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Volume 83, Issue 1
Displaying 1-27 of 27 articles from this issue
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Studies on Solubilizing Agents of Orotic AcidHiromi Nakatani1963 Volume 83 Issue 1 Pages 1-5
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSFor the purpose of solubilization of orotic acid in water, such solubilizing agents as chained lower aliphatic primary amine, N, N-dimethylnicotinamide, N, N-dipropylnicotinamide, N-methylglucamine and alkanolamine derivatives have been used. As to about 40 kinds of medical compounds which have been often used for watersolubilization of difficultly soluble medicines, the author has been examined the solubility reinforcement action for orotic acid and it was found that formamide, nicotinamide, nicotinic acid and some sort of amines showed the action. Except a few cases, monoamine was found to possess the reinforcement action in the ratio of 1:1 with orotic acid, suggesting the complex formation.View full abstractDownload PDF (467K) -
Isolation of Reaction Products of Orotic Acid and Amines, and their Solubility in WaterHiromi Nakatani1963 Volume 83 Issue 1 Pages 6-9
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSWater soluble products were isolated as crystals, when orotic acid and equimolar monoamine were reacted in the concentrated water solution. All of 16 sorts of the product obtained were colorless prisms and the analytical values were coincided with the theoretical ones calculated as the binding ratio of orotic acid to amine to be 1:1. When either nicotinamide or ammonia was reacted with orotic acid by the same method, a similar product was obtained in the ratio of 1:1. The products were very soluble in water and the solubilities were varied with the kind of amine and the structure. There is an interrelative correlation between the solubility and the melting point, that is, the product having lower melting point possesses a larger solubility.View full abstractDownload PDF (597K) -
Preparation of α-Halogeno-5-nitro-2-furanacrylic AcidHaruo Saikachi, Akira Tanaka1963 Volume 83 Issue 1 Pages 9-15
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSα-Chloro-5-nitro-2-furanacrylic acid was synthesized by the condensation (Perkin reaction) of 5-nitrofurfural and potassium monochloroacetate. α-Bromo-5-nitro-2-furanacrylic acid was obtained by hydrolysis of ethyl α-bromo-5-nitro-2-furanacry-late obtained by dehydrobromination of ethyl α, β-dibromo-5-nitro-2-furanpropionate. On the other hand, dehydrobromination of α, β-dibromo-5-nitro-2-furanpropionic acid gave β-bromo-5-nitro-2-furanacrylic acid. Heat treatment of α-bromo and β-bromo compounds was found to result in geometrical isomerization from the α-from (low m.p.) to β-form (high m.p.) and these facts were confirmed by suitable chemical reactions.View full abstractDownload PDF (1177K) -
Alkaloids of Machilus Kusanoi HAYATA. (1). The Isolation of L-(-)-N-NorarmepavineMasao Tomita, Tsang-Hsiung Yang, Sheng-Teh Lu1963 Volume 83 Issue 1 Pages 15-18
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSTwo kinds of phenolic bases, Base-I, m. p. 157-158°, and Base-II, m. p. 219-220°, were isolated from the wood of Formosan Machilus kusanoi HAYATA (Family Lauraceae. Japanese name “Ohba-tabu”). The Base-I formed colorless microprisms, m. p. 157-158°, [α]D26-30.46°(CHCl3), and is a new base with the composition of C18-H21O3N=C16H13(OCH3)2(OH)(NH). Permanganate oxidation of its N, O-diethyl ethiodide gave p-ethoxybenzoic acid. The physical properties of the methine base obtained by the first-step Hofmann degradation of its N, O-dimethyl methiodide, and the methine methiodide were in good agreement with those of N, O, O-trimethylcoclaurine methine and its methine methiodide. N-Methylated compound of Base-I, obtained by treatment with formic acid and formaldehyde, agreed with L-(+)-armepavine (II), m. p. 145-146°, whose steric structure had already been proved, identified through mixed fusion and infrared spectral comparison (Nujol). Consequently, Base-I was clarified as L-(-)-N-norarmepavine (I). The structure of Base-II is now being examined.View full abstractDownload PDF (689K) -
Alkaloids of Machilus Kusanoi HAYATA. (2). The Isolation of dl-CoclaurineSheng-Teh Lu1963 Volume 83 Issue 1 Pages 19-21
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSDetailed examination made on Base-II showed it to be dl-coclaurine (II). Base-II, m. p. 219-220°, C17H19O3N, was isolated from Machilus kusanoi HAYATA, together with Base-I, which was identified as L-(-)-N-norarmepavine (I). Coclaurine had been isolated only from Cocculus laurifolius DC. (Menispermaceae. Japanese name “Koshu-uyaku”) and it had been viewed with interest as the proto-base of biscoclaurine-type bases, from the point of biogenesis. It is interesting that this alkaloid had been found in the Machilus sp. of the Lauraceae family.View full abstractDownload PDF (532K) -
Alkaloids of Magnolia Kachirachirai DANDY. (2). The Isolation of D-(+)-N-NorarmepavineTsang-Hsiung Yang, Sheng-Teh Lu1963 Volume 83 Issue 1 Pages 22-25
