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KAZUNOBU HARANO, TANEZO TAGUCHI
1975 Volume 23 Issue 3 Pages
467-472
Published: March 25, 1975
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To provide an additional evidence which confirms the concerted mechanism postulated for the thermal rearrangement reaction of allylic xanthates, the kinetic study on the rearrangement of them was conducted in a variety of solvent. The rearrangement showed a first order process with relatively low sensitivity to the ionizing power of the medium indicating that it proceeds by a mechanism which involves very little change in charge separation between the ground state and the transition state. In addition, this paper includes the correction of the former report referring to the product formation in the thermolysis of cinnamyl S-methyl xanthate.
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MASAHIKO CHIKUMA, AKIRA YOKOYAMA, YORIKO UEDA, HISASHI TANAKA
1975 Volume 23 Issue 3 Pages
473-481
Published: March 25, 1975
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Stability constants and extraction constants of nickel (II) and zinc (II) chelates of N-(p-substituted phenyl)-β-mercaptocinnamamides were determined by solvent extraction method in chloroform system. Stability constants of the nickel (II) chelates were smaller than those of zinc (II) chelates. The extent of the back donation from metal to sulfur is considered to be an important factor of the order of stability in nickel (II) and zinc (II) chelates. The contribution of adduct formation of nickel (II) chelate with pyridine to synergistic effect was indicated by solvent extraction and spectrophotometric method. Hammett substituent constants of the p-substituted groups were found to be correlated with the stability constants, adduct formation constants, frequencies of d-d bands or the chemical shifts of thiol proton, in the ligands, nickel (II) chelates and their adducts.
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KAZUO OTSUKI, TAEKO IRINO
1975 Volume 23 Issue 3 Pages
482-486
Published: March 25, 1975
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N, N-Dibromobenzenesulfonamide (II) was made to react with safrole (I) to give 2-benzenesulfonamido-3-bromo-1-(3', 4'-methylenedioxyphenyl) propane (III), 2-benzenesulfonamido-3-bromo-1-(6'-bromo-3', 4'-methylenedioxyphenyl) propane (IV), 1-benzenesulfonamido-3-bromo-2-(3', 4'-methylenedioxyphenyl) propane (VI), 1-benzenesulfonamido-3-bromo-2-(6'-bromo-3', 4'-methylenedioxyphenyl) propane (VII) and a mixture of bromo-adducts of safrole (XI) as by-product. The productions of VI and VII show that a Wagner-Meerwein rearrangement occurred in the course of the addition of II to the double bond of I.
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HIDEJI ITOKAWA, SHOJI KAMEYAMA, TOSHIKAZU INABA, TOSHIO TAZAKI, SUSUMU ...
1975 Volume 23 Issue 3 Pages
487-493
Published: March 25, 1975
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Homolytic hydroxyalkylation of quinoline derivatives by redox systems is described. The direct introduction of hydroxyalkyl groups into heteroaromatic ring of quinoline derivatives has been achieved by means of hydrogen peroxide. The good yields and the complete selectivity obtained are due to the nucleophilic character at heteroaromatic ring of the hydroxyalkyl radicals. It is useful to apply this reaction to other synthetic reactions.
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TAKAJI KOYAMA, TAKASHI HIROTA, YURIE SHINOHARA, SUMIO FUKUOKA, MASATOS ...
1975 Volume 23 Issue 3 Pages
494-496
Published: March 25, 1975
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1, 3, 10-Triazaphenanthrenes (II, IV) were obtained from 4-amino-5-arylpyrimidines (I, III) on heating with a large excess of formic acid and phosphoryl chloride.
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TAKAJI KOYAMA, TAKASHI HIROTA, YURIE SHINOHARA, MASATOSHI YAMATO, SHIN ...
