YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Volume 75, Issue 3
Displaying 1-38 of 38 articles from this issue
  • Haruo Saikachi, Haruhiko Hoshida
    1955 Volume 75 Issue 3 Pages 239-244
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Steric conversion of N-benzoyl-DL-erythro-β-[2-(5-nitro)-furyl]-serine ethyl ester m.p. 117°, to O-benzoyl-DL-threo-[2-(5-nitro)-furyl]-serine ethyl ester hydrochloride, m.p. 175° (decomp.), was effected by the application of thionyl chloride, intermediately forming an oxazoline ring and with migration of the benzoyl group from nitrogen to oxygen. The latter compound was used for the attempt in obtaining threo-type N-acyl derivatives by the application of p-nitrobenzoyl, 2, 4-dichlorobenzoyl, furoyl, 5-nitrofuroyl, furylacryloyl, and 2-(5-nitro)-furylacryloyl chlorides to the O-benzoyl compound. Since the crystallization of their products was difficult, they were submitted to chromatography through alumina by which the objective compounds could not be obtained and ethyl N-acylamido-β-[2-(5-nitro)-furyl]-acrylates were obtained by the concurrent liberation of benzoic acid. On the other hand, the same reactions with benzoyl, p-chlorobenzoyl, and cinnamoyl chlorides yielded the corresponding O-benzoyl-N-acyl-DL-threo-β-[2-(5-nitro)-furyl]-serine ethyl esters in crystalline form. In the case of 2, 4-dichlorobenzoyl chloride, the final product was isolated as O-benzoyl-N-2, 4-dichorobenzoyl-DL-threo-β-[2-(5-nitro)-furyl]-serine ethyl ester. Chromatography through alumina of N-2, 4-dichlorobenzoyl-DL-erythro-β-[2-(5-nitro)-furyl]-serine ethyl ester and O-benzoyl-N-2, 4-dichlorobenzoyl-DL-threo-β-[2-(5-nitro)-furyl]-serine ethyl ester separately yielded identical ethyl N-2, 4-dichlorobenzoyl-β-[2-(5-nitro)-furyl]-acrylate, m.p. 229°, confirmed by ultraviolet absorption spectrum. A large difference in the absorption in the infrared region above 10μ was observed between the erythro- and threo-type compounds.
    Download PDF (882K)
  • Studies on the Structure of N-Substituted Dithiourethanes. (3)
    Hiroshi Hirano
    1955 Volume 75 Issue 3 Pages 244-248
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    The substance obtained from a primary amine, carbon disulfide, and α-haloketone, heretofore assumed to be a dithiourethane compound, fails to show the absorption band in the region of 5.85μ, attributed to the C=O group, in the infrared absorption spectrum. Examination for such a cause revealed that the absorption for C=O group did not appear in compounds (I) and (II), as well as (III) and (IV), while the band appeared in compounds (V), (VI), and (VII), obtained from a secondary amine and α-haloketone, as well as in (VIII) prepared from a primary amine and β-haloketone. These results have shown that there is no ground for earlier assumptions that the disappearance of the carbonyl band was due to either the existence of the compounds in an enolized form or the overlapping of the carbonyl band with that of the C=N bond in the pyrimidine portion. It was therefore assumed that these compounds did not possess the structure of dithiourethane but were thiazolidine-thione compounds formed by its ring closure.
    Download PDF (562K)
  • Studies on the Structure of N-Substituted Dithiourethanes. (4)
    Hiroshi Hirano
    1955 Volume 75 Issue 3 Pages 249-252
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Synthetic methods for the dithiourethane compounds (III), (IV), (V), and (VI), and the compounds (IX), (X), and (XI) assumed to be thiazolidine-thione compounds, used for absorption spectral measurements described in the preceding report, were described. These compounds were all prepared easily from the corresponding amines, carbon disulfide, and α- or β-haloketones.
    Download PDF (684K)
  • Studies on the Structure of N-Substituted Dithiourethanes. (5)
    Hiroshi Hirano
    1955 Volume 75 Issue 3 Pages 252-257
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Chemical examinations were carried out on the compounds which were assumed to possess a thiazolidine-thione structure from infrared absorption spectra and fitness of this assumption was confirmed. Acid treatment of (III) and (VI), under suitable conditions respectively yielded unimolar dehydration products (IV) and (VII) and such a reactioncan easily be understood by assuming a thiazolidine-thione structures for (III) and (VI). The fact that these thiazolidine-thione compounds undergo the same decomposition reactions as the dithiourethane compounds by the action of alkali suggests that such a treatment causes cleavage between 3 and 4-positions, as in rhodanine compounds, because of the presence of a hydroxyl in the 4-position of these compounds and results in the formation of a dithiourethane compound as an intermediate.
