YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
75 巻, 2 号
選択された号の論文の37件中1~37を表示しています
  • フラン化合物 その1
    卯尾田 秀隆, 高井 明, 横井 敏子
    1955 年 75 巻 2 号 p. 117-120
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Furfural, furylacrolein, and their 5-nitro derivatives were applied respectively to ethyl N1-carbaminylhydrazinoacetate and N1-thiocarbaminylacetate, and the straight-chain azomethine compounds thereby formed were cyclized by heating with dilute mineral acids to prepare cyclic azomethine compounds possessing a furan ring. These compounds were also obtained by the application of the foregoing aldehydes to mineral acid solution of 1-aminohydantoin and 1-amino-2-thiohydantoin. Antibacterial tests revealed that the compounds possessing a nitro group had excellent actions, either in the straight-chain or cyclic forms.
  • Pyridin-N-oxyd, Chinolin-N-oxyd及びDimethylanilin-N-oxydとPCl3との反応
    濱名 政和
    1955 年 75 巻 2 号 p. 121-123
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Addition of phosphorus trichloride to the chloroform or ethyl acetate solution of pyridine or quinoline 1-oxide results in immediate exothermic reaction and desoxidation occurs. Use of ether as the solvent results in the recovery of over 20% of the starting material which is insoluble in this solvent. The yield of the desoxidation product is also poor when dimethylformamide is used as the solvent, probably because of the occurrence of some side reactions. This desoxidation reaction is one-sided and the 2-chloro, 4-chloro, or 2-hydroxy compound is not obtained. This reaction, however, is not specific to aromatic heterocyclic amine oxides and can be applied to aliphatic tertiary amine oxides, dimethylaniline N-oxide being desoxidated by phosphorus trichloride to dimethylaniline.
  • 4-Nitropyridin-N-oxydとPCl3との反応
    濱名 政和
    1955 年 75 巻 2 号 p. 123-126
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    The reaction of 4-nitropyridine 1-oxide and phosphorus trichloride proceeds in the following order: O2N- N→O+PCl3(A)→O2N- N+POCl3(B)→Cl- N+O= N- N
    What effect the kind of solvent used and reaction temperature had on the side-reaction (B) was examined and following results were obtained:
    1) Ethyl acetate and chloroform are suitable as the reaction solvent and carbon disulfide and dioxane are unsuitable.
    2) In general, reaction carried out in the cold resulted in the recovery of the starting material, indicating the necessity of warming at a definite temperature for the completion of the reaction.
    3) Heating at a higher temperature or lengthening of the reaction period tends to cause greater occurrence of the (B) reaction. The formation of N-(4′-pyridyl)-4-pyridone is marked in carbon tetrachloride.
    Application of aniline hydrochloride or 10% hydrochloric acid to N-(4′-pyridyl)-4-pyridone results in the formation of two moles of pyridine derivatives but the application of 10% sodium hydroxide causes partial cleavage of the pyridine ring. There is no reaction with 28% ammonia water or water.
  • 4-Nitrochinolin-N-oxydとPCl3との反応
    濱名 政和
    1955 年 75 巻 2 号 p. 127-130
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) The reactivity of the 1-oxide group in 4-nitroquinoline 1-oxide against phosphorus trichloride is smaller than that of quinoline 1-oxide.
    2) In this case, the reactivity of the 4-nitro group is larger and the reaction proceeds in the A and B directions (cf. (IV-2)).
    The reaction (A) hardly occurs in the ethyl acetate solvent and only (B) reaction alone seems to occur.
    3) The reactivity of the 4-nitro group in 4-nitroquinoline 1-oxide is far greater than that in 4-nitropyridine 1-oxide.
    4) Chloroform and ethyl acetate are suitable as the reaction solvent and carbon tetrachloride is unsuitable.
  • 活性水素を有する4-置換-ピリジン-N-オキシド及び4-置換-ヒノリン-N-オキシドとPCl3との反応
    濱名 政和
    1955 年 75 巻 2 号 p. 130-134
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) 4-Hydroxy- and 4-amino-pyridine or -quinoline 1-oxide are desoxidated by phosphorus trichloride but the yield is generally poor.