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSIn an earlier work, examinations were made on the alkaloids contained in Magnolia kachirachirai DANDY (=Michelia kachirachirai DANDY) (Japanese name “Kachirachirainoki”). Glaucine and two kinds of bases showing m. p. 130-131° in minute quantity were isolated as the tertiary non-phenolic bases and magnoflorine as the watersol-uble quaternary base. In the present series of work, the phenolic bases were purified by alumina chromatography and separated into crystalline Base-I, m. p. 157-158°, and Base-II, m. p. 191-192°.
Base-I, formed colorless needles, m. p. 157-158°, [α]D+31.49° (CHCl3), is a new base with the composition of C18H21O3N⋅C16H13(OH)(OCH3) (NH). The N-methylated compounds, N-methyl methiodide, and N, O-dimethyl methiodide of this base were compared with the corresponding derivatives of L-(-)-N-norarmepavine, obtained from Machilus kusanoi HAYATA and, as shown in Table I, all the data were in complete agreement, except for the reversed direction of the optical rotation, suggesting that the two are antipodes. Mixed fusion and comparison of the infrared spectrum (in Nujol) of the N-methylated compound of Base-I with D-(-)-armepavine, whose structure had already been established, showed that the two are identical substances. This has proved that Base-I is D-(+)-N-norarmepavine (I). No detailed examination has yet been made on Base-II due to the minute amount available.View full abstractDownload PDF (664K) -
Kan-ichi Konobu, Tomoji Suzuki1963 Volume 83 Issue 1 Pages 25-29
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSCanavanine does not show inhibitive action on the growth of microörganisms which require arginine, although there are some arginine-requiring organisms whose growth is inhibited by canavanine. Action of canavanine was examined with three arginine-requiring mutant strains of Neurospora crassa and inhibition of their growth was observed. This antagonism is non-competitive in the strain having ability to biosynthesize arginine and competitive in the strain requiring arginine itself. These experimental facts suggest that canavanine interferes in the biosynthesis of arginine in the strain having ability to synthesize arginine and inhibits of arginine uptake into the cells by arginine-requiring strain.View full abstractDownload PDF (759K) -
Kan-ichi Konobu, Tomoji Suzuki1963 Volume 83 Issue 1 Pages 29-33
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSSeven strains of Lactobacillus of the Streptococcus genus, isolated from infants' stool, were examined for their effect on the growth inhibition by canavanine. Strains able to synthesize arginine were all effected by canavanine and the antagonism between arginine and canavanine, was non-competitive. Lactobacillus SK-9 strain, requiring arginine itself, was also affected by canavanine and, in this strain, canavanine and arginine showed competitive antagonism. Desimination of canavanine and formation of homoserine by reductive decomposition of canavanine in Lactobacillus was found to be independent of the toxicity of canavanine. The SR 3-3 strain isolated in this experiment was found to be a new type of Lactobacillus which utilized arginine or citrulline but not ornithine.View full abstractDownload PDF (790K) -
Kan-ichi Konobu1963 Volume 83 Issue 1 Pages 33-36
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSEscherichia coli No. 1 was cultured in the media in the presence and absence of amino acid and formic hydrogenlyase was adaptively formed in the resting cells. It was found that arginine took part in this enzyme formation and that canavanine inhibited enzyme formation, either by inhibiting the uptake of arginine into the cells or by liberating arginine from the cells. It was also clarified that canavanine shows antagonism against arginine, not only in the proliferating stage but also in the resting stage of microörganisms.View full abstractDownload PDF (466K) -
Kan-ichi Konobu1963 Volume 83 Issue 1 Pages 37-39
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSUptake of arginine in the medium by cells was examined by the use of arginine-requiring mutant strain S36703 a of Neurospora crassa and canavanine was found to inhibit this uptake of arginine into the cells. In this case, canavanine is also taken into the cells and the total amount of arginine and canavanine taken into a cell was found to show an approximately constant value. Consequently, one of the actions of canavanine as the antimetabolite of arginine is its entrance into the microörganism cells due to similarity in structure to arginine and thereby inhibit further uptake of arginine.View full abstractDownload PDF (373K) -
Jutaro Okada, Takako Abe1963 Volume 83 Issue 1 Pages 39-44
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSInternal friction coefficient and adhesive force of various powdered drugs were measured by the apparatus (Fig. 1) made according to the method of Derjagin. Samples used were those meeting Japanese Pharmacopoeia standards and passed through a standard sieve or those below a certain mesh size. This particle size distribution was confirmed to agree with the exponential rule of Rosin-Rammler.