    Download PDF (957K)
  • Relationship between Chemical Constitution of Carboxylic Acids and their Nuclear Acylation of Phenol
    Koichi Nakazawa, Kosuke Kusuda
    1955 Volume 75 Issue 3 Pages 257-260
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Nuclear acylation of phenol by carboxylic acids and formation of nuclear-substituted products by the rearrangement of phenyl esters were examined. Phenol is easily nuclear-acylated by lower fatty acids while the reaction becomes difficult with higher acids, with increase of the ester formation. Nuclear acylation with phenyl fatty acids were more difficult than the corresponding fatty acids, becoming increasingly difficult as the phenyl group approached the carboxyl group. Rearrangement of the phenyl esters showed the same trend, that of esters of lower fatty acids being facile and that of phenyl benzoate being the most difficult.
    Download PDF (677K)
  • Measurement of Dielectric Constant. (2)
    Morizo Ishidate, Yuichi Kamura
    1955 Volume 75 Issue 3 Pages 260-264
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    When two kinds of solvents are mixed, such as adding B to A, and the dielectric constant of the mixture is measured, an inflexion point appears in the majority of cases, the curve thereafter changing in a definite direction, and finally attaining the dielectric constant of B. By utilizing this property, some dielectric constants of solids in a liquid state were examined. A solid was dissolved in some easily soluble solvents, their concentration curves were obtained, and the line after the inflexion point was extended to meet the line of 100%, where its dielectric constant was read. When the same value is obtained with a few different solvents, this value is taken as the constant (values agreed approximately except in the case of dioxane). These experiments were carried out as the fundamental tests in high frequency analysis.
    Download PDF (640K)
  • Syntheses of 2, 3-Benzopyrrocoline and Dodecahydro-2, 3-benzopyrrocoline
    Yoshio Arata, Tsutomu Ohashi, Keijiro Uwai
    1955 Volume 75 Issue 3 Pages 265-267
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    2, 3-Tetramethylenebenzopyrrocoline (I) was prepared from α-picoline and α-bromocyclohexanone. (I) was converted to 2, 3-benzopyrrocoline (IV) through its acetylated compound and the reducton of (I) yielded dodecahydrobenzopyrrocoline (V).
    Download PDF (477K)
  • Distribution of Flavonoids in Ferns. (1)
    Toshikazu Harada, Yasuhisa Saiki
    1955 Volume 75 Issue 3 Pages 267-274
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    The presence of flavonoids has not hitherto been found in the ferns but such compounds were found to be widely distributed in this plant. A large amount of flavonoids was found in the Ophioglossaceae, Hymenophyllaceae and Cyrtomium, Thelypteris Pteris, Rumohra, and Dryopteris genera of the Polypodiaceae families, while practically none was found in the Athyrium Diplazium, and Asplenium genera. The color of the flavonoids given in the Tables is in the following order: Under ordinary light and ultraviolet light of the untreated substance, under ultraviolet light after spraying of magnesium acetate solution, under ordinary light and ultraviolet light after spraying of sodium carbonate solution.
    Download PDF (1334K)
  • Antioxidative Properties of Hydroxychromones and Hydroxychromans
    Tomohiko Kawai, Tsunekazu Shimizu, Hisae Chiba
    1955 Volume 75 Issue 3 Pages 274-277
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Seven kinds of hydroxychromon derivatives and 5 kinds of hydroxychroman derivatives were prepared and their action in preventing oxidation of vitamin A was examined. The efficacy of hydroxychromon and monohydroxychroman was rather weak, but that of dihydroxychroman derivatives was strong, 7, 8-dihydroxy-2-methyl- and 7, 8-dihydroxy-2, 3-dimethyl-chroman showing powerful preventive action against oxidation. Their action was found to equal that of N. D. G. A.
