e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Studies on anti-inflammatory agents. VI. Synthesis and pharmacological properties of 2, 3-diarylthiophenes.

…, K Nakamura, T OGiNo, N KoNisHi, T TOJO…

Index: Tsuji, Kiyoshi; Nakamura, Katsuya; Ogino, Takashi; Konishi, Nobukiyo; Tojo, Takashi; Ochi, Takehiro; Seki, Nobuo; Matsuo, Masaaki Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 2 p. 279 - 286

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Citation Number: 40

Abstract

A series of novel 5-substituted-2, 3-diarylthiophenes has been synthesized and found to be active in the rat adjuvant arthritis (AA) model and/or in the yeast-induced hyperalgesia (Randall-Selitto) assay. Among the compounds synthesized herein, 2-(4-fluorophenyl)-3-[4- (methylsulfonyl) phenyl]-5-(trifluoromethyl) thiophene (6a) exhibited the most potent activities on AA, collagen-induced arthritis (CIA) and the delayed-type hypersensitivity ...

1-(4-fluorophenyl)-2-(4-(methylthio)phenyl)ethanone Structure

1-(4-fluorophen...

~%

2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene Structure

2-(4-fluorophen...

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3-chloro-3-(4-fluorophenyl)-2-(4-(methylthio)phenyl)acrylaldehyde Structure

3-chloro-3-(4-f...

~%

2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene Structure

2-(4-fluorophen...

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N/A Structure

~%

2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene Structure

2-(4-fluorophen...

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N/A Structure

~88%

2-(4-fluorophenyl)-3-(4-methylsulfanylphenyl)thiophene Structure

2-(4-fluorophen...

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Mercaptoacetic acid Structure

Mercaptoacetic acid

3-chloro-3-(4-fluorophenyl)-2-(4-(methylthio)phenyl)acrylaldehyde Structure

3-chloro-3-(4-f...

~37%

2-(4-fluorophenyl)-3-(4-methylsulfanylphenyl)thiophene Structure

2-(4-fluorophen...

N/A Structure

Learn More

1-(4-fluorophenyl)-2-(4-(methylthio)phenyl)ethanone Structure

1-(4-fluorophen...

~%

2-(4-fluorophenyl)-3-(4-methylsulfanylphenyl)thiophene Structure

2-(4-fluorophen...

Learn More

3-chloro-3-(4-fluorophenyl)-2-(4-(methylthio)phenyl)acrylaldehyde Structure

3-chloro-3-(4-f...

~%

2-(4-fluorophenyl)-3-(4-methylsulfanylphenyl)thiophene Structure

2-(4-fluorophen...

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Chemistry and pharmacokinetics of diarylthiophenes and terph...

[Pinto, Donald J.P.; Copeland, Robert A.; Covington, Maryanne B.; Pitts, William J.; Batt, Douglas G.; Orwat, Michael J.; Lam, Gilbert N.; Joshi, Amita; Chan, Yuk-Charn; Wang, Shuaige; Trzaskos, James M.; Magolda, Ronald L.; Kornhauser, David M. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 24 p. 2907 - 2912]

Chemistry and pharmacokinetics of diarylthiophenes and terph...

[Pinto, Donald J.P.; Copeland, Robert A.; Covington, Maryanne B.; Pitts, William J.; Batt, Douglas G.; Orwat, Michael J.; Lam, Gilbert N.; Joshi, Amita; Chan, Yuk-Charn; Wang, Shuaige; Trzaskos, James M.; Magolda, Ronald L.; Kornhauser, David M. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 24 p. 2907 - 2912]

Chemistry and pharmacokinetics of diarylthiophenes and terph...

[Pinto, Donald J.P.; Copeland, Robert A.; Covington, Maryanne B.; Pitts, William J.; Batt, Douglas G.; Orwat, Michael J.; Lam, Gilbert N.; Joshi, Amita; Chan, Yuk-Charn; Wang, Shuaige; Trzaskos, James M.; Magolda, Ronald L.; Kornhauser, David M. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 24 p. 2907 - 2912]

Chemistry and pharmacokinetics of diarylthiophenes and terph...

[Pinto, Donald J.P.; Copeland, Robert A.; Covington, Maryanne B.; Pitts, William J.; Batt, Douglas G.; Orwat, Michael J.; Lam, Gilbert N.; Joshi, Amita; Chan, Yuk-Charn; Wang, Shuaige; Trzaskos, James M.; Magolda, Ronald L.; Kornhauser, David M. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 24 p. 2907 - 2912]