Correlation of moisture rate (w) to internal friction coefficient (b) and adhesive force (c) four kinds of starch was found to be represented as follows: b=b0enw, c=c0-mw, w: 0-20%.View full abstractDownload PDF (838K) -
Structure and Composition of Iron(III) Complexes in Crystal and SolutionTakeshi Sakai1963 Volume 83 Issue 1 Pages 44-50
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSThe crystal of ferric complex with hydroxamic acid of higher fatty acids was prepared (Table I). The analytical data showed two kinds of complex crystal of having a molar ratio of 2:1 (pH 6.0, λmax 470mμ in dehyd. ethanol) and 3:1 (pH 7.0, λmax 425mμ in dehyd. ethanol) (Table III). The infrared spectrum of the complex crystal showed the presence of the amido II and III absorption band at 1520cm-1 and 1300cm-1 and the trans configuration of >NH to >C=O (Fig. 1-3). This fact suggested the bonding type of the complex to be .
The composition of the complex in the solution was varied by pH. The measurement of the complex in solution, by the application of absorption spectrum of ultraviolet and visible region, pH and the molar ratio method indicated a formation of the 1:1 complex (pH 2.0, λmax 525mμ in dehyd. ethanol), besides 2:1 in solution (Table II, Fig. 4-7).View full abstractDownload PDF (1025K) -
Effects of these Compounds on the Oxidation-Reduction Enzyme of Ascaris suilla. (2)Saburo Tamura1963 Volume 83 Issue 1 Pages 51-55
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSKainic acid has an unsaturated bond in the side chain at 3-position of its pyrrolidine ring and examination was made to see if it undergoes non-enzymatic reaction with reduced diphosphopyridine nucleotide (DPNH) to oxidize it since DPNH is said to be contained in comparatively large amount in hog ascaris. Decrease in the absorbance at E340 was very small and therefore, the homogenate of hog ascaris was submitted to centrifugation and the effect of kainic acid on the oxidation of DNPH in its supernatant was examined. Kainic acid was found to inhibit the oxidation of DPNH and it was assumed that kainic acid not only oxidized DPNH non-enzymatically to a small extent but also inhibited electron transfer of DPNH, which might be one of the factors of its anthelmintic action. The presence of FAD was found in hog ascaris but D-amino acid oxidase was not detected. Kainic acid does inhibit electron transfer of DPNH by FAD but does not inhibit oxidation of DL-alanine by D-amino acid oxidase of hog kidney, so that the acid is not considered to give direct effect on FAD.View full abstractDownload PDF (704K) -
Organic Microdetermination of Diazoamino Nitrogen by NitrometryNoboru Kunimine, Hisakazu Ugajin, Mitugi Nakamaru1963 Volume 83 Issue 1 Pages 56-58
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSThe micro quantitative determination of diazoamino nitrogen was described. Applying the usual apparatus of micro Dumas analysis, equipped with empty combustion tube, the sample and cupprous oxide powder was taken in platinum boat and was placed on it a small ampoule which contained conc. hydrochloric acid. Decomposition was carried out at 200° under carbondioxide stream and the nitrogen gas produced was determined by the usual micro Dumas method. Two azotometers were employed in this analysis and the continuons analysis was found to be available. Total period of time for one analysis takes 25 min. Any nitrogen gas production could not be observed in the general nitrogen compound without the diazoamino group. The standard deviation of this experiment was 0.21% and less, resulted from 3 sorts of arene diazonium compounds.View full abstractDownload PDF (377K) -
Microdetermination of Selen in Organic Seleno CompoundNoboru Kunimine, Hisakazu Ugajin, Mitugi Nakamaru1963 Volume 83 Issue 1 Pages 59-61
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSThe micro quantitative method of selenium in organo selenium compounds was described. The sample was ignited in oxygen stream and the selenium dioxide produced was collected by absorption funnel. The spectrophotometric determination was carried out in 3, 3′-diaminobenzidine solution at 372mμ.