    2) In either case, reaction with their acetates gives a better yield. The 4-hydroxy compound yields the 4-hydroxy product but 4-amino compound yields invariably 4-acetamino compound.
    3) The reaction of 4-hydroxyquinoline 1-oxide sometimes yields 4-chloroquinoline as a by-product but not 4-hydroxypyridine. This fact suggests that the reactivity of the 4-hydroxy group in quinoline derivatives is greater than that in pyridine derivatives.
    4) 4-Ethoxyquinoline 1-oxide undergoes facile desoxidation by the action of phosphorus trichloride to form 4-ethoxyquinoline in a good yield.
  • 三臭化燐によるPyridin系アミンオキシドの脱オキシ反応
    濱名 政和
    1955 年 75 巻 2 号 p. 135-138
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) Phosphorus tribromide effects desoxidation of aromatic amine oxides, similar to the action of phosphorus trichloride, but its reactivity is weaker.
    2) The side reaction occurs also in the similar manner but a marked difference is observed in the action of phosphorus tribromide on 4-nitroquinoline 1-oxide in which the action occurs preferentially with the 1-oxide group than the 4-nitro group and the reaction proceeds in the following sequence.
    3) The yield of the desoxidation product is very poor from 4-amino-pyridine and -quinoline 1-oxides and this is a marked difference from that of their reaction with phosphorus trichloride or that of 4-hydroxy compound.
  • TriphenylphosphitによるPyridin系アミンオキシドの脱オキシ反応
    濱名 政和
    1955 年 75 巻 2 号 p. 139-145
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) Triphenyl phosphite also effects desoxidation of amine oxides of pyridine series, similar to the action of phosphorus tribromide or trichloride, but its desoxidative power is far smaller.
    2) This difference is especially marked in the case of the 4-nitro group from which no desoxidation product is obtained. On the other hand, a comparatively good yield is obtained in the case of the 4-amino compound, which is in sharp contrast with the poor yield from this compound by phosphorus tribromide.
    3) The reaction product from quinoline 1-oxide and triphenyl phosphite was examined and the following course of reaction was confirmed by the isolation of triphenyl phosphate.
    4) The desoxidation reaction of the amine oxides of the pyridine series by phosphorus trichloride, phosphorus tribromide, and triphenyl phosphite was compared and summarized, and considerations were made of the reaction course, reaction mechanism, and side-reactions.
  • 麹菌のアミラーゼ生産に及ぼす無機塩並びにビタミンの影響
    三橋 靖, 辰巳 雅子
    1955 年 75 巻 2 号 p. 146-149
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Aspergillus orysae was cultured at 30° for 10 days in a modified Czapek-Dox medium containing a minute amount of inorganic salt (NaCl, LiCl, CaCl2, SrCl2, ZnCl2, AlCl3, MnCl2, NiCl2, CoCl2, KI, KBr, KF, or KSCN), and vitamins (B1, B2, B6, nicotinic acid, nicotinamide, pteroylglutamic acid, 2-methyl-1, 4-naphthoquinone, C, or p-aminobenzoic acid. Sodium chloride and vitamin C, especially p-aminobenzoic acid, were found to be effective in increased production of yeast amylase.
  • 麹菌のアミラーゼ生産に及ぼすパラアミノ安息香酸並びにその近縁化合物の影響
    三橋 靖, 辰巳 雅子
    1955 年 75 巻 2 号 p. 149-151
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    When Aspergillus orysae is cultured in a medium containing 0.15-3.0mg. of p-aminobenzoic acid per 50cc. of the medium, the production of amylase was found to increase the most. The same experiments were carried out with compounds structurally related to p-aminobenzoic acid, such as o- and m-aminobenzoic, p-nitrobenzoic, and sulfanilic acids, and a few derivatives of p-aminobenzoic acid, but no better result was obtained.
