Chemical and Pharmaceutical Bulletin

Synthesis of Polyhydroxysteroids. IV. Syntheses of Pregnanetetrols. (2).

Hayao Nawa, Masao Uchibayashi, Akira Okabori, Katsura Morita, Takuichi ...

1963 Volume 11 Issue 2 Pages 139-144
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.139

JOURNAL FREE ACCESS

Show abstractHide abstract

5α-Pregnane-3β, 5, 16β, 20α-tetrol (VIa) and 5α-pregnane-3β, 5, 16β, 20β-pentol (VIII) were synthesized according to the scheme shown in the Figure.

View full abstract

Download PDF (811K)
Synthesis of Polyhydroxysteroids. V. Preparation and Infrared Spectra of 16β, 20α-Isopropylidenedioxysteroids.

Katsura Morita, Shunsaku Noguchi, Kentaro Hiraga, Toyokazu Kishi, Haya ...

1963 Volume 11 Issue 2 Pages 144-148
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.144

JOURNAL FREE ACCESS

Show abstractHide abstract

It was found that 16β, 20α-dihydroxysteroids react with acetone in the presence of a small quantity of boron-trifluoride etherate giving the 16β, 20α-isopropylidenedioxy compounds in good yield, the method being useful for a selective protection of the 16β, 20α-dihydroxyl groups. By this method a number of 16β, 20α-isopropylidenedioxysteroids, which exhibit a characteristic infrared bands at 9, 10, 11 and 11.8μ, were prepared.

View full abstract

Download PDF (597K)
Studies on Polyamines. I. A New Fluorometric Determination of Spermine and Spermidine.

Tsutomu Unemoto, Keiko Ikeda, Makoto Hayashi, Komei Miyaki

1963 Volume 11 Issue 2 Pages 148-151
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.148

JOURNAL FREE ACCESS

Show abstractHide abstract

A new fluorometric method for the estimation of spermine and spermidine was devised on the basis of the findings that one of the oxidation products of spermine and spermidine by beef plasma amine oxidase reacts with resorcinol to produce a fluorescent compound. It was also attempted to estimate spermidine in biological materials by the combination of a simple separation procedure with the specific assay method presented in this investigation.

View full abstract

Download PDF (528K)
Studies on Oxytetracycline and Related Compounds. XVIII. Syntheses of 1-Hydroxy-3, 10-dimethylanthrone and 6-Hydroxy-12-methyl-5(12H)-naphthacenone.

Zenichi Horii, Koichi Morikawa, Masaori Naruse, Yasumitsu Tamura

1963 Volume 11 Issue 2 Pages 152-155
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.152

JOURNAL FREE ACCESS

Show abstractHide abstract

The Grignard reaction of 1-hydroxy-3-methylanthraquinone (II) with methylmagnesium iodide yielded 1, 10-dihydroxy-3, 10-dimethylanthrone (III), which was converted to 3, 10-dimethyl-1-hydroxyanthrone (VI) by reduction with hydriodic acid. Compound VI was also obtained by hydrolysis with hydrochloric acid of 1, 9-diacetoxy-3, 10-dimethyl-anthracene (V), which was prepared by reductive acetylation of III with zinc dust, sodium acetate and acetic anhydride. The method was also found to be applicable to 6-hydroxy-5, 12-naphthacenequinone (IX), thus giving 6-hydroxy-12-methyl-5 (12H)-naphthacenone (XI).

View full abstract

Download PDF (556K)
Studies on Digitalis Glycosides. XVII. Transformation of Cardenolides by Microorganisms. (3). 1β, 7β-Dihydroxy-digitoxigenin and 5β, 7β-Dihydroxydigitoxigenin.

Hiroshi Ishii, Yoshio Nozaki, Tamotsu Okumura, Daisuke Satoh

1963 Volume 11 Issue 2 Pages 156-159
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.156

JOURNAL FREE ACCESS

Show abstractHide abstract

The structure and configuration of two kinds of dihydroxyl derivatives obtained by microbiological transformation of digitoxigenin with Absidia orchidis were discussed. One of them was shown to be 1β, 7β-dihydroxydigitoxigenin and the other 5β, 7β-dihydroxydigitoxigenin. This represents the first instance of the introduction of two hydroxyl groups into a cardiac aglycone by microbial oxidation.