1975 Volume 23 Issue 3 Pages
497-500
Published: March 25, 1975
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A novel synthesis of 3-chloro-or 3-chloro-4-formylisoquinolines by the Vilsmeier reaction of phenylacetonitriles is described. 3, 5-Dimethoxyphenylacetonitrile (I) afforded 3-chloro-6, 8-dimethoxyisoquinoline (II) in a good yield and a small amount of 3-chloro-6, 8-dimethoxy-4-formyl isoquinoline (III). Other phenylacetonitriles (V) afforded 3-chloro-4-formylisoquinoline derivatives (VI) only. The mechanism of this reaction is proposed.
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REIKO FUJITA
1975 Volume 23 Issue 3 Pages
501-506
Published: March 25, 1975
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The Friedel-Crafts reaction of 1-methyl-2 (1H)-pyridone (I) was examined with three different reagents ; (a) with acid anhydride and sulfuric acid, (b) with acid anhydride and aluminum chloride, and (c) with acid chloride and aluminum chloride. The method (a) afforded the acyl products in a high yield. Products identified as 5-acylated and 3, 5-diacylated compounds were obtained by the methods (a) and (b), and 3- and 5-acylated compounds by the method (c).
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MASAHIKO CHIKUMA, AKIRA YOKOYAMA, YASUKO OOI, HISASHI TANAKA
1975 Volume 23 Issue 3 Pages
507-514
Published: March 25, 1975
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The formations of the adduct complex of the type (ligand)
2 Fe (II) (base) n (n=1 or 2) were observed in the reacton of some thio-β-diketones, and the corresponding β-diketones with iron (II) ion in the presence of pyridine base. Paramagnetic shifts were observed in γ-picoline adducts. The use of thiothenoyltrifluoroacetone, thiodibenzoylmethane and dibenzoylmethane gave satisfactory result in the determination of less than 60μg of iron as an extraction-spectrophotometric reagent, based on their adduct formation reaction with pyridine.
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SHINTARO NISHIO, YUTAKA ITO, HITOSHI KATO, KEIJIRO TAKAGI
1975 Volume 23 Issue 3 Pages
515-520
Published: March 25, 1975
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The effects of several vasoactive agents on the blood vessels from cholesterol-fed rabbits were investigated. Fourteen rabbits fed with cholesterol-containing pellets (2% cholesterol and 6% corn oil) showed an increase in a total blood cholesterol level up to 1142±98mg/dl in three months. Various macroscopic changes in the blood vessels and other tissues of cholesterol-fed rabbits were observed at the end of three-month feeding, e.g., fat deposition in the subcutaneous tissue of ear and iris, atheromatous plaques in the intima of thoracic aortae and fatty livers. In the isolated hearts, there was no significant difference between cholesterol-fed and control animals in coronary vasodilatation caused by glyceryl trinitrate, 5μg/ml, and papaverine, 10μg/ml. The perfused central ear arteries from cholesterol-fed rabbits showed a tendency to be less sensitive to norepinephrine, 10
-9-10
-5, histamine, 10
-9-3×10
-5 and KCl, 3×10
-3-3×10
-1g, than those from control animals. In aortic strips from cholesterol-fed rabbits, norepinephrine, 3×10
-9-3×10
-5, angiotensin, 10
-9-3×10
-5 and BaCl
2, 3×10
-5-10
-2g/ml, caused greater contractions than in the controls. On the contrary, histamine, 10
-8-3×10
-4, and KCl, 7.5×10
-4-2.2×10
-2g/ml, induced smaller contractions in the atherosclerotic aortae than in the controls. The descending aortae were generally more sensitive to the agents than the ascending aortae. Such various changes suggest that the atherosclerotic development in the blood vessels influenced either favorably or unfavorably on the contraction of the smooth muscle depending on the agents, although its detailed mechanisms need further investigations.
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GENICHIRO NONAKA, ITSUO NISHIOKA
1975 Volume 23 Issue 3 Pages
521-526
Published: March 25, 1975
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New minor benzo [c] phenanthridine-type alkaloids, 12-hydroxycorynoline (I), C
21H
21O
6N, mp 245-246.5°, [α] D 0°, and 11-epicorynoline (IX), C
21H
21O
5N, mp 195.5-196.5°, [α] D 0°, along with 6-oxocorynoline (X), were isolated from Corydalis incisa PERS. (Papaveraceae). These structures were established by the spectroscopic studies and chemical correlations with the derivatives of corynoline.