  • Dumas法窒素微量定量分析に用いられる炭酸ガス発生装置の改良
    福田 穰
    1955 年 75 巻 2 号 p. 151-153
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Evolution of carbon dioxide by the pyrolysis of sodium hydrogen carbonate may advantageously be used for the nitrogen analysis by the micro-Dumas method but the procedure is attended with some defects in that the control of the carbon dioxide stream is difficult and that the life of sodium hydrogen carbonate is very short. The first of such defects was overcome by devising a kind of pressure regulating stopcock which would freely control the carbon dioxide stream, while automatically maintaining the combustion tube at a constant pressure. The second point was somewhat overcome by the devise of a simple carbon dioxide generator. By the use of this generator, about 45g. of sodium hydrogen carbonate is taken and allows continued use for over nine hours.
  • エチレンジアミン, エタノール-アミン, トリメチレンジアミン及びプロパノールアミン誘導体の合成
    阿部 久二
    1955 年 75 巻 2 号 p. 153-159
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) N-β-Bromoethylsaccharin and α, β-disaccharinoethane were prepared from saccharin and ethylene dibromide, and converted advantageously to RNHCH2CH2NHR, RNHCH2CH2NH2, RNHCH2CH2OH, and RNHCH2CH2OC6H5 by the process shown in Table I.
    2) The same procedures as above, using trimethylene dibromide, yielded RNHCH2CH2CH2NHR, RNHCH2CH2CH2NH2, RNHCH2CH2CH2OH, and RNHCH2CH2CH2OC6H5.
    3) Non-symmetric alkylethylenediamines were prepared by the chlorination of RNHCH2CH2OH to RNHCH2CH2Cl, with subsequent application of an amine.
    4) Potassium saccharin and ethylene dibromide undergo condensation after being heated at above 200° for a long period of time and the formation of a large amount of disaccharinoethane as a by-product cannot be avoided. The use of dimethylformamide as a solvent in this case yielded N-β-bromoethylsaccharin in 90% yield on being heated on a boiling water bath.
  • 脂肪族第2級アミンの合成
    阿部 久二
    1955 年 75 巻 2 号 p. 159-164
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) Since saccharin does not react with alkyl halides under an ordinary pressure, alkylsaccharin has been prepared by reacting under high pressure and temperature. The condensation was successfully concluded at an ordinary pressure by the use of dimethylformamide as a solvent. By the use of this procedure, aliphatic secondary amines possessing a long, straight-chain alkyls (CnH2n+1, n=1-12) and branched-chain alkyls (isopropyl, isobutyl, and sec-butyl) were prepared in a good yield.
    2) In the case of isopropyl and sec-butyl groups, the product, N-alkylsaccharin, was accompanied with its isomer, O-alkylsaccharin, but the two isomers were separable by the difference of their solubility in ethanol. The isomers can also be separated in the subsequent alkaline hydrolysis.
    3) The final hydrolysis procedure was found to be the easiest in the methyl group, becoming increasingly difficult with the increase in the number of carbon atoms in the alkyl chain. When the number of carbon atoms is the same, the hydrolysis is more difficult in the branched-chain alkyl than the straight-chain.
  • β-メチルアミノ-α-フェニルプロパン及びγ-メチルアミノ-α-フェニルブタンの合成
    阿部 久二
    1955 年 75 巻 2 号 p. 164-167
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    α-Methylphenethyl and α-methylphenylpropyl bromides or tosylates easily undergo decomposition but will undergo condensation with saccharin when dimethylformamide is used as a solvent. By the successful conclusion of this first step, preparation of β-methylamino-α-phenylpropane and γ-methylamino-α-phenylbutane by the saccharin method became possible. The final process of acid hydrolysis can be effected by boiling with conc. hydrochloric acid under an ordinary pressure but the reaction is more sluggish than in the case of a straight chain phenethyl group.
