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

Nonsteroidal antiinflammatory agents. 3. Synthesis of the positional isomers of 4'-chloro-5-methoxy-3-biphenylylacetic acid and their antiinflammatory and analgesic …

…, S Tada, K Kunimoto, S Matsumura…

Index: Tamura, Yasumitsu; Yoshimoto, Yoshihiko; Tada, Shin-ichi; Kunimoto, Katsutoshi; Matsumura, Shingo; et al. Journal of Medicinal Chemistry, 1981 , vol. 24, # 8 p. 1006 - 1010

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Citation Number: 5

Abstract

The positional isomers 3a-i of 4'-chloro-5-methoxy-3-biphenylylacetic acid [l (DKA-9), R= 4- ClPh; R'= Me01 which is a newly developed nonsteroidal antiinflammatory agent, have been prepared and evaluated for antiinflammatory and analgesic activities using both the carrageenan-induced rat paw edema and AcOH writhing assays. The 3-and 4- biphenylylacetic acids 3a, d, which closely resemble 1 (R= 4-ClPh, R'= MeO) structurally, ...

methyl 2-(4'-chloro-2-methoxy-[1,1'-biphenyl]-4-yl)acetate Structure

methyl 2-(4'-ch...

~72%

4'-Chloro-6-methoxy-4-biphenylacetic acid Structure

4'-Chloro-6-met...

methyl 4-(4-chlorophenyl)-3-oxo-1-cyclohexen-1-ylacetate Structure

methyl 4-(4-chl...

~%

4'-Chloro-6-methoxy-4-biphenylacetic acid Structure

4'-Chloro-6-met...

methyl 2-(4'-chloro-3-methoxy-[1,1'-biphenyl]-2-yl)acetate Structure

methyl 2-(4'-ch...

~86%

2-[2-(4-chlorophenyl)-6-methoxyphenyl]acetic acid Structure

2-[2-(4-chlorop...

methyl 2-(4-chlorophenyl)-6-oxo-1-cyclohexen-1-ylacetate Structure

methyl 2-(4-chl...

~%

2-[2-(4-chlorophenyl)-6-methoxyphenyl]acetic acid Structure

2-[2-(4-chlorop...

methyl 2-(4'-chloro-3-methoxy-[1,1'-biphenyl]-4-yl)acetate Structure

methyl 2-(4'-ch...

~80%

4'-Chloro-5-methoxy-4-biphenylacetic acid Structure

4'-Chloro-5-met...

methyl 4-(4-chlorophenyl)-2-oxo-3-cyclohexen-1-ylacetate Structure

methyl 4-(4-chl...

~%

4'-Chloro-5-methoxy-4-biphenylacetic acid Structure

4'-Chloro-5-met...

Methanol Structure

6-(4-chlorophenyl)-2-cyclohexen-1-one Structure

6-(4-chlorophen...

~52%

1-chloro-4-(2-methoxyphenyl)benzene Structure

1-chloro-4-(2-m...

6-(4-chlorophenyl)-3-chloro-2-cyclohexen-1-one Structure

6-(4-chlorophen...

~%

1-chloro-4-(2-methoxyphenyl)benzene Structure

1-chloro-4-(2-m...

4-(4-chlorophenyl)cyclohexane-1,3-dione Structure

4-(4-chlorophen...

~%

1-chloro-4-(2-methoxyphenyl)benzene Structure

1-chloro-4-(2-m...

methyl 4-(4'-chlorophenyl)-5-oxohexanoate Structure

methyl 4-(4'-ch...

~%

1-chloro-4-(2-methoxyphenyl)benzene Structure

1-chloro-4-(2-m...

Methanol Structure

4-(4-chlorophenyl)-2-cyclohexen-1-one Structure

4-(4-chlorophen...

~83%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

6-(4-chlorophenyl)-3-chloro-2-cyclohexen-1-one Structure

6-(4-chlorophen...

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

4-(4-chlorophenyl)cyclohexane-1,3-dione Structure

4-(4-chlorophen...

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

methyl 4-(4'-chlorophenyl)-5-oxohexanoate Structure

methyl 4-(4'-ch...

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

6-(4-chlorophenyl)-3-isobutoxy-2-cyclohexen-1-one Structure

6-(4-chlorophen...

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

methyl 4'-chloro-4-methoxy-3-biphenylylacetate Structure

methyl 4'-chlor...

~95%

4'-Chloro-4-methoxy-3-biphenylacetic acid Structure

4'-Chloro-4-met...

methyl 2-(4'-chloro-6-methoxy-[1,1'-biphenyl]-3-yl)acetate Structure

methyl 2-(4'-ch...

~92%

4'-Chloro-6-methoxy-3-biphenylacetic acid Structure

4'-Chloro-6-met...

4'-chloro-2-methoxy-3-biphenylylacetaldehyde Structure

4'-chloro-2-met...

~%

4'-Chloro-2-methoxy- Structure

4'-Chloro-2-methoxy-

3-allyl-4'-chloro-2-methoxybiphenyl Structure

3-allyl-4'-chlo...

~%

4'-Chloro-2-methoxy- Structure

4'-Chloro-2-methoxy-

methyl 2-(4'-chloro-6-methoxy-[1,1'-biphenyl]-2-yl)acetate Structure

methyl 2-(4'-ch...

~41%

2-[2-(4-chlorophenyl)-3-methoxyphenyl]acetic acid Structure

2-[2-(4-chlorop...

methyl 2-(4-chlorophenyl)-3-oxo-1-cyclohexen-1-ylacetate Structure

methyl 2-(4-chl...

~%

2-[2-(4-chlorophenyl)-3-methoxyphenyl]acetic acid Structure

2-[2-(4-chlorop...

methyl 2-(4'-chloro-5-methoxy-[1,1'-biphenyl]-2-yl)acetate Structure

methyl 2-(4'-ch...

~83%

2-[2-(4-chlorophenyl)-4-methoxyphenyl]acetic acid Structure

2-[2-(4-chlorop...

methyl 2-(4'-chloro-4-methoxy-[1,1'-biphenyl]-2-yl)acetate Structure

methyl 2-(4'-ch...

~51%

2-[2-(4-chlorophenyl)-5-methoxyphenyl]acetic acid Structure

2-[2-(4-chlorop...