Novel 4-substituted pyridine derivatives: Practical derivatization and biological profiles of reversible H+/K+-ATPase inhibitors

被引：6

作者：

Niiyama, K ^{[1
]}

Nagase, T ^{[1
]}

Fukami, T ^{[1
]}

Takezawa, Y ^{[1
]}

Takezawa, H ^{[1
]}

Hioki, Y ^{[1
]}

Takeshita, H ^{[1
]}

Ishikawa, K ^{[1
]}

机构：

[1] BANYU PHARMACEUT CO LTD,TSUKUBA RES INST,NEW DRUG DISCOVERY RES LABS,TSUKUBA,IBARAKI 30026,JAPAN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 05期

关键词：

D O I：

10.1016/S0960-894X(97)00056-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An easy method to prepare novel 4-alkoxy-, 4-alkylthio- or 4-aryloxy-5-methyl-2-[1-(hydroxy-methyl)-2-(1-naphthyl)-ethyl (or -ethenyl)]pyridine derivatives having reversible inhibitory activity against H+/K+ ATPase is described. Use of a methylsulfinyl- or methylsulfonyl group as a leaving group makes it possible to effectively introduce Various alkoxy or alkylthio groups into the 4-position of the pyridine ring at the final stages of synthesis. Biological profiles of the prepared compounds are briefly mentioned. (C) 1997 Elsevier Science Ltd.

引用

页码：527 / 532

页数：6

共 16 条

[1] KINETICS OF REACTIONS IN HETEROCYCLES .2. REPLACEMENT OF METHYLSULPHONYL GROUP IN SUBSTITUTED PYRIDINES PYRIDAZINES AND PYRAZINE BY METHOXIDE ION [J].

BARLIN, GB ;

BROWN, WV .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1967, (07) :648-&

[2] KINETICS OF REACTIONS IN HETEROCYCLES .V. REPLACEMENT OF METHYLSULPHINYL AND METHYLTHIO-GROUPS IN SUBSTITUTED 6-MEMBERED NITROGEN HETEROCYCLES BY METHOXIDE ION [J].

BARLIN, GB ;

BROWN, WV .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1968, (12) :1435-&

[3]

BORG KO, 1986, SCAND J GASTROE S118, V21

[4] PHARMACOLOGY AND TOXICOLOGY OF OMEPRAZOLE WITH SPECIAL REFERENCE TO THE EFFECTS ON THE GASTRIC-MUCOSA [J].

CARLSSON, E ;

LARSSON, H ;

MATTSSON, H ;

RYBERG, B ;

SUNDELL, G .

SCANDINAVIAN JOURNAL OF GASTROENTEROLOGY, 1986, 21 :31-38

[5] OMEPRAZOLE - A PRELIMINARY REVIEW OF ITS PHARMACODYNAMIC AND PHARMACOKINETIC PROPERTIES, AND THERAPEUTIC POTENTIAL IN PEPTIC-ULCER DISEASE AND ZOLLINGER-ELLISON SYNDROME [J].

CLISSOLD, SP ;

CAMPOLIRICHARDS, DM .

DRUGS, 1986, 32 (01) :15-47

[6] IPSO-SUBSTITUTION OF A SULFINYL OR SULFONYL GROUP ATTACHED TO PYRIDINE RINGS AND ITS APPLICATION FOR THE SYNTHESIS OF MACROCYCLES [J].

FURUKAWA, N ;

OGAWA, S ;

KAWAI, T ;

OAE, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08) :1839-1845

[7] REACTIONS OF PYRIDYL AND RELATED HETEROAROMATIC-COMPOUNDS ACTIVATED BY SULFUR FUNCTIONAL-GROUPS [J].

FURUKAWA, N .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1987, 45 (07) :624-639

[8] GASTRIC CARCINOIDS AND ANTISECRETORY DRUGS [J].

HAKANSON, R ;

SUNDER, F .

TRENDS IN PHARMACOLOGICAL SCIENCES, 1986, 7 (10) :386-387

[9]

HIOKI Y, 1990, ARCH INT PHARMACOD T, V305, P32

[10] 4-(2-PYRIDYL)-5-PHENYLTHIAZOLES AS NOVEL NON-BICYCLIC REVERSIBLE INHIBITORS OF THE GASTRIC H+/K+-ATPASE [J].

IFE, RJ ;

LEACH, CA ;

POPE, AJ ;

THEOBALD, CJ .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (06) :543-546

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