    Download PDF (728K)
  • Benzothiazole Derivatives. (8)
    Torizo Takahashi, Jutaro Okada
    1955 Volume 75 Issue 3 Pages 277-280
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    1) Nineteen kinds of Schiff bases were prepared by the application of aromatic aldehydes to alkyl 6-aminobenzothiazolyl-(2) sulfones.
    2) By the application of dimethylamine, diethylamine, or aniline to benzothiazolyl-(2) sulfochlorides, corresponding sulfonamides were obtained. However, application of ammonia or dimethylamine to 6-nitrobenzothiazolyl-(2) sulfochloride yielded 2-amino-and 2-dimethylamino-6-nitrobenzothiazoles and not the objective 6-nitrobenzothiazolyl-(2)-sulfonamides.
    Download PDF (587K)
  • Mercuration of Salicylic Acid with Mercuric Sulfate
    Teiji Ukai, Yuzuru Yamamoto, Shoichi Kanatomo, Kimio Matsushiro
    1955 Volume 75 Issue 3 Pages 280-283
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Sowa reported that the mercuration of salicylic acid with mercuric sulfate yielded a 4-substituted compound. Reëxamination of this experiment showed that the sulfur content of the mercurated product corresponds to (I), which yielded 3, 5-dibromosalicylic acid by bromination with 2 moles of bromine and 5-iodosalicylic acid by iodination with iodine and potassium iodide. It is therefore concluded that the mercuration of salicylic acid with mercuric sulfate occurs in the 5-position.
    Download PDF (673K)
  • Saburo Tamura
    1955 Volume 75 Issue 3 Pages 283-286
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Anthelmintic effect of an aqueous extract of Dignea Simplex and of kainic acid crystals was comparatively examined. These test results suggested the presence of a secondary component in an aqueous extract of Digenea which supplemented the anthelmintic effect of kainic acid. Therefore, action of some of the inorganic components of the extract against motility of the nerve muscles of Allolobophora foetida was examined and the magnesium salts were found to possess the strongest paralytic action.
    Download PDF (674K)
  • Reaction of 4-Nitropyridine 1-Oxide in Liquid Ammonia
    Ken'ichi Takeda, Mikiharu Tokuyama
    1955 Volume 75 Issue 3 Pages 286-289
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Reacton of 4-nitropyridine 1-oxide in liquid ammonia was carried out and 4, 4′-azopyridine 1, 1′-dioxide and 4-aminopyridine 1-oxide were obtained. The same reaction was carried out with addition of hydrazine from which 4, 4′-hydrazopyridine 1, 1′-dioxide, 4-aminopyridine 1-oxide, and 4-aminopyridine were obtained.
    Download PDF (771K)
  • Beckmann Rearrangement of Methyl 9-Oximinodehydroabietate. (1)
    Michitoshi Ohta
    1955 Volume 75 Issue 3 Pages 289-292
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Dehydroabietic acid was oxidized with potassium permanganate and converted to methyl 9-oxodehydroabietate when the reaction was accompanied with the formation of 1-methoxycarbonyl-1, 12-dimethyl-7-acetyl-9-oxo-1, 2, 3, 4, 9, 10, 11, 12-octahydrophenanthrene of m.p. 143-145° in 0.8% yield. The Wolff-Kishner reduction of the latter yielded 1, 12-dimethyl-7-ethyl-1, 2, 3, 4, 9, 10, 11, 12-octahydrophenanthrene-1-carboxylic acid, m.p. 142-144°. Treatment of methyl 9-oximinodehydroabietate with cold phosphorus pentachloride gave the lactam of m.p. 147-149° in 39% yield. The treatment of the same oximino compound with tosyl chloride by heating in pyridine gave the stable 9-tosyloximino compound in 92% yield which underwent smooth rearrangement to the same lactam as above on being boiled in 40% sulfuric acid. Heating of the lactam with conc. hydrochloric acid in a sealed tube resulted not only in the anticipated cleavage of the lactam ring but also the severence of the C12-C13 bond to form m-isopropylaniline and an acid of b.p3 193-195°. These results have confirmed the structure of the lactam to be as shown by (VII).
    Download PDF (743K)
  • Takanobu Itai, Haruo Ogura
    1955 Volume 75 Issue 3 Pages 292-296
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Nitration reactions, ionic reactions of the nitro group, and reactions listed in Tables I and II were carried out with 3-picoline 1-oxide and approximately the same results as those of Ochiai and his school were obtained. Oxidation of 4-acetamino-3-picoline with potassium permanganate formed 4-acetaminonicotinic acid, but in a poor yield. The product obtained by its deacetylation and esterification gave data agreeing with those given in the literature.
