Synthesis and Src kinase inhibitory activity of a series of 4-phenylamino-3-quinolinecarbonitriles

Journal of Medicinal Chemistry

Volumn 44, Issue 5, 2001, Pages 822-833

  Boschelli, D H ^a   Wang, Y D ^a   Ye, F ^a   Wu, B ^a   Zhang, N ^a   Dutia, M ^a   Powell, D W ^a   Wissner, A ^a   Arndt, K ^a   Weber, J M ^a   Boschelli, F ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 [(2,4 DICHLOROPHENYL)AMINO] 6,7 DIMETHOXY 3 QUINOLINECARBONITRILE; 4 [(2,4 DICHLOROPHENYL)AMINO] 7 METHOXY 6 (3 MORPHOLIN 4 YLPROPOXY) 3 QUINOLINECARBONITRILE; 4 PHENYLAMINO 3 QUINOLINECARBONITRILE; NITRILE; PROTEIN TYROSINE KINASE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL ACTIVITY; CELL PROLIFERATION; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INHIBITION; IC 50; NONHUMAN; RAT; STRUCTURE ANALYSIS;

ANILINE COMPOUNDS; ANIMALS; CELL DIVISION; CELL LINE; ENZYME INHIBITORS; FIBROBLASTS; MORPHOLINES; NITRILES; PHOSPHORYLATION; QUINOLINES; RATS; SRC-FAMILY KINASES;

EID: 0035282974     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm000420z     Document Type: Article

References (44)

