메뉴 건너뛰기




Volumn 41, Issue 21, 1998, Pages 4036-4052

New platelet fibrinogen receptor glycoprotein IIb-IIIa antagonists: Orally active series of N-alkylated amidines with a 6,6-bicyclic template

Author keywords

[No Author keywords available]

Indexed keywords

ETHYL [6 [4 (MORPHOLINOFORMIMIDOYL)BENZAMIDO] 3,4 DIHYDRO 2H 1 BENZOPYRAN 3 YL]ACETATE HYDROCHLORIDE; FIBRINOGEN RECEPTOR ANTAGONIST; UNCLASSIFIED DRUG;

EID: 0032497592     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9801859     Document Type: Article
Times cited : (36)

References (38)
  • 2
    • 0023242324 scopus 로고
    • Thrombosis and Atherosclerosis: Regulatory Role of Interactions among Blood Components and Endothelium
    • Scharf, R. E.; Harker, L. A. Thrombosis and Atherosclerosis: Regulatory Role of Interactions Among Blood Components and Endothelium. Blut 1987, 55, 131-144.
    • (1987) Blut , vol.55 , pp. 131-144
    • Scharf, R.E.1    Harker, L.A.2
  • 3
    • 0018851001 scopus 로고
    • Correlation between Fibrinogen Binding to Human Platelets and Platelet Aggregability
    • Peerschke, E. I.; Zucker, M. B.; Grant, R. A.; Egan, J. J.; Johnson, M. M. Correlation between Fibrinogen Binding to Human Platelets and Platelet Aggregability. Blood 1980, 55, 841-847.
    • (1980) Blood , vol.55 , pp. 841-847
    • Peerschke, E.I.1    Zucker, M.B.2    Grant, R.A.3    Egan, J.J.4    Johnson, M.M.5
  • 4
    • 0022502048 scopus 로고
    • Platelet Membrane Glycoprotein IIb/IIIa: Member of a Family of Arg-Gly-Asp-Specific Adhesion Receptors
    • Pytela, R.; Pierschbacher, M. D.; Ginsberg, M. H.; Plow, E. F.; Ruoslahti, E. Platelet Membrane Glycoprotein IIb/IIIa: Member of a Family of Arg-Gly-Asp-Specific Adhesion Receptors. Science 1986, 231, 1559-1562.
    • (1986) Science , vol.231 , pp. 1559-1562
    • Pytela, R.1    Pierschbacher, M.D.2    Ginsberg, M.H.3    Plow, E.F.4    Ruoslahti, E.5
  • 5
    • 0024551590 scopus 로고
    • Platelet Receptor Recognition Domains on the α Chain of Human Fibrinogen: Structure-Function Analysis
    • Hawiger, J.; Kloczewiak, M.; Bednarek, M. A.; Timmons, S. Platelet Receptor Recognition Domains on the α Chain of Human Fibrinogen: Structure-Function Analysis. Biochemistry 1989, 28, 2909-2914.
    • (1989) Biochemistry , vol.28 , pp. 2909-2914
    • Hawiger, J.1    Kloczewiak, M.2    Bednarek, M.A.3    Timmons, S.4
  • 6
    • 0023784561 scopus 로고
    • Interaction of Fibrinogen with Its Platelet Receptor
    • Bennet, J. S.; Shattil, S. J.; Power, J. W.; Gartner, T. K. Interaction of Fibrinogen with Its Platelet Receptor. J. Biol. Chem. 1988, 263, 12948-12953.
    • (1988) J. Biol. Chem. , vol.263 , pp. 12948-12953
    • Bennet, J.S.1    Shattil, S.J.2    Power, J.W.3    Gartner, T.K.4
  • 7
    • 14444276695 scopus 로고
    • Drug Data Rep. 1995, 17, 446-447.
    • (1995) Drug Data Rep. , vol.17 , pp. 446-447
  • 10
    • 0009505012 scopus 로고
    • A Randomized Double-Blind Controlled Trial with the Non-Peptidic Platelet GP IIb/IIIa Antagonist Ro 44-9883 in Unstable Angina
    • Abstract 1243
    • Théroux, P.; Kouz, S.; Knudtson, M. L.; Kells, C.; Nasmith, J.; Roy, L.; Dalle Ave, S.; Steiner, B.; Xiao, Z.; Rapold, H. J. A Randomized Double-Blind Controlled Trial with the Non-Peptidic Platelet GP IIb/IIIa Antagonist Ro 44-9883 in Unstable Angina. Circulation 1994, 90, I-232, Abstract 1243.
    • (1994) Circulation , vol.90
    • Théroux, P.1    Kouz, S.2    Knudtson, M.L.3    Kells, C.4    Nasmith, J.5    Roy, L.6    Dalle Ave, S.7    Steiner, B.8    Xiao, Z.9    Rapold, H.J.10
  • 14
    • 0028862170 scopus 로고
    • Recent Developments in Glycoprotein IIb/ IIIa Antagonists
    • Raddatz, P.; Gante, J. Recent Developments in Glycoprotein IIb/ IIIa Antagonists. Exp. Opin. Ther. Pat. 1995, 5 (11), 1163-1183.
