-
Akira Yamamoto, Hidetoshi Yoshimura, Hisao Tsukamoto
1962 Volume 10 Issue 7 Pages
540-544
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The structures of three metabolites isolated from the urine of rabbits and dogs admintstered with meprobamate (2-methyl-2-
n-propyl-1, 3-propanediol dicarbamate) were established as keto-meprobamate [2-methyl-2-(2-oxo-propyl)-1, 3-propanediol dicarbamate], hydroxy-meprobamate [2-methyl-2-(2-hydroxypropyl)-1, 3-propanediol dicarbamate] and carboxy-meprobamate [2-methyl-2-(2-carboxyethyl)-1, 3-propanedioi dicarbamate].
View full abstract
-
Tsutomu Momose, Masaru Nakamura
1962 Volume 10 Issue 7 Pages
544-546
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The main dye of the color reaction between fructose and N-methyldiphenylamine was isolated in crystalline form as its chloride and sulfate. Its probable structure was presented and the reaction mechanism was assumed as the same as in the reaction of fructose with diphenylamine.
View full abstract
-
Tsutomu Momose, Yo Ueda, Masatake Iwasaki
1962 Volume 10 Issue 7 Pages
546-549
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The main coloring matters of the fused reaction of glucoronic acid with 1, 3-naphthalenediol were isolated in crystalline form as their methyl ethers. Two of them were identified as the dyes produced in the Tollens reaction. The structures of two new dyes were presented, and the reaction mechanism was discussed.
View full abstract
-
Tsutomu Momose, Yosuke Ohokura
1962 Volume 10 Issue 7 Pages
550-553
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Tri(6-thymolyl)methane and di (6-thymolyl) methane were isolated from the colored reaction mixture of hexose with thymol in sulfuric acid. The former compound was also isolated from the reaction mixture of thymol with 5-hydroxymethylfurfural or formaldehyde. The mechanism of the color reaction was discussed.
View full abstract
-
Tsutomu Momose, Masaru Nakamura
1962 Volume 10 Issue 7 Pages
553-555
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
3, 6-Dinitrophthalic acid proved to be a useful reagent for the identification of aliphatic and aromatic amines as their salts.
View full abstract
-
Hisashi Tanaka, Akira Yokoyama
1962 Volume 10 Issue 7 Pages
556-562
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Amides of β-mercaptohydrocinnamic acid were prepared by the addition of hydrogen sulfide to amides of cinnamic acid. Amides of thiosalicylic acid were also prepared. Some of these mercapto-amides formed stable chelates with copper and nickel. Cobalt chelate was not stable enough to be separated in pure state. The ratio of the ligand to the metal was 1:1 in copper chelate and 2:1 in nickel chelate. It was found that these chelate compounds were S-O chelating compounds from the infrared spectra.
View full abstract
-
Masuo Akagi, Setsuzo Tejima, Masanobu Haga
1962 Volume 10 Issue 7 Pages
562-566
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
66-Deoxy-6-thio-D-glucose was prepared by hydrolysis of 6-deoxy-6-mercapto-6-Sacety1-1, 2, 3, 4-tetra-O-acetyl-β-D-glucopyranose and 6-deoxy-6-mercapto-6-S-acety1-1, 2-O-isopropylidene-3, 5-benzylidene-α-D-glucofuranose which were synthesized from corresponding 6-
p-toluenesulfonyl derivatives and potassium thiolacetone in boiling acetone.
View full abstract
-
Minoru Yoshimura, Hisao Tsukamoto
1962 Volume 10 Issue 7 Pages
566-571
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
5-Ethyl-5-(1-cyclohexenyl)-4, 6-dioxo-hexahydropyrimidine (ECP), which had beenexpected to display anticonvulsant activity, was prepared by the hydrogenolysis of the corresponding 2-thiobarbituric acid with Raney nickel catalyst, and the mechanism of its biotransformation was discussed.
The transformation of the cyclohexenyl group in 2-thiobarbituric acid derivatives to a cyclohexyl group did not take place when Raney nickel catalyst was prepared by the
method of Mozingo.
5-Ethyl-5-(1-cyclohexenyl)-4, 6-dioxo-hexahydropyrimidine (m.p. 269-270°) was obtained in an excellent yields. When administered to rabbits, ECP was partly biotransformed into a metabolite and partly excreted intact in their urine. This metabolite wan confirmed to be 5-ethyl-5-(3'-oxo-1'-cyclohexenyl) barbituric acid by admixture with the oxidation product of ethylhexabit with chromimum trioxide. The characterization and identification of the unchanged ECP as well as a metabolite 5-ethyl-5-(3'-oxo-1'-cyclohexenyl) barbituric acid, were also performed by the color reactions with copper-pyridine and cobaltous nitrate-ammonia, by the paper chromatography, and by the measurement of the ultraviolet and infrared absorption spectra.