View full abstract

Download PDF (538K)
Studies on the Metabolic N-Demethylation. I. The Metabolic Fate of Hexobarbital by Rabbit Liver Slice.

Yukio Kuroiwa

1963 Volume 11 Issue 2 Pages 160-163
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.160

JOURNAL FREE ACCESS

Show abstractHide abstract

The excretion rate of metabolites was investigated in vivo after the administration of cyclobarbital, hexobarbital, and methylbarbital in rabbit. It was found that cyclobarbital was easily oxidized in the cyclohexenyl group and completely excreted within 10 hours. In the case of methylbarbital, the excretion of barbital, the demethylated compound, was slow but significant. Based on the results of in vitro studies it was shown that liver slice was capable of demethylating hexobarbital and methylbarbital, but that of kidneys was not. Moreover, the production of 3-keto-nor-MHB was observed only when 3-keto or 3-OH-MHB was used as the substrate. Therefore, hexobarbital seemed to be first oxidized in the cyclohexenyl group and then demethylated.

View full abstract

Download PDF (510K)
Studies on the Metabolic N-Demethylation. II. Barbiturates Induced Acceleration of N-Methylbarbiturates Metabolism.

Seiichi Okui, Yukio Kuroiwa

1963 Volume 11 Issue 2 Pages 163-167
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.163

JOURNAL FREE ACCESS

Show abstractHide abstract

The metabolism of hexobarbital, methylbarbital and methylphenobarbital was investigated from the viewpoint of demethylation using the liver slice of rats pretreated with barbiturates such as phenobarbital, methylbarbital and barbital. phenobarpital had the strongest effect in accelerating the metabolism of all substrates. Methylbarbital and methylphenobarbital, both which possess the C-5 side group stable to oxidation, were led by the pretreatment to the pathway of demethylation rather than to that of oxidation of C-5 substituted group. Although the oxidation of cyclohexenyl group in the metabolism of hexobarbital was stimulated by the pretreatment, no demethylated metabolite could be detected. When the cyclohexenyl group of substrate was oxidized beforehand, demethylation could take place and was promoted by the pretreatment. Based on these findings, the relationship between hydroxylation and demethylation of N-methylbarbiturates was discussed.

View full abstract

Download PDF (641K)
Studies on the Constituents of Japanese and Chinese Crude Drugs. VII. On the Constituents of the Roots of Sophora subprostrata CHUN et T. CHEN, (2), and Sophora japonica L. (1).

Shoji Shibata, Yoshihiro Nishikawa

1963 Volume 11 Issue 2 Pages 167-177
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.167

JOURNAL FREE ACCESS

Show abstractHide abstract

In the previous paper, it was reported that two crystalline compounds, tentatively named B₁ and C₁, were isolated from Sophora subprostrata in poor yield. In the present wark, two new crystalline compounds were obtained from the roots of Sophora japonica in good yields and named B₂ and C₂, respectively. The chemical structures of these four compounds were established as follows : B₁ : l-Maackiain-mono-β-D-glucoside, C₁ : l-pterocarpin, B₂ : d-maackiain-mono-β-D-glucoside and C₂ : dl-maackiain. B₁ seems to be identical with trifolirhizin which was recently reported by J.B. Son Bredenberg et al. B₂ is one of the diastereomers of trifolirhizin and so the name sophojaponicin was proposed.

View full abstract

Download PDF (1210K)
The Sulfone Stretching Frequencies of Some Phenylsulfonyl Derivatives.