    Download PDF (766K)
  • Takanobu Itai, Haruo Ogura
    1955 Volume 75 Issue 3 Pages 296-297
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    2-Pyridylcarbinol was derived, through ω-chloro-2-picoline (II), to ω-cyano-2-picoline (III) and its derivatives, ethyl 2-pyridylacetate (IV) and 2-pyridylacetamide (V). Both (II) and (III) were somewhat labile but this synthetic route was thought to be sufficiently utilizable for the preparation of (IV) and (V).
    Download PDF (258K)
  • Syntheses of Aromatic Thiocyano and Related Compounds
    Taro Kaneko, Hisatora Kuroda, Toyoko Ueda
    1955 Volume 75 Issue 3 Pages 298-302
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Aromatic thiocyano compounds were prepared in order to make a comparative examination of their antibacterial, ascaricidal, and insecticidal actions, toxicity in mice, and relationship between chemical structure and biological actions. Several of the synthetic methods were examined and following procedures were adopted. Aminophenol, toluidine, anthranilic acid, and naphthylamines were substituted with a thiocyano radical according to the Kaufmann method, and further applied with phenyl isocyanate, ammonium thiocyanate, and phosgene from which phenylurea, thiourea, and phenylthiourea derivatives of these compounds were obtained. The new compounds synthesized were 2-hydroxy-4-thiocyanophenylurea, 2-hydroxy-4-thiocyanophenylthiourea, 2, 2′-dihydroxy-4, 4′-dithiocyanodiphenylurea, and 4-thiocyanonaphthyl-(1)-thiourea. Attempted substitution of thiocyano group into the ortho-position of the amino group invariably resulted in cyclization to a thiazole ring and 2-phenylureidonaphtho [2′, 1′:4, 5] thiazole and 2-thioureidonaphtho [2′, 1′:4, 5] thiazole were obtained.
    Download PDF (740K)
  • Antibacterial and Ascaricidal Action of Aromatic Thiocyano and Related Compounds
    Taro Kaneko, Hisatora Kuroda, Toyoko Ueda
    1955 Volume 75 Issue 3 Pages 303-305
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Antibacterial and ascaricidal actions of 38 kinds of aromatic thiocyano and related compounds were examined. 2-Hydroxy-4-thiocyanophenylurea (No. 2), 2-hydroxy-4-thiocyanophenylphenylurea (No. 3), 2, 2′-dihydroxy-4, 4′-dithiocyanodiphenylurea (No. 4), 4-thiocyanonaphthylamine-(1) hydrochloride (No. 32), and 4, 4′-dithiocyanodinaphthyl-(1, 1′)-urea (No. 36) showed comparatively strong antibacterial action while 2-hydroxy-4-thiocyanoaniline (No. 1), 4-thiocyanoaniline (No. 7), 4, 4′-dithiocyanodiphenyluea (No. 10), and 6-methylthiazolyl-(2)-thiourea (No. 19) were strongly active against hog ascaris, stopping the motion of ascaris in 1-2 hours at 0.1% concentration. It was also found that the toxicity, LD50, in mice increased proportionally with the increased percentage of the thiocyano group in one mole of such compounds and that the antibacterial activity did not decrease proportionally with the decrease in the percentage content of the thiocyano group, being influenced by the presence of other substituents in the molecule.
    Download PDF (468K)
  • On Antibacterial Activity of Aromatic Thiocyano Compounds
    Taro Kaneko, Hisatora Kuroda, Toyoko Ueda
    1955 Volume 75 Issue 3 Pages 306-310
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Relationship between chemical structure and antibacterial action of aromatic thiocyano compounds was examined and it was found that the principal site of antibacterial action lies in the C6H4SCN group and other substituent groups played a supplementary rôle in increasing this action. It was also found that the antibacterial action of these compounds were not bactericidal but bacteriostatic and that the application of these compounds in lower concentrations resulted in the appearance of resistant strain of bacteria (Staphylococcus aureus).
