-
5
-
-
67349164247
-
-
Andersson S., Armstrong A., Bjore A., Bowker S., Chapman S., Davies R., Donald C., Egner B., Elebring T., Holmqvist S., Inghardt T., Johannesson P., Johansson M., Johnstone C., Kemmitt P., Kihlberg J., Korsgren P., Lemurell M., Moore J., Pettersson J.A., Pointon H., Ponten F., Schofield P., Selmi N., and Whittamore P. Drug Discovery Today 14 (2009) 598
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(2009)
Drug Discovery Today
, vol.14
, pp. 598
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Andersson, S.1
Armstrong, A.2
Bjore, A.3
Bowker, S.4
Chapman, S.5
Davies, R.6
Donald, C.7
Egner, B.8
Elebring, T.9
Holmqvist, S.10
Inghardt, T.11
Johannesson, P.12
Johansson, M.13
Johnstone, C.14
Kemmitt, P.15
Kihlberg, J.16
Korsgren, P.17
Lemurell, M.18
Moore, J.19
Pettersson, J.A.20
Pointon, H.21
Ponten, F.22
Schofield, P.23
Selmi, N.24
Whittamore, P.25
more..
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7
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77953133982
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-
3, 303K) δ 0.85-1.00 (m, 2H); 1.11 ('q', 2H); 1.39 ('hp', 2H); 2.31 (q, 1H); 3.26 (dd, 2H); 3.30 (q, 1H); 4.50 (s, 2H); 6.27 (d, 1H); 6.64 (d, 1H); 6.75-6.85 (m, 5H).
-
3, 303K) δ 0.85-1.00 (m, 2H); 1.11 ('q', 2H); 1.39 ('hp', 2H); 2.31 (q, 1H); 3.26 (dd, 2H); 3.30 (q, 1H); 4.50 (s, 2H); 6.27 (d, 1H); 6.64 (d, 1H); 6.75-6.85 (m, 5H).
-
-
-
-
8
-
-
33845652546
-
-
Scientists at Berlex laboratories also discovered a similar chemical series, and similar SAR:
-
Scientists at Berlex laboratories also discovered a similar chemical series, and similar SAR:. Wei R.G., Arnaiz D.O., Chou Y.-L., Davey D., Dunning L., Lee W., Lu S.-F., Onuffer J., Ye B., and Phillips G. Bioorg. Med. Chem. Lett. 17 (2007) 231
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(2007)
Bioorg. Med. Chem. Lett.
, vol.17
, pp. 231
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-
Wei, R.G.1
Arnaiz, D.O.2
Chou, Y.-L.3
Davey, D.4
Dunning, L.5
Lee, W.6
Lu, S.-F.7
Onuffer, J.8
Ye, B.9
Phillips, G.10
-
11
-
-
77953134709
-
-
note
-
-1 gradient: 5-95% A over 7 min, held at 95% for 1.5 min.
-
-
-
-
12
-
-
33750976700
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-
For data analysis methods used at AstraZeneca (PLC) and a similar process examining physiochemical processes see:
-
For data analysis methods used at AstraZeneca (PLC) and a similar process examining physiochemical processes see:. Leach A.G., Jones H.D., Cosgrove D.A., Kenny P.W., Ruston L., MacFaul P., Wood J.M., Colclough N., and Law B. J. Med. Chem. 49 (2006) 6672
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(2006)
J. Med. Chem.
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Leach, A.G.1
Jones, H.D.2
Cosgrove, D.A.3
Kenny, P.W.4
Ruston, L.5
MacFaul, P.6
Wood, J.M.7
Colclough, N.8
Law, B.9
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13
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-
77953132214
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-
note
-
The MDL Drug Data Report, available from Symyx Technologies. http://www.symyx.com/products/databases/bioactivity/mddr/index.jsp (accessed and searched Dec 1st 2008).
