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Morio Ikehara, Eiko Ohtsuka
1963 Volume 11 Issue 8 Pages
961-967
Published: August 25, 1963
Released on J-STAGE: March 31, 2008
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P-Diphenyl P'-morpholino pyrophosphorochloridate was prepared from morpholino phosphorochloridate and diphenylphosphate and used for the phosphorylation of isopropylidene-adenosine, -uridine, -N
6-dimethyladenosine and 9-(4'-hydroxybutyl) adenine. AMP, UMP, N
6-dimethyl-AMP and 9-(4'-hydroxybutyl) adenine 4'-monophosphate was obtained in 33∼60% isolated yield. By the reaction of products obtained in the phosphorylation of 2', 3'-di-O-acetyladenosine and 3'-deoxythymidine with this reagent, with pyrophosphate salt, ATP and 3'-deoxythymidine 5'-triphosphate were synthesized in good over-all yield.
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Tsutomu Momose, Yoshiko Yano, Katsuko Ohashi
1963 Volume 11 Issue 8 Pages
968-972
Published: August 25, 1963
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Aqueous sodium tungstate and alum were successfully used in the deproteinization of blood or serum to determine the sugar value with 3, 6-dinitrophthalic acid. They were easily prepared and preserved, and fitted for clinical tests. The deproteinizing agent could also be used in a powdered state.
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Tsutomu Momose, Yosuke Ohkura, Kazuya Kohashi, Reiko Nagata
1963 Volume 11 Issue 8 Pages
973-977
Published: August 25, 1963
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The sum of acetone and acetoacetic acid in blood was successfully determined with trinitrobenzene as the color developing agent. The method is simple to carry out with a large number of samples, and gives reproducible results.
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Masao Nishikawa
1963 Volume 11 Issue 8 Pages
977-985
Published: August 25, 1963
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The infrared spectra of halocyclohexanes and trans-1, 2-dihalocyclohexanes trapped in thiourea channels were investigated by the use of the technique developed in the previous paper. It was revealed that these compounds took preferably the axial conformation of the C-X bond in thiourea channels. The abundance ratio of the two conformational isomers is found to depend upon the size and shape of these molecules and of the space provided by thiourea framework. From these results the bands attributable to the axial isomer were assigned definitely and the assignment made by previous workers was partly revised. The mobility or the orientation of these guest molecules in channels was also discussed and the dynamic equilibrium between the axial and equatorial conformations was proved in the case of halocyclohexanes.
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Hiroshi Kugita, Mikio Takeda
1963 Volume 11 Issue 8 Pages
986-989
Published: August 25, 1963
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9-Hydroxymethyl-2, 5-dimethyl-6, 7-benzomorphan has been synthesized by hydroboration reaction of 9-methylene-2, 5-dimethyl-6, 7-benzomorphan. Configuration of the newly introduced 9-hydroxymethyl group was confirmed as trans with 5-methyl group for the hydroaromatic ring.
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Shigeharu Inouye
1963 Volume 11 Issue 8 Pages
990-999
Published: August 25, 1963
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1. Structural information concerning to the binding states of crystal water, complexing agent and sulfate anion in the dα and hγ crystals are deduced from the spectral changes accompanied with partial dehydration, together with X-ray evidence. The findings include the mobility or statistical disorderness of crystal water in the dα form, and the presences of little bonded water and a monomeric complexing agent in the hγ form. 2. From the intense band near 1100cm
-1 observed in all the dα crystals, it is concluded that Td symmetry of sulfate anion still holds in the dα form. The different magnitude in splitting of the sulfate band among the hγ crystals is interpreted in terms of the removal of vibrational degeneracy of v
3, as a result of interaction of a sulfate anion with a complexing agent. 3. The spectral differences arising from polymorphism are shown in the cases between the dα and dβ forms and between the hγ and hδ forms.
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Kozo Nagano, Hisashi Kinoshita, Zenzo Tamura
1963 Volume 11 Issue 8 Pages
999-1013
Published: August 25, 1963
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Consecutive formation constants of metal complexes of isonicotinoylhydrazine (INH) and related compounds were determined by the pH titration method. The calculation was performed by an electronic computer applying the iterative approximation method from the data of titration curves of various ratio of ligand to metal ion, pKa values of ligands, and hydrolysis constants of metal ions which were also determined by pH titration. The constants thus obtained for 1 : 1 complexes and chelates were plotted against the pKa values, and some interesting relationship suggesting the reaction mechanism of complex formation were found.
