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34547506020
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14
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44649181423
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-
Penn Center for Molecular Discovery (PCMD): http://www.seas.upenn.edu/~pcmd/. Molecular Library Screening Center Network (MLSCN): http://nihroadmap.nih.gov/molecularlibraries/ Molecular Libraries Small Molecular Repository (MLSMR): http://mlsmr.glpg.com/MLSMR_HomePage/index.html PubChem: http://pubchem.ncbi.nlm.nih.gov/
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Penn Center for Molecular Discovery (PCMD): http://www.seas.upenn.edu/~pcmd/. Molecular Library Screening Center Network (MLSCN): http://nihroadmap.nih.gov/molecularlibraries/ Molecular Libraries Small Molecular Repository (MLSMR): http://mlsmr.glpg.com/MLSMR_HomePage/index.html PubChem: http://pubchem.ncbi.nlm.nih.gov/
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15
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37549048620
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Myers M.C., Shah P.P., Diamond S.L., Huryn D.M., and Smith III A.B. Bioorg. Med. Chem. Lett. 18 (2008) 210
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Myers, M.C.1
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Smith III, A.B.5
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16
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44649092984
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Shah, P. P.; Myers, M. C.; Beavers, M. P.; Purvis, J. E.; Jing, H.; Grieser, H. J.; Sharlow, E. R.; Napper, A. D.; Huryn, D. M.; Cooperman, B. S.; Smith, A. B., III.; Diamond, S. L. Mol. Pharm., in press.
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Shah, P. P.; Myers, M. C.; Beavers, M. P.; Purvis, J. E.; Jing, H.; Grieser, H. J.; Sharlow, E. R.; Napper, A. D.; Huryn, D. M.; Cooperman, B. S.; Smith, A. B., III.; Diamond, S. L. Mol. Pharm., in press.
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-
-
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17
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44649158620
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PubChem substance number for (-)-1 is SID 26681509.
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PubChem substance number for (-)-1 is SID 26681509.
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21
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0035804301
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Falgueyret J.-P., Oballa R.M., Okamoto O., Wesolowski G., Aubin Y., Rydzewski R.M., Prasit P., Riendeau D., Rodan S.B., and Percival M.D. J. Med. Chem. 44 (2001) 94
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Rydzewski, R.M.6
Prasit, P.7
Riendeau, D.8
Rodan, S.B.9
Percival, M.D.10
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22
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27444434253
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Marquis R.W., James I., Zeng J., Trout R.E.L., Thompson S., Rahman A., Yamashita D.S., Xie R., Gress C.J., Blake S., Lark M.A., Hwang S.-M., Tomaszek T., Offen P., Head M.S., Cummings M.D., and Veber D.F. J. Med. Chem. 48 (2005) 6870
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Xie, R.8
Gress, C.J.9
Blake, S.10
Lark, M.A.11
Hwang, S.-M.12
Tomaszek, T.13
Offen, P.14
Head, M.S.15
Cummings, M.D.16
Veber, D.F.17
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23
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0033590204
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Tsuge H., Nishimura T., Tada Y., Asao T., Turk D., Turk V., and Katunuma N. Biochem. Biophys. Res. Commun. 266 (1999) 411
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Katunuma, N.7
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24
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44649174674
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Beavers, M. P.; Myers, M. C.; Shah, P. P.; Purvis, J. E.; Diamond, S. L.; Cooperman, B. S.; Huryn, D. M.; Smith, A. B., III., J. Chem. Inf. Model, in press.
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Beavers, M. P.; Myers, M. C.; Shah, P. P.; Purvis, J. E.; Diamond, S. L.; Cooperman, B. S.; Huryn, D. M.; Smith, A. B., III., J. Chem. Inf. Model, in press.
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-
-
-
25
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44649092277
-
-
note
-
General procedure to form amino acid-substituted thiocarbazates: Boc-protected amino acid hydrazide (1.0 mmol, 1.0 equiv) was added to a 25-mL round-bottomed flask followed by a solution of KOH in 95% EtOH (0.25 M, 4.4 mL, 1.1 equiv). After stirring for 5 min at 23 °C, a balloon of carbonyl sulfide gas was attached to the flask. The flask was purged with the gas (5 s) and a full balloon was reattached. The reaction was stirred for 15 h at 23 °C. After stirring overnight, the α-bromo anilide (1.1 mmol, 1.1 equiv) was added in one portion and the reaction was monitored by LC-MS. The α-bromo anilides were typically consumed within 20-60 min, and the reaction mixture was filtered, using a Büchner funnel. The filtrate was concentrated on a rotatory evaporator and purified by preparative reverse-phase HPLC.