    Download PDF (909K)
  • Yuki Ito, Tatsuzo Fujii, Reiko Fujii
    1955 Volume 75 Issue 3 Pages 310-312
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    The influence of Benzalkonium chloride, an invert soap, on the permeability through cell membrane of Escherichia coli and Staphylococcus aureus was examined with the use of radioactive P32, together with its correlation to the respiration inhibition. It was found that, at a concentration inhibiting respiration, sudden outflow of the intracelluar fluid and complete inhibition of the dispersion of the phosphate in external medium into bacterial cells were effected. The facts indicated that there was a close relationship between the bactericidal mechanism of this invert soap and the functional change of the cell membrane and respiration inhibition.
    Download PDF (596K)
  • Yasuo Watanabe
    1955 Volume 75 Issue 3 Pages 313-315
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Attempted cleavage of dibenzofuran (1) with metallic lithium in dioxane by Gilman and Esmay is applicable to certain diphenyl ether derivatives. By this method, diphenyl ether (IV) was cleaved into phenol (63.8%) and benzene, 2-methoxydiphenyl ether (V) into phenol (60%) and anisole, and diphenylene dioxide (VI) into 2-hydroxydiphenyl ether (80%), as the preponderant product, and a negligible quantity of phenol as a by-product.
    Download PDF (582K)
  • Estolides of Hinoki Leaf Wax. (2)
    Tatsuo Kariyone, Koichiro Isoi
    1955 Volume 75 Issue 3 Pages 316-317
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    As the componental acid estolide of the leaf wax of Chamaecyparis obtusa Endl., palmitic and thapsic acids were newly detected. The concurrent presence of palmitic and thapsic acids with juniperic acid seems to uphold the biogenetic mechanism proposed by Verkade and van der Lee (cf. Table II).
    Download PDF (337K)
  • Synthesis of N-Alkylamino Derivatives of Cyclohexyl α-Aminophenylacetate
    Toshiji Terakawa, Hirokichi Tsujii
    1955 Volume 75 Issue 3 Pages 318-320
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Cyclohexyl α-amincphenylacetate was prepared from cyclohexanol and α-aminophenylacetic acid. Eight kinds of cyclohexyl N-alkylaminoethyl-α-aminophenylacetates were obtained by the application of alkylaminoethyl chlorides to the above ester.
    Download PDF (561K)
  • Synthesis of N-tert-Aminoethyl Derivatives of Isoamyl α-Aminodiphenylacetate
    Toshiji Terakawa
    1955 Volume 75 Issue 3 Pages 320-321
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Improvement of the method of Biltz and others on the preparation of α-aminodiphenylacetic acid effected shortening of one step by desulfurization of 5, 5-diphenylthiohydantoin by Raney nickel and 5, 5-diphenyl-4-oxo-Δ2, 3-dihydroglyoxaline was obtained in 82% yield. Its hydrolysis to α-aminodiphenylacetic acid and esterification with amyl alcohol and conc. sulfuric acid afforded isoamyl ester in 84% yield. Application of various tetiary aminoethyl chloride hydrochloride gave four kinds of N-tert-aminoethyl derivatives of isoamyl α-aminodiphenylacetate.
    Download PDF (397K)
  • Akira Minato, Kentaro Tanaka
    1955 Volume 75 Issue 3 Pages 322-323
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Hydrolysis of bromocasein with sodium hydroxide followed by fractionation by hydrogen ion concentration yielded tetrabromotyrosine from the fraction of pH 2.6-3.0, and dibromotyrosine from the fraction of pH 4.2-4.6.
    Download PDF (370K)
  • Akira Minato, Kentaro Tanaka
    1955 Volume 75 Issue 3 Pages 323-324
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Fluorocasein was prepared by passing fluorine ion obtained by the electrolysis of sodium fluoride, into a solution of casein or bromocasein. The fluorine content in the products from this procedure was respectively 1.0% and 4.1%. Fluorocasein does not show any effect on tadpole metamorphosis.
    Download PDF (271K)
  • Chemical Constitution of Carpesia Lactone. (4)
    Shun-ichi Naito
    1955 Volume 75 Issue 3 Pages 325-329
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    In order to confirm the assumed structure (X) of deoxydihydrocarpesia lactone, a derivative of carpesia lactone, its synthesis was attempted. The product thereby obtained gave infrared absorption which agreed well with that of the natural product.
