OpenSourceMalaria:GSK Amino-thienopyrimidine Series: Difference between revisions
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==GSK Thienopyrimidine Series== | ==GSK Thienopyrimidine Series== | ||
The series | The first structure in this series, [https://www.ebi.ac.uk/chemblntd/compound/results/9372/1/molweight/asc/mini | TCMDC 135294], has the following structure: | ||
[[Image:thienopyrimidine.PNG|thumb|center|180px|GSK Thienopyrimidine Series: TCMDC 135294]] | [[Image:thienopyrimidine.PNG|thumb|center|180px|GSK Thienopyrimidine Series: TCMDC 135294]] | ||
[https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL581088 | | [https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL581088 | ChEMBL 581088] link. | ||
[https://www.chemspider.com/Chemical-Structure.24575349.html?rid=a5689148-4b7f-4b14-b9e6-7d03c39148df | ChemSpider] | [https://www.chemspider.com/Chemical-Structure.24575349.html?rid=a5689148-4b7f-4b14-b9e6-7d03c39148df | ChemSpider] link. | ||
SMILES: Nc1ncnc2cc(sc12)c3cccc(c3)S(=O)(=O)N | SMILES: Nc1ncnc2cc(sc12)c3cccc(c3)S(=O)(=O)N | ||
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===Miscellaneous=== | |||
TCMDC 135294 is part of a series with one other member, [https://www.ebi.ac.uk/chemblntd/compound/results/9373/1/molweight/asc/mini | TCMDC 135255], shown below: | |||
[[Image:NearneighbourJim.png|thumb|center|180px| TCMDC 135255]] | |||
[https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/639249 | ChEMBL639249] link. | |||
[https://www.chemspider.com/Chemical-Structure.24575311.html?rid=f6d62fc1-19d7-4160-9b7a-bb893b9de88a | ChemSpider] link. | |||
SMILES: Nc1ncnc2cc(sc12)c3cccc(NC(=O)Nc4ccccc4)c3 | |||
InChI=1S/C19H15N5OS/c20-18-17-15(21-11-22-18)10-16(26-17)12-5-4-8-14(9-12)24-19(25)23-13-6-2-1-3-7-13/h1-11H,(H2,20,21,22)(H2,23,24,25) | |||
===References=== | ===References=== | ||
Revision as of 19:30, 7 February 2012
GSK Thienopyrimidine Series
The first structure in this series, | TCMDC 135294, has the following structure:
| ChEMBL 581088 link.
| ChemSpider link.
SMILES: Nc1ncnc2cc(sc12)c3cccc(c3)S(=O)(=O)N
InChI=1S/C12H10N4O2S2/c13-12-11-9(15-6-16-12)5-10(19-11)7-2-1-3-8(4-7)20(14,17)18/h1-6H,(H2,13,15,16)(H2,14,17,18)
Synthesis
The proposed synthesis for this compound is below:
Miscellaneous
TCMDC 135294 is part of a series with one other member, | TCMDC 135255, shown below:
| ChEMBL639249 link.
| ChemSpider link.
SMILES: Nc1ncnc2cc(sc12)c3cccc(NC(=O)Nc4ccccc4)c3
InChI=1S/C19H15N5OS/c20-18-17-15(21-11-22-18)10-16(26-17)12-5-4-8-14(9-12)24-19(25)23-13-6-2-1-3-7-13/h1-11H,(H2,20,21,22)(H2,23,24,25)
References
Castenado, G.; Dotson, J.; Goldsmith, R.; Gunzo, J.; Heffron, T.; Mathieu, S.; Oliveo, A.; Staben, S.; Sutherlin, D.P.; Tsui, V.; Wang, S.; Zhu, B.; Bayliss, T.; Chuckowree, I.; Folkes, A.; Wan, N.C. (Genentech, Inc., USA; Piramed Limited). Thienopyrimidine and furopyrimidine derivatives as phosphoinositide 3-kinase inhibitor and their preparation, pharmaceutical compositions and use in the treatment of cancer. World Intellectual Property Organisation 2008073785 A2, 2008; SciFinder Scholar AN 2008:735944 (accessed 2/2/2012).
Son, J.B.; Jung, S. H.; Choi, W.I.; Jung, Y.H.; Choi, J.Y.; Song, J.Y.; Lee, K.H.; Lee, J.C.; Kim, E.Y.; Ahn, Y.G.; Kim, M.S.; Choi, HG.; Sim, T.B.; Ham, Y.J.; Park, D.; Kim, H.; Kim, D. (Hanmi Holdings Co., Ltd., S. Korea; Korea Institute of Science and Technology; Catholic University Industry Academic Cooperation Foundation). Preparation of thienopyrimidine derivatives for use as protein kinase inhibitors. World Intellectual Property Organisation 2011093684 A2, 2011; SciFinder Scholar AN 2011:971406 (accessed 3/2/2012).
