Polycyclic N-Heterocyclic Compounds 73: Synthesis and Evaluation of 5-Substituted 1,2-Dihydrofuro[2,3-c]isoquinolines as Inducers of Lipoprotein Lipase mRNA Expression

被引：4

作者：

Okuda, Kensuke ^{[1
]}

Yoshida, Masahiko ^{[2
]}

Hirota, Takashi ^{[2
]}

Sasaki, Kenji ^{[2
]}

机构：

[1] Gifu Pharmaceut Univ, Lab Med & Pharmaceut Chem, Gifu 5011196, Japan

[2] Okayama Univ, Fac Pharmaceut Sci, Lab Pharmaceut Chem, Kita Ku, Okayama 7008530, Japan

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2013年 / 50卷

关键词：

SMILES TYPE REARRANGEMENT; TRUCE;

D O I：

10.1002/jhet.1016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several 5-substituted 1,2-dihydro[2,3-c]isoquinoline derivatives were synthesized as part of our research to develop new diabetes drugs. Amines and sulfanyls were used as substituents at the 5th-position. Evaluation of the effects of the newly synthesized compounds on lipoprotein lipase mRNA expression in 3T3-L1 preadipocytes revealed one promising candidate with potency comparable to that of troglitazone.

引用

页码：E9 / E11

页数：3

共 27 条

[1] POLYCYCLIC N-HETEROCYCLIC COMPOUNDS 74: REARRANGEMENT REACTION OF 5-AMINO-1,2-DIHYDROFURO[2,3-c]ISOQUINOLINES WITH α,ω-DIBROMOALKANES AND EVALUATION OF PRODUCT BRONCHODILATOR ACTIVITY
Okuda, Kensuke
Yoshida, Masahiko
Hirota, Takashi
Sasaki, Kenji
SYNTHETIC COMMUNICATIONS, 2012, 42 (06) : 865 - 871
[2] Polycyclic N-Heterocyclic Compounds. Part 63 Improved Synthesis of 5-Amino-1,2-dihydrofuro[2,3-c]isoquinolines via Truce-Smiles Rearrangement and Subsequent Formation to Furo[2,3-c]isoquinoline
Okuda, Kensuke
Yoshida, Masahiko
Hirota, Takashi
Sasaki, Kenji
CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (03) : 363 - 368
[3] Polycyclic N-Heterocyclic Compounds, Part 71: Synthesis and Bronchodilator Evaluation of 5-Substituted 1,2-Dihydrofuro[3,2-f][1,7]naphthyridines and Related Compounds
Okuda, Kensuke
Matsushita, Tetsuo
Hirota, Takashi
Sasaki, Kenji
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (04) : 742 - 747
[4] POLYCYCLIC N-HETEROCYCLIC COMPOUNDS. PART 70: SYNTHESIS OF 5-AMINO-1,2-DIHYDROFURO[2,3-b]PYRIDO[3′,2′:4,5]-THIENO[3,2-d]PYRIDINES AND RELATED COMPOUNDS. EVALUATION OF EFFECTS ON LIPOPROTEIN LIPASE mRNA EXPRESSION
Okuda, Kensuke
Takechi, Hideyasu
Hirota, Takashi
Sasaki, Kenji
HETEROCYCLES, 2011, 83 (06) : 1315 - 1328
[5] Polycyclic N-Heterocyclic Compounds. Part 64: Synthesis of 5-Amino-1,2,6,7-tetrahydrobenzo[f]furo[2,3-c]isoquinolines and Related Compounds. Evaluation of Their Bronchodilator Activity and Effects on Lipoprotein Lipase mRNA Expression
Okuda, Kensuke
Deguchi, Hiroshi
Kashino, Setsuo
Hirota, Takashi
Sasaki, Kenji
CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (05) : 685 - 689
[6] Polycyclic N-Heterocyclic Compounds. Part 65: Ring Cleavage Reactions of Fused Furo[2,3-c]isoquinolines and Related Compounds with Various Nucleophiles
Okuda, Kensuke
Deguchi, Hiroshi
Hirota, Takashi
Sasaki, Kenji
CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (05) : 755 - 757
[7] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .5. [1]BENZOTHIENO[2,3-C]NAPHTHO[2,1-F]QUINOLINE AND [1]BENZOTHIENO[2,3-C]NAPHTHO[1,2-G]QUINOLINE
LUO, JK
CASTLE, RN
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (08) : 1825 - 1830
[8] Polycyclic N-Heterocyclic Compounds, Part 69: Synthesis of 5-amino-1,2-dihydro[1]benzofuro[3,2-d]furo[2,3-b]pyridines and their transformations to related compounds
Okuda, Kensuke
Takano, Jun-ichi
Hirota, Takashi
Sasaki, Kenji
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (02) : 281 - 287
[9] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .16. [1]BENZOTHIENO[2',3'/4,5]THIENO[2,3-C]QUINOLINE AND [1]BENZOTHIENO[2',3'/4,5]THIENO[2,3-C]NAPHTHO[1,2-F]QUINOLINE
LUO, JK
FEDERSPIEL, RF
CASTLE, RN
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (02) : 659 - 664
[10] POLYCYCLIC N-HETEROCYCLIC COMPOUNDS, PART 77: SYNTHESIS OF [1]BENZOTHIENO[3′,2′:2,3]OXEPINO[4,5-d]PYRIMIDINES AND EVALUATION OF THEIR ANTIPLATELET AGGREGATION ACTIVITY
Okuda, Kensuke
Nikaido, Takashi
Hirota, Takashi
Sasaki, Kenji
SYNTHETIC COMMUNICATIONS, 2013, 43 (12) : 1619 - 1625

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