Nariko Shinriki, Toshio Nambara

1963 Volume 11 Issue 2 Pages 178-183
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.178

JOURNAL FREE ACCESS

Show abstractHide abstract

Infrared spectra of 48 kinds of phenylsulfonyl derivatives were measured and the substituent influence on the SO₂ stretching frequency was discussed in terms of electronic effects. In each series of homolog of phenyl 2-chloroethyl sulfone, 2-mesyloxyethyl sulfone, vinyl sulfone, and ethyl sulfone, the linear correlation of v_as with Hammett's σ of p-substituent was recognized. It was also observed that β-substituents such as chloro- and mesyloxy- exert a certain degree of effect on the frequency shift, respectively. The SO₂ stretching vibration of phenyl vinyl sulfone derivatives appeared in somewhat upward wave number compared with that of phenyl ethyl sulfone series.

View full abstract

Download PDF (673K)
Studies on Acetylenic Compounds. XXVIII. A Synthesis of DL-Arabinose and DL-Ribose.

Issei Iwai, Kazuo Tomita

1963 Volume 11 Issue 2 Pages 184-187
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.184

JOURNAL FREE ACCESS

Show abstractHide abstract

DL-Arabinose and DL-ribose were synthesized from 2-trans-5-ethoxy-2, 4-pentadien-1-ol acetate, which was prepared by trans-hydrogenation of 5-ethoxy-4-penten-2-yn-1-ol with lithium aluminum hydride.

View full abstract

Download PDF (553K)
Studies on Acetylenic Compounds. XXIX. A New Method for Synthesis of DL-Ribose.

Issei Iwai, Tadahiro Iwashige, Motoji Asai, Kazuo Tomita, Tetsuo Hirao ...

1963 Volume 11 Issue 2 Pages 188-192
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.188

JOURNAL FREE ACCESS

Show abstractHide abstract

DL-Ribose was synthesized stereospecifically by oxidative hydroxylation of 2-ethoxy-5-(tetrahydro-2-pyranyloxy) methyl-2, 5-dihydrofuran (VII), which was obtained by hydrogenation of DL-1, 1-diethoxy-5-(tetrahydro-2-pyranyloxy)-2-pentyn-4-ol. DL-1, 1-diethoxy-5-(tetrahydro-2-pyranyloxy)-2-pentyn-4-ol was prepared by the Grignard reaction of (tetrahydro-2-pyranyloxy)acetaldehyde with propargyl diethyl acetal magnesium bromide.

View full abstract

Download PDF (664K)
Determination of Surfaceactive Agents. VII. Differential Determination of Cationics and Nonionics in Mixture.

Toyozo Uno, Koichiro Miyajima

1963 Volume 11 Issue 2 Pages 193-198
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.193

JOURNAL FREE ACCESS

Show abstractHide abstract

A volumetric determination of cationics and nonionics in mixtures was established with sodium tetraphenylborate as a titrant using Methyl Orange and Congo Red as indicators. For the determination of cationics, this method could be applied to a mixture of one mole of cationics and two moles of nonionics with an error of ±1%. For the determination of nonionics, this method could be applied to a mixture of one mole of nonionics and forty moles of cationics with an error of ±5%.

View full abstract

Download PDF (642K)
Rheology of the Pharmaceutical Suspension. III. Effects of Some Additives on Viscous Behavior of Barium Sulfate-Water System.

Hiroshi Fujiwara, Takatsuka Yashiki, Tokunosuke Kanzawa

1963 Volume 11 Issue 2 Pages 198-201
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.198

JOURNAL FREE ACCESS

Show abstractHide abstract

To investigate the effects of some high polymers on dispersion of barium sulfate particles, rheograms and sedimentation volumes of the suspensions containing sodium carboxymethylcellulose (Na-CMC), methylcellulose (MC) and polyvinylpyrrolidone (PVP) were measured. By the addition of Na-CMC to the suspension, a marked decrease of yield value and apparent viscosity were observed, though MC and PVP increase the apparent viscosity of the suspension. By the addition of 0.2% Na-CMC, the minimum viscosity in Newtonian flow was observed and further addition of Na-CMC increased the apparent viscosity again in pseudoplastic flow. The concentration (0.2% Na-CMC) was consistent well with the one at which the lowest sedimentation volume was attained. MC or PVP did not change the sedimentation volume of the suspension significantly. As the cause of good dispersion of the suspension in the case of Na-CMC, its adsorption on barium sulfate particles was assumed.

