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Hiroshi Mitsuhashi, Kazunori Shibata, Tadashi Sato, Yuzuru Shimizu
1964 Volume 12 Issue 1 Pages
1-5
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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Conversion of hecogenin acetate to C-nor-D-homosapogenin and degradation of its spiroketal ring were achieved according to the scheme shown in Chart 1.
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Yo Ueda, Hiroshige Yano, Tsutomu Momose
1964 Volume 12 Issue 1 Pages
5-13
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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The splitting phenomenon of the carbonyl absorptions and the shifts of S-N stretching vibrations to a longer wave length region of some N-acyl-N-substituted-sulfonamide derivatives measured in solid state were described. Tertiary sulfonamides had their SO
2 stretching vibrations at a shorter wave length region than secondary sulfonamides. N-Acetyl-N-alkylmethane (or ethane) sulfonamide showed strong C-N stretching vibrations of the group N-CH
2-R at about 1125cm
-1. N-Acyl-N-substituted-sulfonamide derivatives had very strong asymmetric stretching vibrations of the group C-CO-N at 1250∼1290cm
-1. Synthesis of some sulfonamide derivatives is also described.
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Tsutomu Momose, Akira Inaba, Konosuke Inoue, Kazumoto Miyahara, Tae Mo ...
1964 Volume 12 Issue 1 Pages
14-18
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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3, 4-Dinitrophthalic acid gave a sensitive violet coloration with glucose when heated in aqueous sodium carbonate. In this color reaction, the acid was reduced to 3-nitro-4-hydroxylaminophthalic acid. 4, 5-Dinitrophthalic acid behaved in the same way as the 3, 4-isomer, and was reduced to 4-hydroxylamino-5-nitrophthalic acid. 3, 5-Dinitrophthalic acid was less sensitive in the reaction, showing a yellow coloration by its reduced substances down to 3-amino-5-nitrophthalic acid.
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Tetsuzo Kato, Hiroshi Yamanaka
1964 Volume 12 Issue 1 Pages
18-22
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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Reaction of quinoline 1-oxide with diketene results in the formation of 2-(2-quinolyl)-methyl-6-methyl-4H-pyran-4-one (III) in 20% yield, together with formation of quinaldine as a by-product. Hydrolysis of III gives quinaldine, acetone, carbondioxide and acetic acid. Reaction of III with liquid ammonia affords 2-(2-quinolyl) methyl-6-methyl-4(1H)-pyridone (IV). Treatment of IV with phosphoryl chloride gives 2-(2-quinolyl)-methyl-4-chloro-6-methylpyridine (V). Similarly, 2-(4-chloro-2-quinolyl) methyl-6-methyl-4H-pyran-4-one (VI) is prepared from 4-chloroquinoline 1-oxide in 16% yield. The reaction mechanism is discussed in this report.
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Jiro Kinugawa, Michihiko Ochiai
1964 Volume 12 Issue 1 Pages
23-33
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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During the course of our synthetic approach to find out antifungal agents, new thiocyanatopyrazoles were synthesized by the direct thiocyanation reaction. Some of the reactions of thiocyanatopyrazoles were also described.
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Masao Tomita, Shinichi Ueda
1964 Volume 12 Issue 1 Pages
33-40
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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Compounds having a skeleton of dibenzo-p-dioxin (I) show a characteristic color (mostly blue or greenish blue and sometimes violet) in concentrated sulfuric acid with an oxidizing agent such as potassium nitrate. A series of electron spin resonance studies have revealed that the coloring was due to the formation of the cation radicals such as Ia.
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Masao Tomita, Shinichi Ueda
1964 Volume 12 Issue 1 Pages
40-42
Published: January 25, 1964
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Dibenzo-p-dioxin (I) derivatives showed blue color in antimony pentachloride. These colored solutions gave electron spin resonance absorption spectra and the formation of the cation radicals such as Ia was confirmed.
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Eisaku Hayashi, Takeo Higashino
1964 Volume 12 Issue 1 Pages
43-64
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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On the study of the 4-isopropylquinazoline 1-oxide, various following reactions were examined in detail. Those results and considerations are given with the reaction formula in the text. 1) N-oxidation of 4-isopropylquinazoline. 2) Reaction with alkali. 3) Reaction with sulfur dioxide or sodium hydrogensulfite. 4) Reaction with hydrogen cyanide or hydrogen cyanide-potassium cyanide. 5) Reaction with Grignard reagent. 6) Reaction with phenyllithium. 7) Reissert reaction. 8) Reaction with benzoyl chloride. 9) Reaction with acetic anhydride. 10) Reaction with phosphorus oxychloride (sulfuryl chloride). 11) Reaction with tosyl chloride. 12) Other reactions. As well as on 4-isopropyl-2-quinazolinecarbonitrile prepaed by the reaction 7), various following reaction are examined in detail. The results are also given. 13) Reaction with methoxide ion. 14) Reaction with hydrazine. 15) Reaction with amine. 16) Reaction with phenylmagnesium bormide. 17) Another reaction.
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Tsutomu Unemoto
1964 Volume 12 Issue 1 Pages
65-68
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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A new spectrophotometric method for the estimation of amine oxidase activity in beef serum was established using spermidine or spermine as a substrate of the oxidase. This method is based on the measurement of optical density at 264mμ of thiosemicarbazones of aldehydes derived from respective polyamines. From the values of molar extinction coefficients of the thiosemicarbazones, the amine oxidase activity can be expressed in terms of μmoles of spermidine or spermine oxidized per unit time and mg. protein. It was also found that one mole of spermidine and spermine were converted into one and two moles, respectively, of simple aldehyde by the enzymatic oxidation.
