9-acetic acid (X). 2-Diethylaminoethyl ester hydrochloride (XI) of X was obtained. Oxidation of X with hydrogen peroxide gave 1-chlorothioxanthene-9-acetic acid 10, 10-dioxide (XII) from which was derived its 2-diethylaminoethyl ester hydrochloride (XIII).
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  • ICHIZO OKABAYASHI, FUMIHISA MIYOSHI, MASAO ARIMOTO
    1972 Volume 92 Issue 11 Pages 1390-1394
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    9-(2-Diethylcarbamoyloxyethyl)xanthene (IVa) was prepared from xanthene-9-acetic acid (Ia) via ethyl xanthene-9-acetate (IIa) and 9-(2-hydroxyethyl)xanthene (IIIa). Similarly, 9-(2-diethylcarbamoyloxyethyl)thioxanthene (IVb) and its 10, 10-dioxide (IVc) were prepared. 9-(Diethylcarbamoyloxyethyl)xanthene (VIIIa) was prepared from xanthene-9-carboxylic acid (Va) via ethyl xanthene-9-carboxylate (VIa) and 9-hydroxy-methylxanthene (VIIa). Similarly, 9-(diethylcarbamoyloxymethyl)thioxanthene (VIIIb) was prepared. Oxidation of thioxanthene-9-carboxylic acid (Vb) with hydrogen peroxide did not afford. its 10, 10-dioxide, but thioxanthen-9-one 10, 10-dioxide (IX). Therefore, ethyl thioxanthene-9-carboxylate 10, 10-dioxide (VIc) was obtained by oxidation of ethyl thioxanthene-9-carboxylate (VIb) with hydrogen peroxide, but VIc was not reduced to 9-hydroxymethyl-thioxanthene 10, 10-dioxide with lithium aluminium hydride or lithium borohydride. 9-(Diethylcarbamoyloxymethyl) thioxanthene 10, 10-dioxide (VIIIc) was obtained by oxidation of VIIIb with hydrogen peroxide at 70°. Oxidation of VIIIb at 100° afforded 9-methylenethioxanthene 10, 10-dioxide (X). VIIIc decomposes gradually to X.
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  • MUNEHARU OGAWA, SUEO HISADA, ISAO INAGAKI
    1972 Volume 92 Issue 11 Pages 1395-1399
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    A new natural catechin compound, 3-oxykoaburagenin, was isolated from the leaves of Enkianthus nudipes (HONDA) OHWI. This compound was found to be (2R, 3S)-5, 7-dihydroxyflavan-3-ol on the basis of chemical and spectroscopic evidences. This compound is the first example of a natural catechin without a substituent in the B ring.
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  • EIICHI FUJITA, YOSHIMITSU NAGAO, SHIGETOSHI NAKANO, YOSHIRO MASADA, KE ...
    1972 Volume 92 Issue 11 Pages 1400-1404
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    As a preliminary experiment of the biosynthesis, of changes in the quantity of major diterpenoids during growth of Isodon trichocarpus Kudo were examined gas chromatography and the combined gas chromatography-mass spectrometry (GC-MS). A change in the quantity was found by plotting the area ratio of trimethylsilylated diterpenoids to that of internal standard in gas chromatography every 10 days. Enmein and oridonin showed a similar tendency of changes in their quantity. They were found to increase markedly in June and July.
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  • EIICHI FUJITA, YOSHIMITSU NAGAO
    1972 Volume 92 Issue 11 Pages 1405-1409
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    It had been found that Wolff-Kishner reduction of ent-15-kauren-6-on-20-al, using hydrazine hydrochloride, 98.5% hydrazine, and potassium hydroxide in triethyleneglycol (Nagata's modification), gave only ent-kaurane (5), a product accompanied by the stereoselective hydrogenation of the double bond between C-15 and C-16. Various experiments using ent-16-kaurene (4) as a model compound have shown that (i) hydrogenation from 4 to 5 readily occurred by hydrazine and its hydrochloride in air, (ii) it occurred even with only hydrazine in air, but not in nitrogen, and that (iii) it occurred in the presence of hydrazine hydrochloride even in nitrogen, although the yield was rather poor. The possible mechanisms are discussed.