View full abstract
-
Manabu Fujimoto, Keiko Okabe
1962 Volume 10 Issue 7 Pages
572-575
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Nous avons montré que l'acylètion de la sulfisomézole n'a fourni en générale quedes dérivés N
4-acylés et N
1, N
4-diacylès. Quant a préparation des dérivés N
1-acylés, nous avons confirmé avec succes la méthode générale par l'intermédiaire de N-(méthyl-5 isoxazolyl-3) nitro-4 benzènesulfonamide et de 4, 4'-bis [(méthyl-5 isoxazolyl-3) sulfamoyl]-azobenzène.
View full abstract
-
Teruo Makino
1962 Volume 10 Issue 7 Pages
576-580
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Compounds of N-[4-(
p-alkylphenyl)-2-thiazolyl]-5-nitro-2-furamide (I), N-(5-alkyl-1, 3, 4-thiadiazolyl)-5-nitro-2-furamide (II), and N-(6-alkoxy-3-pyridazinyl)-5-nitro-2-furamide (III) were synthesized to observe their antibacterial and antifungal activity. On the bacteria, ethyl derivative among the compounds of (I) series and, methyl and ethyl derivatives of (III) series were observed to have effects nearly equal to that of nitrofuran.
Antifungal activity of the compounds of three series were more or less effective on both
Trichophyton asteroides and
Aspergillus fumigatus, but uneffective on the other fungi.
View full abstract
-
Tatsuya Horie-Ishida, Kiyokatsu Kinjo, Takeo Ueda
1962 Volume 10 Issue 7 Pages
580-591
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
To find more improved sulfonamide drugs, 3-sulfanilyl-6-hydroxy-, 3-sulfanilyl-6-mercapto-, 3-sulfanilyl-6-alkoxy-and 3-sulfanilyl-6-alkylthio-pyridazine and their intermediates, 3-amino-6-hydroxy-, 3-amino-6-mercapto-, 3-amino-6-alkoxy- and 3-amino-6-alkylthio-pyridazine were synthesized. Few synthetic procedures
via different routes were examined as to the synthesises of 3-sulfanilyl-6-alkoxy-, 3-sulfanilyl-6-alkylthio-and 3-amino-6-methoxy-pyridazine.
Activities of the compounds of 6-substituted-3-sulfanilyl-pyridazine on some kinds of bacteria and viruses were examined and among thern, 3-sulfanilyl-6-methoxy-, 3-sulfanilyl-6-ethoxy and 3-sulfanilyl-6-methylthiopyridazine were found to exert remarkableantibacterial effects.
View full abstract
-
Tatsuya Horie, Tatsuya Ishida, Takeo Ueda
1962 Volume 10 Issue 7 Pages
591-595
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
In order to find antimicrobial agents, compounds of 6-substituted 3-(
p-nitrophenylsulfonamido) pyridazine, 6-substituted 3-(
p-tolylsulfonamido) pyridazine and 6-substituted 3-(
p-aminomethylphenylsulfonamido) pyridazine were synthesized and screened as to their activities on
Staph. aureus and
E. coli, but any of them was found uneffective.
View full abstract
-
Tatsuya Horie, Tatsuya Ishida, Takeo Ueda
1962 Volume 10 Issue 7 Pages
595-602
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
For the purpose of industrial application, some new synthetic methods of 3-sulfanilyl-6-alkoxypyridazine were examined and the reaction of 3-(
p-acetamidophenylsulfonamido)-6-chloropyridazine with sodium alkoxide in the corresponding alcohol was found to produce 3-sulfanilyl-6-alkoxypyridazine and the corresponding alkyl ester of acetic acid in both excellent yields. To investigate the mechanisms of this reaction, 3-(
p-acetamidophenylsulfonamido)-6-chloropyridazine, 3-(
p-acetamidophenylsulfonamido)-6-methoxypyridazine and 3-sulfanilyl-6-chloropyridazine were reacted with sodium methoxide in methanol under various conditions, and estimated the percentages of deacetylation and methoxylation by determining the amount of ester and sodium acetate and chlorine ion. From these results, it was found that the deacetylation and the methoxylation proceeded simultaneously in this reaction of two points, and the objective compound 3-sulfanilyl-6-methoxypyridazine was produced in a good yield. Thus, this method was found available for the industrial production of 3-sulfanilyl-6-methoxypyridazine.