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Yoshihiro Nitta, Fumio Yoneda, Takayuki Ohtaka, Toshio Kato
1964 Volume 12 Issue 1 Pages
69-73
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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4-Chlor-2, 6-diphenyl-3 (2H)-pyridazinon wurde bei der Einwirkung von Phosphorpen-tachlorid auf 2, 6-Diphenyl-4, 5-dihydro-3 (2H)-pyridazinon erhalten und durch Einwirkung von sekundaren Aminen in die 4-Substituierten-2, 6-diphenyl-3 (2H)-pyridazinone ubergefuhrt. Die verschiedenen 6-Phenyl-3 (2H)-pyridazinon-derivate, die >NCOCH
2-und >NCH
2CH
2-Gruppe in 2-Stellung besitzen, wurden hergestellt. Einige von ihnen zeigten eine ausgezeichnete analgetische Aktivitat.
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Masao Shimizu, Fumihiko Uchimaru, Genkichi Ohta
1964 Volume 12 Issue 1 Pages
74-76
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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Gas chromatographic properties of several triterpenoid alcohols from rice-bran oil were demonstrated. These alcohols are pure enough from their gas chromatograms and further natural occurence of cycloartanol was ascertained by gas chromatography.
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Masao Shimizu, Genkichi Ohta, Katsujiro Ueno, Toshio Takegoshi
1964 Volume 12 Issue 1 Pages
77-86
Published: January 25, 1964
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Syntheses of 17β-hydroxyandrostano [3, 2-b] pyridine (XXIVa) and related compounds were described. Condensation of 2-hydroxymethylene-3-oxo androstane derivatives with cyanoacetamide or its analogs afforded 5', 6'-disubstituted androstano [3, 2-b] pyridines which were converted into pyridine-6'(1'H)-thiones (XVII). Desulfurization of XVII gave 5', 6'-unsubstituted androstano [3, 2-b] pyridines (XXIV).
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Genkichi Ohta, Katsujiro Ueno, Masao Shimizu
1964 Volume 12 Issue 1 Pages
87-91
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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From the ultraviolet, infrared, and nuclear magnetic resonance spectra of androstano-pyridines which were previously prepared, the structure of the ring fusion was confirmed to be androstano [3, 2-b] pyridine. Comparison of the ultraviolet absorptions of 6'-substituted and 5', 6'-disubstituted androstano [3, 2-b] pyridines with those of the corresponding dimethylpyridine derivatives was described.
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Katsujiro Ueno
1964 Volume 12 Issue 1 Pages
92-100
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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Pyrolysis of androstane derivatives which contain 17β-hydroxy-17α-methyl grouping was shown to afford three kinds of dehydration products : 17-methyl-⊿
16, 17-methylene, and 17, 17-dimethyl-18-nor-⊿
13-compounds. The last compound was formed by a Wagner-Meerwein type rearrangement.
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Takeo Ueda, Mitsuru Furukawa
1964 Volume 12 Issue 1 Pages
100-103
Published: January 25, 1964
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The thirteen compounds of amidinohydrazone of α-oxocarboxylic acid and 3-amino-6-alkyl-as-triazin-5-ol were synthesized and tested as to their antiviral activity. Only amidinohydrazone of 2-oxovaleric acid was found effective on common cold virus. Also, it was revealed that the possible existence of the tautomers of 3-amino-6-alkyl-as-triazin-5-ol in the ground state should be in form of keto and imino.
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Shigenobu Okuda, Kyosuke Tsuda, Sadao Yamaguchi, Yutaka Kawazoe
1964 Volume 12 Issue 1 Pages
104-112
Published: January 25, 1964
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The nuclear magnetic resonance spectra of twenty two morphine type derivatives were measured and their characteristic signals of the aromatic protons, N-methyl, acetoxylmethyl, the ethylenic protons in ring C, the protons alpha to hydroxyl, acetoxyl and C
4-C
5 ether bridge, and those of C
9α, C
10β, and C
14β were assigned. The observed values of J
5β, 6α or J
5β, 6β and the chemical shifts of C
6-acetoxylmethyl yielded information about the ring C conformation.
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Hiromu Mori, VipichandraS. Gandhi, Erwin Schwenk
1964 Volume 12 Issue 1 Pages
112-118
Published: January 25, 1964
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The Mannich reactions of some 2-naphthol and its tetrahydro compounds were studied. The Mannich reaction of 2-naphthol (I) by morpholine gave 1-(morpholinomethyl) compound (II), which was also obtained by same reaction of 2-hydroxy-1-naphthoic acid (V). On the other hand, the Mannich reaction of 2-tetralol (XVI) gave 3-(morpholinomethyl) derivative (XV). 2-Hydroxy-3-naphthoic acid (VI) and its tetrahydro compound (IX) were introduced into 1-(morpholinomethyl) derivatives, XVII and XIX, respectively. Some transformations of these Mannich compounds were also studied.
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Shigenobu Okuda, Shigeo Iwasaki, Kyosuke Tsuda, Yoshimoto Sano, Toju H ...
1964 Volume 12 Issue 1 Pages
121-124
Published: January 25, 1964
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Akihiro Ohta
1964 Volume 12 Issue 1 Pages
125-126
Published: January 25, 1964
Released on J-STAGE: March 31, 2008
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