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Literature summary for 2.7.12.2 extracted from

  • Spicer, J.A.; Rewcastle, G.W.; Kaufman, M.D.; Black, S.L.; Plummer, M.S.; Denny, W.A.; Quin, J.; Shahripour, A.B.; Barrett, S.D.; Whitehead, C.E.; Milbank, J.B.; Ohren, J.F.; Gowan, R.C.; Omer, C.; Camp, H.S.; Esmaeil, N.; Moore, K.; Sebolt-Leopold, J.S.; Pryzbranowski, S.; Merriman, R.L.; Ortwine, D.F.; Warmus,
    4-anilino-5-carboxamido-2-pyridone derivatives as noncompetitive inhibitors of mitogen-activated protein kinase kinase (2007), J. Med. Chem., 50, 5090-5102.
    View publication on PubMed
Search for more literature for 2.7.12.2

Application

Application Comment Organism
drug development design and synthesis of a new series of MEK1 inhibitors, the 4-anilino-5-carboxamido-2-pyridones Mus musculus

Crystallization (Commentary)

Crystallization (Comment) Organism
MEK1, to a resolution of 2.8 A Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
1-(2,3-dihydroxypropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
1-(3-cyanopropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
1-allyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
1-ethyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
1-methyl-4-(2-naphthylamino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-1-(2-hydroxyethyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-1-(3-hydroxypropyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-1-[2-(2-methoxyethoxy)ethyl]-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-6-oxo-1-propyl-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-N,1-dimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-N,N,1-trimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-iodoanilino)-N-(3-hydroxypropyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-methylanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(2-fluoro-4-methylsulfanylphenylamino)-1-methyl-6-oxo-1,6-dihydro-3 -pyridinecarboxamide
-
 Mus musculus
4-(3,4-dichlorophenylamino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(4-bromo-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(4-bromo-2-fluoroanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(4-cyano-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(4-ethyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-(4-ethynyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-amino-1-[3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl]-2-hydroxybutan-1-one
-
 Mus musculus
4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]-1-methyl-6-oxo-1,6 -dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-[2-fluoro-4-(3-hydroxypropyl)anilino]-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
-
 Mus musculus
4-[3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl]-3-hydroxy-4-oxobutanamide
-
 Mus musculus
CI-1040
-
 Mus musculus
ethyl 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
-
 Mus musculus
additional information design and synthesis of 4-anilino-5-carboxamido-2-pyridone MEK1 inhibitors using a combination of medicinal chemistry, computational chemistry, and structural elucidation, overview. Binding structure analysis, overview Mus musculus
PD318088
-
 Mus musculus
PD334581
-
 Mus musculus
tert-butyl [5-(aminocarbonyl)-4-(2-fluoro-4-iodoanilino)-2-oxo-1(2H)-pyridinyl]acetate
-
 Mus musculus
[5-(aminocarbonyl)-4-(2-fluoro-4-iodoanilino)-2-oxo-1(2H)-pyridinyl]acetic acid
-
 Mus musculus

Organism

Organism UniProt Comment Textmining
Mus musculus
-
-
-
Mus musculus P31938 MEK1
-
Mus musculus Q63932 MEK2
-