-
-
-
-
26
-
-
44649084007
-
-
note
-
50 values in triplicate.
-
-
-
-
27
-
-
0033539145
-
-
2-Bromo-1-(3,4-dihydro-2H-quinolin-1-yl)-ethanone was used as the α-bromo anilide electrophile. For a general procedure for the preparation of α-bromo anilides, see:
-
2-Bromo-1-(3,4-dihydro-2H-quinolin-1-yl)-ethanone was used as the α-bromo anilide electrophile. For a general procedure for the preparation of α-bromo anilides, see:. von Geldern T.W., Tasker A.S., Sorensen B.K., Winn M., Szczepankiewicz B.G., Dixon D.B., Chiou W.J., Wang L., Wessale J.L., Adler A., Marsh K.C., Nguyen B., and Opgenorth T.J. J. Med. Chem. 42 (1999) 3668
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J. Med. Chem.
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-
von Geldern, T.W.1
Tasker, A.S.2
Sorensen, B.K.3
Winn, M.4
Szczepankiewicz, B.G.5
Dixon, D.B.6
Chiou, W.J.7
Wang, L.8
Wessale, J.L.9
Adler, A.10
Marsh, K.C.11
Nguyen, B.12
Opgenorth, T.J.13
-
28
-
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44649107338
-
-
note
-
(±)-3-Bromo-1-phenyl-2-pyrrolidinone was used as the α-bromo anilide electrophile. The resulting thiocarbazate 6 was assayed as a mixture of diastereomers.
-
-
-
-
29
-
-
44649172786
-
-
note
-
Methyl bromoacetate was used as the α-bromo electrophile.
-
-
-
-
34
-
-
20444455128
-
-
Bondebjerg J., Fuglsang H., Valeur K.R., Kaznelson D.W., Hanse J.A., Pedersen R.O., Krogh B.O., Jensen B.S., Lauritzen C., Petersen G., Pedersen J., and Naerum L. Bioorg. Med. Chem. 13 (2005) 4408
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Bioorg. Med. Chem.
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-
Bondebjerg, J.1
Fuglsang, H.2
Valeur, K.R.3
Kaznelson, D.W.4
Hanse, J.A.5
Pedersen, R.O.6
Krogh, B.O.7
Jensen, B.S.8
Lauritzen, C.9
Petersen, G.10
Pedersen, J.11
Naerum, L.12
-
35
-
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44649194763
-
-
note
-
The following standards were utilized as potential reaction products during the stoichiometric incubation of cathepsin L with (-)-1: L-Boc-Trp-NHNH2, N-(2-ethyl-phenyl)-2-mercapto-acetamide, and 2-ethyl-phenylamine.
-
-
-
-
36
-
-
0036162255
-
-
For a general procedure for the preparation of succinanilic acids, see:
-
For a general procedure for the preparation of succinanilic acids, see:. Kar A., and Argade N.P. Synthesis (2002) 221
-
(2002)
Synthesis
, pp. 221
-
-
Kar, A.1
Argade, N.P.2
-
37
-
-
28244437082
-
-
Aza-peptides are commonly prepared from phosgene equivalents, resulting in a reactive isocyanate intermediate. For a representative example, see:
-
Aza-peptides are commonly prepared from phosgene equivalents, resulting in a reactive isocyanate intermediate. For a representative example, see:. Boeglin D., and Lubell W.D. J. Comb. Chem. 7 (2005) 864
-
(2005)
J. Comb. Chem.
, vol.7
, pp. 864
-
-
Boeglin, D.1
Lubell, W.D.2
-
38
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0345735501
-
-
For a general procedure used to prepare oxocarbazates such as (-)-13, see: Fox, D. L.; Ruxer, J. T.; Oliver, J. M.; Alford, K. L., Salvatore, R. N. Tetrahedron Lett. 2004, 45, 401.
-
For a general procedure used to prepare oxocarbazates such as (-)-13, see: Fox, D. L.; Ruxer, J. T.; Oliver, J. M.; Alford, K. L., Salvatore, R. N. Tetrahedron Lett. 2004, 45, 401.
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-
-
-
39
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0035356075
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Dyker H., Scherkenbeck J., Gondol D., Goehrt A., and Harder A. J. Org. Chem. 66 (2001) 3760
-
(2001)
J. Org. Chem.
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, pp. 3760
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-
Dyker, H.1
Scherkenbeck, J.2
Gondol, D.3
Goehrt, A.4
Harder, A.5
-
40
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44649101610
-
-
note
-
PubChem substance number for (-)-13 is SID 46493575.
-
-
-
-
41
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44649160323
-
-
note
-
6Na: 558.2329].
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-
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