  • サッカリン法の反応機構に就いて
    阿部 久二
    1955 年 75 巻 2 号 p. 168-171
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    The characteristics of the saccharin method is that the final step of acid hydrolysis proceeds in marked easiness. The presence of a carboxyl in the ortho-position makes it extremely facile, compared to the aryl sulfonamide process, and the reason for it is assumed to be as follows: i) Electron density of the sulfur atom decreases by the +E effect and ortho effect of the positive carboxyl group, making it more easily attacked by the water molecule; ii) the presence of a hydroxyl in the molecule has increased its solubility in water.
  • きささげ及びあめりかきささげの葉の有機酸に就いて
    中沖 太七郎, 森田 直賢
    1955 年 75 巻 2 号 p. 171-172
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    It has been clarified that the seeds of Catalpa ovata G. Don. contain p-hydroxybenzoic acid but there is no report as to the component of its leaves. Having heard that the said leaves were effective for the athlete's foot, examinations were made of the leaves of Catalpa ovata and C. bignonioides Walt. p-Hydroxybenzoic acid was obtained in 2% yield from the former while p-hydroxycinnamic acid was obtained in 1.5% yield from the latter. These organic acids were assumed to be present as their alkali salts. The distinction of these two species are difficult from outward appearance but can be differentiated by hairs, glandular hairs, and pigment cells.
  • くららの葉, すずめのえんどう, うんらんの成分に就いて
    中沖 太七郎, 森田 直賢, 基常 弘晃, 開 昭夫, 武内 哲夫
    1955 年 75 巻 2 号 p. 172-176
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    The pale yellow needle crystals of m.p. 235-238°, obtained in 0.5% yield from the stem leaves of Sophora angustifolia Sieb. et Zucc., was found to be identical with luteolin 7-glucoside, while the two kinds of flavonoids, the pale yellow microneedles of m.p. 232-233° (yield, 2.5-3%) and the yellow leaflet crystals of m.p. 184-186° (yield, 0.005-0.01%), obtained from Vicia hirsuta Koch were found to be respectively identical with apiin and quercitrin. The pale yellow microneedles of m.p. 248-250°, obtained in 1-1.2% yield from Linaria japonica Miq., was found to be identical with pectolinarin isolated from Linaria vulgaris Mill., chemical composition being scutellarein-6, 3′-dimethyl ether-7-rhamnoglucoside.
  • 8又は10-Alkyldecahydroquinoline類の合成
    杉本 典夫, 釘田 博至, 藤田 友生
    1955 年 75 巻 2 号 p. 177-179
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Based on the fact that a part of the morphine skeleton contains a decahydroisoquinoline ring, some hydroisoquinolines of such series and related hydroquinoline derivatives were studied in connection with the analgesic action that might be shown by these compounds. As a preliminary, 10-phenyl- and 10-anisyldecahydroquinolines were prepared by the high pressure catalytic reduction of 2-substituted 2-(β-cyanoethyl)-cyclohexane and 8-cyclohexyldecahydroquinoline by the same procedure from 6-cyclohexylidene-2-(β-cyanoethyl)-cyclohexanone. The N-alkyl derivatives were totally devoid of or possessed only a weak analgesic action.
  • 2-Methyl-9-ethoxycarbonyldecahydroisoquinolineの合成
    杉本 典夫, 大城 進, 齋藤 清一
    1955 年 75 巻 2 号 p. 180-183
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    The preparation of 2-methyl-9-ethoxycarbonyldecahydroisoquinoline was carried out by the application of the Robinson cyclization. The condensation of 1-diethylamino-3-butanone methiodide with 1-methyl-3-ethoxycarbonyl-4-piperidone yielded 2-methyl-6-oxo-9-ethoxy carbonyl-Δ5, 10-octahydroisoquinoline (III, R=H). Hydrogenation of (III) in the presence of the Adams' platinum catalyst yielded 2-methyl-6-hydroxy-9-ethoxycarbonyldecahydroisoquinoline (IV), which, on selective oxidation with activated manganese dioxide, gave 2-methyl-6-oxo-9-ethoxycarbonyldecahydroisoquinoline (VI). Reaction of (VI) with ethylenethioglycol formed a thioketal with a characteristic odor. This thioketal was converted to 2-methyl-9-ethoxycarbonyldecahydroisoquinoline (VIII) by refluxing with Raney nickel in ethanol. 2-Methyldecahydroisoquinoline-9-carboxylic acid lactone-6 (V) was prepared by reacting 2-methyl-9-ethoxycarbonyl-6-hydroxydecahydroisoquinoline (IV) in benzene with hydrochloric acid gas. Pharmacological tests showed that (III, R=H) and (V) possessed activities 1/25 to 1/30 of that of morphine, while (VI) and (VIII) showed only a slight activity.