Source Tissue

Source Tissue Comment Organism Textmining
Colon-26 cell
-
 Mus musculus
-

Synonyms

Synonyms Comment Organism
MEK1
-
 Mus musculus
MEK2
-
 Mus musculus
mitogen-activated protein kinase kinase
-
 Mus musculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Mus musculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
 assay at Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000012
-
 cascade IC50 Mus musculus 4-[3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl]-3-hydroxy-4-oxobutanamide
0.000004
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000005
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000016
-
 clinical candidate, inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus CI-1040
0.0000174
-
 cascade IC50 Mus musculus 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzamide
0.000018
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000018
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000021
-
 colon26 cellular assay Mus musculus 4-(4-ethynyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000023
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000023
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000046
-
 clinical candidate, colon26 cellular assay Mus musculus CI-1040
0.000061
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(3-hydroxypropyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000061
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(3-hydroxypropyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000063
-
 colon26 cellular assay Mus musculus ethyl 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
0.0000842
-
 cascade IC50 Mus musculus 4-amino-1-[3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl]-2-hydroxybutan-1-one
0.000091
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 1-allyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000093
-
 colon26 cellular assay Mus musculus 4-(4-bromo-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000095
-
 colon26 cellular assayy Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(3-hydroxypropyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0001
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0001
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(4-ethynyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0001
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0001
-
 cascade IC50 Mus musculus 4-(4-ethynyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00011
-
 colon26 cellular assay Mus musculus 4-(4-ethyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00012
-
 colon26 cellular assay Mus musculus 4-(4-bromo-2-fluoroanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00015
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-methylsulfanylphenylamino)-1-methyl-6-oxo-1,6-dihydro-3 -pyridinecarboxamide
0.00018
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000195
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N,1-dimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000195
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-N,1-dimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000206
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00021
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethyl)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000356
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-methylsulfanylphenylamino)-1-methyl-6-oxo-1,6-dihydro-3 -pyridinecarboxamide
0.00036
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-methylsulfanylphenylamino)-1-methyl-6-oxo-1,6-dihydro-3 -pyridinecarboxamide
0.000425
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid
0.000425
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid
0.00043
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-6-oxo-1-propyl-1,6-dihydro-3-pyridinecarboxamide
0.000627
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-N,N,1-trimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00063
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.000669
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus ethyl 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
0.00067
-
 cascade IC50 Mus musculus ethyl 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
0.001
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 1-ethyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.001
-
 cascade IC50 Mus musculus 1-ethyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00113
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-[2-(2-methoxyethoxy)ethyl]-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00113
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-1-[2-(2-methoxyethoxy)ethyl]-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0019
-
 cascade IC50 Mus musculus 4-(4-bromo-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00191
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(4-bromo-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00254
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-6-oxo-1-propyl-1,6-dihydro-3-pyridinecarboxamide
0.00254
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-(2-hydroxyethyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00254
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-6-oxo-1-propyl-1,6-dihydro-3-pyridinecarboxamide
0.00262
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(4-ethyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00262
-
 cascade IC50 Mus musculus 4-(4-ethyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00297
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-methylanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00297
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-methylanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.003
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-(3-hydroxypropyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.003
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 1-methyl-4-(2-naphthylamino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.003
-
 above, cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-1-(3-hydroxypropyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.003
-
 cascade IC50 Mus musculus 1-methyl-4-(2-naphthylamino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00363
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(4-bromo-2-fluoroanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00363
-
 cascade IC50 Mus musculus 4-(4-bromo-2-fluoroanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0039
-
 colon26 cellular assay Mus musculus 4-(3,4-dichlorophenylamino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00489
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 1-(3-cyanopropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0049
-
 cascade IC50 Mus musculus 1-(3-cyanopropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.005
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid
0.005
-
 colon26 cellular assay Mus musculus 4-(2-fluoro-4-iodoanilino)-1-(2-hydroxyethyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.005
-
 above cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-1-(2-hydroxyethyl)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.0057
-
 cascade IC50 Mus musculus 4-(3,4-dichlorophenylamino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00572
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(3,4-dichlorophenylamino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.00601
-
 cascade IC50 Mus musculus 1-allyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.01
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 1-allyl-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.01
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]-1-methyl-6-oxo-1,6 -dihydro-3-pyridinecarboxamide
0.01
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-(4-cyano-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.01
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus 4-[2-fluoro-4-(3-hydroxypropyl)anilino]-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.01
-
 inhibition of the Raf-MEK-ERK cascade in an isolated enzyme assay Mus musculus tert-butyl [5-(aminocarbonyl)-4-(2-fluoro-4-iodoanilino)-2-oxo-1(2H)-pyridinyl]acetate
0.01
-
 above, cascade IC50 Mus musculus 4-[2-fluoro-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)anilino]-1-methyl-6-oxo-1,6 -dihydro-3-pyridinecarboxamide
0.01
-
 above, cascade IC50 Mus musculus 4-(4-cyano-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.01
-
 above, cascade IC50 Mus musculus 4-[2-fluoro-4-(3-hydroxypropyl)anilino]-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide
0.01
-
 above, cascade IC50 Mus musculus [5-(aminocarbonyl)-4-(2-fluoro-4-iodoanilino)-2-oxo-1(2H)-pyridinyl]acetic acid
0.01
-
 above, cascade IC50 Mus musculus 1-(2,3-dihydroxypropyl)-4-(2-fluoro-4-iodoanilino)-6-oxo-1,6-dihydro-3-pyridinecarboxamide
1.2
-
 cascade IC50 Mus musculus 4-(2-fluoro-4-iodoanilino)-N,N,1-trimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide