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2
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51849099001
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G. Semple, B. Fioravanti, G. Pereira, I. Calderon, J. Uy, K. Choi, Y. Xiong, A. Ren, M. Morgan, V. Dave, W. Thomsen, D.J. Unett, C. Xing, S. Bossie, C. Carroll, Z.-L. Chu, A.J. Grottick, E.K. Hauser, J. Leonard, and R.M. Jones J. Med. Chem. 51 2008 5172
-
(2008)
J. Med. Chem.
, vol.51
, pp. 5172
-
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Semple, G.1
Fioravanti, B.2
Pereira, G.3
Calderon, I.4
Uy, J.5
Choi, K.6
Xiong, Y.7
Ren, A.8
Morgan, M.9
Dave, V.10
Thomsen, W.11
Unett, D.J.12
Xing, C.13
Bossie, S.14
Carroll, C.15
Chu, Z.-L.16
Grottick, A.J.17
Hauser, E.K.18
Leonard, J.19
Jones, R.M.20
more..
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5
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70349770172
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For MBX-2982 see: McWherter, C. Presented at the 32nd Annual National Medicinal Chemistry Symposium, Minnesota, MN, June 6-9, 2010; oral session 2. For GSK1292263A see: Carpenter, A. J. Presented at the 32nd Annual National Medicinal Chemistry Symposium, Minnesota, MN, June 6-9, 2010; oral session 2. Peckham, G. E. Presented at the 240th National Meeting of the American Chemical Society, Boston, MA, August 2010; poster MEDI 199
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Jones, R. M.; Leonard, J. N.; Buzard, D. J.; Lehmann, J. Expert Opin. Ther. Patents 2009, 19, 1339. For MBX-2982 see: McWherter, C. Presented at the 32nd Annual National Medicinal Chemistry Symposium, Minnesota, MN, June 6-9, 2010; oral session 2. For GSK1292263A see: Carpenter, A. J. Presented at the 32nd Annual National Medicinal Chemistry Symposium, Minnesota, MN, June 6-9, 2010; oral session 2. Peckham, G. E. Presented at the 240th National Meeting of the American Chemical Society, Boston, MA, August 2010; poster MEDI 199.
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(2009)
Expert Opin. Ther. Patents
, vol.19
, pp. 1339
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Jones, R.M.1
Leonard, J.N.2
Buzard, D.J.3
Lehmann, J.4
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9
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0034175168
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D. O'Hagan, C. Bilton, J.A.K. Howard, L. Knight, and D.J. Tozer J. Chem. Soc., Perkin Trans. 2 2000 605
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(2000)
J. Chem. Soc., Perkin Trans. 2
, pp. 605
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O'Hagan, D.1
Bilton, C.2
Howard, J.A.K.3
Knight, L.4
Tozer, D.J.5
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11
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79951724600
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For the preparation of 1-methylcyclopropyl 4-nitrophenyl carbonate see WO09105717
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For the preparation of 1-methylcyclopropyl 4-nitrophenyl carbonate see: Azimioara, M.; Cow, C.; Epple, R.; Jiang, S.; Lelais, G.; Mutnick, D.; Wu, B. WO09105717, 2009.
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(2009)
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Azimioara, M.1
Cow, C.2
Epple, R.3
Jiang, S.4
Lelais, G.5
Mutnick, D.6
Wu, B.7
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12
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79951722853
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See online Supplementary data
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See online Supplementary data.
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14
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79951726156
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2NEt; (b) heating in DMSO for 60 min at temperatures up to 100 °C in presence of NaHMDS
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2NEt; (b) heating in DMSO for 60 min at temperatures up to 100 °C in presence of NaHMDS.
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15
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79951725121
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note
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2 (3.3 mM), HLM (2.0 mg/mL), NADPH (1.3 mM) and GSH (5 mM). Reactions were initiated with the addition of microsomes. Control incubations were run in parallel in the absence of NADPH and/or GSH. All incubations were conducted in a shaking water bath maintained at 37 °C open to the air. After 60 min, the incubations were terminated by addition of ice-cold acetonitrile containing 0.1% formic acid, mixed vigorously, and the precipitated materials were removed by spinning in a centrifuge (3000g) for 5 min. Aliquots of the supernatants were analyzed for metabolite formation by liquid chromatography tandem mass spectrometry (LC-MS/MS). The HPLC system consisted of an Accela quaternary solvent delivery pump and autoinjector, a Surveyor PDA Plus photodiode array detector (Thermo Electron Corporation, Waltham, MA). Chromatography was performed on a Phenomenex, Synergy RP column, 150 × 4.6 mm, 5 μm (Phenomenex, Torrance, CA). LC analysis was performed at a constant flow rate of 1000 μL/min using a binary solvent system: Solvent A, 5 mM ammonium formate buffer (pH ∼3.0) with 0.1% formic acid and Solvent B, acetonitrile. The initial HPLC gradient system was held at 5% B for 3 min and linearly increased to 80% B in 35 min, followed by a return to initial conditions for column re-equilibration. Post-column flow passed through the PDA detector to provide UV (λ = 200-400 nm) detection prior to being split to the mass spectrometer such that mobile phase was introduced into the electrospray source at a rate of 50 μL/min. The LC system was interfaced to a Thermo Orbitrap mass spectrometer (Thermo Fisher Scientific, Bremen, Germany). Xcalibur software version 2.0 was used to control the HPLC/MS system. Mass spectroscopy analyses were carried out in the positive ion mode using full-scan MS with a mass range of 100-1000 Da. Full scan data and data-dependent MS/MS acquisition on the two most intense ions were collected at 15,000 resolutions. All experimental data were acquired using external calibration prior to data acquisition.
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16
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79951726736
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For the collision-induced dissociation spectrum of compound 24, see Supplementary data
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For the collision-induced dissociation spectrum of compound 24, see Supplementary data.
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17
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79951724140
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The regiochemistry of GSH attachment was not investigated. The regiochemistry as shown in Figure 4 is arbitrary and for illustrative purposes only
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The regiochemistry of GSH attachment was not investigated. The regiochemistry as shown in Figure 4 is arbitrary and for illustrative purposes only.
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18
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0037297445
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K. Samuel, W. Yin, R.A. Stearns, Y.S. Tang, A.G. Chaudhary, J.P. Jewell, T. Lanza Jr., L.S. Lin, W.K. Hagmann, D.A. Evans, and S. Kumar J. Mass Spectrom. 38 2003 211
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(2003)
J. Mass Spectrom.
, vol.38
, pp. 211
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Samuel, K.1
Yin, W.2
Stearns, R.A.3
Tang, Y.S.4
Chaudhary, A.G.5
Jewell, J.P.6
Lanza Jr., T.7
Lin, L.S.8
Hagmann, W.K.9
Evans, D.A.10
Kumar, S.11
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