The calibration curve prepared by the combustion method of selenium dioxide was coincided well with that of the curve prepared by nitric acid oxidation of pure metal selenium.
An application of this method to several sorts of organo selenium compounds was found to be very favorable, without any influence by sulphur and halogenes.View full abstractDownload PDF (462K) -
The Pharmacological Effects of Acyl Derivatives of AminoalkylanilineGoro Hayashi, Noboru Shigematsu, Yoshio Kowa1963 Volume 83 Issue 1 Pages 62-73
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSAnalgesic action of aminoalkylaniline derivatives was examined and pharmacological action of some of the compounds with comparatively strong activity was compared with that of morphine. Compounds having methylphenethylamino group in the tertiary amino possessed the strongest analgesic effect, followed by those having a piperidyl group. Analgesic effect of these compounds is antagonized by Levallorphane and continued administration in mice produced greater tolerance. These compounds acted synergetical with barbital hypnotics, the fortifying action being stronger in compounds with stronger analgesic action. The compounds indicated, similar to morphine, mydriasis of pupils in mice, elevated body temperature of rats, and depressed the body temperature of mice. The compounds also suppressed intestinal transport in mice and rabbit respiration, and all these pharmacological actions tended to parallel their analgesic action.
Antipyretic action was found in 3′-hydroxypropionanilide derivatives. The compound having methylphenethylamino group in the tertiary amino had stronger local anesthetic and hypotensive effects than the others, and stronger action of depressing isolated heart of a toad and isolated intestine of a rabbit. All these compounds had antihistamine and antiacetylcholine actions.View full abstractDownload PDF (1865K) -
The Case of Spherical Particles without Drawing InteractionMasayuki Nakagaki, Hisakazu Sunada1963 Volume 83 Issue 1 Pages 73-78
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSVolume fraction of a non-attracting spherical particles was calculated. In such particles attraction is very weak and does not work between separated particles. The volume fraction was theoretically calculated as a function of p, the probability with which the particle stay in the place by adhesive force when in contact with other particles and from (1-p), the probability with which the particle would slide over the sphere and not staying in that place. The calculation was made by the modified method of Vold, as reported in the preceding paper, and considerations were made on the effect of particles present outside this range. It was thereby found that a ternary relationship, ρ⋅Vs=3.9p2(3-2p)+1.7, existed between the sedimentation volume, Vs, and p. Number of contacts in each case was also examined.
Various experimental data reported in the past literature for numerous particles were used to obtain p by the present equation, and relationship among p, temperature, T, and dielectric constant, D, was found to give a straight line corresponding to lnp=B/DT+lnp0 and lnp=B′/D+lnp0 (where T is constant).View full abstractDownload PDF (868K) -
The Synthesis of Alkaloids from Nuphar japonicum DC. (2)Yoshio Arata, Tsutomu Ohashi, Ziroo Okumura, Yutaka Wada, Mitiko Ishik ...1963 Volume 83 Issue 1 Pages 79-83
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSKetonic acid (VII) was synthesized from acetoacetic ester, as shown in Chart 2. After the methylesterification (IX) of oxime (VIII) of VII, IX was reduced to amino acid ester (X), which has a possibility of forming two kinds of racemic compound due to two asymmetric carbon atom.