  • 1-Aza-3,4:1´,2´-(4´,5´-dimethoxybenzo)-bicyclo 〔3:3:1〕 nonaneの合成
    杉本 典夫, 釘田 博至
    1955 年 75 巻 2 号 p. 183-187
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    As a preliminary to the synthesis of 9-azamorphinan, 1-azoniabicyclo [3:3:1] nonane chloride was prepared by the condensation of β-(3, 4-dimethoxyphenyl) piperidine with formaldehyde and hydrochloric acid. Attempt to obtain the same compound by the formylation of β-(3, 4-dimethoxyphenyl) piperidine followed by cyclization with phosphoryl chloride ended fruitless, the product being a resinous matter. In short, the Bischler-Napieralski reaction of the acyl compound of phenethylamine, in which the amine nitrogen and the carbon in β-position are bonded with several numbers of methylene groups, is extremely difficult and requires further study.
  • Triethylamine-H2O-NaOH及びTriethylamine-H2O-KOH系の相互溶解度
    石黒 武雄, 生島 正生, 古賀 直文, 柳生 正見
    1955 年 75 巻 2 号 p. 188-192
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    The lower critical solution point of the triethylamine-water system was assumed to exist at 17.6° at the composition of 28-32% of triethylamine. Mutual solubility of the triethylamine-water-sodium hydroxide system at 0, 20, 40, 60, and 70°, and triethylamine-water-potassium hydroxide system at 0, 30, and 60°, were determined. It was thereby found that, in the amine-water-alkali hydroxide system, the mutual solubility decreases with the increase of temperature at the same composition, while the concentration of the amine in the upper layer increases with the increasing concentration of the alkali hydroxide in the lower layer, at a definite temperature. In other words, the concentration of the amine coexistent with alkali hydroxide solution increases with the increasingly high temperatures. Comparison of the dehydration effect of sodium and potassium hydroxides against the amine showed that sodium hydroxide possessed larger effect at a low temperatures while potassium hydroxide was better at higher temperatures. By the utilization of these properties, the best method for the dehydration of the amine or its isolation from an aqueous solution can easily be obtained.
  • ジヒドロストレプトマイシンの比色定量法
    掛見 喜一郎, 有田 隆一
    1955 年 75 巻 2 号 p. 192-194
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    It has been found that streptomycin and dihydrostreptomycin form sensitive orange red color with sodium pentacyanoamminferroate and potassium ferricyanide, on the addition of acetone, and that the relationship between the optical density of this coloration and the concentration of the streptomycin followed the Beer's law. This coloration was utilized in the colorimetric determination of dihydrostreptomycin. The determination was carried out with the ordinary dihydrostreptomycin sulfate as the standard. The potency obtained by this method and that from microbiological assay were found to agree. Potency determinations were carried out on the market products of dihydrostreptomycin.
  • オキシテトラサイクリンの比色定量法
    掛見 喜一郎, 宇野 豊三, 鮫島 政義
    1955 年 75 巻 2 号 p. 194-196
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Determination of hydroxytetracyclin was found to be possible by the following method. A mixture of 1% ammonium molybdate solution and hydroxytetracyclin solution in an acetic acid buffer of pH 4 is heated at 60° for 15 minutes, shaken with an equal volume mixture of ethyl acetate and ether, and the aqueous layer is diluted to a definite volume. This aqueous solution is optically measured in a 2-cm. cell with S50 and S66 filters, and the value of ES50-ES66 is calculated.
