메뉴 건너뛰기




Volumn 41, Issue 6, 1998, Pages 877-893

Inhibitors of farnesyl protein transferase. 4-Amido, 4-carbamoyl, and 4- carboxamido derivatives of 1-(8-chloro-6,11-dihydro-5H-benzo[5,6]- cyclohepta[1,2-b]pyridin-11-yl)piperazine and 1-(3-bromo-8-chloro-6,11- dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)piperazine

Author keywords

[No Author keywords available]

Indexed keywords

PROTEIN FARNESYLTRANSFERASE INHIBITOR; SCH 59228; SCH 60677; SCH 61129; UNCLASSIFIED DRUG;

EID: 15644380004     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm970462w     Document Type: Article
Times cited : (30)

References (48)
  • 3
    • 0023068346 scopus 로고
    • Ras Genes
    • Richardson, C., Ed.; Annual Reviews Inc.: Palo Alto, CA
    • Barbacid, M. ras Genes. In Annual Review of Biochemistry; Richardson, C., Ed.; Annual Reviews Inc.: Palo Alto, CA, 1987; Vol. 56, pp 779-827.
    • (1987) Annual Review of Biochemistry , vol.56 , pp. 779-827
    • Barbacid, M.1
  • 4
    • 0028237039 scopus 로고
    • A Biochemical Function for Ras - At Last
    • Hall, A. A Biochemical Function for Ras - At Last. Science 1994, 264, 1413-1414.
    • (1994) Science , vol.264 , pp. 1413-1414
    • Hall, A.1
  • 7
    • 0028784266 scopus 로고
    • Inhibitors of Protein Farnesylation: A New Approach to Cancer Chemotherapy
    • Graham, S. L. Inhibitors of Protein Farnesylation: a New Approach to Cancer Chemotherapy. Exp. Opin. Ther. Pat. 1995, 5, 1269-1285.
    • (1995) Exp. Opin. Ther. Pat. , vol.5 , pp. 1269-1285
    • Graham, S.L.1
  • 12
    • 0032488942 scopus 로고    scopus 로고
    • Highly Regioselective Nitration Reactions Provide a Versatile Method of Functionalizing Benzocycloheptapyridine Tricyclic Ring Systems: Application Towards Preparation of Nanomolar Inhibitors of Farnesyl Protein Transferase
    • in press (JO971100Z)
    • (b) Njoroge, F. G.; Vibulbhan, B.; Pinto, P.; Chan, T.-M.; Osterman, R.; Remiszewski, S.; del Rosario, J.; Doll, R.; Girijavallabhan, V.; Ganguly, A. K. Highly Regioselective Nitration Reactions Provide a Versatile Method of Functionalizing Benzocycloheptapyridine Tricyclic Ring Systems: Application Towards Preparation of Nanomolar Inhibitors of Farnesyl Protein Transferase. J. Org. Chem., in press (JO971100Z).
    • J. Org. Chem.
    • Njoroge, F.G.1    Vibulbhan, B.2    Pinto, P.3    Chan, T.-M.4    Osterman, R.5    Remiszewski, S.6    Del Rosario, J.7    Doll, R.8    Girijavallabhan, V.9    Ganguly, A.K.10
  • 14
    • 84987341326 scopus 로고
    • Derivatives of 10,11-Dihydro-5H-dibenzo[a,d]cycloheptene and Related Compounds. III. Azaketones
    • Villani, F. J.; Daniels, P. J. L.; Ellis, C. A.; Mann, T. A.; Wang, K.-C. Derivatives of 10,11-Dihydro-5H-dibenzo[a,d]cycloheptene and Related Compounds. III. Azaketones. J. Heterocycl. Chem. 1971 8, 73-81
    • (1971) J. Heterocycl. Chem. , vol.8 , pp. 73-81
    • Villani, F.J.1    Daniels, P.J.L.2    Ellis, C.A.3    Mann, T.A.4    Wang, K.-C.5
  • 16
    • 0027229675 scopus 로고
    • Dual Antagonists of Platelet Activating Factor and Histamine. 2. Pyridine Ring Substitution of N-Acetyl-4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidines
    • Wong, J. K; Piwinski, J. J.; Green, M. J.; Ganguly, A. K; Anthes, J. C.; Billah, M. M. Dual Antagonists of Platelet Activating Factor and Histamine. 2. Pyridine Ring Substitution of N-Acetyl-4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11- ylidene)piperidines. Bioorg. Med. Chem. Lett. 1993,3, 1073-1078.