Therefore, a repeated recrystallization of amino acid (XI), derived from X, separated into (XIa) and (XIb.) Ethyl ester of XIa was led to N-furoyl derivative (XIV) and further enamine (XV) by dry distillation with soda lime. The IR absorption (Fig. 4) of (XVIa) obtained by NaBH4 reduction of XV was completely identical with that of (-)-desoxynupharamine (III) (Fig. 3), derived from (-)-nuphramine (I). Thus, the structure of III postulated by the authors has been certified to be correct by the fact. (XVIb, ) derived from XIb by the similar method to XIa, differed from III in its finger-print region of IR spectrum and considered to be steric isomer of III.View full abstractDownload PDF (803K) -
Iodination of 4, 5, 6-TrimethylresorcinolHisao Fukamauchi, Ryuko Ideno, Mitsuko Yanagida, Chiyo Matsubara1963 Volume 83 Issue 1 Pages 84-86
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSFollowing previously reported iodination of resorcinol, orcinol, cresorcinol, resorcinol monomethylether, β-resorcylic acid, methyl-β-resorcylate, cresorcinol carboxylic acid, and p-orcellinic acid, iodination of 4, 5, 6-trimethylresorcinol was carried out. For the iodination of 4, 5, 6-trimethylresorcinol, iodine-potassium iodide solution was added at 4° to the phosphoric acid disodium phosphate solution (pH 1.77) of the substance and the mixture was allowed to stand for two hours at 4°. 2-Iodo-4, 5, 6-trimethylresorcinol was obtained in good yield as white needles, m. p. 121-122° (decomp.). Its diacetate formed white crystals, m. p. 139-140°(decomp.). Both these substances are new compounds. The iodination described, viz. iodination in the acetate buffer solution or in the phosphate buffer solution, gave negative results in the case of 4, 6-dimethylresorcinol, α-resorcylic acid, and γ-resorcylic acid by the previous report, and 4, 5-dimethylresorcinol by this report.View full abstractDownload PDF (431K) -
Synthesis of dl-N-MethyldihydromenisarineMasao Tomita, Shin-ichi Ueda, Akio Teraoka1963 Volume 83 Issue 1 Pages 87-92
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSIn order to confirm the structure of menisarine (Ia or Ib), the alkaloid of Formosan Menispermaceous plant, Cocculus sarmentosus DIELS (Japanese name “Hohzan-tsuzura-fuji”, Chinese name “Te-niu-zu-su”) by synthesis, condensation of 2, 7-bis(2-amino-ethyl)-4, 9-dimethoxydibenzo-p-dioxin (II) and 2-methoxy-5-chlorocarbonylmethyl-phenyl p-chlorocarbonylmethylphenyl ether (VII) was carried out. The bis-acetamide (VIII) thereby formed was submitted to the Bischler-Napieralski reaction to effect isoquinoline cyclization and reduction of its product gave 1, 2, 3, 4-tetrahydroisoquinolinetype base (X). This base X was N-methylated with formic acid and formaldehyde to 2-methyl-1, 2, 3, 4-tetrahydroisoquinoline derivative (XII), m.p. 180-183°, whose infrared spectrum (in CHCl3) agreed with that of N-methyldihydromenisarine, obtained by N-methylation of dihydromenisarine (XIa or XIb) derived from the natural product (Fig. 1).
