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

Semisynthetic cephalosporines. The synthesis of some substituted tetrazolylacetic acids

Ľ Janda, Z Votický, J Světlík, J Grimová…

Index: Janda; Voticky; Svetlik; et al. Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 6 p. 1505 - 1514

Full Text: HTML

Citation Number: 5

Abstract

Abstract 5-[5-(Substituted phenyl)-2-furyl]-1-tetrazolylacetic acids were synthesized from ethyl 5-(substituted phenyl)-2-furylcarbamidoacetates and phosphorus pentachloride via the corresponding imidoyl chlorides, which gave with sodium azide the respective ethyl 5-[5- (substituted phenyl)-2-furyl]-1-tetrazolyl acetates. A positive antiinflammatory effect was found when testing the acids obtained by hydrolysis of the acetates prepared.

5-(4-Bromophenyl)-2-furoic acid Structure

5-(4-Bromopheny...

~%

2-[5-[5-(4-bromophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-brom...

N/A Structure

~%

2-[5-[5-(4-bromophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-brom...

ethyl 2-(((5-(4-bromophenyl)furan-2-yl)chloromethylene)amino)acetate Structure

ethyl 2-(((5-(4...

~%

2-[5-[5-(4-bromophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-brom...

N/A Structure

~%

2-[5-[5-(4-bromophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-brom...

5-phenyl-2-furoic acid Structure

5-phenyl-2-furo...

~%

2-[5-(5-phenylfuran-2-yl)tetrazol-1-yl]acetic acid Structure

2-[5-(5-phenylf...

ethyl 2-((chloro(5-phenylfuran-2-yl)methylene)amino)acetate Structure

ethyl 2-((chlor...

~%

2-[5-(5-phenylfuran-2-yl)tetrazol-1-yl]acetic acid Structure

2-[5-(5-phenylf...

N/A Structure

~%

2-[5-(5-phenylfuran-2-yl)tetrazol-1-yl]acetic acid Structure

2-[5-(5-phenylf...

5-PHENYL-FURAN-2-CARBONYL CHLORIDE Structure

5-PHENYL-FURAN-...

~%

2-[5-(5-phenylfuran-2-yl)tetrazol-1-yl]acetic acid Structure

2-[5-(5-phenylf...

5-(4-chlorophenyl)-2-furoic acid Structure

5-(4-chlorophen...

~%

2-[5-[5-(4-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-chlo...

5-(4-chlorophenyl)furan-2-carbonyl chloride Structure

5-(4-chlorophen...

~%

2-[5-[5-(4-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-chlo...

N/A Structure

~%

2-[5-[5-(4-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-chlo...

ethyl (5-(4-chlorophenyl)furan-2-carbonyl)glycinate Structure

ethyl (5-(4-chl...

~%

2-[5-[5-(4-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-chlo...

5-(2-chlorophenyl)-2-furoic Structure

5-(2-chlorophen...

~%

2-[5-[5-(2-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(2-chlo...

5-(2-chlorophenyl)furan-2-carbonyl chloride Structure

5-(2-chlorophen...

~%

2-[5-[5-(2-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(2-chlo...

N/A Structure

~%

2-[5-[5-(2-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(2-chlo...

ethyl (5-(2-chlorophenyl)furan-2-carbonyl)glycinate Structure

ethyl (5-(2-chl...

~%

2-[5-[5-(2-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(2-chlo...

5-(p-Tolyl)furan-2-carboxylic acid Structure

5-(p-Tolyl)fura...

~%

5-(4-methylphenyl)furan-2-carbonyl chloride Structure

5-(4-methylphen...

5-(4-Methoxyphenyl)-2-furoic acid Structure

5-(4-Methoxyphe...

~%

5-(4-methoxyphenyl)furan-2-carbonyl chloride Structure

5-(4-methoxyphe...

5-(4-methoxyphenyl)furan-2-carbonyl chloride Structure

5-(4-methoxyphe...

