Studies in spiroheterocycles: Part II - Synthesis and antibacterial activity of some novel spiro[indole-pyrazolines], spiro[indole-pyrimidines] and spiro[indole-1,5-benzodiazepines] containing 1,8-naphthyridine moiety

被引：0

作者：

Mogilaiah, K ^{[1
]}

Rao, RB ^{[1
]}

机构：

[1] Kakatiya Univ, Univ Arts & Sci Coll, Dept Chem, Warangal, Andhra Pradesh, India

来源：

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1998年 / 37卷 / 02期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Acetyl-2-methyl-1,8-naphthyridine 1 on treatment with different isatins 2 gives the corresponding 3-hydroxy-3-(2-methyl-1,8-naphthyridine-3-carbonylmethyl)-indone-2-ones 3, which on dehydration afford the substituted 3-(2-methyl-1,8-naphthyridine-3-carbonyl-methylene)-indole-2-one 4. Cyclocondensation of 4 with hydrazine hydrate, phenylhydrazine, urea, thiourea and o-phenylenediamine afford novel spiro[indole-pyrazolines] 5 and 6, spiro [indole-pyrimidinones] 7, spiro[indole-pyrimidinethiones] 8 and spiro[indole-1,5-benzodiazepines] 9 containing 1,8-naphthyridine moiety, respectively. The structures of the compounds 3-9 have been established on the basis of their elemental analyses and spectral (IR, H-1 NMR and mass) data. The compounds 4, 6 and 8 have been tested for their antibacterial activity.

引用

页码：139 / 144

页数：6

共 16 条

[1] STUDIES IN SPIROHETEROCYCLES .17. SYNTHESIS OF NOVEL FLUORINE CONTAINING SPIRO[INDOLE-PYRANOBENZOPYRAN] AND SPIRO[INDENOPYRAN-INDOLE] DERIVATIVES
JOSHI, KC
DANDIA, A
BAWEJA, S
JOSHI, A
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (04) : 1097 - 1099
[2] SPIRO HETEROCYCLES .7. SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF SOME FLUORINE CONTAINING SPIRO[AZETIDINE-2,3'-[3H]INDOLE]-2',4(1'H)-DIONES
JOSHI, KC
JAIN, R
SHARMA, V
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1986, 63 (04) : 430 - 431
[3] Synthesis and antibacterial activity of some novel spiro [3H-indole-3,5′-[1,3,4]oxadiazolo[3,2-c]thiazole]-2(1H)-ones and [1,3,4]oxadiazino[6,5-b]indoles containing 1,8-naphthyridine moiety
Mogilaiah, K
Reddy, PR
Rao, RB
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1999, 38 (10): : 1203 - 1207
[4] Design, synthesis, and in vitro antibacterial and antifungal activities of some novel spiro[azetidine-2, 3′-indole]-2, 4(1′H)-dione
Shah, Ravi J.
Modi, Neha R.
Patel, Manish J.
Patel, Laxmanbhai J.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
[5] SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF SOME NOVEL FLUORINE CONTAINING SPIRO[3H-INDOLE-3,3'-[3H]-PYRAZOL]-2(1H)-ONE DERIVATIVES
JOSHI, KC
DANDIA, A
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JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1990, 67 (09) : 753 - 756
[6] Design, synthesis and in vitro antibacterial and antifungal activities of some novel spiro[azetidine-2,3'-indole]-2,4(1'H)-dione
Shah, Ravi J.
Modi, Neha R.
Patel, Manish J.
Patel, Laxmanbhai J.
Chauhan, Bhupendrasinh F.
Patel, Madhabhai M.
MEDICINAL CHEMISTRY RESEARCH, 2011, 20 (05) : 587 - 594
[7] Design, synthesis and in vitro antibacterial and antifungal activities of some novel spiro[azetidine-2,3′-indole]-2,4(1′H)-dione
Ravi J. Shah
Neha R. Modi
Manish J. Patel
Laxmanbhai J. Patel
Bhupendrasinh F. Chauhan
Madhabhai M. Patel
Medicinal Chemistry Research, 2011, 20 : 587 - 594
[8] Design, synthesis and in-vitro antibacterial and antifungal activities of some novel spiro[azetidine-2, 3′-indole]-2, 4(1′H)-dione
Shah, Ravi J.
Modi, Neha R.
Patel, Manish J.
Patel, Laxamanbhai J.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
[9] SPIRO HETEROCYCLES .19. SYNTHESIS AND INSECTICIDAL ACTIVITY OF SOME NEW FLUORINE-CONTAINING SPIRO[4H-1-BENZOPYRAN-4,3'-[3H]-INDOLE]-3-CARBONITRILES CARBOXYETHYLESTERS
JOSHI, KC
JAIN, R
NISHITH, S
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1990, 67 (06) : 490 - 492
[10] STUDIES IN SPIROHETEROCYCLES .9. A NEW ELEGANT SYNTHESIS AND REACTIONS OF SOME NOVEL FLUORINE-CONTAINING SPIRO[3H-INDOLE-3,2'-TETRAHYDRO-1,3-THIAZINE]-2,4'(1H)-DIONES
JOSHI, KC
DANDIA, A
AHMED, N
HETEROCYCLES, 1986, 24 (09) : 2479 - 2485

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