    • (1995) Exp. Opin. Ther. Pat. , vol.5 , Issue.11 , pp. 1163-1183
    • Raddatz, P.1    Gante, J.2
  • 15
    • 0023751431 scopus 로고
    • Comparative Molecular Field Analysis (CoMFA). 1. Effect of Shape on Binding of Steroids to Carrier Proteins
    • Cramer, R. D., III; Patterson, D. E.; Bunce, J. D. Comparative Molecular Field Analysis (CoMFA). 1. Effect of Shape on Binding of Steroids to Carrier Proteins. J. Am. Chem. Soc. 1988, 110, 5959-5967.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 5959-5967
    • Cramer III, R.D.1    Patterson, D.E.2    Bunce, J.D.3
  • 16
    • 0027948111 scopus 로고
    • Orally Active Non-Peptide Fibrinogen Receptor (GpIIb/IIIa) Antagonists: Identification of 4-[4-[4-(Aminoiminomethyl)phenyl]-1-piperazinyl]-1-piperidine-acetic Acids as a Long-Acting, Broad-Spectrum Antithrombotic Agent
    • Eldred, C. D.; Evans, B.; Hindley, S.; Judkins, B. D.; Kelly, H. A.; Kitchin, J.; Lumley, P.; Porter, B.; Ross, B. C.; Smith, K. J.; Taylor, N. R.; Wheatcroft, J. R. Orally Active Non-Peptide Fibrinogen Receptor (GpIIb/IIIa) Antagonists: Identification of 4-[4-[4-(Aminoiminomethyl)phenyl]-1-piperazinyl]-1-piperidine-acetic Acids as a Long-Acting, Broad-Spectrum Antithrombotic Agent. J. Med. Chem. 1994, 37, 3882-3885.
    • (1994) J. Med. Chem. , vol.37 , pp. 3882-3885
    • Eldred, C.D.1    Evans, B.2    Hindley, S.3    Judkins, B.D.4    Kelly, H.A.5    Kitchin, J.6    Lumley, P.7    Porter, B.8    Ross, B.C.9    Smith, K.J.10    Taylor, N.R.11    Wheatcroft, J.R.12
  • 17
    • 0032509964 scopus 로고    scopus 로고
    • Novel Non-Peptide Fibrinogen Receptor Antagonists. 1. Synthesis and Glycoprotein IIb-IIIa Antagonistic Activities of 1,3,4-Trisubstituted 2-Oxopiperazine Derivatives Incorporating Side-Chain Functions of the RGDF Peptide
    • Sugihara, H.; Fukushi, H.; Miyawaki, T.; Imai, Y.; Terashita, Z.; Kawamura, M.; Fujisawa, Y.; Kita, S. Novel Non-Peptide Fibrinogen Receptor Antagonists. 1. Synthesis and Glycoprotein IIb-IIIa Antagonistic Activities of 1,3,4-Trisubstituted 2-Oxopiperazine Derivatives Incorporating Side-Chain Functions of the RGDF Peptide. J. Med. Chem. 1998, 41, 489-502.
    • (1998) J. Med. Chem. , vol.41 , pp. 489-502
    • Sugihara, H.1    Fukushi, H.2    Miyawaki, T.3    Imai, Y.4    Terashita, Z.5    Kawamura, M.6    Fujisawa, Y.7    Kita, S.8
  • 21
    • 0025892315 scopus 로고
    • Synthetic and Computer Assisted Analysis of Pharamacophore for Agonists at Benzodiazepin Receptors
    • Diaz-Arauzo, H.; Kohler, K.; Hagen, T.; Cook, J. Synthetic and Computer Assisted Analysis of Pharamacophore for Agonists at Benzodiazepin Receptors. Life Sci. 1991, 49, 207-216.
    • (1991) Life Sci. , vol.49 , pp. 207-216
    • Diaz-Arauzo, H.1    Kohler, K.2    Hagen, T.3    Cook, J.4
  • 22
    • 14444269634 scopus 로고    scopus 로고
    • Tripos Associates, 1699 South Hanley Rd., Suite 303, St. Louis, MO 63144
    • Tripos Associates, 1699 South Hanley Rd., Suite 303, St. Louis, MO 63144.
  • 24
    • 0026759451 scopus 로고
    • Synthesis of Benzoic and Tetralone Carboxylic Acid Esters from Phenols by Palladium Catalyzed Alkoxy/Aryloxy. Carbonylation
    • Gerlach, U.; Wollmann, T. Synthesis of Benzoic and Tetralone Carboxylic Acid Esters from Phenols by Palladium Catalyzed Alkoxy/Aryloxy. Carbonylation. Tetrahedron Lett. 1992, 33, 5499-5502.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 5499-5502
    • Gerlach, U.1    Wollmann, T.2
  • 25
    • 0024438965 scopus 로고
    • Synthesis and Evaluation of N,N-Di-n-propyltetrahydrobenz[f]indol-7-amine and Related Congeners as Dopaminergic Agonists