1. The Many Faces of Src: Multiple Functions of a Prototypical Tyrosine Kinase
2. Src Family Tyrosine Kinases and Growth Factor Signaling
3. c-Src, Receptor Tyrosine Kinases, and Human Cancer
4. Small Molecule Inhibitors of Src Family Kinases
5. Requirements of pp60c-src Expression for Osteoclasts to Form Ruffled Borders and to Resorb Bone in Mice
6. Targeted Disruption of the c-src Proto-Oncogene Leads to Osteopetrosis in Mice
7. Knockouts of Src-Family Kinases: Stiff Bones, Wimpy T Cells, and Bad Memories
8. c-src in Progressive Stages of Human Colorectal Cancer
9. c-src Protein Kinase Activity in Human Colon Carcinoma
10. Overexpression and Activation of the Tyrosine Kinase Src in Human Pancreatic Carcinoma
11. Increased Expression of the src Proto-Oncogene in Hairy Cell Leukemia and a Subgroup of B-Cell Lymphomas
12. c-src Activation in Hepatocellular Carcinoma of Humans and LECS Rats
13. c-src Protein Kinase Activity in Human Tumor Cell Lines and Tissues
14. Decreased Tumorigenicity of a Human Colon Adenocarcinoma Cell Line by an Antisense Expression Vector Specific for c-Src
15. Decreased Src Tyrosine Kinase Activity Inhibits Malignant Human Ovarian Cancer Tumor Growth in a Nude Mouse Model
16. Selective Inhibition of the Tyrosine Kinase pp60src by Analogs of 5,10-Dihydropyrimido[4,5-b]quinolin-4(1H)-one
17. Discovery of a Novel, Potent, and Src Family-selective Tyrosine Kinase Inhibitor. Study of Lck- and FynT-Dependent T Cell Activation
18. A Novel Inhibitor of the Tyrosine Kinase Src Suppresses Phosphorylation of its Major Cellular Substrates and Reduces Bone Resorption in vitro and in Rodent Models in vivo
19. Substituted 5,7-Diphenylpyrrolo[2, 3d]pyrimidines: Potent Inhibitors of the Tyrosine Kinase c-Src
20. 2-Substituted Aminopyrido[2,3-d]pyrimidin-7(8H)-ones. Structure-Activity Relationships against Selected Tyrosine Kinases and in vitro and in vivo Anticancer Activity
21. Synthesis and Structure-Activity Relationships of 7-Substituted 3-(2,6-Dichlorophenyl)-1,6-naphthyridin-2(1H)-ones as Selective Inhibitors of pp60c-src
22. The Preparation and SAR of 4-(Anilino), 4-(Phenoxy), and 4-(Thiophenoxy)-quinazolines: Inhibitors of p561ck and EGF-R Tyrosine Kinase Activity
23. Synthesis and Tyrosine Kinase Inhibitory Activity of a Series of 2-Amino-8H-pyrido[2,3-d]pyrimidines - Identification of Potent, Selective Platelet-Derived Growth Factor Receptor Tyrosine Kinase Inhibitors
24. Development of a Binding Model to Protein Tyrosine Kinases for Substituted Pyrido[2,3-d]pyrimidine Inhibitors
25. The Synthesis and SAR of New 4-(N-Alkyl-N-phenyl)amino-6,7-dimethoxyquinazolines and 4-(N-Alkyl-N-phenyl)aminopyrazolo[3,4-d]pyrimidines, Inhibitors of CSF-1R Tyrosine Kinase Activity
26. 4-Anilino-6,7-dialkoxyquinoline-3-carbonitrile Inhibitors of Epidermal Growth Factor Receptor (EGF-R) Kinase and their Bioisosteric Relationship to the 4-Anilino-6,7-dialkoxyquinazoline Inhibitors
27. A Specific Inhibitor of the Epidermal Growth Factor Receptor Tyrosine Kinase
28. Expression of Rous Sarcoma Virus Transforming Protein pp60v-src in Saccharomyces cerevisiae Cells
29. Inhibition of Src Kinase Activity by a Series of 4-Anilino-3-cyanoquinolines
30. Tyrosine Kinase Inhibitors: 8. An Unusually Steep Structure-Activity Relationship for Analogues of 4-(3-Bromoanilino)-6,7-dimethoxyquinazoline (PD 153035), a Potent Inhibitor of the Epidermal Growth Factor Receptor
31. A Novel Series of 4-Phenoxyquinolines: Potent and Highly Selective Inhibitors of PDGF Receptor Autophosphorylation
32. Bicyclic Compounds as Ring-Constrained Inhibitors of Protein-Tyrosine Kinase p561ck
33. Compounds with Positive Inotropic Activity. III. Synthesis of 4-Aminoquinoline Derivatives as Potential Positive Inotropic Agents
34. An Improved Synthesis of 6-Methoxyanthranilic Acid
35. Inhibitors of Src Tyrosine Kinase: The Preparation and Structure-Activity Relationship of 4-Anilino-3-cyanoquinolines and 4-Anilinoquinazolines
36. Inhibitors of Anchorage-Independent Growth Affect the Growth of Transformed Cells on Poly(2-hydroxyethyl methacrylate)-coated Surfaces
37. Epidermal Growth Factor Receptor Tyrosine Kinase: Structure-Activity Relationships and Antitumor Activity of Novel Quinazolines
38. Design and Structure-Activity Relationship of a New Class of Potent VEGF Receptor Tyrosine Kinase Inhibitors
39. Tyrosine Kinase Inhibitors. 17. Irreversible Inhibitors of the Epidermal Growth Factor Receptor: 4-(Phenylamino)quinazoline- and 4-(Phenylamino)pyrido[3,2-d]pyrimidine-6-acrylamides Bearing Additional Solubilizing Functions
40. Identification and Characterization of a Novel Cytoskeleton-associated pp60src Substrate
41. N-Monoalkylation of Primary Aromatic and Heteroaromatic Amines with Trialkyl Orthocarboxylates and Sodium Borohydride
42. Use of Organoboranes in the Synthesis of Pheromones: A Convenient Synthesis of (Z)-6-Heneicosen-11-one and (Z)-5-undecen-2-one, Pheromones from the Douglas Fir Tussock Moth and the Bontebok, Respectively
43. A System of Shuttle Vectors and Yeast Host Strains Designed for Efficient Manipulation of DNA in Saccharomyces cerevisiae