Fragment-based approach to the design of 5-chlorouracil-linked-pyrazolo[1, 5-a][1,3,5]triazines as thymidine phosphorylase inhibitors

European Journal of Medicinal Chemistry

Volumn 70, Issue , 2013, Pages 400-410

  Sun, Lingyi ^a   Li, Jiarong ^a   Bera, Hriday ^a   Dolzhenko, Anton V ^b   Chiu, Gigi N C ^a   Chui, Wai Keung ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b MONASH UNIVERSITY MALAYSIA   (Malaysia)

Author keywords

5 Chlorouracil linked pyrazolo 1,5 a 1,3,5 triazines; Fragment based drug design; Mixed type enzyme inhibition kinetics; Thymidine phosphorylase inhibitor

Indexed keywords

3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 (4 ETHOXYPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 (4 FLUOROPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 (4 METHOXYPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 (4 METHYLPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 (4 TERTBUTYLPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 (4 TRIFLUOROMETHYLPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 METHYLPYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 PHENYLPYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 TERTBUTYLPYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 7 TRIFLUOROMETHYL PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 (4 CHLOROPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 (4 FLUOROPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 (4 PENTAFLUOROSULFURPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 (4 TRIFLUOROMETHYLPHENYL)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 IODO PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 METHYLPYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO) 8 PHENYLPYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 2 (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 7 (4 BROMOPHENYL) 2 (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIZINE 4 ONE; 3H 7 (4 CHLOROPHENYL) 2 (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIZINE 4 ONE; 3H 8 (4 BROMOPHENYL) 2 (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 8 BROMO (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 8 CARBONITRILE 2 (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 8 CARBOXYLIC ACID ETHYL ESTER 2 (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 3H 8 CHLORO (5 CHLOROURACIL 6 METHYLTHIO)PYRAZOLO[1,5 A][1,3,5]TRIAZIN 4 ONE; 5 CHLOROURACIL LINKED PYRAZOLO[1,5 A][1,3,5]TRIAZINE; ANGIOGENESIS INHIBITOR; THYMIDINE KINASE INHIBITOR; THYMIDINE PHOSPHORYLASE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIANGIOGENIC ACTIVITY; ARTICLE; BINDING SITE; CELL VIABILITY; CHEMICAL STRUCTURE; CYTOTOXICITY; DRUG DESIGN; DRUG SYNTHESIS; ENZYME ASSAY; ENZYME INHIBITION; ENZYME KINETICS; HUMAN; HUMAN CELL; HYDROPHOBICITY; HYPOTHESIS; IC 50; IN VITRO STUDY; STRUCTURE ACTIVITY RELATION;

5-CHLOROURACIL-LINKED-PYRAZOLO[1,5-A][1,3,5]TRIAZINES; FRAGMENT-BASED DRUG DESIGN; MIXED-TYPE ENZYME INHIBITION KINETICS; THYMIDINE PHOSPHORYLASE INHIBITOR;

DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; ENZYME INHIBITORS; HUMANS; MOLECULAR STRUCTURE; PYRAZINES; STRUCTURE-ACTIVITY RELATIONSHIP; THYMIDINE PHOSPHORYLASE; TRIAZINES; URACIL;

EID: 84886558401     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.10.022     Document Type: Article

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