GMP Compliant Synthesis of Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2

André Heeres, Sjoukje van der Hoek, Inês F. Antunes, Khaled A. Attia, Olivier Jacquet, Marian Bulthuis, Rolf Zijlma, Hendrikus H. Boersma, Harry van Goor, Ton J. Visser, Hiddo J. L. Heerspink, Philip H. Elsinga, Jasper Stevens

Rijksuniversiteit Groningen, Universitair Medisch Centrum Groningen, Afdeling Klinische Farmacie en Farmacologie
Rijksuniversiteit Groningen, Universitair Medisch Centrum Groningen, Afdeling Nucleaire Geneeskunde en Moleculaire Beeldvorming
Symeres BV
Rijksuniversiteit Groningen, Universitair Medisch Centrum Groningen, Afdeling Pathologie en Medische Biologie

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26 Article
3 Patent

29 resultaten

2023
Substituted anilides from chitin-based 3-acetamido-furfural
van der Loo, C., Kaniraj, J. P., Wang, T., Pouwer, K., Broekman, O., Borst, M., Heeres, A., Deuss, P. & Minnaard, A., 5 okt. 2023, In: Organic and Biomolecular Chemistry. 21, 41, blz. 8372-8378 7 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
2022
Advantages of Producing Aromatics from Propene over Ethene Using Zeolite-Based Catalysts
Butolia, P. S., Xi, X., Winkelman, J. G. M., Stuart, M. C. A., van Akker, M., Heeres, A., Heeres, H. J. & Xie, J., 11 okt. 2022, In: Chemie Ingenieur Technik - CIT. 94, 11, blz. 1845-1852 8 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
A time- and space-resolved catalyst deactivation study on the conversion of glycerol to aromatics using H-ZSM-5
He, S., Goldhoorn, H. R., Tegudeer, Z., Chandel, A., Heeres, A., Stuart, M. C. A. & Heeres, H. J., 15 apr. 2022, In: Chemical Engineering Journal. 434, 134620.
Onderzoeksoutput: Article › Academic › peer review

Open Access
Binding of the Dual-Action Anti-Parkinsonian Drug AG-0029 to Dopamine D2 and Histamine H3 Receptors: A PET Study in Healthy Rats
Ghazanfari, N., van Waarde, A., Doorduin, J., Sijbesma, J. W. A., Kominia, M., Koelewijn, M., Attia, K., Vállez-García, D., T.M. Willemsen, A., Heeres, A., Dierckx, R. A. J. O., Visser, T. J., de Vries, E. & Elsinga, P. H., 22 jun. 2022, In: Molecular Pharmaceutics. 19, 7, blz. 2287–2298 12 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
Pharmacokinetic Modeling of [11C]GSK-189254, PET Tracer Targeting H3 Receptors, in Rat Brain
Ghazanfari, N., van Waarde, A., Doorduin, J., Sijbesma, J. W. A., Kominia, M., Koelewijn, M., Attia, K., T.M. Willemsen, A., Visser, T. J., Heeres, A., Dierckx, R. A. J. O., de Vries, E. & Elsinga, P., 16 feb. 2022, In: Molecular Pharmaceutics. 19, 3, blz. 918–928 11 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
Studying Telmisartan Plasma Exposure, Kidney Distribution, Receptor Occupancy, and Response in Patients With Type 2 Diabetes Using [11C]Telmisartan
van der Hoek, S., Mulder, D. J., T.M. Willemsen, A., Visser, T. J., Heeres, A., Slart, R. H. J. A., Elsinga, P. H., Heerspink, H. J. L. & Stevens, J., 7 sep. 2022, In: Clinical Pharmacology & Therapeutics. 112, 6, blz. 1264-1270 7 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
2021
Catalytic Conversion of Free Fatty Acids to Bio-Based Aromatics: A Model Investigation Using Oleic Acid and an H-ZSM-5/Al2O3 Catalyst
He, S., Hiltje Klein, F. G., Kramer, T. S., Chandel, A., Tegudeer, Z., Heeres, A. & Heeres, H. J., 10 jan. 2021, In: ACS Sustainable Chemistry and Engineering. 9, 3, blz. 1128-1141 14 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
Catalytic conversion of glycerol and co-feeds (fatty acids, alcohols, and alkanes) to bio-based aromatics: remarkable and unprecedented synergetic effects on catalyst performance
He, S., Kramer, T. S., Sukmayanda Santosa, D., Heeres, A. & Heeres, H. J., 18 dec. 2021, In: Green Chemistry. 24, 2, blz. 941-949 9 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
Catalytic conversion of glycerol to bio-based aromatics using H-ZSM-5 in combination with various binders
He, S., Goldhoorn, H. R., Tegudeer, Z., Chandel, A., Heeres, A., Liu, C., Pidko, E. & Heeres, H. J., okt. 2021, In: Fuel Processing Technology. 221, 106944.
Onderzoeksoutput: Article › Academic › peer review

