Synthesis and evaluation of novel F-18 labeled 4-aminoquinazoline derivatives: Potential PET imaging agents for tumor detection

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 14, 2012, Pages 4745-4749

  Chen, Yurong ^a   Feng, Man ^a   Li, Shilei ^a   Xu, Jingli ^a   Ning, Hongyu ^a   He, Yong ^a   Wang, Xiao ^a   Ding, Rui ^a   Qi, Chuanmin ^a  

^a BEIJING NORMAL UNIVERSITY   (China)

Author keywords

4 Aminoquinazoline derivatives; 18F labeled; PET imaging agent; Tumor detection

Indexed keywords

FLUORINE 18; N (3 BROMOPHENYL) 6 (2 FLUOROETHOXY) 7 METHOXYQUINAZOLIN 4 AMINE F 18; N (3 CHLORO 4 FLUOROPHENYL) 6 (2 FLUOROETHOXY) 7 METHOXYQUINAZOLIN 4 AMINE F 18; N (3 ETHYNYLPHENYL) 6 (2 FLUOROETHOXY) 7 METHOXYQUINAZOLIN 4 AMINE F 18; QUINAZOLINE DERIVATIVE; TRACER; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; BLOOD; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG CLEARANCE; DRUG DISTRIBUTION; DRUG STABILITY; DRUG SYNTHESIS; FEMALE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTOPE LABELING; MOUSE; MUSCLE; NONHUMAN; RADIOACTIVITY; RADIOCHEMISTRY; RADIOISOTOPE DECAY;

ANIMALS; FEMALE; FLUORINE RADIOISOTOPES; MICE; MOLECULAR STRUCTURE; NEOPLASM TRANSPLANTATION; NEOPLASMS; ORGAN SPECIFICITY; POSITRON-EMISSION TOMOGRAPHY; QUINAZOLINES;

ANIMALIA; MUS;

EID: 84863448076     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2012.05.069     Document Type: Article

References (36)

