Design, synthesis and evaluation of 2-aminothiazole derivatives as sphingosine kinase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 22, Issue 19, 2014, Pages 5354-5367

  Vogt, Dominik ^a   Weber, Julia ^a   Ihlefeld, Katja ^a   Brüggerhoff, Astrid ^a   Proschak, Ewgenij ^a   Stark, Holger ^b  

^a GOETHE UNIVERSITY   (Germany)

^b HEINRICH HEINE UNIVERSITY   (Germany)

Author keywords

Enzyme inhibitor; Sphingolipids; Sphingosine; Sphingosine 1 phosphate; ST 1803

Indexed keywords

3 (3,4 DIMETHOXYPHENYL) N (THIAZOL 2 YL)ACRYLAMIDE; 3 (3,4,5 TRIMETHOXYPHENYL) N (THIAZOL 2 YL)ACRYLAMIDE; 4 (2,4' BITHIAZOL 2' YLAMINO)PHENOL; 4 (4 CHLOROPHENYL) 5 METHYL N (3,4,5 TRIMETHOXYPHENYL)THIAZOL 2 AMINE HYDROBROMIDE; 4 (4 CHLOROPHENYL) 5 METHYL N (4 METHYLTHIAZOL 2 YL)THIAZOL 2 AMINE; 4 (4 CHLOROPHENYL) N (2 METHOXYPHENYL)THIAZOL 2 AMINE HYDROBROMIDE; 4 (4 CHLOROPHENYL) N (3,4,5 TRIMETHOXYPHENYL)THIAZOL 2 AMINE HYDROBROMIDE; 4 (4 CHLOROPHENYL) N (4 METHOXYPHENYL) 5 METHYL THIAZOL 2 AMINE HYDROBROMIDE; 4 (4 CHLOROPHENYL) N [4 (METHYLTHIO)PHENYL]THIAZOL 2 AMINE; 4 ADAMANTYL 5 METHYL N (2 METHOXYPHENYL)THIAZOL 2 AMINE HYDROBROMIDE; 4 ADAMANTYL 5 METHYL N (3,4,5 TRIMETHOXYPHENYL)THIAZOL 2 AMINE; 4 ADAMANTYL 5 METHYL N (4 METHYLTHIAZOL 2 YL)THIAZOL 2 AMINE HYDROBROMIDE; 4 ADAMANTYL 5 METHYL N [4 (METHYLTHIO)PHENYL]THIAZOL 2 AMINE; 4 ADAMANTYL N (2 METHOXYPHENYL)THIAZOL 2 AMINE; 4 ADAMANTYL N (2,3 DIHYDROBENZO[B][1,4]DIOXIN 6 YL)THIAZOL 2 AMINE; 4 ADAMANTYL N (3,4,5 TRIMETHOXYPHENYL)THIAZOL 2 AMINE; 4 ADAMANTYL N (4 METHOXYPHENYL)THIAZOL 2 AMINE HYDROBROMIDE; 4 ADAMANTYL N (BENZO[D][1,3]DIOXOL 5 YL)THIAZOL 2 AMINE; 4 ADAMANTYL N [4 (METHYLTHIO)PHENYL]THIAZOL 2 AMINE HYDROBROMIDE; 4 [4 (4 BROMOPHENYL)THIAZOL 2 YLAMINO]PHENOL; 4 [4 (4 CHLOROPHENYL)THIAZOL 2 YLAMINO]PHENOL HYDROBROMIDE; N (4 METHYLTHIAZOL 2 YL) 2,4' BITHIAZOL 2' AMINE HYDROBROMIDE; N [4 (4 CHLOROPHENYL)THIAZOL 2 YL] 3 (3,4 DIMETHOXYPHENYL)ACRYLAMIDE; N [4 (4 CHLOROPHENYL)THIAZOL 2 YL] 3 (3,4,5 TRIMETHOXYPHENYL)ACRYLAMIDE; N1 (4 ADAMANTYL THIAZOL 2 YL) N4,N4 DIMETHYLBENZENE 1,4 DIAMINE HYDROBROMIDE; N1 [4 (4 CHLOROPHENYL)THIAZOL 2 YL] N4,N4 DIMETHYL BENZENE 1,4 DIAMINE HYDROBROMIDE; PHOSPHOTRANSFERASE INHIBITOR; UNCLASSIFIED DRUG; [1 [4 [[3 METHYL 5 (PHENYLSULFONYLMETHYL)PHENOXY]METHYL]BENZYL]PYRROLIDIN 2 YL]METHANOL; 2-AMINOTHIAZOLE; PROTEIN KINASE INHIBITOR; SIGNAL PEPTIDE; SIGNAL TRANSDUCING ADAPTOR PROTEIN; SKIP PROTEIN, HUMAN; THIAZOLE DERIVATIVE; TRIB2 PROTEIN, HUMAN;

ARTICLE; BROMINATION; CHEMICAL BOND; CONTROLLED STUDY; DRUG DESIGN; DRUG MECHANISM; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; ENZYME INHIBITION; HYDROPHOBICITY; IC50; LIPOPHILICITY; SAPONIFICATION; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; ANTAGONISTS AND INHIBITORS; CHEMISTRY; CONFORMATION; DOSE RESPONSE; HUMAN; METABOLISM; SYNTHESIS;

ADAPTOR PROTEINS, SIGNAL TRANSDUCING; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; HUMANS; INTRACELLULAR SIGNALING PEPTIDES AND PROTEINS; MOLECULAR CONFORMATION; PROTEIN KINASE INHIBITORS; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLES;

EID: 84907539523     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2014.07.044     Document Type: Article

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