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Volume 13, Issue 4
Displaying 1-20 of 20 articles from this issue
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Yukiko Tanaka, Yoshimasa Tanaka1965 Volume 13 Issue 4 Pages 399-405
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe infrared spectra of 44 kinds of benzenesulfonamide derivatives and a few naphthalenesulfonamide derivatives were measured and compared with the benzenesulfonic acid derivatives. The sulfonamide derivatives showed two characteristic bands near 900 cm-1 and 1090 cm-1 regions, but the latter didn't show the bands near 900 cm-1 region. The infrared spectra of deuterated benzenesulfonamide derivatives were examined. In the compound in which nitrogen atom is directly attached to hydrogen, the band near 900 cm-1 region shifted about 38∼100 cm-1. However, in case of the compounds where nitrogen atom is not attached to hydrogen, the band near 900 cm-1 region did not shift on deuteration work. These facts suggest that the band near 900 cm-1 region can be ascribed to S-N vibration.View full abstractDownload PDF (613K) -
Keiji Sekiguchi, Keiji Ito1965 Volume 13 Issue 4 Pages 405-413
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to establish the therapeutical significance of the molecular compound composed of organic medicinals, dissolution behaviors of both the one-to-one molecular compound of sulfanilamide and sulfathiazole and the corresponding mechanical mixture were investigated at 15, 25, and 35°. Soon after the dissolution of the molecular compound, both components showed a fixed and the same concentrations for several time which is attributable to the metastable solubility of the molecular compound itself. By further stirring of the solution and the solid residue, the compound was gradually decomposed by water, and the stable equilibrium of the system was finally attained, at which the total concentration of sulfanilamide was larger than that of sulfathiazole. Stability constants of the compound at these temperatures were determined. As was expected, the constants at the stable equilibria agreed well with the ones at the metastable equilibra. In the case of the mechanical mixture, the dissolution curves were completely different from those of the former, and neither of the components showed a constant concentration during the course of experiment. The difficulty of attainment to the solution equilibrium would be mainly attributed to the fact that sulfathiazole particles in the residue were coated with the molecular compound deposited from the solution. Thus, it may be concluded that the absorption pattern of the molecular compound will be different from that of the mechanical mixture, since dissolution into the intestinal fluid prior to absorption will take place in an analogous manner to that observed in the above.View full abstractDownload PDF (1075K) -
Toshihiro Nishina, Ikuko Hariya, Michiya Kimura1965 Volume 13 Issue 4 Pages 414-419
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSA new micro method for the colorimetric determination of dehydroepiandrosterone (DHEA) was studied and the standard procedure for the amounts of 0∼50μg. of the steroid was established. The principle of this method is based on the observation that DHEA in acetone is oxidized to androst-4-en-3, 6, 17-trione by the Kiliani's reagent and its p-nitrophenylhydrazone produced a stable color in an alkaline solution of dimethyl-formamide showing an absorption maximum at 590 mμ. By means of the combination of the solvolysis with sulfuric acid in ethyl acetate, the urinary DHEA may quite specifically be determined in the presence of other steroids.View full abstractDownload PDF (757K) -
Zen-ichi Horii, Toshio Watanabe, Takushi Kurihara, Yasumitsu Tamura1965 Volume 13 Issue 4 Pages 420-426
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe syntheses and stereochemistries of ethyl 4-methyl-2, 3, 4, 4α, 5, 6-hexahydrobenzo-[f]quinoline-2-carboxylate (XII) and its dihydro derivative (XIII) were described. The Mannich reaction of ethl β-oxo-3, 4-dihydro-1-naphthalenepropionate (VII), which was prepared by condensation of 1-acetyl-3, 4-dihydronaphthalene (V) with diethyl carbonate, gave ethyl 1-oxo-4-methyl-trans(4α : 10b)-1, 2, 3, 4, 4α, 5, 6, 10b-octahydrobenzo[f]quinoline-2-carboxylate (VIII) and compound (VII). Sodium borohydride reduction, followed by dehydration, converted VIII into XII, which was hydrogenated over platinum oxide to XIII. Compounds (XII, XIII, and VII) showed considerably potent oxytocic activity.View full abstractDownload PDF (925K) -