1. Q. Chao, L. Deng, H. Shih, L.M. Leoni, D. Genini, D.A. Carson, and H.B. Cottam J. Med. Chem. 42 1999 3860
2. I.N. Nesterova, T.P. Radkevich, and V.G. Granik Pharm. Chem. J. 25 1991 786
3. M. Nasr, J.C. Drach, S.H. Smith, C. Shipman Jr., and J.H. Burckhalter J. Med. Chem. 31 1998 1347
4. J. Mendelsohn, and J. Baselga Oncogene 19 2000 6550
5. P. Blume-Jensen, and T. Hunter Nature 411 2001 355
6. T.J. Lynch, D.W. Bell, R. Sordella, and S. Gurubhagavatula N. Eng. J. Med. 350 2004 2129
7. M.A. Morgan, L.A. Parsels, and L.E. Kollar Clin Cancer Res. 14 2008 5142
8. K. László Pathol. Oncol. Res. 14 2008 1
9. T.A. Bonaseraa, G. Ortua, Y. Rozena, R. Kraisa, N.M.T. Freedmanc, R. Chisina, A. Gazitd, A. Levitzki, and E. Mishania Nucl. Med. Biol. 28 2001 359
10. P.W. Miller, N.J. Long, R. Vilar, and A.D. Gee Angew. Chem., Int. Ed. 47 2008 8998
11. K.A. Wood, P.J. Hoskin, and M.I. Saunders Clin. Oncol. 19 2007 237
12. P.S. Conti, D.L. Lilien, K. Hawley, J. Keppler, S.T. Grafton, and J.R. Bading Nucl. Med. Biol. 23 1996 717
13. P. Laverman, O.C. Boerman, F.H.M. Corstens, and W.J. Oyen Eur. J. Nucl. Med. 29 2002 681
14. L. Varagnolo, M.P.M. Stokkel, U. Mazzi, and E.K. Pauwels Nucl. Med. Biol. 27 2000 103
15. H.J. Wester, M. Herz, W. Weber, P. Heiss, R. Senekowitsch-Schmidtke, M. Schwaiger, and G. Stocklin J. Nucl. Med. 40 1999 205
16. T.A. Bonasera, G. Ortu, and Y. Rozen Nucl. Med. Biol. 28 2001 359
17. Y. Seimbille, M.E. Phelps, J. Czernin, and D.H.S. Silverman J. Labelled Compd. Radiopharm. 48 2005 829
18. H. Su, Y. Seimbille, G.Z. Ferl, C. Bodenstein, B. Fueger, K.J. Kim, Y.-T. Hsu, M.E. Phelps, J. Czernin, and W.A. Weber Eur. J. Nucl. Med. Mol. Imaging 1089 2008 35
19. A. Fredriksson, P. Johnström, J.-O. Thorell, G. von Heijne, M. Hassan, S. Eksborg, P. Kogner, P. Borgström, M. Ingvar, and S. Stone-Elander Life Sci. 65 1999 165
20. A.J. Bridges, H. Zhou, D.R. Cody, G.W. Rewcastle, A. McMichael, H.D. Showalter, D.W. Fry, A.J. Kraker, and W.A. Denny J. Med. Chem. 39 1996 267
21. E. Mishani, and G. Abourbeh Curr. Top Med. Chem. 7 2007 1755
22. E. Mishani, and A. Hagooly J. Nucl. Med. 50 2009 1199
23. A. Pal, J.A. Balatoni, U. Mukhopadhyay, K. Ogawa, C. Gonzalez-Lepera, A. Shavrin, A. Volgin, W. Tong, M.M. Alauddin, and J.G. Gelovani Mol. Imaging Biol. 13 2011 853
24. H. Su, Y. Seimbille, G.Z. Ferl, C. Bodenstein, B. Fueger, K.J. Kim, Y.T. Hsu, S.M. Dubinett, M.E. Phelps, J. Czernin, and W.A. Weber Eur. J. Nucl. Med. Mol. Imaging. 1089 2008 35
25. D.P. Holt, H.T. Ravert, R.F. Dannals, and M.G. Pomper J. Labelled Compd. Radiopharm. 49 2006 883
26. A.A. Memon, S. Jakobsen, F. Dagnaes-Hansen, B.S. Sorensen, S. Keiding, and E. Nexo Cancer Res. 69 2009 873
27. G. Ortu, I. Ben-David, Y. Rozen, N.M. Freedman, R. Chisin, A. Levitzki, and E. Mishani Int. J. Cancer. 101 2002 360
28. E. Mishani, G. Abourbeh, Y. Rozen, O. Jacobson, D. Laky, I. Ben David, A. Levitzki, and M. Shaul Nucl. Med. Biol. 31 2004 469
29. G. Abourbeh, S. Dissoki, O. Jacobson, A. Litchi, R. Ben Daniel, D. Laki, A. Levitzki, and E. Mishani Nucl. Med. Biol. 34 2007 55
30. A. Bridges J. Chem. Rev. 101 2001 2541
31. P. Knesl, D. Röseling, and U. Jordis Molecules 11 2006 286
32. H.S. Ban, Y. Tanaka, W. Nabeyama, M. Hatori, and H. Nakamura Bioorg. Med. chem. 18 2010 870
33. X. Cai, H.X. Zhai, J. Wang, J. Forrester, H. Qu, L. Yin, C.J. Lai, R. Bao, and C. Qian J. Med. Chem. 2010 2000 53
34. V. Chandregowda, A.K. Kush, and G.C. Reddy Eur. J. Med. Chem. 44 2009 3046
35. Y. Qiao, Y. He, S. Zhang, G. Li, H. Liu, J. Xu, X. Wang, C. Qi, and C. Peng Bioorg. Med. Chem. Lett. 19 2009 4873
36. S. Zhang, X. Wang, Y. He, R. Ding, H. Liu, J. Xu, M. Feng, G. Li, M. Wang, C. Peng, and C. Qi Bioorg. Med. Chem. Lett. 19 2009 4873