View full abstract

Download PDF (516K)
Rheology of the Pharmaceutical Suspension. IV. Adsorption of Sodium Carboxymethylcellulose on Barium Sulfate Particles in Aqueous Suspension.

Hiroshi Fujiwara, Takatsuka Yashiki, Tokunosuke Kanzawa

1963 Volume 11 Issue 2 Pages 201-206
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.201

JOURNAL FREE ACCESS

Show abstractHide abstract

To ascertain the assumption that sodium carboxymethyl cellulose (Na-CMC) is adsorbed on barium sulfate particles, the amount of Na-CMC adsorbed was determined by the colorimetric method. The shapes of the adsorption isotherms showed a steep rise and then a flat top where the amount of Na-CMC adsorbed did not change appreciably with increasing the concentration of Na-CMC solution. From the adsorption isotherms, it became clear that the Langmuir equation was in accordance well with the adsorption. The amount of Na-CMC adsorbed in saturated adsorption was 1.90 mg., 1.75 mg., and 1.80 mg. per g. of barium sulfate in low, medium and high types of Na-CMC respectively and the fairly consistency of the amounts in spite of the difference of the molecular weight suggests that Na-CMC is attached laterally to the plane of the particles in the adsorption. These amounts are also consistent well with the concentration at which the minimum viscosity in Newtonian flow and lowest sedimentation volume were observed as described in the previous paper. Moreover, by the addition of sodium chloride to the Na-CMC solution, the amount of Na-CMC adsorbed increased to 2.55 mg./g. of barium sulfate. This is ascribed to the contraction of Na-CMC molecule, which is caused by the suppression of dissociation in the presence of sodium chloride.

View full abstract

Download PDF (684K)
Untersuchungen auf dem Gebiet der mikrobiologischen Umsetzung. XVIII. Umwandlung von Alkaloiden in der Morphin-Reihe durch Trametes sanguinea. (3).

Michihiro Yamada, Kazuaki Iizuka, Shigenobu Okuda, Toshinobu Asai, Kyo ...

1963 Volume 11 Issue 2 Pages 206-208
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.206

JOURNAL FREE ACCESS

Show abstractHide abstract

14β-Acetoxycodeinon und 14β-Bromcodeinon wurden mit T. sanguinea umgesetzt, wobei sich 14β-Hydroxycodein als gemeinsames Produkt gewinnen lieβ.

View full abstract

Download PDF (437K)
Usnic Acid. III. Anhydromethyldihydrousnic Acid.

Kotaro Takahashi, Shuichi Miyashita

1963 Volume 11 Issue 2 Pages 209-213
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.209

JOURNAL FREE ACCESS

Show abstractHide abstract

Anhydromethyldihydrousnic acid, acetylation product of methyldihydrousnic acid, was proved to have structure (II). It was assumed that the reaction mechanism was not a simple acetylation reaction but it involved the fission and reformation of a-C-O-C- bond in the furan ring and the Dienone-Phenol rearrangement.

View full abstract

Download PDF (660K)
Steroid Series. X. Ozonolysis of 7-Oxo-&lrtri;⁵-Steroids. An Attempt to synthesize 6-Azasteroid Hormone Analogs.

Katsumi Tanabe, Yasuhiro Morisawa, Rinji Takasaki

1963 Volume 11 Issue 2 Pages 214-222
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.214

JOURNAL FREE ACCESS

Show abstractHide abstract

Ozonolysis of 3β-acetoxycholest-5-en-7-one (Ia), 3β-acetoxyandrost-5-en-7, 17-dione (Ib), and 3β-acetoxypregn-5-en-7, 20-dione (Ic) afforded 3β-acetoxy-5-formoxy-6-oxa-5ξ-cholestan-7-one (IIIa), 3β-acetoxy-5-formoxy-6-oxa-5ξ-androstan-7, 17-dione (IIIb), and 3β-acetoxy-5-formoxy-6-oxa-5ξ-pregnan-7, 20-dione (IIIc), respectively. The corresponding δ-keto acids (IIa, b, c) were also isolated from the reaction mixture. Some 6-oxa-and 6-aza-steroids were derived from the δ-keto acid II as well as from its pseudo acid formate III and acetate IV.