  • Methylcellulose Dihydrogen Dicarbonates並びにEthylhydroxyethylcellulose Dihydrogen Dicarbonatesについて
    掛見 喜一郎, 宇野 豊三, 楠田 冬樹, 伊田 忠夫
    1955 年 75 巻 2 号 p. 197-200
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    As the monoesters of dibasic acids of methylcellulose and ethylhydroxyethylcellulose, methylcellulose hydrogen phthalate (I) and hydrogen succinate (II), and ethylhydroxyethylcellulose hydrogen phthalate (III) and hydrogen succinate (IV) were prepared in order to examine their utility as an enteric coating agent. It was thereby found that (I) and (III) were extremely good enteric coating agents as evidenced by successful attainment of the objective by coating in the usual manner in a coating pan the ethylene dichloride and ethanolic or chloroform and ethanolic solution of (I) and (III), or acetone and ethanolic solution of (III). However, (II) and (IV) were found to be practically insoluble in organic solvents, that their coating was effected by preparing an aqueous solution of the methylcellulose and ethylhydroxyethylcellulose sodium succinate. (IV) was found to be possible in using as an enteric coating but (II) was found to swell by moisture and unsuitable as an enteric coating agent.
  • 2-Hydrazono-4-thiazolidoneの縮合生成物及び構造補遺
    谷山 兵三, 安井 凡平
    1955 年 75 巻 2 号 p. 200-203
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    On heating, 2-hydrazono-4-thiazolidone (II) or its hydrochloride yielded colorless needle crystals of m.p. 325° (decomp.), which were assumed to be bis [4-oxothiazolidylidene-(2)]-hydrazine (III) because of the same melting point and similar properties as those of (III) obtained by Stephen and Wilson by the condensation of ethyl chloroacetate and hydrazodithiodicarbamide. In order to further confirm this structure, 1 mole of hydrazine was reacted with 2-thio-4-thiazolidone by which the substance of the same melting point as the foregoing two was obtained by the liberation of hydrogen sulfide. The alkylation of this product yielded 3-alkyl derivatives which were found by admixture to be identical with the 3-alkyl derivatives of (III) obtained by different routes of synthesis. The foregoing results have confirmed the correctness of the structure of (III). It was assumed from experimental results that the reaction mechanism whereby (III) is formed from (II) occurs first by the bimolecular condensation of (II) with subsequent liberation of hydrazine
  • アシルナフトキノン類の合成及び抗菌作用に就いて その1
    長谷 純一, 西村 淑子
    1955 年 75 巻 2 号 p. 203-207
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    In order to test their antibacterial properties, various kinds of 2-acyl-3-hydroxy-1, 4-naphthoquinones possessing a straight alkyl chain were prepared. The compounds obtained during the course of these synthetic procedures are also described.
  • アシルナフトキノン類の合成及び抗菌作用に就いて その2
    長谷 純一, 西村 淑子
    1955 年 75 巻 2 号 p. 207-209
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Growth inhibitory action of acylnaphthoquinones and their allied compounds were examined against bacteria. Of these compounds tested, 2-dodecanoyl-3-hydroxy-1, 4-naphthoquinone successfully inhibited the growth of Staphylococcus aureus in 1:25, 600, 000 dilution in the Knight synthetic medium.
  • 武田 健一, 大坂 弘
    1955 年 75 巻 2 号 p. 210-212
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    1) Application of metallic sodium to 1-methylnaphtho [2, 1-b] furan in liquid ammonia, with ether as a solvent, at -40° to -60°, results in the formation of 1-isopropyl-2-naphthol, which was identified with the product synthesized from 1-aceto-2-naphthol.
    2) The same treatment of 2-methylnaphtho [2, 1-b] furan does not result in the consumption of sodium. Its reduction with sodium and ammonium chloride in liquid ammonia yielded 1-propyl-2-naphthol, 5, 8-dihydro-1-propyl-2-naphthol, and 5, 6, 7, 8-tetrahydro-1-propyl-2-naphthol. The first and last compounds were confirmed with synthetic specimens, and the structure of the other compound was assumed from its ultraviolet and infrared absorption spectra.