    Download PDF (763K)
  • Determination of Morphine, its Derivatives, and their Acid Salts in Anhydrous Acetic Acid
    Tetsu Kashima, Haruyo Asahina, Yoshihiko Shiuchi
    1955 Volume 75 Issue 3 Pages 329-332
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Morphine, its derivatives, and their acid salts can be titrated in anhydrous acetic acid with perchloric acid by glass-calomel electrode potentiometrically or with crystal violet as the indicator. Morphine and its derivatives can be determined accurately by the basicity of the methylamino group, and their hydrochloride can also by titrated with same accuracy by adding mercuric acetate more than the equivalent of the sample and the excess of mercuric acetate scarcely hinders the titration. The acidity of phosphoric and sulfuric acids partially augment that of anhydrous acetic acid, so that the determination of the phosphates and sulfates are not very accurate. Codeine sulfate can be titrated one mole as one equivalent, because the first dissociation of sulfuric acid is large, but the second is very small in anhydrous acetic acid. It is known from the titration curves, that the basicity of morphine, ethylmorphine, codeine, hydrocodeine, and 3, 6-diacetylmorphine is similar to each other, but that the basicity of thebaine is stronger than that in anhydrous acetic acid.
    Download PDF (668K)
  • Determination of Antihistamine Drugs (Derivatives of Dimethylaminoethane) and their Basicity in Anhydrous Acetic Acid
    Tetsu Kashima
    1955 Volume 75 Issue 3 Pages 332-335
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Antihistaminics of dimethylaminoethane derivatives can be titrated accurately by the basicities of the dimethylamino and other basic nitrogen group, with perchloric acid in anhydrous acetic acid, potentiometrically using glass-calomel electrodes or with crystal violet as the indicator. Hydrochlorides of Diphenhydramine, Tripelennamine, and Thonzylamine can be accurately determined by adding mercuric acetate more than the equivalent of the sample, but Anergen hydrochloride sometimes cannot be determined. Succinate of Doxylamine and maleates of Pyrilamine and Chlorprophenpyridamine can be directly titrated. Diphenhydramine and Anergen are determined one mole as one equivalent, and the others as two equivalents. It is known from this and the previous experiments that many organic acids do not hinder the titration of organic bases, and they hardly show their acidity in anhydrous acetic acid. It is supposed from the titration curves, that Doxylamine with the methylbenzylpyridine is a little stronger base than Diphenhydramine. Pyrilamine with the p-methoxy group is weaker than Tripelennamine, Chlorprophenpyridamine with the p-chlorobenzyl group is the weakest, and the two basic groups of Tripelennamine behave similarly in anhydrous acetic acid.
    Download PDF (734K)
  • Local Anesthetic Action, Spasmolytic Action, and Supplementary Analgesic Action
    Kikuo Ogiu, Hajime Fujimura, Takaji Ueshima, Kastuya Ohata
    1955 Volume 75 Issue 3 Pages 336-340
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Local anesthetic and spasmolytic activities of various organic acid esters of 1-alkyl-(aralkyl, aryl)-2-dialkylaminocyclohexanol were examined. These compounds in general possessed a slight spasmolytic activity and several of them showed somewhat marked local anesthetic activity.
    Download PDF (653K)
  • Synthesis of Alkyl Derivatives of 3-Aminohydrocarbostyril and Diaminohydrocarbostyril
    Tokuji Hashimoto
    1955 Volume 75 Issue 3 Pages 340-342
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    8-Methyl-3-aminohydrocarbostyril (I) was prepared from 2-nitro-3-methylbenzaldehyde and 6-methyl-3-aminohydrocarbostyril (II) from 6-nitro-3-methylbenzaldehyde by Sasaki's glycine anhydride method. Nitration of the N-acetyl derivatives of (I) and (II) and subsequent reduction respectively yielded 8-methyl-3, 6-(III) and 6-methyl-3, 8-diaminohydrocarbostyril (IV). The biological action of these four compounds were examined with their hydrochlorides and it was observed that all showed pharmacodynamic action of amyostatic poison in mice.
    Download PDF (480K)
  • Santenone Formed from d-trans-π-Oxocamphor
    Hiroshi Nishimitsu
    1955 Volume 75 Issue 3 Pages 343-346
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    The crude santenone, formed from d-trans-π-oxocamphor, was derived to a semicarbazone, thiosemicarbazone, and 2, 4-dinitrophenylhydrazone and two kinds of isomers were obtained in each case. The two kinds of the semicarbazone were hydrolyzed and d-α- and d-β-santenone were obtained. The crude santenone yielded α- and β- santenone quinone, α- and β-santenic acid and their anhydrides.