View full abstract

Download PDF (1190K)
Configurational Effect in N-Alkylation of Diastereomeric 2-Aminocyclohexanol.

Tanezo Taguchi, Keiro Yoshizue, Shiro Anzai

1963 Volume 11 Issue 2 Pages 222-225
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.222

JOURNAL FREE ACCESS

Show abstractHide abstract

The N-alkylation of DL-trans-and DL-cis-2-aminocyclohexanols was effected with alkylating agents in the presence of potassium carbonate. When lower alkylating agents were used, the trans form gave N-dialkyl derivatives, while the cis form gave only N-monoalkyl derivatives. The use of higher alkylating agents led both forms to N-monoalkyl derivatives. The resistance of the cis form to dialkylation in the presence of the lower alkylating agents was presumably due to a hydrogen bond between the hydroxyl and the amino groups in the cis relationship. This assumption may be supported by an analogous phenomenon which was already found in the Schotten-Baumann benzoylation of diasteromeric 2, 2'-dihydroxydicyclohexylamine.^{2, 15)}

View full abstract

Download PDF (540K)
Angular Substituted Polycyclic Compounds. VII. Cyanation of &lrtri;^{1, 9}-2-Octalone (4, 4a, 5, 6, 7, 8-hexahydro-2 (3H)-naphthalenone).

Wataru Nagata, Ikuo Kikkawa, Manabu Fujimoto

1963 Volume 11 Issue 2 Pages 226-235
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.226

JOURNAL FREE ACCESS

Show abstractHide abstract

Cyanation at the angular position of &lrtri;^{1, 9}-2-octalone (I) was conducted with potassium cyanide in the presence of ammonium chloride in polar solvent, or with hydrogen cyanide and triethyl aluminum in tetrahydrofuran. In the latter case, high stereospecificity of the reaction was observed and the formation of trans-2-oxo-9-decalincarbon-itrile (IIa) to its cis-isomer IIIa was in a ratio of 24 : 1. The structures and the configurations of the products were determined by conversion into the known trans- XII and cis-9-decalincarboxylic acid (XIII). Moreover the stereochemistry of this cyanation reaction was discussed.

View full abstract

Download PDF (1248K)
Pyridazines. IV. Nuclear Magnetic Resonance Studies of Pyridazine N-Oxide and Its Derivatives.

Kazuo Tori, Masaru Ogata, Hideo Kano

1963 Volume 11 Issue 2 Pages 235-242
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.235

JOURNAL FREE ACCESS

Show abstractHide abstract

Pyridazine N-oxide derivatives have been studied by NMR spectroscopy. In all cases the spectra were simple patterns, which could be easily assigned by first order treatments. In order to obtain a complete assignment of the ring proton signals, a number of pyridazine N-oxide derivatives were examined, and the structures determined from the results are consistent with the dipole moment studies. Analysis of N-oxidation reaction mixtures of pyridazine derivatives was performed by NMR spectroscopy. Substituent effects on the chemical shifts are discussed in relation to the other aromatic ring systems. The electronic distribution of pyridazine N-oxide and diamagnetic anisotropy effect of N-O group are also discussed briefly.

View full abstract

Download PDF (838K)
Nuclear Magnetic Resonance Studies. IV. Solvent Effect of Trifluoroacetic Acid on Proton Resonances.

Yutaka Kawazoe, Masako Ohnishi

1963 Volume 11 Issue 2 Pages 243-248
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.243

JOURNAL FREE ACCESS

Show abstractHide abstract

The differences of the chemical shifts measured in two different solvents of carbon tetrachloride and trifluoroacetic acid were determined and tubulated with various kinds of compounds. The solvent effect of trifluoroacetic acid represented by the above chemical shift differences were characteristic for each proton-type. This fact may be applicable to the qualitative analysis of the compounds. It is also tried to correlate this solvent effect with the basicity of the functional group neighboured by the proton concerned.

View full abstract

Download PDF (576K)
Gas Chromatography of Stereoisomer of Ring System.