  • カルボスチリルのヨード化反応
    落合 英二, 横川 哲夫
    1955 年 75 巻 2 号 p. 213-214
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Treatment of the adduct of quinoline 1-oxide and tosyl chloride with 10% sodium carbonate results in the formation of carbostyril in about 83% yield. Iodination of the carbostyril with iodine chloride in glacial acetic acid yields a monoiodine substituent of m.p. 250° which was determined as 3-iodocarbostyril by deriving it to 3-aminoquinolin. The yield of the iodine derivative was 80-90%. Nitration of 3-iodocarbostyril yielded a mononitro compound of m.p. 328° (decomp.), which was assumed to be a 6-nitro compound.
  • プロカインモノ置換体の薬効に就いて
    栗原 藤三郎, 丹羽 弘司, 戸田 孝志
    1955 年 75 巻 2 号 p. 215-218
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    In order to make systematic observations on the capacity of the auxiliary atomic groups with local anesthetic properties, 22 kinds of ortho- or meta-substituted derivatives of procaine were prepared, 11 of which being new compounds. Tests of surface filtrating anesthetic action and toxicity revealed that the substituents in general increased the effect of procaine without giving a large effect on the toxicity. Electron-donating radicals were more effective in the ortho-position than in the meta, while electron-attracting groups seemed to be more effective in the meta-position. Of the compounds prepared, those introduced with thiomethyl or thioethyl groups were the most effective, showing 1.5 times the surface anesthetic action than cocaine. Alkoxyl and halogen substituents followed the above in efficacy.
  • ジュズネノキ, コバノジュズネノキ, ヒメアリドオシのアントラヒノン色素 その1
    野々村 進
    1955 年 75 巻 2 号 p. 219-221
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Anthraquinone pigments were isolated from Damnacanthus major Sieb. et Zucc., D. major Sieb. et Zucc. var. parvifolius Koidz., and D. indicus Gaertner fil. var. microphyllus Makino (Rubiacea family), and were designated as follows: Damnacanthal (m.p. 208°), juzunal (m.p. 248°), damnacanthol (m.p. 288°), damnidin (m.p. 180°), and a neutral substance (m.p. 160°). Of these, damnacanthal is identical with the substance, C16H10O5 (B), isolated by Perkin from Morinda umbellata L. It is an anthraquinone containing α-methoxyl and is saponified by sulfuric acid or alkali to form nordamnacanthal, m.p. 218°, which is the decarboxylation product of m.p. 218° obtained by Perkin. Heating of damnacanthal with alkali yielded purpuroxanthin.
  • ジュズネノキ, コバノジュズネノキ, ヒメアリドオシのアントラヒノン色素 その2
    野々村 進
    1955 年 75 巻 2 号 p. 222-224
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Damnacanthal (I), an anthraquinone isolated from a plant of Damnacanthus genus, possesses a free hydroxyl in β-position because it is acetylated and is methylated by diazomethane. Its aldehyde group is present in the ortho-position to the hydroxyl since the Perkin reaction of (I) gives a coumarin derivative and forms a triacetate by acetallike acetylation. Juzunal, another anthraquinone isolated from the same genus, is assumed to be hydroxydamnacanthal. Demnacanthol is assumed to be lucidin α-methyl ether.
    Damnidin, another of the anthraquinones isolated, corresponds to C17H16O5, and forms a triacetate. The neutral substance also obtained in the course of the isolation corresponds to C30H52O and forms an acetate.
  • ダムナカンタールの構造
    野々村 進
    1955 年 75 巻 2 号 p. 225-227
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Oxime, hydrazone, and anil of damnacanthal (I) were prepared in order to confirm the presence of an aldehyde group in (I). Schmidt reaction of (I) gives damnacanthic nitrile (II) and oxidation of (I) with alkaline H2O2 yields damnacanthic acid, which was derived to purpuroxanthin dibromide through munjistin. Saponification of (II) was difficult due to steric hindrance but it was converted to purpuroxanthin and confirmed by paper chromatography. Conversion of nordamnacanthal oxime to the nitrile and its saponification was difficult but it was also converted to purpuroxanthin and confirmed by paper chromatography. It was concluded from the measurement of ultraviolet absorption specrum of (I) that it is 1-methoxy-2-formyl-3-hydroxyanthraquinone.
