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Toshihiro Nishina, Michiya Kimura
1964 Volume 12 Issue 5 Pages
521-527
Published: May 25, 1964
Released on J-STAGE: March 31, 2008
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A new colorimetric determination of cholesterol was studied and the standard procedure was established. The principle was based on that cholesterol in acetone was oxidized to cholest-4-en-3, 6-dione by the Kiliani's reagent, and its p-nitrophenylhydrazone produced a blue purple color in alkaline solution of dimethylformamide. This color had an absorption maximum at 575 mμ and was very stable. It has been found that free cholesterol could be determined specifically even in the presence of esterified cholesterols, which gave no color under the standard procedure. The method has been applied to the analysis of free and total cholesterol in serum. Known amounts of cholesterol added to extract from serum were measured using the calibration curve by the standard procedure and the recoveries were quite satisfactory.
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Setsuzo Tejima, Takao Maki, Masuo Akagi
1964 Volume 12 Issue 5 Pages
528-532
Published: May 25, 1964
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Crystalline product obtained by the reaction of potassium ethylxanthate upon an anomeric mixture of 2, 3, 4-tri-O-acetyl-D-ribopyranosyl bromides or that of 2, 3, 4, 6-tetra-O-acetyl-D-mannopyranosyl bromides in anhydrous acetone was confirmed to be one anomer of 2, 3, 4-tri-O-acetyl-D-ribopyranosyl ethylxanthates or that of 2, 3, 4, 6-tetra-O-acetyl-D-mannopyranosyl ethylxanthates, respectively. Their anomeric configurations at carbon 1 were assumed to be β. Three derivatives of 1-thio-β-D-ribopyranose and four derivatives of 1-thio-β-D-mannopyranose were synthesized in crystalline forms from acetylated glycosyl ethylxanthates mentioned above.
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Hiroyuki Inouye, Toshio Arai
1964 Volume 12 Issue 5 Pages
533-539
Published: May 25, 1964
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Aus der Pyrola renifolia MAXIM. wurde Chimaphilin, ein Glucosid, welches Monotropein zu sein scheint, und ein neues Glucosid isoliert. Das letztere, welches Renifolin genannt wurde, erwies sich als ein β-Glucosid des 2, 7-Dimethyl-5.8-dihydro-1, 4-naphthohydrochinons.
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Hiroshi Fukuchi, Yasuo Arimoto, Akira Kamada, Kanjiro Kobayashi, Masar ...
1964 Volume 12 Issue 5 Pages
540-548
Published: May 25, 1964
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Absorption rates of three kinds of organomercurial compounds from the rabbit's vagina were studied in refference to suppository vehicles. Several types of emulsion base and Carbowax 2000 were employed as vehicles. The compounds were labelled with isotope Hg
203 and the blood concentration was chronologically determined after a single vaginal administration of suppository. Modifications of the composition of emulsion vehicle resulted in some changes of an actual absorption rate for phenylmercuric acetate, because of the replacement reaction of the mercurial in the vehicle. No significant differences were observed of the influences of the type and phase ratio of emulsion vehicle on the absorption rate. When Carbowax 2000 was used as vehicle, phenylmercuric acetate showed a higher blood level than that of ω-ethylmercurithio-n-undecanoic acid or ethylmercuric chloride. It was concluded that the rate of absorption of mercurial compounds contained in suppository vehicle through rabbit's vagina was related to the water solubility and oil-water distribution coefficient of the compounds employed.
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Hiroshi Fukuchi, Tsutomu Takeda, Akira Kamada, Kanjiro Kobayashi, Masa ...
