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85031209921
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note
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Compound A is example 410 of WO 9827098 in ref 6.
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12
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0032530336
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13
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0029740469
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Reaction preferences of 2-Cl versus 6-Cl in nucleophilic substitutions are well documented. For an example, see:
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Reaction preferences of 2-Cl versus 6-Cl in nucleophilic substitutions are well documented. For an example, see: Norman T.C., Gray N.S., Koh J.T., Schultz P.G. J. Am. Chem. Soc. 118:1996;7430.
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15
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0035905833
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Harada H., Asano O., Hoshino Y., Yoshikawa S., Matsukura M., Kabasawa Y., Nijima J., Kotake Y., Watanabe N., Kawata T., Inoue T., Horizoe T., Yasuda N., Moka J., Kobayashi S., Tanaka I., Abe S. J. Med. Chem. 44:2001;170.
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Abe, S.17
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16
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0034611620
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For other related examples, see: (a) Legraverend M., Tunnah P., Noble M., Ducrot P., Ludwig O., Grierson D.S., Leost M., Meijer L., Endicott J. J. Med. Chem. 43:2000;1282. (b) Langli G., Gundersen L.-L., Rise F. Tetrahedron. 52:1996;5625.
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Endicott, J.9
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17
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0029965802
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For other related examples, see: (a) Legraverend M., Tunnah P., Noble M., Ducrot P., Ludwig O., Grierson D.S., Leost M., Meijer L., Endicott J. J. Med. Chem. 43:2000;1282. (b) Langli G., Gundersen L.-L., Rise F. Tetrahedron. 52:1996;5625.
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Langli, G.1
Gundersen, L.-L.2
Rise, F.3
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18
-
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10144243335
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-
For methods to carry out p38 inhibition assays, see:
-
For methods to carry out p38 inhibition assays, see: Boehm J.C., Smietana J.M., Sorenson M.E., Garigipati R.S., Gallagher T.F., Sheldrake P.L., Bradbeer J., Badger A.M., Laydon J.T., Lee J.C., Hillegass L.M., Griswold D.E., Breton J.L., Chabot-Fletcher M.C., Adams J.L. J. Med. Chem. 39:1996;3929.
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Boehm, J.C.1
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Laydon, J.T.9
Lee, J.C.10
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Breton, J.L.13
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Adams, J.L.15
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19
-
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85031206764
-
-
note
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Solubility of 19 is 23.0 μM at pH 7.4. Solubility of 26 is 1 μM at pH 7.4. Solubility measurements were carried out by dissolving a solid compound in 50 mM phosphate buffer with 2% DMSO at pH 7.4. The resultant mixture was stirred at room temperature for 24 h, filtered and centrifuged. Solubility data was then collected with fast gradient HPLC/UV analysis.
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20
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0032102902
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Eyers P.A., Craxton M., Morrice N., Cohen P., Goedert M. Chem. Biol. 5:1998;321.
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Eyers, P.A.1
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21
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17644437502
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Gallagher T.F., Seibel G.L., Kassis S., Laydon J.T., Blumenthal M.J., Lee J.C., Lee D., Boehm J.C., Fier-Thompson S.M., Abt J.W., Sorenson M.E., Smietana J.M., Hall R.F., Garigipati R.S., Bender P.E., Erhard K.F., Krog A.J., Hoffmann G.A., Sheldrake P.L., McDonnell P.C., Kumar S., Young P.R., Adams J.L. Bioorg. Med. Chem. 5:1997;49.
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Lee, J.C.6
Lee, D.7
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Abt, J.W.10
Sorenson, M.E.11
Smietana, J.M.12
Hall, R.F.13
Garigipati, R.S.14
Bender, P.E.15
Erhard, K.F.16
Krog, A.J.17
Hoffmann, G.A.18
Sheldrake, P.L.19
McDonnell, P.C.20
Kumar, S.21
Young, P.R.22
Adams, J.L.23
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