    Download PDF (661K)
  • Jobu Higashi, Kan-ichi Mizobuchi, Setsuko Fujii
    1955 Volume 75 Issue 3 Pages 347-350
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Discrimination between Cinnamomum cassia and Cinnamomum Loureirii is difficult when their root bark, trunk bark, and branch bark are in a powder form. Their discrimination through capillary analysis was studied and it was found that the two can be discriminated easily by the following items:
    1) When the γ-zone of the ethanolic image is spotted with 0.1% pyronin solution and observed under a filtered ultraviolet light, C. cassia shows orange fluorescence while the root bark of C. Loureirii is red. When the same solution is spotted on the non-β zone, both the trunk and branch barks of C. cassia and C. Loureirii show orange fluorescence while the root bark shows a red color.
    2) When ether is spotted on the γ-zone of the ethanolic image of C. Loureirii, trunk and branch barks show orange color while the root bark does not show any coloration.
    3) In the methylene blue-D-fication method, D-fication is effected in C. cassia by C. E. 1 solution, root bark of C. Loureirii by C. E. 2 solution, and trunk and branch barks of the latter by C. E. 3 solution.
    Download PDF (476K)
  • Determination of Carbonyl Compounds
    Masaharu Yamagishi, Makoto Yokoo, Saburo Inoue
    1955 Volume 75 Issue 3 Pages 351-353
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    A solution of 2, 4-dinitrophenylhydrazine in 1 N hydrochloric acid was reacted with a definite amount of a solution of carbonyl compounds to allow formation of a hydrozone, and the amount of 2, 4-dinitrophenylhydrazine before and after the reaction was measured by azotometry. The difference in these two values enabled the measurement of the amount of carbonyl compounds. The use of this determination method on several of the carbonyl compounds was found to give values agreeing well with the results obtained by other methods of determination.
    Download PDF (393K)
  • Antibacterial Activity of Acid Hydrazides
    Shichiro Kakimoto, Isao Sekikawa, Ken-ichi Yamamoto
    1955 Volume 75 Issue 3 Pages 353-354
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    The hydrazides of hydrocinnamic, cinnamic, γ-phenylbutyric, δ-phenylvaleric, β-benzalpropionic, p-benzylcrotonic, and cinnamylideneacetic acids were prepared. The growth inhibition in vitro of these compounds was found to be no different against pathogenic tubercle bacilli, H 37 Rv strain, while cinnamylideneacetic acid hydrazide was most effective against B. C. G.
    Download PDF (331K)
  • Non-acidic Components
    Shun-ichi Naito
    1955 Volume 75 Issue 3 Pages 355-356
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Ceryl alcohol, m.p. 78°, was isolated as a component of the seeds of Carpesium abrotanoides. It was also synthetically proved that the hydrocarbon reported in the earlier papers was triacontane.
    Download PDF (228K)
  • Tatsuo Kariyone, Kiyoshi Hata, Yasuo Tanaka
    1955 Volume 75 Issue 3 Pages 357
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Two crystalline components, A and B, were isolated from the ether extract of the dried roots of Angelica pubescens (Umbelliferae), the original plant of the crude drug, Dokkatsu. Compound A comes as pale yellow, microneedle crystals of m.p. 304-306°, extremely sparingly soluble in water and organic solvents, and soluble in hot pyridine and glacial acetic acid. It gives a positive reaction to magnesium-hydrochloric acid reagent and does not form an acetyl derivative. Its infrared absorption spectrum revealed the presence of a δ-lactone and a double bond but showed no absorption of a hydroxyl. This compound is assumed to be a flavone homolog. Compound B came as white crystalline powder, m.p. 260°.
    Download PDF (140K)
  • Isolation and Purification of Flavin-Adenine Dinucleotide
    Toru Masada, Yoichi Sawa, Mitsuko Asai, Satoru Kuwada
    1955 Volume 75 Issue 3 Pages 358
    Published: March 25, 1955
    Released on J-STAGE: February 19, 2010
    JOURNAL FREE ACCESS
    Download PDF (149K)
feedback
Top