~%

2-[5-[5-(4-methoxyphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

N/A Structure

~%

2-[5-[5-(4-methoxyphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

5-(4-Methoxyphenyl)-2-furoic acid Structure

5-(4-Methoxyphe...

~%

2-[5-[5-(4-methoxyphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

N/A Structure

~%

2-[5-[5-(4-methoxyphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

N/A Structure

~90%

2-[5-[5-[3-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[3-(tri...

5-[3-(trifluoromethyl)phenyl]-2-furoic acid Structure

5-[3-(trifluoro...

~%

2-[5-[5-[3-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[3-(tri...

5-[3-(trifluoromethyl)phenyl]furan-2-carbonyl chloride Structure

5-[3-(trifluoro...

~%

2-[5-[5-[3-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[3-(tri...

ethyl 2-((chloro(5-(3-(trifluoromethyl)phenyl)furan-2-yl)methylene)amino)acetate Structure

ethyl 2-((chlor...

~%

2-[5-[5-[3-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[3-(tri...

N/A Structure

~%

2-[5-[5-[3-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[3-(tri...

ethyl 2-(5-(5-(2-(trifluoromethyl)phenyl)furan-2-yl)-1H-tetrazol-1-yl)acetate Structure

ethyl 2-(5-(5-(...

~92%

2-[5-[5-[2-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[2-(tri...

5-[2-(TRIFLUOROMETHYL)PHENYL]-2-FUROIC Structure

5-[2-(TRIFLUORO...

~%

2-[5-[5-[2-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[2-(tri...

5-(2-(trifluoromethyl)phenyl)furan-2-carbonyl chloride Structure

5-(2-(trifluoro...

~%

2-[5-[5-[2-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[2-(tri...

N/A Structure

~%

2-[5-[5-[2-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[2-(tri...

ethyl (5-(2-(trifluoromethyl)phenyl)furan-2-carbonyl)glycinate Structure

ethyl (5-(2-(tr...

~%

2-[5-[5-[2-(trifluoromethyl)phenyl]furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-[2-(tri...

5-(3-chloro-phenyl)-furan-2-carboxylic acid Structure

5-(3-chloro-phe...

~%

2-[5-[5-(3-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(3-chlo...

5-(3-chlorophenyl)furan-2-carbonyl chloride Structure

5-(3-chlorophen...

~%

2-[5-[5-(3-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(3-chlo...

ethyl (5-(3-chlorophenyl)furan-2-carbonyl)glycinate Structure

ethyl (5-(3-chl...

~%

2-[5-[5-(3-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(3-chlo...

ethyl 2-((chloro(5-(3-chlorophenyl)furan-2-yl)methylene)amino)acetate Structure

ethyl 2-((chlor...

~%

2-[5-[5-(3-chlorophenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(3-chlo...

ethyl 2-(5-(5-(p-tolyl)furan-2-yl)-1H-tetrazol-1-yl)acetate Structure

ethyl 2-(5-(5-(...

~97%

2-[5-[5-(4-methylphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

5-(p-Tolyl)furan-2-carboxylic acid Structure

5-(p-Tolyl)fura...

~%

2-[5-[5-(4-methylphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

5-(4-methylphenyl)furan-2-carbonyl chloride Structure

5-(4-methylphen...

~%

2-[5-[5-(4-methylphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

ethyl 2-((chloro(5-(p-tolyl)furan-2-yl)methylene)amino)acetate Structure

ethyl 2-((chlor...

~%

2-[5-[5-(4-methylphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

N/A Structure

~%

2-[5-[5-(4-methylphenyl)furan-2-yl]tetrazol-1-yl]acetic acid Structure

2-[5-[5-(4-meth...

Semisynthetic cephalosporines. Synthesis of some substituted...

[Janda; Voticky; Jakubcova; et al. Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 7 p. 1699 - 1712]

Semisynthetic cephalosporines. Synthesis of some substituted...

[Janda; Voticky; Jakubcova; et al. Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 7 p. 1699 - 1712]