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HATSUHIKO MIZUNO, SHUNICHI YAMADA
1975 Volume 23 Issue 3 Pages
527-537
Published: March 25, 1975
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Studies on circular dichroism of some open chain α-hydroxy-, α-amino-, and α-acyl-amido-α-phenyl ketones known of their absolute configurations demonstrated a good agreement between the rule of β, γ-unsaturated ketones and the experimental results in nonpolar solvents with a support of conformational analyses using their infra red spectra. In the course of the studies, the absolute configuration of (+)-α-ethylphenylglycine (2-amino-2-phenylbutyric acid) ((+)-V) was concluded to have S-configuration.
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KOTARO TAKAHASHI, MASAKO TAKANI
1975 Volume 23 Issue 3 Pages
538-542
Published: March 25, 1975
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A new triterpene acid, schizandronic acid was isolated from the wooden part of Schizandra nigra MAX. and the structure of the acid was elucidated to be cis-3-oxo-cycloart-24-ene-26-oic acid (I) by chemical and spectral evidences.
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TANEKAZU NADAI, MOTOMU KUME, AKIRA TATEMATSU, HITOSHI SEZAKI
1975 Volume 23 Issue 3 Pages
543-551
Published: March 25, 1975
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The influence of chelating agents such as EDTA disodium salt and tetracycline hydrochloride, and surfactants such as sodium lauryl sulfate, sodium desoxycholate, sodium taurocholate, benzethonium chloride, polysorbate 80, HCO-50, and Pluronic F 68, upon the intestinal mucosa was investigated by measuring the apparent exsorption rate constant (K) of sulfaguanidine administered intravenously in the rat. Except Pluronic F 68, all the agents showed increase in K with concomitant histological change. Because of this histological change the permeability of sulfaguanidine from the blood vessel to the intestinal lumen was found to increase. Further, the value of K and its change with time are suggested to be usable as an indicator of the damaging effect of drugs on the intestinal mucosa.
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SHOZO MIYAZAKI, MASAHIRO NAKANO, TAKAICHI ARITA
1975 Volume 23 Issue 3 Pages
552-558
Published: March 25, 1975
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The two crystal forms of tetracycline (TC), chlortetracycline (CTC), and oxytetracycline (OTC) were isolated and characterized by X-ray diffraction, infrared spectroscopy, and thermal analysis. Results of elemental analysis and measurement of water contents indicated that all the crystal forms contained some water molecules. The dissolution behavior of the two forms was determined in water, the simulated gastric fluid, and the simulated intestinal fluid. The crystals prepared from methanol were generally found to exhibit a higher solubility than the crystals from water. In order to determine the effect of crystal forms on the bioavailability of the antibiotics, plasma levels in rabbits and blood levels in rats after intraduodenal administration were compared. The results indicated that crystalline states influence significantly the bioavailability of TC, but not CTC and OTC. The similar results were noted from the data of cumulative amounts of urinary excretion after oral administration of the two forms of TC to human subjects.
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HIROMU MORI, RIKIO OHUCHI
1975 Volume 23 Issue 3 Pages
559-565
Published: March 25, 1975
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The reaction of 16-en-20-oxo and 19-nor-4-en-3-oxo steroids with vinylmagnesium bromide in the presence of cupric acetate afforded 16α-vinyl-20-oxo and 19-nor-5β-vinyl-3-oxo steroids. In order to establish the configuration of vinyl group introduced by the reaction and to study the streochemical relationship between the reaction with vinylmagnesium bromide and that with a saturated Grignard reagent, some transformations of vinyl compounds derived by the reaction were undertaken. The stereochemical course of reactions was found to be identical with that of a saturated Grignard reagent.
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YOSHIRO KOBAYASHI, ITSUMARO KUMADAKI, YASUO SEKINE, YASUO NAITO, TERUO ...