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  • KATSUHITO SHIMA, SUEO HISADA, ISAO INAGAKI
    1972 Volume 92 Issue 11 Pages 1410-1414
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Two new constituents were isolated from the ether extract of the stems of Anodendron affine DURCE by using the silica gel chromatography. One of them (C12H14O3, mp 99-100°) was elucidated as 4-hydroxy-3-(3-methyl-2-butenyl)benzoic acid (I) from its spectrometric data and by comparison with authentic samples. The other (C12H14O4 mp 212-214°), named anodendroic acid, was assumed to be 2-(1-hydroxy-1-methylethyl)-2, 3-dihydrobenzofuran-5-carboxylic acid (II) on the basis of its ultraviolet, infrared, and nuclear magnetic resonance spectra. Compounds VI and XIII were respectively synthesized via the route (I-IV-V-VI and VII-VIII-IX-XIII) shown in Chart 1. The methyl ester of anodendroic acid was consistent with VI.
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  • HISASHI FUKUZAWA, SHINTARO KIMURA
    1972 Volume 92 Issue 11 Pages 1415-1422
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Influence of particle size on apparent cohesiveness (αc) and cohesive force per particle (fC) at the loosest packing state of the powder beds was investigated. Experiments utilizing the method reported in the previous paper were made under about 50% R.H. with five different samples. The values of αc decrease with increase of particle size (Dp) and fc increase with Dp. Unexpected large cohesive forces were observed in large particles. To elucidate these facts, simple model of leaning between particles at the surface of a powder bed were assumed, and unit leaning force Lu was derived as Lu=w/2, where w is the mean weight of a particle. If fL is the cohesive force due to leaning between particles, the leaning efficiency (P) is defined as fL=k·P·Lu, where k is the number of contact points. In large particles, the values of fL is considered to be the same as fc since the cohesive force due to adhesion between particles (fA) will be negligible. From these relations, the value of about 0.11 for P was estimated experimentally. Leaning probability (p) is represented by P=Σ^^m__(r=1)pr, and from this equation, it becomes clear that p takes the value of from 0.11 to 0.10 when the values of P and m take the values of 0.11 and 1 to infinite. The cohesive force of adhesive type(fA)was calculated from fA=fC-fL, and particle size dependancy of fA was discussed.
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  • NOBUO ISHIKAWA, SABURO YAMASHITA, SHIZUE OMIYA
    1972 Volume 92 Issue 11 Pages 1423-1425
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Preparation of iodocarnosine and its biological activity are described. Iodocarnosine was proved to be β-alanyl-2, 5-diiodo-L-histidine from its nuclear magnetic resonance spectrum. Iodocarnosine has stronger hypotensive activity than carnosine. Carnosine acts stimulatively on the myocardium while iodocarnosine is inhibitive.
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  • TOZABURO KURIHARA, HIDEO TAKEDA, HIDEO ITO
    1972 Volume 92 Issue 11 Pages 1426-1431
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    5-Phenoxy-3-oxazolidone was obtained as the main product from the reaction of phenyl glycidyl ether (I) with KOCN. The condensation of 3-alkylamino-1-phenoxy-2-propanol (III) synthesized by the amine-cleavage of I with phosgene, aldehyde, chloroacetyl chloride, diethyl oxalate, and diethyl malonate respectively affored 3-oxazolidone, oxazolidine, 3-morpholinone, 2, 3-morpholinedione, and perhydro-5, 7-azepinedione derivatives. Similarly, 2-thiazolidone and 3-thiamorpholinone were synthesized by the condensation of 3-alkylamino-1-phenoxy-2-propanethiol with phosgene or chloroacetyl chloride.
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  • MASANORI SAKAMOTO, YOSHIO TOMIMATSU, TAKEFUMI MOMOSE, CHUZO IWATA, MIY ...
    1972 Volume 92 Issue 11 Pages 1431-1434
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    N-Cinnamylidene- or N-(p-dimethylaminocinnamylidene)-methylamine (III or VII) reacts with N-methylmaleimide (IV) to give a 1 : 2-adduct. The structures (Va and VIII) of the adducts were proposed from nuclear magnetic resonance measurements.
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  • TOMOO TANAKA
    1972 Volume 92 Issue 11 Pages 1435-1440
    Published: November 25, 1972
    Released on J-STAGE: May 30, 2008
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    Solvent extraction of semimicro amount of metal ions with thiopyrine-metal-anion complexes was examined. Ag+, Pb2+, Cu2+, Zn2+, Co2+, Cd2+, Hg2+, and Bi3+ react with thiopyrine in the presence of univalent anions, such as thiocyanate, perchlorate, iodide, bromide, chloride, nitrate, or acetate to form the ternary complexes and are extracted quantitatively into chloroform. Ni2+, Mn2+, Fe2+, Cr3+, Al3+, Mg2+, Ca2+, Sr3+, and Ba2+ are not extracted. This extraction is effective as a method for separation in the chelatometric titration of a mixture of metal ions.
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