    • (1993) Bioorg. Med. Chem. Lett. , vol.3 , pp. 1073-1078
    • Wong, J.K.1    Piwinski, J.J.2    Green, M.J.3    Ganguly, A.K.4    Anthes, J.C.5    Billah, M.M.6
  • 17
    • 0001660401 scopus 로고
    • Synthesis of Methyl 2-(Heteroaryl)propanoates via Palladium-catalyzed Reaction
    • Sakamoto, T.; Kondo, Y.; Masumoto, K.; Yamanaka, H. Synthesis of Methyl 2-(Heteroaryl)propanoates via Palladium-catalyzed Reaction. Heterocycles 1993, 36, 2509-2512.
    • (1993) Heterocycles , vol.36 , pp. 2509-2512
    • Sakamoto, T.1    Kondo, Y.2    Masumoto, K.3    Yamanaka, H.4
  • 19
    • 37049151489 scopus 로고
    • The Skraup Reaction with m-Substituted Anilines
    • Bradford, L.; Elliott, T. J.; Rowe, F. M. The Skraup Reaction with m-Substituted Anilines. J. Chem. Soc. 1947, 437-445.
    • (1947) J. Chem. Soc. , pp. 437-445
    • Bradford, L.1    Elliott, T.J.2    Rowe, F.M.3
  • 23
    • 0011287386 scopus 로고
    • An Improved Synthesis of (R) and (S)-2-Methylpiperazine
    • Kiely, J. S.; Priebe, S. R. An Improved Synthesis of (R) and (S)-2-Methylpiperazine. Org. Prep. Proc. Int. 1990, 22, 761-768.
    • (1990) Org. Prep. Proc. Int. , vol.22 , pp. 761-768
    • Kiely, J.S.1    Priebe, S.R.2
  • 27
    • 0020463362 scopus 로고
    • Esters of Nipecotic and Isonipecotic Acids as Potential Anticonvulsants
    • Crider, A. M.; Tita, T. T.; Wood, J. D.; Hinko, C. N. Esters of Nipecotic and Isonipecotic Acids as Potential Anticonvulsants. J. Pharm. Sci. 1982, 71, 1214-1219.
    • (1982) J. Pharm. Sci. , vol.71 , pp. 1214-1219
    • Crider, A.M.1    Tita, T.T.2    Wood, J.D.3    Hinko, C.N.4
  • 31
    • 0001546086 scopus 로고
    • Novel Synthesis of 5,6,7,8-Tetrahydroindolizines
    • Pizzorno, M. T.; Albonico, S. M. Novel Synthesis of 5,6,7,8-Tetrahydroindolizines. J. Org. Chem. 1977, 42, 909-910.
    • (1977) J. Org. Chem. , vol.42 , pp. 909-910
    • Pizzorno, M.T.1    Albonico, S.M.2
  • 32
    • 0027152095 scopus 로고
    • Central Colinergic Agents. IV. Synthesis and Acetylcholinesterase Inhibitory Activities of ω-[N-Ethyl-N-(phenylmethyl)amino]-1-phenyl-1-alkanones and Their Analogues with Partial Conformational Restriction
    • Ishihara, Y.; Miyamoto, M.; Nakayama, T.; Goto, G. Central Colinergic Agents. IV. Synthesis and Acetylcholinesterase Inhibitory Activities of ω-[N-Ethyl-N-(phenylmethyl)amino]-1-phenyl-1-alkanones and Their Analogues with Partial Conformational Restriction. Chem. Pharm. Bull. 1993, 41, 529-538.
    • (1993) Chem. Pharm. Bull. , vol.41 , pp. 529-538
    • Ishihara, Y.1    Miyamoto, M.2    Nakayama, T.3    Goto, G.4
  • 34
    • 37049105836 scopus 로고
    • Selectivity in the Hydrogenation of 6- And 8-Substituted-quinolines
    • Honel, M.; Vierhapper, F. W. Selectivity in the Hydrogenation of 6- and 8-Substituted-quinolines. J. Chem. Soc., Perkin Trans. 1 1980, 1933-1939.
    • (1980) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 1933-1939
    • Honel, M.1    Vierhapper, F.W.2
  • 36
    • 0000239148 scopus 로고
    • Simple, One-Pot, Glycosidation Procedure via (1-Imidazolylcarbonyl) Glycosides and Zinc Bromide
    • Ford, M. J.; Ley, S. V. A Simple, One-Pot, Glycosidation Procedure via (1-Imidazolylcarbonyl) Glycosides and Zinc Bromide. Synlett 1990, No. 5, 255-256.
    • (1990) Synlett , Issue.5 , pp. 255-256
    • Ford, M.J.1    Ley, S.V.A.2
  • 37
    • 35848945419 scopus 로고
    • Phosphorus in Organic Synthesis-VII. Diphenyl phosphorazidate (DPPA). A New Convenient Reagent for a Modified Curtius Reaction