  • 伊勢田 駿, 柳下 一愛
    1955 年 75 巻 2 号 p. 230-231
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Ethanolic extract of the calyx of dried Kaki (fruit of Diospyros Kaki L. fil.) was prepared, the portion insoluble in water and dilute alkali (1.2%) was collected, and ether-insoluble portion (0.35%) was removed. Ether-soluble portion yielded hydroxytriterpenic acid (0.37%) as its potassium salt. The neutral substance soluble in ether, 0.375%. The triterpenic acid was repeatedly purified as the potassium salt and acetylated. The fractional crystallization of the product from methanol yielded acetyloleanolic acid as the most sparingly soluble component, followed by acetylbetulinic acid. Hydrolysis of the remainder and recrystallization of the product from methanol yielded ursolic acid. Recrystallization of the mixture of the methyl ester of the acetylated product easily gave the pure product of methyl acetyloleanolate. The portion of the ethanolic extract soluble in water was treated with lead acetate to remove portion precipitating with it and submitted to paper chromatography from which glucose and fructose were identified. Alkalisoluble portion yielded acidic substances extracted by NaHCO3 (0.255%), Na2CO3 (0.13%), and NaOH (0.15%), 1.4% of phlobaphene (?), and 0.105% of a neutral fatty oil. The first two of the acidic substances gave yellowish green coloration with ferric chloride.
  • 大熊 誠一
    1955 年 75 巻 2 号 p. 232-233
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Specific color reaction for diethylamine (I) is to mix 1 drop of (I) or its hydrochloride solution with 1 drop of 5% sodium nitroprusside (II) solution, 1 drop of 5% potassium ferricyanide (III) solution, and 1 drop of 2N Na2CO3 solution, and warming the mixture in a water bath (90°) for about 15 seconds by which the reaction mixture acquires a pale brownish yellow color which turns from indigo blue, through purple, to purplish red on cooling in air or water. The mechanism of this coloration may be assumed as the oxidation of (I) by (II) and (III) to form acetaldehyde which reacts with (I) and (II) to give the color reaction peculiar to aliphatic secondary amines.
  • Monoalkylbernsteinsäuredihyrazidの合成
    高田 善之, 山本 健一, 高田 善宏
    1955 年 75 巻 2 号 p. 233-234
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Alkylsuccinic acid dihydrazides, where the alkyl group was ethyl, propyl, butyl, isoamyl, hexyl, heptyl, or octyl, were prepared and their antibacterial action against Human type tubercle bacilli, H37 Rv, was tested. All the compounds were able to inhibit the growth in 200γ/cc. concentration and no difference in action due to alkyl chain was observed.
  • Tetrodotoxinとの比較
    横尾 晃, 諸澤 四朗
    1955 年 75 巻 2 号 p. 235-236
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    Results of paper chromatography and comparison of infrared absorption curves suggest that spheroidine, a crystalline poison of the globefish ovaries obtained by the writers, and tetrodotoxin obtained by Kawamura and Tsuda, are identical substances.
  • 糖並びに配糖体の赤外線スペクトルについて
    高橋 三雄
    1955 年 75 巻 2 号 p. 237-238
    発行日: 1955/02/25
    公開日: 2010/02/19
    ジャーナル フリー
    In connection with the study of sugars and glycosides by infrared absorption spectra, the present studies and those reported by Whistler and House and by Barker, et al. were compared. It was thereby found that the results of Barker and of the writer agree well but not that of Whistler and the writer. Barker and others concluded that the infrared spectra of the α, β-series of the reducing sugars and methyl-glucosides or polysaccharides made it possible to discriminate between α and β. The present writer made further clarification of this theory and assumed that it might be possible to discriminate the structural difference of cis and trans of the asymmetric C1 and C2 carbons in sugars and glucosides.
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