1975 Volume 23 Issue 3 Pages
566-568
Published: March 25, 1975
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In the cycloaddition reaction of isoquinolinium bis (methoxycarbonyl) methylide (VI) and isoquinolinium cyano (methoxycarbonyl) methylide (VIII) with methyl propiolate (II), the primary adducts, trimethyl-3, 10b-dihydropyrrolo [2, 1-α] isoquinoline-1, 3, 3-tricarboxylate (VII) and dimethyl 3-cyano 3, 10b-dihydropyrrolo [2, 1-α] isoquinoline-1, 3-dicarboxylate (IX), were isolated. The stability of the primary adduct was found to be affected by the kind of substituent at 3-position.
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MIKIO YAMAZAKI, YUKIO MAEBAYASHI, HUMIO KATOH, JUNICHI OHISHI, YASUMAS ...
1975 Volume 23 Issue 3 Pages
569-574
Published: March 25, 1975
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The participation of acetate and propionate to the biosynthesis of aureothin, one of the metabolites of Streptomyces thioluteus and S. luteoreticuli containing an aryl-nitro group has been proved by the use of
13C tracer technique and
13C-NMR spectrometry.
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TAMETO OKANISHI, AKIRA AKAHORI, FUMIO YASUDA, YASUYOSHI TAKEUCHI, TORU ...
1975 Volume 23 Issue 3 Pages
575-579
Published: March 25, 1975
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Twelve steroidal sapogenins were isolated from sixteen Liliaceae plants : ruscogenin from Albuca nelsonii ; diosgenin and gentrogenin from Aletris foliata ; diosgenin from Aletris formosana ; gitogenin, smilagenin and tigogenin from Allium grayi ; sarsasapogenin from Asparagus cochinchinensis ; diosgenin and heloniogenin from Clintonia udensis ; ruscogenin from Ophiopogon jaburan ; diosgenin and ruscogenin from Ophiopogon planiscapus ; diosgenin from Paris japonica, Polygonatum officinale, Smilacina hondoensis, Tofieldia japonica and Trillium smallii ; hecogenin from Polygonatum falcatum ; rhodeasapogenin and isorhodeasapogenin from Rohdea japonica ; ruscogenin and neoruscogenin from Tofieldia japonica.
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MITSURU FURUKAWA, TAKATOSHI YOSHIDA, SEIGORO HAYASHI
1975 Volume 23 Issue 3 Pages
580-585
Published: March 25, 1975
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Benzilic acid rearrangements of 1, 2-cyclohexanedione (I) and 9, 10-phenanthrenequinone (II) are described : The base-catalysed condensation of I with arylbiguanides (III) and with N-amidino-O-alkylisoureas (IV) gave 2-arylguanidylidene-4-oxo-1, 3-diazaspiro [4. 4] nonanes (V) and 2-alkoxyamidinylidene-4-oxo-1, 3-diazaspiro [4. 4] nonanes (X) respectively. Analogously, the reaction of II with III and with IV afforded 2-arylguanidylidene-5-fluorenylidene-4-oxoimidazolidines (XI) and 2-alkoxyamidinylidene-5-fluorenylidene-4-oxoimidazolidines (XII) respectively.
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FUKUSABROH HAMADA, TAISUKE SUGIHARA, SHINGO TSUYAMA, HACHIHIKO HIRAYAM ...
1975 Volume 23 Issue 3 Pages
586-591
Published: March 25, 1975
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Newly synthesized 5-
3H-cyclocytidine was injected intravenously in rhesus monkeys having a high level of cytidine deaminase which inactivates aracytidine, an antitumor substance analogous to cyclocytidine, in human plasma and tissues. After rapid distribution as intact molecule in the liver, kidney, spleen, and other organs, 46.5% of the administered radioactivity was excreted via the renal pathway within 160min. Metabolite analysis of 5-
3H-cyclocytidine in plasma, tissues, and urine of the monkeys revealed that extensive or rapid degradation of cyclocytidine did not occur, and confirmed the resistance of cyclocytidine against the deaminase activity and its stability in biological condition in vivo. Phosphorylated derivatives of cyclocytidine were also detected in the monkey liver after injection.