    • Ninomiya, K.; Shioiri, T.; Yamada, S. Phosphorus in Organic Synthesis-VII. Diphenyl phosphorazidate (DPPA). A New Convenient Reagent for a Modified Curtius Reaction. Tetrahedron 1974, 30, 2151-2157.
    • (1974) Tetrahedron , vol.30 , pp. 2151-2157
    • Ninomiya, K.1    Shioiri, T.2    Yamada, S.3
  • 40
    • 15644363293 scopus 로고    scopus 로고
    • Structural Studies of Farnesyl Protein Transferase
    • Las Vegas, NV, September 7-11, COMP 185
    • Strickland, C. Structural Studies of Farnesyl Protein Transferase. 214th National ACS Meeting, Las Vegas, NV, September 7-11, 1997, COMP 185.
    • (1997) 214th National ACS Meeting
    • Strickland, C.1
  • 41
    • 0028835253 scopus 로고
    • Peptidomimetic Inhibitor of Farnesyl: Protein Transferase Blocks the Anchorage-dependent and -independent Growth of Human Tumor Cell Lines
    • Sepp-Lorenzino, L.; Ma, Z.; Rands, E.; Kohl, N. E.; Gibbs, J. B.; Oliff, A.; Rosen, N. A Peptidomimetic Inhibitor of Farnesyl: Protein Transferase Blocks the Anchorage-dependent and -independent Growth of Human Tumor Cell Lines. Cancer Res. 1995, 55, 5302-5309.
    • (1995) Cancer Res. , vol.55 , pp. 5302-5309
    • Sepp-Lorenzino, L.1    Ma, Z.2    Rands, E.3    Kohl, N.E.4    Gibbs, J.B.5    Oliff, A.6    Rosen, N.A.7
  • 42
    • 0028869067 scopus 로고
    • Inhibition of Human Tumor Xenograft Growth by Treatment with the Farnesyl Transferase Inhibitor B956
    • Nagasu, T.; Yoshimatsu, K.; Rowell, C.; Lewis, M. D.; Garcia, A. M. Inhibition of Human Tumor Xenograft Growth by Treatment with the Farnesyl Transferase Inhibitor B956. Cancer Res. 1995, 55, 5310-5314.
    • (1995) Cancer Res. , vol.55 , pp. 5310-5314
    • Nagasu, T.1    Yoshimatsu, K.2    Rowell, C.3    Lewis, M.D.4    Garcia, A.M.5
  • 46
    • 0030968859 scopus 로고    scopus 로고
    • Direct Demonstration of Geranylgeranylation and Farnesylation of Ki-Ras in Vivo
    • Rowell, C. A.; Kowalczyk, J. J.; Lewis, M. D.; Garcia, A. M. Direct Demonstration of Geranylgeranylation and Farnesylation of Ki-Ras in Vivo. J. Biol. Chem. 1997, 272, 14093-14097.
    • (1997) J. Biol. Chem. , vol.272 , pp. 14093-14097
    • Rowell, C.A.1    Kowalczyk, J.J.2    Lewis, M.D.3    Garcia, A.M.4
  • 47
    • 0030943198 scopus 로고    scopus 로고
    • Characterization of Ha-Ras, N-Ras, Ki-Ras4A, and Ki-Ras4B as in Vitro Substrates for Farnesyl Protein Transferase and Geranylgeranyl Protein Transferase Type 1
    • Zhang, F. L.; Kirschmeier, P.; Carr, D.; James, L.; Bond, R. W.; Wang, L.; Patton, R.; Windsor, W. T.; Syto, R.; Zhang, R.; Bishop, W. R. Characterization of Ha-Ras, N-Ras, Ki-Ras4A, and Ki-Ras4B as in Vitro Substrates for Farnesyl Protein Transferase and Geranylgeranyl Protein Transferase Type 1. J. Biol. Chem. 1997, 272, 10232-10239.
    • (1997) J. Biol. Chem. , vol.272 , pp. 10232-10239
    • Zhang, F.L.1    Kirschmeier, P.2    Carr, D.3    James, L.4    Bond, R.W.5    Wang, L.6    Patton, R.7    Windsor, W.T.8    Syto, R.9    Zhang, R.10    Bishop, W.R.11
  • 48
    • 0028892646 scopus 로고
    • Evidence That Farnesyl Transferase Inhibitors Suppress Ras Transformation by Interfering with Rho Activity
    • Lebowitz, P. F.; Davide, J. P.; Prendergast, G. C. Evidence That Farnesyl Transferase Inhibitors Suppress Ras Transformation by Interfering With Rho Activity. Mol. Cell Biol. 1995, 15, 6613-6622.
    • (1995) Mol. Cell Biol. , vol.15 , pp. 6613-6622
    • Lebowitz, P.F.1    Davide, J.P.2    Prendergast, G.C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.