-
-
-
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15
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0035038661
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-
For a recent review of the role of fluorine in the metabolism of Drug molecules see:
-
For a recent review of the role of fluorine in the metabolism of Drug molecules see:. Park K.B., Kitteringham N.R., and O'Neill P.M. Annu. Rev. Pharmacol. Toxicol. 41 (2001) 443
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(2001)
Annu. Rev. Pharmacol. Toxicol.
, vol.41
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Park, K.B.1
Kitteringham, N.R.2
O'Neill, P.M.3
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16
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49449097238
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-
For a discussion of the role of fluorine in medicinal chemistry see:
-
For a discussion of the role of fluorine in medicinal chemistry see:. Hagmann W.K. J. Med. Chem. 51 (2008) 4359
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(2008)
J. Med. Chem.
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Hagmann, W.K.1
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24
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0031777752
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Koerts J., Soffers A.E.M.F., Vervoort J., De Jager A., and Rietjens I.M.C. Chem. Res. Toxicol. 11 (1998) 503
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(1998)
Chem. Res. Toxicol.
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Koerts, J.1
Soffers, A.E.M.F.2
Vervoort, J.3
De Jager, A.4
Rietjens, I.M.C.5
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25
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0034055226
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-
Dear G.J., Ismail I.M., Mutch P.J., Plumb R.S., and Davies L.H. Xenobiotica 30 (2000) 407
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(2000)
Xenobiotica
, vol.30
, pp. 407
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Dear, G.J.1
Ismail, I.M.2
Mutch, P.J.3
Plumb, R.S.4
Davies, L.H.5
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26
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0028132823
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Cnubben N.H.P., Peelen S., Borst J.W., Vervoort J., and Veeger C. Chem. Res. Toxicol. 7 (1994) 590
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(1994)
Chem. Res. Toxicol.
, vol.7
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Cnubben, N.H.P.1
Peelen, S.2
Borst, J.W.3
Vervoort, J.4
Veeger, C.5
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30
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0037136003
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Chauret N., Guay D., Li C., Day S., Silva J., Blouin M., Ducharme Y., Yergey J.A., and Nicoll-Griffith D.A. Bioorg. Med. Chem. Lett. 12 (2002) 2149
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(2002)
Bioorg. Med. Chem. Lett.
, vol.12
, pp. 2149
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-
Chauret, N.1
Guay, D.2
Li, C.3
Day, S.4
Silva, J.5
Blouin, M.6
Ducharme, Y.7
Yergey, J.A.8
Nicoll-Griffith, D.A.9
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31
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77953133390
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note
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Additional heterocycle isosteres have been studied and these results will be published in due course.
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-
-
-
32
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33751097278
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For an example of N-oxidation of pyridine with a drug compound see:
-
For an example of N-oxidation of pyridine with a drug compound see:. Bu H.-Z. Drug Metab. Dispos. 34 (2006) 1798
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(2006)
Drug Metab. Dispos.
, vol.34
, pp. 1798
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-
Bu, H.-Z.1
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43
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0035065393
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Afzelius L., Zamora I., Ridderstrom M., Andersson T.B., Karlen A., and Masimirembwa C.M. Mol. Pharm. 59 (2001) 909
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(2001)
Mol. Pharm.
, vol.59
, pp. 909
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-
Afzelius, L.1
Zamora, I.2
Ridderstrom, M.3
Andersson, T.B.4
Karlen, A.5
Masimirembwa, C.M.6
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46
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9644265258
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Burrows J.N., Cumming J.G., Fillery S.M., Hamlin G.A., Hudson J.A., Jackson R.J., McLaughlin S., and Shaw J.S. Bioorg. Med. Chem. Lett. 15 (2005) 25
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(2005)
Bioorg. Med. Chem. Lett.