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HIROSHI TOMISAWA, REIKO FUJITA, HIROSHI HONGO, HIDEKI KATO
1975 Volume 23 Issue 3 Pages
592-596
Published: March 25, 1975
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The Friedel-Crafts reactions of 1-methyl-2 (1H)-pyridone (I), 2-methyl-1 (2H)-isoquinolone (II), and 1-methyl-2 (1H)-quinolone (III) with acid anhydride, principally benzoic anhydride, were carried out. In the case of I and II, reaction with acid anhydride gave the products in a good yield, but in the case of III, the reaction with acid anhydride gave products in much less yield than that with acid chloride.
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YOSHIHIRO NISHIKAWA, KIMIHIRO YOSHIMOTO, GOICHI KURONO, KAZUHIKO MICHI ...
1975 Volume 23 Issue 3 Pages
597-603
Published: March 25, 1975
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A series of 1-O-acyl-β-D-glucopyranose tetraacetates were prepared by reaction of α-acetobromoglucose with the silver salts of the eleven, normal, saturated fatty acids, i.e., propanoic, butanoic, pentanoic, hexanoic, octanoic, nonanoic, decanoic, dodecanoic, tetradecanoic, hexadecanoic, and octadecanoic acids. Exclusive production of β-anomers was confirmed by measurement of their specific rotations and also by observing their IR and NMR spectra. The characteristic mass spectral features were discussed for these analogs. Gas liquid chromatography was found to be recommendable for the qualitative and quantitative analyses of this type of compounds.
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MASAOKI IMAZAWA, TOHRU UEDA, TYUNOSIN UKITA
1975 Volume 23 Issue 3 Pages
604-610
Published: March 25, 1975
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New thiosugar nucleosides, 2'-deoxy-2'-mercaptouridine (III), its disulfide (IV), 2'-deoxy-2'-mercapto-3', 5'-di-O-acetyluridine (V), and 2'-deoxy-2'-methyl-thiouridine (VI) have been synthesized. The present synthetic method involves the use of 2'-deoxy-2'-acetylthio-3', 5'-di-O-acetyluridine (II) as the intermediate which was obtained by the reaction of 2, 2'-cyclo-3', 5'-di-O-acetyluridine (I) with thioacetic acid. The proton magnetic resonance (PMR) data of these compounds suggested that the introduction of sulfuratom at 2'-position resulted in the furanose ring puckering that is extremely biased to C
2' endo-mode. 2'-Deoxy-2', 6-epithio-5, 6-dihydro-arabinofuranosyluracil (VIIIb), the 2'-epimer of III in an 2', 6-epithio form, was also synthesized.
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MASAYUKI ONDA, YAEKO KONDA, REIKO YABUKI
1975 Volume 23 Issue 3 Pages
611-615
Published: March 25, 1975
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The compound (4), which was obtained from 3β-acetoxycholest-5-ene with nitrous acid and was assigned 6-acetoximino-3β-acetoxycholestan-5α-ol nitrite (2), is revised as 3β, 5α-diacetoxy-6-nitriminocholestane on the basis of its chemical behaviors and eventually by identification with the compound prepared from 3β-acetoxy-6-hydroximinocholestan-5α-ol (14) via two steps.
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SHUNICHI TSUKIYAMA, AKIRA TAKAMURA
1975 Volume 23 Issue 3 Pages
616-622
Published: March 25, 1975
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In this paper, it is purpose to study the effect of the size of tank and impeller to the liquid-liquid dispersion on mechanical agitation. Tank diameters used in this experiment are 150, 200 and 250 mm respectively. Then, every particle size is measured by a microscopic photograph method, and each mean surface-volume diameter is calculated and still more energy efficiency of agitation is required. So, the following results are obtained. (1) The values of agitation torque are almost same, though each size of tank diameter is different. (2) Relationship of specific interfacial area to agitation power is shown as next experimental equation. log S
A=0.399 log P+3.376 log S
B=0.386 log P+3.318 log S
C=0.385 log P+3.262 S : specific interfacial area (cm
2/g), P : agitation power (watt) A : 150mm of tank diameter, B : 200mm of tank diameter C : 250mm of tank diameter (3) The specific interfacial area becomes smaller as the size of tank diameter is increasing. When tank diameter is 200mm, the value of S
B/S
A is 0.876 at 1 watt and 0.825 at 100 watt. In the same way, when tank diameter is 250mm, the value of S
C/S
A is 0.770 at 1 watt and 0.720 at 100 watt.