1964 Volume 12 Issue 5 Pages
548-557
Published: May 25, 1964
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The excretion and tissue distribution of ω-ethylmercuri (Hg
203)-thio-n-undecanoic acid (EMU) after vaginal administration were pursued in comparison with phenylmercuric (Hg
203)-acetate (PMA). PMA was excreted into feces and urine twice as much as EMU when a Carbowax 2000 suppository was employed. The excretion of EMU was almost equal irrespective of the use of Carbowax 2000 or Rx 6 (emulsion vehicle containing stearic acid). A decrease in total excretion of PMA by the use of the emulsion vehicle was observed over a Carbowax 2000 vehicle. The decrease would indicate a decrease in absorption due to a change of PMA into more lipophilic stearate. Cumulative excretion of PMA after repeated daily administrations showed a linear relationship, but in the case of EMU, a more increase of excretion was observed, showing a correspondence with the accumulation in tissue. Both PMA and EMU showed a high mercury storage in the liver and kidneys. A comparative study was made of the amounts and rates of mercurials excreted following a single intravenous administration. The excretion of mercurial into the urine following intravenous administration of the mercurials was higher or not less than vaginal application. Acceleration of mercurial excretion was observed when BAL or α-lipoic acid was given simultaneously with insertion of a suppository containing mercurials.
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Akira Takamizawa, Kentaro Hirai, Yoshio Hamashima, Machiko Hata
1964 Volume 12 Issue 5 Pages
558-564
Published: May 25, 1964
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O-(2-Tetrahydropyranyl) thiamine (II) and O-tritylthiamine (III) were prepared from O-(2-tetrahydropyranyl) SB
1 (V) and O-trityl SB
1 (VII), respectively. II and III were converted into S-alkoxycarbonyl or S-acyl derivatives, and removal of the trityl group gave S-acylthiamine. S-Alkoxycarbonyl and S-acylthiamine reacted with phosgene to give O-chlorocarbonyl derivatives, which were converted into O-alkoxycarbonyl-and O-carbamoylthiamine. These compounds were also obtained from S-alkoxycarbonyl-and S-carbamoylthiamine by S→O rearrangement. The combination of these reactions gave various kinds of thiol type thiamine derivatives.
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Masaichiro Masui, Keiko Hotta
1964 Volume 12 Issue 5 Pages
564-569
Published: May 25, 1964
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n-Butyraldoxime complexes of copper (II), nickel (II), cobalt (II), and manganese (II) were prepared by a direct reaction between the metal halides and the oxime. From their chemical and physical properties, a octahedral structure is deduced. Further, the infrared absorption specta suggest for the complexes that the oxime is co-ordinated through its oxygen atom in the simple cyclic structure of the oxime to the metal.
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Yoshio Ota, Nobuo Endo, Midori Hirasawa
1964 Volume 12 Issue 5 Pages
569-578
Published: May 25, 1964
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Antitussive action and general pharmacological properties were comparatively examined in narcotine derivatives, especially the steric isomers, i.e., l-α-and l-β-narcotine, and their N-oxides. l-β-Narcotine showed better antitussive effect than l-α-narcotine by chemical and mechanical stimulation methods using guinea pigs. The N-oxides of both l-α-and l-β-narcotines had better action than thier original salts and the antitussive action of l-β-narcotine N-oxide was more effective than that of dihydrocodeine when tested by the mechanical stimulation method. Both l-α-and l-β-narcotines showed some activity in tests of anti-acetylcholine action on frog rectus abdominis muscle, respiration and blood pressure of rabbits, relaxation and histamine antagonizing action on guinea pig smooth muscle, and acute toxicity of mice. These compounds had no effect of increasing the analgesic action in combination with morphine, inhibition of intestinal propulsion in mice, or constipative action. N-oxides of both l-α- and l-β-narcotines had weak or entirely no effect in these tests, except for a marked antitussive action and relaxation of tracheal muscle in comparatively high dosage.
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Kazukichi Kato
1964 Volume 12 Issue 5 Pages
578-581
Published: May 25, 1964
Released on J-STAGE: March 31, 2008
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A new colorimetric method has been established to determine ethylestrenol (17α-ethyl-17β-hydroxyestr-4-ene), which lacks a functional group available to known color reactions, and was assayed hitherto by the unspecific method with concentrated sulfuric acid. It gives a stable blue color with the reagents, anhydrous aluminum chloride dissolved in nitrobenzene and anisaldehyde in nitrobenzene-benzene (1 : 1). The assay is carried out in a range of 100∼200μg. of the steroid per 1 ml., and successfully applied also to the determination of its preparation.