View full abstract
-
Kotaro Takahashi, Shuichi Miyashita
1962 Volume 10 Issue 7 Pages
603-607
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Methyldihydrousnic acid was obtained by methylation of dihydrousnic acid and itsconstitution was elucidated as (I). The result that 3'-methyl-2', 6'-dihydroxyacetophenone was obtained from methyldihydrousnic acid indicates that the resorcinol type of compound is derived from B-ring of (I). This result also presents the experimental proof of formation of 3'-methyl-2', 6'-dihydroxyacetophenone, one of resorcinol type of compound, from B-ring of dihydrousnic acid.
View full abstract
-
Kotaro Takahashi, Akie Arai, Kazuko Oshima, Yoshie Ueda, Shuichi Miyas ...
1962 Volume 10 Issue 7 Pages
607-611
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
The constitution of methylusnic acid, the methylation product of usnic acid withdimethyl sulfate and sodium hydroxide, first reported by A. Robertson
et al. was reinvestigated and elucidated as (I).
View full abstract
-
Yasuo Makisumi
1962 Volume 10 Issue 7 Pages
612-620
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Condensation of 1, 3-dicarbonyl compounds with 5-aminopyrazole (III) and its 3-carboxylic ester (X) was examined and several kinds of 5, 7-disubstituted pyrazolo [1, 5-
a]-pyrimidines were obtained. It was observed by the infrared spectrum that the hydroxyl group at 5- and 7-positions of pyrazolo [1, 5-
a] pyrimidine ring shows the lactam form in the neutral medium
View full abstract
-
Yasuo Makisumi
1962 Volume 10 Issue 7 Pages
620-626
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
Condensation of 2-ethoxymethylene-1, 3-dicarbonyl compounds with 5-aminopyrazole (I) was examined and several kinds of 6, 7-disubstituted pyrazolo [1, 5-
a] pyrimidines were obtained. In the reaction of ethyl 2-cyano-3-ethoxyacrylate with (I), ethyl 2-cyano-3-(5-Dvrazolylamino) acrylate (II) as the intermediate was isolated.
View full abstract
-
Takeo Naito, Tomoyoshi Kawakami
1962 Volume 10 Issue 7 Pages
627-632
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
From the reaction mixtures of D-ribose or D-xylose and urea, two anomeric pairs of D-ribopyranosyl- and D-xylopyranosylureas were separated by a Celite column. These ureides, after acetylation followed by condensation with 2-methyl-3-methoxyacryloyl chloride, afforded the intermediates, the cyclisation of which produced two anomeric pairs of D-ribopyranosyl- and D-xylopyranosylthymines.
View full abstract
-
Tsutomu Momose, Yo Ueda, Masatake Iwasaki
1962 Volume 10 Issue 7 Pages
633-634
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
In the Tollens reaction and fused reaction, mannuronic acid and galacturonic acid proved to react with 1, 3-naphthalendiol in the same mechanism as glucuronic acid by isolating the coloring matters in a crystalline form.
View full abstract
-
Yoshio Hirose, Naohisa Sasaki, Eiko Kawagishi, Susumu Nonomura
1962 Volume 10 Issue 7 Pages
634-636
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
It was shown that the hydroxymethylation of 1, 3, 5-trihydroxyanthraquinone (IC) took place at 2-position of its molecule.
View full abstract
-
Hiroyuki Ageta, Kenji Iwata, Yoshiyuki Ootake
1962 Volume 10 Issue 7 Pages
637
Published: July 25, 1962
Released on J-STAGE: January 31, 2011
JOURNAL
FREE ACCESS
-
Seigo Fukushima, Akira Ueno, Hisayo Maekawa
1962 Volume 10 Issue 7 Pages
638
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
-
Tomoharu Okuda, Makoto Suzuki, Tamotsu Furumai, Hiroko Takahashi
1962 Volume 10 Issue 7 Pages
639-640
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
-
Hiroshi Hikino, Yasuko Hikino, Itiro Yosioka
1962 Volume 10 Issue 7 Pages
641-642
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
-
Takanobu Itai, Sachiko Natsume
1962 Volume 10 Issue 7 Pages
643-645
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS
-
Hiroshi Ishii, Takehiko Tozyo, Daisuke Satoh
1962 Volume 10 Issue 7 Pages
645-646
Published: July 25, 1962
Released on J-STAGE: February 08, 2011
JOURNAL
FREE ACCESS