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KOTARO TAKAHASHI, YOKO TANAKA
1975 Volume 23 Issue 3 Pages
623-628
Published: March 25, 1975
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Two new oxidation products of dihydrousnic acid, III and IV were assumed to be 3-acetyl-5-methylcyclopentane-1, 2, 4-trione and α-acetyl-γ-methylteronic acid by the chemical and spectral evidences, respectively. The mechanism of the formation III and IV from dihydrousnic acid was discussed.
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JAECHUL DO, EITARO KITATSUJI, EIICHI YOSHII
1975 Volume 23 Issue 3 Pages
629-635
Published: March 25, 1975
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Ether soluble components of musk have been investigated by chromatographic and spectroscopic methods. As indicated in the list of identified constituents (Table II), they were proved to be predominantly steroidal : eleven androstane derivatives, cholesterol and its esters, and cholest-4-en-3-one, in addition to wax and muscone. Characteristic feature of cholesterol esters and wax was that they are the esters derived from very long chain fatty acids of C
14 through C
40 in which branched ones were predominant except C
16 and C
18. Wax alcohols were found to have almost exclusively branched chain (C
20 to C
34).
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YOSHIRO KOBAYASHI, ITSUMARO KUMADAKI, YUJI HANAZAWA, MASATAKA MIMURA
1975 Volume 23 Issue 3 Pages
636-639
Published: March 25, 1975
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Reaction of benzotrifluoride derivatives with sodium amide was examined. o-Nitro-and p-amino-benzotrifluoride gave the corresponding benzonitriles. m-Nitrobenzotrifluoride gave 3, 3'-bis (trifluoromethyl) azoxybenzene and 3, 8-bis (trifluoromethyl) benzo [c]-cinnoline 5-oxide. p-Nitrobenzotrifluoride gave p-nitrobenzonitrile, 2, 2'-dinitro-5, 5'-bis (trifluoromethyl) biphenyl and 4, 4'-dicyanoazoxybenzene. Reaction mechanism for each product is proposed.
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HIROMI TERAUCHI, SHOJI TAKEMURA, YOSHIO UENO
1975 Volume 23 Issue 3 Pages
640-645
Published: March 25, 1975
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N, N-Dibromobenzylsulfonamide (I) was made to react with cyclohexene and styrene expecting to give products which have more easily removable sulfonamide moieties. Addition reactions were found to occur giving II and III, respectively. The adducts were individually converted to aziridines, IV and VIII. The aziridines were then converted to β-substituted sulfonamides, V, VI, VII, IX, and X. Reductions of these products using SMAH (see text) were further examined to remove their sulfonamide groups.
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TAEKO IRINO, KAZUO OTSUKI
1975 Volume 23 Issue 3 Pages
646-650
Published: March 25, 1975
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The reaction of safrole (I) with bromine (II) was examined giving different results from the literature, i.e., 2, 3-dibromo-1-(3', 4'-methylenedioxyphenyl) propane (III), 1, 3-dibromo-2-(3', 4'-methylenedioxyphenyl) propane (V) and their bromo-substituted derivatives (IV and VI) were obtained. The formation of rearranged adducts (V and VI) suggests that Wagner-Meerwein rearrangement occured during this addition. The relationship between the reaction conditions and the ratio of the products was investigated.