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Kazukichi Kato
1964 Volume 12 Issue 5 Pages
582-588
Published: May 25, 1964
Released on J-STAGE: March 31, 2008
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A new colorimetric determination of cholesterol has been established, using anhydrous aluminum chloride and anisaldehyde as reagents. The limit and scope of the reaction on steroid was investigated, and it is concluded that a steroid having a double bond not conjugated to a carbonyl group, or having a hydroxyl group easily dehydrated gives a positive result. Availability of the reagents and difference from other known color reactions are also discussed.
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Takeo Naito, Renzo Dohmori, Tatuo Kotake
1964 Volume 12 Issue 5 Pages
588-590
Published: May 25, 1964
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Heating of N-phenylacetyl-2- and 4-pyridinesulfonamide 1-oxides in 10% sodium hydroxide at 90∼95°caused rearrangement reaction to form α-phenyl-2- and 4-pyridineacetic acid 1-oxides respectively. Their respective esterification and catalytic reduction with platinum-catalyst gave the hydrochloride of methyl 2- and 4-piperidineacetate and ethyl 2-piperidineacetate.
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Renzo Dohmori
1964 Volume 12 Issue 5 Pages
591-594
Published: May 25, 1964
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N-Substituted benzenesulfonamide derivatives, which possessed electron attracting group in para-position, treated with 10% NaOH. N-Acetoacetyl-p-methylsulfonylbenzene-sulfonamide underwent the rearrangement reaction to form p-methylsulfonylphenylacetic acid. The other compounds were all hydrolyzed.
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Renzo Dohmori
1964 Volume 12 Issue 5 Pages
595-601
Published: May 25, 1964
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The rearrangement reaction products of N-acetoacetyl, N-phenylacetyl, and N-cyanoacetyl derivatives of 2- and 4-pyridinesulfonamide 1-oxides with 10% sodium hydroxide at a room temperature were studied and their structures were confirmed.
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Renzo Dohmori
1964 Volume 12 Issue 5 Pages
601-606
Published: May 25, 1964
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Reaction rates of N-acetoacetyl, N-cyanoacetyl, and N-phenylacetyl derivatives of o- and p-nitrobenzenesulfonamide and 2- and 4-pyridinesulfonamide 1-oxides with alkali were compared. Rate coefficients, heat constants of activation, and entropies of activation were calculated. Pyridinesulfonamide 1-oxide derivatives reacted faster than nitrobenzene derivatives and reactivities of N-phenylacetyl derivatives were smallest.
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Kaname Takagi, Takeo Ueda
1964 Volume 12 Issue 5 Pages
607-614
Published: May 25, 1964
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Condensation of 1-substituted biguanide with diethyl formylsuccinate gave ethyl 2-(substituted guanidino)-4-hydroxy-5-pyrimidineacetate, which was also prepared through the reaction of 2-cyanamino-4-hydroxy-5-pyrimidineacetic acid with amine hydrochloride. The ethyl esters of 5-pyrimidineacetic acids were converted into corresponding hydrazides with hydrazine hydrate. Condensation of 1-substituted biguanide with diethyl succinate gave 4-(substituted amino)-6-amino-s-triazine-2-propionic acid, its ethyl ester and 2, 2'-ethylene-bis [4-(substituted amino)-6-amino-s-triazine]. The ethyl esters of s-triazine-2-propionic acids gave corresponding hydrazides with hydrazine hydrate. The reaction of ethyl esters of s-triazine-2-propionic acids with guanidine did not afford any objective acid guanidides, but gave guanidinium salt of 4-(substituted amino)-6-amino-s-triazine-2-propionic acid.