Yoshiyasu Masuda, Nobuo Ikekawa

1963 Volume 11 Issue 2 Pages 249-252
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.249

JOURNAL FREE ACCESS

Show abstractHide abstract

Gas chromatography of the stereoisomers of ring system was investigated, using SE-30 and QF-1 phases. In all of the cases, di-, tri- and tetra-cyclic (steroids and alkaloids) compounds, the cis isomers which are more compact than trans isomers were eluted faster.

View full abstract

Download PDF (411K)
Benzoisogranatanine Derivatives. I. Synthesis of 2'-Hydroxy-5-alkyl-6, 7-benzoisogranatanines.

Hiroshi Kugita, Toyonari Oine

1963 Volume 11 Issue 2 Pages 253-257
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.253

JOURNAL FREE ACCESS

Show abstractHide abstract

Cyclization of 3-(m-methoxyphenyl)-3-methyl (or ethyl) piperidine followed by hydro lysis gave 2'-hydroxy-5-methyl-6, 7-benzoisogranatanine and 5-ethyl analog. The two and intermediate compounds were tested for analgesic activity.

View full abstract

Download PDF (646K)
Preparation of Tyrosol and 4-Methoxyphenethyl Alcohol.

Shunichi Yamada, Tozo Fujii, Keijiro Takagi, Yasuo Gomi, Seishi Matsus ...

1963 Volume 11 Issue 2 Pages 258-260
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.258

JOURNAL FREE ACCESS

Show abstractHide abstract

Tyrosol (V) and 4-methoxyphenethyl alcohol (X) were prepared from the corresponding amines (I and VI) in good yield. The steps involved are formation of the acetamides (II and VII), N-nitrosoamides (III and VIII), and acetic esters (IV and IX) by application of the White's method, and hydrolysis of the resultant esters to form the alcohols (V and X).

View full abstract

Download PDF (477K)
Syntheses of Pyridazine Derivatives. II. The Reactivity of Chlorine Atom in 3- or 6-Position of Chloropyridazine 1-Oxide.

Shigeru Sako

1963 Volume 11 Issue 2 Pages 261-263
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.261

JOURNAL FREE ACCESS

Download PDF (461K)
Synthetic Studies of Potential Antimetabolites. VII. Evidences that the supposed 1-β-D-Ribofuranosyl-1H-imidazo [4, 5-b] pyridine is actually 3-β-D-Ribofuranosyl-3H-imidazo [4, 5-b] pyridine (1-Deazapurine Ribofuranoside)

Yoshihisa Mizuno, Morio Ikehara, Tokuo Itoh, Kazuko Saito

1963 Volume 11 Issue 2 Pages 265-267
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.265

JOURNAL FREE ACCESS

Download PDF (410K)
On Nitration of Cinnoline 1-Oxide

Ikuo Suzuki, Toshiaki Nakashima, Takanobu Itai

1963 Volume 11 Issue 2 Pages 268-269
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.268

JOURNAL FREE ACCESS

Download PDF (361K)
Einwirkungen von Essigsaureanhydrid auf Pyridazin-N-oxyden

Fumio Yoneda, Yoshihiro Nitta

1963 Volume 11 Issue 2 Pages 269-271
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.269

JOURNAL FREE ACCESS

Download PDF (414K)
Isolation and Structure of New Diterpenes, Dimethylsciadinonate and Sciadinone, from Sciadopitys verticillata

Chikara Kaneko, Takashi Tsuchiya, Masayuki Ishikawai

1963 Volume 11 Issue 2 Pages 271-274
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.271

JOURNAL FREE ACCESS

Download PDF (517K)
The Mechanism of the New Color Reaction of Anthrone with Furfural and Pentose

Ryoji Sawamura, Takashi Koyama

1963 Volume 11 Issue 2 Pages 274-275
Published: February 25, 1963
Released on J-STAGE: March 31, 2008

DOIhttps://doi.org/10.1248/cpb.11.274

JOURNAL FREE ACCESS

Download PDF (341K)

Register with J-STAGE for free!