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YUICHI TANIMURA, YUKIYA SAITOH, FUJIO NAKAGAWA, TOKUJI SUZUKI
1975 Volume 23 Issue 3 Pages
651-658
Published: March 25, 1975
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A gas-liquid chromatographic (GLC) method is described for the determination of phenylbutazone and its metabolites, oxyphenbutazone and γ-hydroxyphenylbutazone, in human or rabbit plasma following administration of phenylbutazone. A modified Herrmann's extraction method has been used and coupled with the GLC procedure without derivative formation ation for phenylbutazone and using trimethylsilylation for the metabolites. This method is accurate and sufficiently sensitive for use in routine clinical assay and the estimation of pharmacokinetic parameters of phenylbutazone and its metabolites. The utility of the procedure was corroborated by its application to the determination of phenylbutazone and its metabolites in the plasma samples obtained from rabbits and patients chronically treated with phenylbutazone.
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TAKAHIRO YABUUCHI, MASAKATU HISAKI, RYUICHI KIMURA
1975 Volume 23 Issue 3 Pages
659-663
Published: March 25, 1975
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In order to examine their antimicrobial activity, new N-derivatives of chlorine-substituted 4-thiocyanatoanilines (A) and 2-amino-6-chlorobenzothiazole (B) were prepared by the reaction of compound A or B with haloacetyl halides, alkyl chloroformates, phenoxyacetyl chlorides, phenyl isocyanates, or arylaldehydes.
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TAKAHIRO YABUUCHI, MASAKATU HISAKI, MASAHIRO MATUDA, RYUICHI KIMURA
1975 Volume 23 Issue 3 Pages
663-668
Published: March 25, 1975
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In order to examine the antimicrobial activity, alkylenebis (thiourea) derivatives and their related compounds were synthesized. 3, 3'-Substituted 1, 1'-alkylene-bis-(thiourea) derivatives were prepared from alkylenebis (isothiocyanates) and amines. Also 3, 3'-alkylene-bis [2-thio-2, 4 (1H, 3H)-quinazolinediones] were prepared by the reaction of alkylenebis (isothiocyanates) and anthranilic acid, or alkylene diamines and ethyl o-isothiocyanatobenzoate respectively.
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TAKAHIRO YABUUCHI, MASAKATU HISAKI, RYUICHI KIMURA
1975 Volume 23 Issue 3 Pages
668-673
Published: March 25, 1975
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Several kinds of alkylenebis (thiosemicarbazide) and alkylenebis (bithiourea) derivatives were synthesized in order to examine their antimicrobial activity. 1, 1'-Dibenzylidene-4, 4'-alkylene-bis (thiosemicarbazides) were prepared from 4, 4'-alkylene-bis (thiosemicarbazides) and arylaldehydes, and 1, 1'-diaroyl-4, 4'-hexamethylene-bis (thiosemicarbazides) were prepared by the reaction of 4', 4'-hexamethylene-bis (thiosemicarbazide) with aroyl chlorides. 1, 1'-Dialkyl- or diaryl-6, 6'-alkylene-bis (bithioureas) were synthesized from 4, 4'-alkylene-bis (thiosemicarbazides) and alkyl or aryl isothiocyanates. N, N'-Hexamethylene-bis [2-amino-5-(2-methoxyphenyl) thiadiazole] was prepared by the ring closure of 1, 1'-bis (2-methoxybenzylidene) -4, 4'-hexamethylene-bis (thiosemicarbazide).
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AKINOBU OTSUKA, KAZUMI SHAMOTO, KAZUMI DANJO, HISAKAZU SUNADA, YUSAKU ...
1975 Volume 23 Issue 3 Pages
673-676
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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The sorption of water vapor and the caking behavior of δ-D-gluconolactone (DGL) have been studied. Severe caking of DGL was observed only when both the humidifying and the subsequent drying procedure were taken on it. The crushing strength of the cake increased with an increase in the amount of water evaporated in the drying process. These results may prove the conception that caking is mainly caused by solid bridges formed by the crystallization of dissolved DGL. The caking of DGL was influenced by the compaction state of powder beds. The crushing strength showed a trend to increase with decreasing porosity. It may be due to the increase in the number of total contact points between powder particles.