Shojiro Uyeo, Hiroshi Irie, Akira Yoshitake, Akira Ito1965 Volume 13 Issue 4 Pages 427-439
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSTetrahydrooxocrinine methine (XLIII) has been synthesized by a sequence of reactions including ring enlargement of a tetralone (XXXVI) to a seven-membered nitrogenous ring compound (XXXVIII) by the use of Schmidt reaction.View full abstractDownload PDF (1610K) -
Toshio Kawasaki, Itsuo Nishioka, Tatsuo Yamauchi, Kazumoto Miyahara, M ...1965 Volume 13 Issue 4 Pages 435-440
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSSaponin (II) (a mixture of polar oligosides), the major component of the leaf saponins of Digitalis purpurea L., was found to be enzymatically cleaved to yield solely the minor component, saponin (I) (a mixture of two tetraglycosides, desgalactotigonin and F-gitonin). Saponin (I), subsequently the component two tetraglycosides, were conveniently prepared from the crude leaf saponins precipitated by cholesterol and more efficiently from the butanol extract of the leaves by the specific partial hydrolysis of saponin (II) with some commercial enzyme preparations.View full abstractDownload PDF (811K) -
Keishi Kotera1965 Volume 13 Issue 4 Pages 440-443
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSProton magnetic resonance spectra of nine Vitamin B1 analogues were measured. The spectral differences between thiazole and disulfide type thiamine were observed on the proton chemical shifts and the temperature dependence of the methylene signals attached to pyrimidine.View full abstractDownload PDF (465K) -
Genshun Sunagawa, Hideo Nakao1965 Volume 13 Issue 4 Pages 443-450
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReaction of 2-bromo-7-methoxytropone (III) with active methylene compounds was carried out. III reacted with malononitrile to afford heptafulvene derivative, whereas III reacted with cyanoacetamid, diethyl malonate and ethyl p-nitrophenylacetate to yield rearrangement products, coumarin derivatives. III didn't react with ethyl carbamoylacetate, 2-cyanoacetophenone and cyanoacetone, which easily reacted with 2-chlorotropone.View full abstractDownload PDF (889K) -
Genshun Sungawa, Hideo Nakao1965 Volume 13 Issue 4 Pages 450-457
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReactions of 2-methoxytropone and 2-halotropone with hydrazides were carried out. Hydrazide reacted with 2-methoxytropone to yield 2-(2-acylhydrazino) tropones. With hydrazides having an active methylene group, 2-halotropones gave 1-aminocyclohepta-[b]pyrrol-2(1H)-one derivatives and with other hydrazides, 2-(2-acylhydrazino)tropones were obtained.View full abstractDownload PDF (913K) -
Nobuo Soma, Jun-ichi Nakazawa, Taiichiro Watanabe, Yoshio Sato, Genshu ...1965 Volume 13 Issue 4 Pages 457-464
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSReactions between 2-aminotropone derivatives and dialkyl sulfates were examined. Methylation sodium salt of 2-aminotropone with dimethyl sulfate resulted in N-methylation yielding 2-methylaminotropone (III). On the other hand, the direct methylation of 2-aminotropone (I) with dimethyl sulfate resulted in O-methylation yielding 2-methoxytroponeimine (V). Troponeimines listed in Table I were prepared by the direct alkylation of 2-aminotropone derivatives with dialkyl sulfates. In these preparations, sulfonates listed in Table II were also obtained.View full abstractDownload PDF (910K) -
Hideo Nakao, Genshun Sunagawa1965 Volume 13 Issue 4 Pages 465-472
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn order to obtain 2-substituted cycloheptimidazole, the reaction of 2-methoxytropone (I) with substituted guanidine and amidine was carried out. Reaction of I with monoalkylguanidine afforded a small amount of 2-alkylaminocycloheptimidazole besides 1-alkyl-2-imino-1, 2-dihydrocycloheptimidazole. Reaction of 2-bromo-7-methoxytropone with monoalkylguanidine afforded 2-alkylamino-4-bromocycloheptimidazole and rearranged product, 2-amino-3-alkyl-4(3H)-quinazolinone. However, reaction of dialkylguanidine with I and 2-bromo-7-methoxytropone afforded only one product, 2-dimethylamino-and 2-dimethylamino-4-bromocycloheptimidazole, respectively. Reaction of aromatic amidine with I or 2-chlorotropone afforded 2-phenyl-and 2-pyridylcycloheptimidazole derivatives. Among cycloheptimidazole derivatives, 2-dimethylaminocycloheptimidazole has been found to undergo easily electrophilic substitution reaction, bromination and nitration.View full abstractDownload PDF (887K) -