dl-N-Methyldihydromenisarine (XII) thereby synthesized was submitted to the first Hofmann degradation and the infrared spectrum (in CHCl3) and ultraviolet spectrum (in EtOH) of the methine base so obtained were identical with those of the optically inactive N-methyldihydromenisarine methylmethine (XIII) derived from natural menisarine. These experimental evidences have confirmed that menisarine would be represented by the structural formula of Ia or Ib.View full abstractDownload PDF (1038K) -
N-Substituted Glycine Dimethylamido DerivativesIsao Satoda, Tomijiro Fukui, Kazuo Mori, Yasuo Yamamoto, Nobukiyo Tate ...1963 Volume 83 Issue 1 Pages 93-98
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSCondensation of aminoquinoline derivatives (III, IV, XII, XX) with N, N-dimethyl-2-chloroacetamide affords glycinamide-type quinoline derivatives (V, VI, XIII, XXI) and addition of a small quantity of potassium iodide in this reaction markedly increases the yield. Acetylation of V, VI, XIII, and XXI so formed with acetic anhydride afforded the acetylated compounds (VII, VIII, XIV, XXII) which were far more soluble in water than the starting materials. The use of N, N-dimethyl-2-bromopropionamide in place of N, N-dimethyl-2-chloroacetamide failed to give the condensation product in majority of cases except for XII which formed the objective condensate XV. 2-Phenylcinchoninic acid (XXIII) was derived to its acid chloride (XXIV) or ester (XXV) and condensed with glycine derivatives to obtain the amino acid amide derivatives (XXVI, XXVII, XXIX) of XXIII.View full abstractDownload PDF (727K) -
Determination of AminopyrineNobuhiko Iritani, Nobuko Suzuki1963 Volume 83 Issue 1 Pages 98-100
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSThe application method of cadmium iodide and cadmium thiocyanate as a precipitation reagent has been compared, when aminopyrine was determined quantitatively as cadmium complex by chelatometric titration. Though iodine complex was difficultly precipitated quantitatively, thiocyanate complex was precipitated quantitatively at a pH of 6.5-8.2 and the composition of the precipitate was constant. Therefore, the Cd(CNS)2 method will be recommended, rather than the CdI2 method, as a quantitative method of aminopyrine.View full abstractDownload PDF (410K) -
Prolonged Blood Level of PeptizerMagobei Yamamoto1963 Volume 83 Issue 1 Pages 100-103
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSComparative examinations were made on the colloidal properties of a suspension of aluminum distearate-Nujol gel, in which its peptizer, p-aminobenzoic acid or ethyl p-aminobenzoate, was dispersed, and the periodial variation in the blood level of these substances after intramuscular injection of these suspensions in a dog. Maintenance of blood level was found in p-aminobenzoic acid, which has a more marked peptizing action against aluminum distearate gel, and the blood level was found to be not affected by the particle diameter or viscosity of the suspension.View full abstractDownload PDF (515K) -
On the Preparation of 5-Hydroxy-7-nitro-3-coumarincarboxylic Acid. (3)Masataka Ichikawa, Hisashi Ichibagase1963 Volume 83 Issue 1 Pages 103-106
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSThe Reimer-Tiemann reaction of 5-nitroresorcinol monomethyl ether (I) and addition of aniline to the ether-soluble product gave N-(2-hydroxy-4-nitro-6-methoxy-benzylidene) aniline (II), m.p. 143-144°, whose hydrolysis afforded 4-nitro-6-methoxy-salicylaldehyde (III), m.p. 97-98.5°. III formed a 2, 4-dinitrophenylhydrazone (IV) of m.p. 242-243°, whose reaction with piperidine and diethyl malonate in ethanol afforded ethyl 5-methoxy-7-nitro-3-coumarincarboxylate (V), m.p. 163.5-165°. Catalytic reduction of V over palladium-carbon gave ethyl 5-methoxy-7-amino-3-coumarincarboxylate (VI), m.p. 214-215.5°, whose diazotization followed by hydrolysis produced 5-methoxy-7-hydroxy-3-coumarincarboxylic acid (VII), m.p. 264°. 5-Methoxy-7-nitro-3-coumarincarboxylic acid (VIII), m.p. 172°, was obtained by heating V with dil. hydrochloric acid while heating of V with hydrobromic acid (d=1.48) gave 5-hydroxy-7-nitro-3-coumarincarboxylic acid (IX), m.p. 250-252°.View full abstractDownload PDF (599K) -
On the “Bebeerine Hydrochlorate” (E. Merck)Masao Tomita, Kazuyoshi Fujitani, Teiji Kishimoto1963 Volume 83 Issue 1 Pages 106-107
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSExamination of “Bebeerine Hydrochlorate” (E. Merck) revealed that it contained an amorphous base besides the bases melting at above 280° and at 203-210°. The base with higher melting point was identified with d-isochondodendrine.View full abstractDownload PDF (347K) -
Hirotaka Otomasu, Emiko Watanabe, Shoichi Nakajima1963 Volume 83 Issue 1 Pages 107-108
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSThe metabolic products from the mycelium of Aspergillus itaconicus were examined. Ergosteryl palmitate, palmitic acid, mannitol and an unknown steroid of high melting point were obtained.View full abstractDownload PDF (378K) -
Kazuhito Hisatsune1963 Volume 83 Issue 1 Pages 109-113
Published: January 25, 1963
Released on J-STAGE: February 19, 2010
JOURNAL FREE ACCESSDownload PDF (715K)
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