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

Design and effective synthesis of novel templates, 3, 7-diphenyl-4-amino-thieno and furo-[3, 2-c] pyridines as protein kinase inhibitors and in vitro evaluation targeting …

…, EN Nartey, KE Hightower, L Kane-Carson

Index: Miyazaki, Yasushi; Nakano, Masato; Sato, Hideyuki; Truesdale, Anne T.; Stuart, J. Darren; Nartey, Eldridge N.; Hightower, Kendra E.; Kane-Carson, Laurie Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 250 - 254

Full Text: HTML

Citation Number: 44

Abstract

A novel class of 3, 7-diphenyl-4-amino-thieno and furo [3, 2-c] pyridine has been designed based on pharmacophore models of ATP competitive kinase inhibitors. Versatile synthetic methods via double Suzuki coupling to explore SAR have been established and potent inhibitors against angiogenetic targets, VEGFR2, Tie-2, and EphB4, have been successfully discovered.

Furylacrylic acid Structure

Furylacrylic acid

~65%

3-(furan-2-yl)prop-2-enoyl azide Structure

3-(furan-2-yl)p...

Furfural Structure

~%

3-bromofuro[3,2-c]pyridin-4-amine Structure

3-bromofuro[3,2...

3-(furan-2-yl)prop-2-enoyl azide Structure

3-(furan-2-yl)p...

~%

3-bromofuro[3,2-c]pyridin-4-amine Structure

3-bromofuro[3,2...

Furo[3,2-c]pyridin-4(5H)-one Structure

Furo[3,2-c]pyri...

~%

3-bromofuro[3,2-c]pyridin-4-amine Structure

3-bromofuro[3,2...

Furylacrylic acid Structure

Furylacrylic acid

~%

3-bromofuro[3,2-c]pyridin-4-amine Structure

3-bromofuro[3,2...

2-(2'--Furyl)-1-isocyanato-ethylen Structure

2-(2'--Furyl)-1...

~%

3-bromofuro[3,2-c]pyridin-4-amine Structure

3-bromofuro[3,2...

4-chlorofuro-[3,2-c]-pyridine Structure

4-chlorofuro-[3...

~%

3-bromofuro[3,2-c]pyridin-4-amine Structure

3-bromofuro[3,2...

Furylacrylic acid Structure

Furylacrylic acid

~%

Furo[3,2-c]pyridin-4(5H)-one Structure

Furo[3,2-c]pyri...

2-(2'--Furyl)-1-isocyanato-ethylen Structure

2-(2'--Furyl)-1...

~%

Furo[3,2-c]pyridin-4(5H)-one Structure

Furo[3,2-c]pyri...

3-(furan-2-yl)prop-2-enoyl azide Structure

3-(furan-2-yl)p...

~%

Furo[3,2-c]pyridin-4(5H)-one Structure

Furo[3,2-c]pyri...

Furfural Structure

~%

Furo[3,2-c]pyridin-4(5H)-one Structure

Furo[3,2-c]pyri...

3-Bromothieno[3,2-c]pyridin-4(5H)-one Structure

3-Bromothieno[3...

~99%

3-Bromo-4-chlorothieno[3,2-c]pyridine Structure

3-Bromo-4-chlor...

trans-3-(4-bromothiophen-2-yl)-acryloyl azide Structure

trans-3-(4-brom...

~%

3-Bromo-4-chlorothieno[3,2-c]pyridine Structure

3-Bromo-4-chlor...

4-Bromthiophen-2-carbaldehyd Structure

4-Bromthiophen-...

~%

3-Bromo-4-chlorothieno[3,2-c]pyridine Structure

3-Bromo-4-chlor...

3-(4-Bromo-2-thienyl)acrylic acid Structure

3-(4-Bromo-2-th...

~%

3-Bromo-4-chlorothieno[3,2-c]pyridine Structure

3-Bromo-4-chlor...

3-bromo-4-chloro-7-iodothieno[3,2-c]pyridine Structure

3-bromo-4-chlor...

~51%

3-bromo-7-iodo-Thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-iodo-...

trans-3-(4-bromothiophen-2-yl)-acryloyl azide Structure

trans-3-(4-brom...

~%

3-bromo-7-iodo-Thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-iodo-...

3-bromo-7-iodothieno[3,2-c]pyridin-4(5H)-one Structure

3-bromo-7-iodot...

~%

3-bromo-7-iodo-Thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-iodo-...

4-Bromthiophen-2-carbaldehyd Structure

4-Bromthiophen-...

~%

3-bromo-7-iodo-Thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-iodo-...

3-(4-Bromo-2-thienyl)acrylic acid Structure

3-(4-Bromo-2-th...

~%

3-bromo-7-iodo-Thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-iodo-...

3-bromo-7-iodo-Thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-iodo-...

3,4,5-Trimethoxyphenylboronic acid Structure

3,4,5-Trimethox...

~53%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

3-Bromothieno[3,2-c]pyridin-4(5H)-one Structure

3-Bromothieno[3...

~%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

trans-3-(4-bromothiophen-2-yl)-acryloyl azide Structure

trans-3-(4-brom...

~%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

3-bromo-7-iodothieno[3,2-c]pyridin-4(5H)-one Structure

3-bromo-7-iodot...

~%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

3-bromo-4-chloro-7-iodothieno[3,2-c]pyridine Structure

3-bromo-4-chlor...

~%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

4-Bromthiophen-2-carbaldehyd Structure

4-Bromthiophen-...

~%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

3-(4-Bromo-2-thienyl)acrylic acid Structure

3-(4-Bromo-2-th...

~%

3-bromo-7-(3,4,5-trimethoxyphenyl)thieno[3,2-c]pyridin-4-amine Structure

3-bromo-7-(3,4,...

The thieno [3, 2-c] pyridine and furo [3, 2-c] pyridine ring...

[New, James S.; Christopher, William L.; Yevich, Joseph P.; Butler, Rhett; Schlemmer, R. Francis; et al. Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1147 - 1156]

The thieno [3, 2-c] pyridine and furo [3, 2-c] pyridine ring...

[New, James S.; Christopher, William L.; Yevich, Joseph P.; Butler, Rhett; Schlemmer, R. Francis; et al. Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1147 - 1156]