Hideo Nakao, Nobuo Soma, Yasunobu Sato, Genshun Sunagawa1965 Volume 13 Issue 4 Pages 473-482
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSIn an effort to obtain active analgesic and anti-inflammatory agents, alkylation of cycloheptimidazolone and cyclohepta[b]pyrrolone was carried out. Benzylation of 4-and 6-hydroxycycloheptimidazol-2(1H)-one afforded 1-benzyl and 1, 3-dibenzyl derivatives. Benzylation of cyclohepta[b]pyrrol-2(1H)-one afforded 1-and 3-benzyl derivatives. Benzylation of cyclohepta[b]pyrrole-2, 8(1H, 3H)-dione which is considered to be present in many tautomers afforded 3-benzyl, 3, 3-and 1, 3-dibenzyl, 1, 3, 3-tribenzyl and 1, 3-dibenzyl-8-benzyloxy derivatives. By the alkylation of cycloheptimidazol-2(1H)-one and 3-substituted cyclohepta[b]pyrrol-8(1H)-one, a number of 1-alkyl derivatives were prepared. Among these products, 1-benzylcycloheptimidazol-2(1H)-one has been found to be the most active analgesic and anti-inflammatory agent.View full abstractDownload PDF (1026K) -
Shigenobu Okuda, Isamu Murakoshi, Hiromitsu Kamata, Yoshihiko Kashida, ...1965 Volume 13 Issue 4 Pages 482-487
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESS(+)-Matrine (I), (+)-oxymatry (II), (+)-sophoranol (III), (-)-anagyrine (IV), (-)-methylcytisine (V), (-)-baptifoline (VI), and (-)-sophocarpine (VII) were isolated from the dry root of Japanese Sophora flavescens.View full abstractDownload PDF (716K) -
Shigenobu Okuda, Hidesato Kataoka, Kyosuke Tsuda1965 Volume 13 Issue 4 Pages 487-491
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSHofmann degradation of (-)-lupinine was reinvestigated to obtain (-)-4-methyl-nonane of the highest possible optical purity and Cookson's assignments of the absolute configurations of (-)-lupinine and (+)-epilupinine were reconfirmed.View full abstractDownload PDF (633K) -
Shigenobu Okuda, Hidesato Kataoka, Kyosuke Tsuda1965 Volume 13 Issue 4 Pages 491-500
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe chemical interrelations between (+)-epilupinine (IX) and (-)-anagyrine (I), and then between I and (-)-cytisine (XII) were carried out. Consequently the absolute configurations of (-)-anagyrine (I), (-)-cytisine (XII) and related alkaloids were clarified.View full abstractDownload PDF (1104K) -
Fumio Yoneda, Takuyuki Miyamae, Yoshihiro Nitta1965 Volume 13 Issue 4 Pages 500-503
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDurch Einwirkung von sekundaren Aminen auf 2-Chlormethylchinolin wurden 2-Aminomethylchinolin-derivate erhalten. Die letzteren wurden in Gegenwart von Raney-Nickel unter Druck katalytisch reduziert. Die so erhaltenen 2-Aminomethyl-1, 2, 3, 4-tetrahydrochinoline lieferten durch Einwirkung von Benzylchlorid bzw. p-Chlor-benzylchlorid 1-Benzyl-2-aminomethyl-1, 2, 3, 4-tetrahydrochinoline.View full abstractDownload PDF (508K) -
Tetsuo Miyadera1965 Volume 13 Issue 4 Pages 503-510
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSAll four monomethylquinolizinium bromides were submitted to Grignard reactions using phenylmagnesium bromide in order to examine the substituent-effects on the ring opening reactions. The reaction of 1-and 3-methyl derivatives (IV, IX) gave exclusively disubstituted pyridines (V and X, XI) respectively and the 2-methyl derivative (XIV), 2-mono-(XV, XVII) and 2, 4-disubstituted pyridines (XVI, XVIII) in almost equal ratio. These results were comparable to the substituent-effects of methylnaphthalenes. In the case of 4-methyl derivative (XXI) 2, 6-disubstituted pyridine (XXII) was exclusively obtained probably owing to the steric hindrance at C4-position of XXI.View full abstractDownload PDF (968K) -
Hideko Ogawa, Shinsaku Natori1965 Volume 13 Issue 4 Pages 511-516
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSThe structure (IIa) of maesaquinone, a benzoquinone from Maesa japonica MORITZI, proposed by Hiramoto, 5, 6) was further confirmed by spectral evidences, gas chromatography of the oxidation products, and an improved synthesis of the dihydro derivative (IIb). Isolation of monoacetate (VIIa) of IIa from the fruits suggested that VIIa is the chief component of the fruits.View full abstractDownload PDF (735K) -
Hiroshi Hikino, Yasuyoshi Takeshita, Yasuko Hikino, Tsunematsu Takemot ...1965 Volume 13 Issue 4 Pages 520-522
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (451K) -
Masazumi Kawanishi, Shigehiko Sugasawa1965 Volume 13 Issue 4 Pages 522-524
Published: April 25, 1965
Released on J-STAGE: March 31, 2008
JOURNAL FREE ACCESSDownload PDF (381K)
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