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Morizo Ishidate, Zenzo Tamura, Keijiro Samejima
1963 Volume 11 Issue 8 Pages
1014-1021
Published: August 25, 1963
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The biliary excretion of DAB metabolites was first examined by paper chromatography, colorimetry, and by other methods. Presence of a selectivity in rat liver was recognized such as the main excretion of DAB metabolites retaining the azo bond into the bile and seven kinds of DAB metabolites (AB, 4'-OS-DAB, 4'-OS-MAB, 4'-OS-AB, 4'-OG-MAB, 4'-OG-MAB, 4'-OG-AB) were identified. Second, influence of DAB feeding on the amount of these seven kinds of DAB metabolites was examined by the method of newly devised separatory determination using DEAE ion-exchanger and other methods. The most appropriate explanation for the results obtained was the promotion of hydroxylation in the first and middle stages of DAB feeding, although there were yet several problems.
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Kyosuke Tsuda, Shigeo Nozoe, Yutaka Okada
1963 Volume 11 Issue 8 Pages
1022-1027
Published: August 25, 1963
Released on J-STAGE: March 31, 2008
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Bromination of 3-methoxy-9 (11)-dehydroestrone (II) gave equilenin methylether (IV). Hydroxybromination of 3-acetoxy-9 (11)-dehydrostrone (III) with N-bromosuccinimide in the presence of perchloric acid afforded a bromohydrin (VI), whose structure was assigned 3, 9α-dihydroxy-11β-bromoestra-1, 3, 5 (10)-trien-17-one 3-acetate, on the basis of the resistance of hydroxyl group to acetylation and oxidation, and by leading to 9α, 11α-epoxide (VII) and triol (IX).
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Junnosuke Suzuki, Kyosuke Tsuda
1963 Volume 11 Issue 8 Pages
1028-1033
Published: August 25, 1963
Released on J-STAGE: March 31, 2008
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Es wird die Photooxydation von 7-Dehydrocholesterin-acetat beschrieben. Als neues Reaktionsprodukt laβt sich 3β-Acetoxychlolesta-5, 8 (9)-dien-7-on gewinnen. Bei der thermishen Umlagerung von 3β-Acetoxycholest-6-en-5, 8α-epidioxyd ergibt sich neben den bekannten Produkten noch eine neue Verbindung, namlich 5, 6α-Epoxy-cholest-8 (14)-en-3β, 7α-diol-3-acetat, die sich nach ublicher Methode in 3β-Acetoxycholesta-5, 8 (14)-dien-7-on uberfuhren laβt.
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Shigeo Iwasaki, Kyosuke Tsuda
1963 Volume 11 Issue 8 Pages
1034-1036
Published: August 25, 1963
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Es wird die Photooxydation von Ergosterin beschrieben. Dabei laβt sich als Nebenprodukt ein 5, 8-Dien-7-on gewinnen. Zur Verbesserung der Ausbeute von 5, 8-Dien-7-on werden verschiedene Losungsmitteln untersucht.
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Hiroko Hasegawa, Shigeo Nozoe, Kyosuke Tsuda
1963 Volume 11 Issue 8 Pages
1037-1041
Published: August 25, 1963
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The reduction of 3-hydroxy-9α, 11α-epoxyestra-1, 3, 5 (10)-trien-17-one (III) with lithium aluminum hydride gave estra-1, 3, 5 (10)-triene-3, 11α, 17β-triol. The reaction of III with hydrogen chloride in methanol yielded 3-hydroxy-9β-estra-1, 3, 5 (10)-triene-11, 17-dione (IXa). On the other hand, the reaction in chloroform afforded 9ξ-chloro-3, 11α-dihydroxyestra-1, 3, 5 (10)-trien-17-one (VIIIa). With alkali 3-hydroxyestra-1, 3, 5 (10)-triene-11, 17-dione (Va) is converted into 9β-isomer (IXa).
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Issei Iwai, Junya Ide
1963 Volume 11 Issue 8 Pages
1042-1049
Published: August 25, 1963
Released on J-STAGE: March 31, 2008
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This is a new synthetic method for various 4-substituted-3-chromenes : phenyl propargyl ethers underwent intramolecular cyclization to give 4-chromene derivatives by heating with diethylaniline. The reaction mechanism was clarified by the study of substituted phenyl propargyl ethers under the consideration of their electronic effects on the yields of resulting 3-chromene ; in general, the presence of +R group enhanced the cyclization, whereas -R group gave much lower yields of the corresponding chromenes. Therefore, this intramolecular cyclization is concluded to be an electrophilic reaction.
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Issei Iwai, Yasuo Yura
1963 Volume 11 Issue 8 Pages
1049-1054
Published: August 25, 1963
Released on J-STAGE: March 31, 2008
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A new and convenient route for the synthesis of various kinds of aminoacetylenes has been devised with Grignard reaction of aminoethers using acetylenemagnesium bromide. In the various cases examined, the yields range was 26∼76%. Both N, N-di (2-propynyl) amine- an 1, 4-di (2-propynyl) piperazine derivatives could be produced by this reaction, but in latter N, N-di (2-propynyl) methylamine derivative due to low reactivity of N, N-bis (butoxymethyl) methylamine (III) the reaction time was prolonged. Furthermore, by this reaction acetylenic aminoalcohols were obtained from cyclic aminoethers.
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Masaaki Horiguchi, Nobuyuki Higosaki, Tadahiro Iwashige, Issei Iwai
1963 Volume 11 Issue 8 Pages
1055-1058
Published: August 25, 1963
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Gas liquid partition chromatography has been applied to twelve derivatives to separate the anomeric mixtures of 2, 3-anhydro-D-ribofuranoside and 2, 3-anhydro-D-lyxofuranoside under several operating conditions. The relation between retention times, their structures and substituents were observed.
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Takanobu Itai, Shozo Kamiya
1963 Volume 11 Issue 8 Pages
1059-1064
Published: August 25, 1963
Released on J-STAGE: March 31, 2008
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Reaction of 3, 4, 5-trichloropyridazine (IV) with sodium methoxide was examined. 4-Azidopyridazine 1-oxide (XVII) and 5-azidopyridazine 1-oxide (XXI) were synthesized from corresponding hydrazino compounds (XIV, XX) with nitrous acid, and XVII was also derived from 4-chloropyridazine 1-oxide (XIII) with sodium azide.
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Shojiro Uyeo, Takanori Hayazaki, Haruaki Yajima
1963 Volume 11 Issue 8 Pages
1065-1067
Published: August 25, 1963
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Tazettine was oxidized with chromic acid under the controlled conditions to give a neutral compound, oxotazettine, C
18H
19O
6N·1/2H
2O, which was shown to be represented by the formula (II).
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Hideo Sugimoto
1963 Volume 11 Issue 8 Pages
1067-1068
Published: August 25, 1963
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Tyunosin Ukita, Hikoya Hayatsu, Yutaka Tomita
1963 Volume 11 Issue 8 Pages
1068-1073
Published: August 25, 1963
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The condensation reaction of acetobromoglucose with chloromercuri-4-ethoxy-2 (1H)-pyrimidinone (I), which had been reported by Fox, et al. to yield 1-(tetra-O-acetyl-β-D-glucopyranosyl)-4-ethoxy-2 (1H)-pyrimidinone (II), was reinvestigated. It was confirmed that the main product of the reaction is not the N-glucoside (II) but the O-glucoside, 2-[(tetra-O-acetyl-D-glucopyranosyl)oxy]-4-ethoxypyrimidine (III). II was obtained as a minor product of the reaction. The O-glucoside (III) was converted to the N-glucoside (II) by the action of mercuric bromide in boiling xylene in a yield of 30∼40%. This transglycosidation reaction was followed by ultraviolet absorption spectrum and by the yield of II isolated from the reaction mixture. A direct synthesis of II by the condensation of acetobromoglucose with I in the presence of mercuric bromide was described.
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Takanobu Itai, Shozo Kamiya
1963 Volume 11 Issue 8 Pages
1073-1077
Published: August 25, 1963
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4-Azido-3, 6-dimethoxypyridazine (X) was synthesized from 4-chloro-3, 6-dimethoxypyridazine (VII) through the hydrazino compound and X was converted to 4-azido-3, 6-dimethoxypyridazine 1-oxide (XII). Besides, some reactions of 4-chloro-3, 6-dimethoxypyridazine 1-oxide (I) and XII were examined.
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Akihiro Ohta, Yukio Ogihara, Kiyoshi Nei, Shoji Shibata, Nobuo Ikekawa
1963 Volume 11 Issue 8 Pages
1078-1080
Published: August 25, 1963
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The gas chromatography of monomethyl-and dimethyl-1-phenylnaphthalenes were carried out. A correlation between the retention time and the position of methyl substitution in 1-phenylnaphthalene nucleus was found.
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Masuo Akagi, Setsuzo Tejima, Masanobu Haga, Masakatsu Sakata
1963 Volume 11 Issue 8 Pages
1081-1082
Published: August 25, 1963
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Morizo Ishidate, Michiya Kimura, Meiji Kawata
1963 Volume 11 Issue 8 Pages
1083-1084
Published: August 25, 1963
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Eiji Ochiai, Hiroshi Mitarashi
1963 Volume 11 Issue 8 Pages
1084-1085
Published: August 25, 1963
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Toshihiko Okamoto, Tadamasa Onaka
1963 Volume 11 Issue 8 Pages
1086-1088
Published: August 25, 1963
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Toshihiko Okamoto, Masaaki Hirobe, Yasunobu Tamai
1963 Volume 11 Issue 8 Pages
1089-1090
Published: August 25, 1963
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Yoshihisa Mizuno, Morio Ikehara, Kyoichi Watanabe, Shigeo Suzaki
1963 Volume 11 Issue 8 Pages
1091-1094
Published: August 25, 1963
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