Open Access
GMP Compliant Synthesis of [18F]Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2
van der Hoek, S., Antunes, I. F., Attia, K. A., Jacquet, O., Heeres, A., Bulthuis, M., Zijlma, R., Boersma, H. H., van Goor, H., Visser, T. J., Heerspink, H. J. L., Elsinga, P. H. & Stevens, J., 8 nov. 2021, In: Journal of Medicinal Chemistry. 64, 22, blz. 16641–16649 9 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
2020

Catalytic conversion of pure glycerol over an un-modified H-ZSM-5 zeolite to bio-based aromatics
Heeres, A., He, S., Zuur , K., Sukmayanda Santosa, D., Liu, C., Pidko, E. & Heeres, H. J., sep. 2020, (E-pub ahead of print) In: Applied Catalysis B: Environment and Energy. 281, 14 blz.
Onderzoeksoutput: Article › Academic › peer review
Process for the preparation of low molecular weight aromatics (btx) and biofuels from biomass
Kruize-Muizebelt, I. (Inventor), Heeres, A. (Inventor) & Schenk, N. J. (Inventor), 2 dec. 2020, European Patent Office, Octrooi Nr. EP3744814A1, 28 mei 2019, Prioriteitsdatum 28 mei 2019
Onderzoeksoutput: Patent › Academic

Open Access
2019

An improved catalytic pyrolysis concept for renewable aromatics from biomass involving a recycling strategy for co-produced polycyclic aromatic hydrocarbons†
Heeres, A., Heeres, H. J., Schenk, N., Genuino, H., Muizebelt, I. & Winkelman, J., 25 jun. 2019, In: Green Chemistry. blz. 3802–3806 21.
Onderzoeksoutput: Article › Academic › peer review

Open Access
Bestand

126 Downloads (Pure)
Screening of novel HSP-inducing compounds to conserve cardiomyocyte function in experimental atrial fibrillation
Heeres, A., Xu , H. (First author), van Marion, D. M. (First author), Hoogstra-Berends, F., Zhang, D., Seerden, J.-P., Loen, L., Steen, H., Henning, R. H. & Brundel, B. J. J. M., 18 jan. 2019, In: Drug Design, Development and Therapy. 13, blz. 345—364
Onderzoeksoutput: Article › Academic › peer review

Open Access
Bestand
169 Downloads (Pure)
2018
Synthesis of Bio-aromatics from Black Liquors Using Catalytic Pyrolysis
Heeres, A., Schenk, N., Muizebelt, I., Blees, R., De Waele, B., Zeeuw, A.-J., Meyer, N., Carr, R., Wilbers, E. & Heeres, H. J., 5 mrt. 2018, In: ACS sustainable chemistry & engineering. 6, 3, blz. 3472-3480 9 blz.
Onderzoeksoutput: Article › Academic › peer review

Open Access
2017
Process for the preparation of low molecular weight aromatics (btx) and biofuels from biomass
Heeres, A. (Inventor), Schenk, N. J. (Inventor) & Kruize-Muizebelt, I. (Inventor), 1 dec. 2017, World Intellectual Property Organization, Octrooi Nr. PCT/NL2017/050419, 23 jun. 2017
Onderzoeksoutput: Patent › Academic

Open Access
Bestand
95 Downloads (Pure)
Rapid chemoenzymatic route to glutamate transporter inhibitor l -TFB-TBOA and related amino acids
Fu, H., Younes, S. H. H., Saifuddin, M., Tepper, P. G., Zhang, J., Keller, E., Heeres, A., Szymanski, W. & Poelarends, G. J., 2017, In: Organic & biomolecular chemistry. 15, 11, blz. 2341-2344
Onderzoeksoutput: Article › Academic › peer review
2012
Heat shock protein-inducing compounds as therapeutics to restore proteostasis in atrial fibrillation
Hoogstra-Berends, F., Meijering, R. A. M., Zhang, D., Heeres, A., Loen, L., Seerden, J.-P., Kuipers, I., Kampinga, H. H., Henning, R. H. & Brundel, B. J. J. M., 1 apr. 2012, In: Trends in Cardiovascular Medicine. 22, 3, blz. 62-68
Onderzoeksoutput: Article › Academic › peer review
2008
Synthesis, structure, and reactivity of rare-earth metallocene η3-propargyl/allenyl complexes
Norambuena, V. F. Q., Heeres, A., Heeres, H. J., Meetsma, A., Teuben, J. H. & Hessen, B., 7 okt. 2008, In: Organometallics. 27, 21, blz. 5672-5683
Onderzoeksoutput: Article › Academic › peer review