, vol.15
, pp. 25
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-
Burrows, J.N.1
Cumming, J.G.2
Fillery, S.M.3
Hamlin, G.A.4
Hudson, J.A.5
Jackson, R.J.6
McLaughlin, S.7
Shaw, J.S.8
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47
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25844494409
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Cumming J.G., Cooper A.E., Grime K., Logan C.J., McLaughlin S., Oldfield J., Shaw J.S., Tucker H., Winter J., and Whittaker D. Bioorg. Med. Chem. Lett. 15 (2005) 5012
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(2005)
Bioorg. Med. Chem. Lett.
, vol.15
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Cumming, J.G.1
Cooper, A.E.2
Grime, K.3
Logan, C.J.4
McLaughlin, S.5
Oldfield, J.6
Shaw, J.S.7
Tucker, H.8
Winter, J.9
Whittaker, D.10
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48
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33646918010
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Cumming J.G., Brown S., Cooper A.E., Faull A., Flynn A., Grime K., Oldfield J., Shaw J.S., Shepard E., Tucker H., and Whittaker D. Bioorg. Med. Chem. Lett. 16 (2006) 3533
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(2006)
Bioorg. Med. Chem. Lett.
, vol.16
, pp. 3533
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-
Cumming, J.G.1
Brown, S.2
Cooper, A.E.3
Faull, A.4
Flynn, A.5
Grime, K.6
Oldfield, J.7
Shaw, J.S.8
Shepard, E.9
Tucker, H.10
Whittaker, D.11
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49
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53349164228
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Anderson M., Andrews D.A., Barker A.J., Brassington C.A., Breed J., Byth K.F., Culshaw J.D., Finlay M.R.V., Fisher E., McMiken H.H.J., Green C.P., Heaton D.W., Nash I.A., Newcombe N.J., Oakes S.E., Paupit R.A., Roberts A., Stanway J.J., Thomas A.P., Tucker J.A., Walker M., and Weir H.M. Bioorg. Med. Chem. Lett. 18 (2008) 5487
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(2008)
Bioorg. Med. Chem. Lett.
, vol.18
, pp. 5487
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-
Anderson, M.1
Andrews, D.A.2
Barker, A.J.3
Brassington, C.A.4
Breed, J.5
Byth, K.F.6
Culshaw, J.D.7
Finlay, M.R.V.8
Fisher, E.9
McMiken, H.H.J.10
Green, C.P.11
Heaton, D.W.12
Nash, I.A.13
Newcombe, N.J.14
Oakes, S.E.15
Paupit, R.A.16
Roberts, A.17
Stanway, J.J.18
Thomas, A.P.19
Tucker, J.A.20
Walker, M.21
Weir, H.M.22
more..
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50
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77953129184
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Barton, P. J.; Jewesbury, P. J.; Pease, J. E. WO 2004/033427.
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Barton, P. J.; Jewesbury, P. J.; Pease, J. E. WO 2004/033427.
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52
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42149176773
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For recent comparison of similarity methods and references within see:
-
For recent comparison of similarity methods and references within see:. Haranczyk M., and Holliday J. J. Chem. Inf. Model. 48 (2008) 498
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(2008)
J. Chem. Inf. Model.
, vol.48
, pp. 498
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Haranczyk, M.1
Holliday, J.2
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53
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0029783934
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Patterson D.E., Cramer R.D., Ferguson A.M., Clark R.D., and Weinberger L.E. J. Med. Chem. 9 (1996) 3049
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(1996)
J. Med. Chem.
, vol.9
, pp. 3049
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Patterson, D.E.1
Cramer, R.D.2
Ferguson, A.M.3
Clark, R.D.4
Weinberger, L.E.5
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56
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77953131290
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Tukey, 1953, unpublished proposal: Kramer, C.Y. Biometics, 1956, 12, 307.
-
Tukey, 1953, unpublished proposal: Kramer, C.Y. Biometics, 1956, 12, 307.
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-
-
-
57
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77953139507
-
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note
-
10 unit was not populated enough, and more likely to be error prone, and as low as twofold was too close to experimental error of the assay.
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