Synthesis and biological evaluation of 1,2,4- triazinylphenylalkylthiazolecarboxylic acid esters as cytokine-inhibiting antedrugs with strong bronchodilating effects in an animal model of asthma

Journal of Medicinal Chemistry

Volumn 48, Issue 6, 2005, Pages 2167-2175

  Freyne, Eddy J ^a   Lacrampe, Jean F ^b   Deroose, Frederik ^a   Boeckx, Gustaaf M ^a   Willems, Marc ^a   Embrechts, Werner ^a   Coesemans, Erwin ^a   Willems, Johan J ^a   Fortin, Jerome M ^b   Ligney, Yannick ^b   Dillen, Lieve L ^a   Cools, Willy F ^a   Goossens, Jan ^a   Corens, David ^a   De Groot, Alex ^a   Van Wauwe, Jean P ^a  

^a JANSSEN RESEARCH AND DEVELOPMENT   (Belgium)

^b Medicinal Chemistry Department   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1 METHYLETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 1,1 DIMETHYLETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 BUTYNYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 HYDROXYETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 METHYLPROPYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 OXO PROPYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 PHENYLETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 PROPENYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2 PROPYNYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 2,2,2 TRIFLUOROETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 3 HYDROXYPROPYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; 3 METHYL 2 BUTENYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; ALLERGEN; BUTYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; CARBACHOL; CARBOXYLIC ACID; CYANOMETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; CYCLOPROPYLMETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; CYTOKINE RECEPTOR ANTAGONIST; ETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; INTERLEUKIN 5; METHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; MONOCYTE CHEMOTACTIC PROTEIN 1; MONOCYTE CHEMOTACTIC PROTEIN 2; MONOCYTE CHEMOTACTIC PROTEIN 3; PENTYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; PHENOXYETHYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; PROPYL 2 [1 [2,6 DICHLORO 4 (4,5 DIHYDRO 3,5 DIOXO 1,2,4 TRIAZIN 2(3H) YL)PHENYL] 1 METHYLETHYL] 4 PHENYL 5 THIAZOLECARBOXYLATE; UNCLASSIFIED DRUG;

AIRWAY; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; ASTHMA; BLOOD CULTURE; BRONCHODILATATION; BRONCHUS HYPERREACTIVITY; CONTROLLED STUDY; CYTOKINE PRODUCTION; DRUG DESIGN; DRUG EFFECT; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VIVO STUDY; LIVER; LUNG; NONHUMAN; PROTEIN SYNTHESIS; SHEEP;

ADULT; ANIMALS; ASTHMA; BRONCHODILATOR AGENTS; CHEMOKINE CCL2; CYTOKINES; ESTERS; HUMANS; INTERLEUKIN-4; INTERLEUKIN-5; INTERLEUKIN-8; LIVER; LUNG; MONOCYTE CHEMOATTRACTANT PROTEINS; SHEEP; THIAZOLES; TRIAZINES;

EID: 20144374423     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049479m     Document Type: Article

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