Open Access
2005
Cyclohexane-based low molecular weight hydrogelators: a chirality investigation
Friggeri, A., van der Pol, C., van Bommel, K. J. C., Heeres, A., Stuart, M. C. A., Feringa, B. L. & van Esch, J., 5 sep. 2005, In: Nature Chemistry. 11, 18, blz. 5353-5361
Onderzoeksoutput: Article › Academic › peer review
2004
A synthetic strategy for novel nonsymmetrical bola amphiphiles based on carbohydrates
Schuur, B., Wagenaar, A., Heeres, A. & Heeres, E. H. J., 28 apr. 2004, In: Carbohydrate Research. 339, 6, blz. 1147-1153
Onderzoeksoutput: Article › Academic › peer review
Responsive cyclohexane-based low-molecular-weight hydrogelators with modular architecture
van Bommel, K. J. C., van der Pol, C., Muizebelt, I., Friggeri, A., Heeres, A., Meetsma, A., Feringa, B. L. & van Esch, J., 19 mrt. 2004, In: Angewandte Chemie (International ed. in English). 43, 13, blz. 1663-1667
Onderzoeksoutput: Article › Academic › peer review
2003
Orthogonal self-assembly of low molecular weight hydrogelators and surfactants
Heeres, A., van, D. P. C., Stuart, M., Friggeri, A., Feringa, B. L. & van, E. J., 26 nov. 2003, In: Journal of the American Chemical Society. 125, 47, blz. 14252-14253
Onderzoeksoutput: Article › Academic › peer review
2001
Synthesis, analysis and reduction of 2-nitropropyl starch
Heeres, A., Van Doren, H. A., Gotlieb, K. F., Bergsma, J., Kellogg, R. M. & Bleeker, I. P., 30 jan. 2001, In: Carbohydrate Research. 330, 2, blz. 191-204
Onderzoeksoutput: Article › Academic › peer review
2000
Synthesis and reduction of 2-nitroalkyl polysaccharide ethers
Heeres, A., Spoelma, F. F., Van Doren, H. A., Gotlieb, K. F., Kellogg, R. M. & Bleeker, I. P., 1 mei 2000, In: Carbohydrate Polymers. 42, 1, blz. 33-43
Onderzoeksoutput: Article › Academic › peer review
1998
Cross-linking of starch with bifunctional precursors of nitroalkenes
Heeres, A., Van Doren, H. A., Gotlieb, K. F., Kellogg, R. M. & Bleeker, I. P., 1 aug. 1998, In: Carbohydrate Research. 310, 3, blz. 191-201
Onderzoeksoutput: Article › Academic › peer review
1997
Synthesis of α- and β-D-glucopyranuronate 1-phosphate and α-D-glucopyranuronate 1-fluoride: intermediates in the synthesis of D-glucuronic acid from starch
Heeres, A., Van Doren, H. A., Gotlieb, K. F. & Bleeker, I. P., 1 apr. 1997, In: Carbohydrate Research. 299, 4, blz. 221-227
Onderzoeksoutput: Article › Academic › peer review

Open Access
1996
Method for recovering or recirculating stable nitroxide radicals
Heeres, A. (Inventor), Van Doren, H. A. (Inventor), Bleeker, I. P. (Inventor) & Gotlieb, K. F. (Inventor), 21 nov. 1996, Cooperatieve Verkoop- en Productievereniging van Aardappelmeel en Derivaten "Avebe" G. A., Octrooi Nr. WO9636621A1
Onderzoeksoutput: Patent › Academic
1990
Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes
Heeres, H. J., Heeres, A. & Teuben, J. H., 1 mei 1990, In: Organometallics. 9, 5, blz. 1508-1510
Onderzoeksoutput: Article › Academic › peer review

GMP Compliant Synthesis of Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2

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