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Chiyoko Satoh(Takahashi), Akio Kiyomoto
1964 Volume 12 Issue 5 Pages
615-619
Published: May 25, 1964
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The Sowden's synthetic procedure of D-mannosamine hydrochloride was simplified, and modified in order to prepare N-acetyl-D-mannosamine. By the action of ammonia on 1-nitro-1-deoxy-D-mannitol pentaacetate (I), I was directly transformed in a yield of 70.5% to 1-nitro-2-acetamido-1, 2-dideoxy-D-mannitol (III) without isolating the intermediate, D-arabino-1-nitro-tetraacetoxy-1-hexene (II). 1-Nitro-2-acetamido-1, 2-dideoxy-D-glucitol (IV) was produced as a by-product in a yield of 8.3%. The barium salt of aciform of III was decomposed with sulfuric acid in the cold in order to prevent hydrolysis of the N-acetyl group and facilitate separation of the product from the inorganic salt. The yield of N-acetyl-D-mannosamine was 66.3%. An unfractionated mixture of the two epimeric D-arabino-1-nitro-1-deoxy-hexitols which had been obtained from D-arabinose was acetylated and transformed to III in a yield of 26.5% from D-arabinose. III and IV exhibited a negative and a positive Cotton effect respectively in their optical rotatory dispersion curves.
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Ikuo Suzuki, Toshiaki Nakashima
1964 Volume 12 Issue 5 Pages
619-623
Published: May 25, 1964
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4-Chlorocinnoline 1-oxide (III), 4-chlorocinnoline 2-oxide (IV), 4-methoxycinnoline 1-oxide (IX), 4-methoxycinnoline 2-oxide (X), 4-ethoxycinnoline 2-oxide (VIII), 4-hydroxycinnoline 1-oxide (XI), and 4-hydroxycinnoline 2-oxide (XII) were synthesized. By treating with methyl iodide, 4-hydroxycinnoline 2-oxide gave X, while 4-hydroxycinnoline 1-oxide gave IX, and 1-methoxy-4 (1H)-cinnolinone. In the N-oxidation of 4-chlorocinnoline and 4-methoxycinnoline, the yields of 2-oxides were much more compared with those of 1-oxides.
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Toshiro Murata, Shoko Eto, Setsuko Fuchigami
1964 Volume 12 Issue 5 Pages
624-625
Published: May 25, 1964
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1-Ethynylcyclohexanol was perfused through rabbit liver, and the metabolites of it thus obtained were separated and identified by gas chromatography. A chief metabolite of the 1-ethynylcyclohexanol was ascertained to be 1-ethynylcyclohexane-1, 2-diol, and this finding was well coincident with the result obtained from previous experiment. Furthermore, the production of 1-ethynylcyclohexane-1, 4-diol from 1-ethynylcyclohexanol was also confirmed in this study, and the metabolic pathways of those were discussed.
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Shoji Hara, Hiroko Tanaka, Michiko Takeuchi
1964 Volume 12 Issue 5 Pages
626-630
Published: May 25, 1964
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Preparation of the stationary phase, spotting of samples, and error of coloration were examined in thin-layer densitometry and a new densitometer, which can be scanned in two directions, was manufactured. This apparatus can be used for rapid and simple, semiquantitative continuous analyses as indicated by examples of several steroids and amino acids.
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Hiroshi Hikino, Kanji Meguro, Genjiro Kusano, Tsunematsu Takemoto
1964 Volume 12 Issue 5 Pages
632-634
Published: May 25, 1964
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Kyosuke Tsuda, Chihiro Tamura, Ryuji Tachikawa, Kiyoshi Sakai, Osamu A ...
1964 Volume 12 Issue 5 Pages
634-642
Published: May 25, 1964
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Kyosuke Tsuda, Ryuji Tachikawa, Kiyoshi Sakai, Chihiro Tamura, Osamu A ...
1964 Volume 12 Issue 5 Pages
642-644_1
Published: May 25, 1964
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