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MASAYUKI ONDA, KEIJI TAKEUCHI
1975 Volume 23 Issue 3 Pages
677-680
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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Photolyses of the oxime acetates (1) and (7) are examined, indicating that photomethanolyses of the C=N and NO-Ac groups to the CO and NOH groups, respectively, occur comparably as primary reaction.
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KATSUTOSHI KAMEI, MIHOKO MATSUDA, ATSUSHI MOMOSE
1975 Volume 23 Issue 3 Pages
683-685
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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A new metabolite of caffeine in the urine of the horse, rabbit, rat, and mouse was isolated and identified as α-[7-(1, 3-dimethylxanthinyl)] methyl methyl sulfoxide (II). Other two new metabolites were isolated from the urine of the mouse administered caffeine andidentified as α-[7-(1, 3-dimethylxanthinyl)] methyl methyl sulfide (I) and α-[7-(1, 3-dimethylxanthinyl)] methyl methyl sulfone (III), respectively. The structural elucidation of these metabolites is described.
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MAMORU SUGIURA, KAZUYUKI HIRANO, SHIRO IINO, HIROSHI SUZUKI, TOSHITSUG ...
1975 Volume 23 Issue 3 Pages
686-687
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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Alkaline phosphatase from human liver was extracted by a modified Morton's butanol method and was purified by ammonium sulfate precipitation followed by diethylaminoethyl-cellulose, carboxymethyl-cellulose and Sephadex G-200 column chromatography. Liver alkaline phosphatase thus purified to about 8900-fold with recovery of 10% was demonstrated to be homogeneous by polyacrylamide gel disc electrophoresis.
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TOSHIHIKO OKAMOTO, KOICHI SHUDO, SHUNJI NAGATA
1975 Volume 23 Issue 3 Pages
687-689
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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TOHRU KIKUCHI, YUJI MORI, TOSHIO YOKOI, SHOZO NAKAZAWA, HIROYUKI KUROD ...
1975 Volume 23 Issue 3 Pages
690-692
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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The ether extract of Sargassum tortile, a marine alga, was examined and a new isoprenoid chromenol was isolated. The structure of this compound was determined to be Ia on the basis of the chemical and spectroscopic evidence.
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TERUHISA HIRAYAMA, FUKUJIRO FUJIKAWA, ITIRO YOSIOKA, ISAO KITAGAWA
1975 Volume 23 Issue 3 Pages
693-695
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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In addition to three phenolic substances (physodic acid (I), atranorin (II), and oxyphysodic acid (III)), zeorin (V), and ergosterol peroxide (VI), a new optically active depsidone named vittatolic acid (IV) has been isolated from the lichen Hypogymnia vittata (ACH.) GAS. The structure IV has been assigned to vittatolic acid on the basis of chemical and physicochemical evidence. Vittatolic acid is characteristic by the possession of a secondary alcoholic function in the aliphatic side chain.
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NOBUO IKEKAWA, MASUO MORISAKI, NAOYUKI KOIZUMI, YOSHINORI KATO, TORU T ...
1975 Volume 23 Issue 3 Pages
695-697
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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24ξ, 25-Dihydroxycholesterol was converted, through 1, 4, 6-trien-3-one and its 1α, 2α-epoxide, into 1α, 24ξ, 25-trihydroxycholesterol. After resolution of C-24 epimers and determining their configurations, both isomers were led to [24R]- and [24S]-1α, 24, 25-trihydroxyvitamin D
3 by bromination, dehydrobromination and ultraviolet-irradiation.
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TOSHIO NAMBARA, YOSHIHIKO KAWARADA
1975 Volume 23 Issue 3 Pages
698-700
Published: March 25, 1975
Released on J-STAGE: March 31, 2008
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The conjugated biliary metabolites formed from estriol have been investigated in the rat. The principal conjugates (I-XI) were separated from bile collected following administration of estriol. The structures of these metabolites were deduced from the physicochemical data and definitely characterized by direct comparison with the synthetic specimens. The significance of biotransformation hereby observed has been discussed.
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