    • Nichols, D. E.; Cassady, J. M.; Persons, P. E.; Yeung, M. C.; Clemens, J. A.; Smalstig, E. B. Synthesis and Evaluation of N,N-Di-n-propyltetrahydrobenz[f]indol-7-amine and Related Congeners as Dopaminergic Agonists. J. Med. Chem. 1989, 32, 2128-2134.
    • (1989) J. Med. Chem. , vol.32 , pp. 2128-2134
    • Nichols, D.E.1    Cassady, J.M.2    Persons, P.E.3    Yeung, M.C.4    Clemens, J.A.5    Smalstig, E.B.6
  • 26
    • 0023777853 scopus 로고
    • Design and Synthesis of 5-Lipoxygenase Inhibitors
    • Strasser, M.; Cooper, P.; Dewald, B.; Payne, T. Design and Synthesis of 5-Lipoxygenase Inhibitors. Helv. Chim. Acta 1988, 71, 1156-1176.
    • (1988) Helv. Chim. Acta , vol.71 , pp. 1156-1176
    • Strasser, M.1    Cooper, P.2    Dewald, B.3    Payne, T.4
  • 28
    • 84986456104 scopus 로고
    • The Preparation and Oxidative Dimerization of 2-Acetyl-7-hydroxy-1,2,3,4-tetrahydroisoquinoline. A New Approach to Tetrahydroisoqinoline Synthesis
    • Ajao, J. F.; Bird, C. W. The Preparation and Oxidative Dimerization of 2-Acetyl-7-hydroxy-1,2,3,4-tetrahydroisoquinoline. A New Approach to Tetrahydroisoqinoline Synthesis. J. Heterocycl. Chem. 1985, 22, 329-331.
    • (1985) J. Heterocycl. Chem. , vol.22 , pp. 329-331
    • Ajao, J.F.1    Bird, C.W.2
  • 29
    • 0345030827 scopus 로고
    • Palladium-Catalyzed Coupling of Aryl Triflates with Organostannanes
    • Echavarren, A. M.; Stille, J. K. Palladium-Catalyzed Coupling of Aryl Triflates with Organostannanes. J. Am. Chem. Soc. 1987, 109, 5478-5486.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 5478-5486
    • Echavarren, A.M.1    Stille, J.K.2
  • 30
    • 0001549710 scopus 로고
    • Palladium-Catalyzed Reaction of Phenyl Fluoroalkanesulfonates with Alkynes and Alkenes
    • Chen, Q.-Y.; Yang, Z.-Y. Palladium-Catalyzed Reaction of Phenyl Fluoroalkanesulfonates with Alkynes and Alkenes. Tetrahedron Lett. 1986, 27, 1171-1174.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 1171-1174
    • Chen, Q.-Y.1    Yang, Z.-Y.2
  • 31
    • 84988115618 scopus 로고
    • Validation of the General Purpose Tripos 5.2 Force Field
    • Clark, M.; Cramer, R. D., III; Opdenbosch, N. V. Validation of the General Purpose Tripos 5.2 Force Field. J. Comput. Chem. 1989, 10, 982-1012.
    • (1989) J. Comput. Chem. , vol.10 , pp. 982-1012
    • Clark, M.1    Cramer III, R.D.2    Opdenbosch, N.V.3
  • 32
    • 49149147973 scopus 로고
    • Iterative Partial Equalization of Orbital. Electronegativity-a Rapid Access to Atomic Charges
    • Gasteiger, J.; Marsili, M. Iterative Partial Equalization of Orbital. Electronegativity-a Rapid Access to Atomic Charges. Tetrahedron 1980, 36, 3219-3228.
    • (1980) Tetrahedron , vol.36 , pp. 3219-3228
    • Gasteiger, J.1    Marsili, M.2
  • 33
    • 11744387198 scopus 로고
    • Stochastic Exploration of Molecular Mechanics Energy Surface. Hunting for the Global Minimum
    • Saunders, M. Stochastic Exploration of Molecular Mechanics Energy Surface. Hunting for the Global Minimum. J. Am. Chem. Soc. 1987, 109, 3150-3152.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 3150-3152
    • Saunders, M.1
  • 34
    • 84988129057 scopus 로고
    • Optimization of Parameters for Semiempirical Methos I. Methodol
    • Stewart, J. J. P. Optimization of Parameters for Semiempirical Methos I. Methodol. J. Comput. Chem. 1989, 10, 209-220.
    • (1989) J. Comput. Chem. , vol.10 , pp. 209-220
    • Stewart, J.J.P.1
  • 37
    • 0026466020 scopus 로고
    • Platelet Membrane Glycoprotein IIb-IIIa Complex: Purification, Characterization, and Reconstitution into Phospholipid Vesicles
    • Hawigar. J. J., Eds.; Academic Press Inc.: San Diego
    • Phillips, D. R.; Fitzgerald, L.; Parise, L.; Steiner, B. Platelet Membrane Glycoprotein IIb-IIIa Complex: Purification, Characterization, and Reconstitution into Phospholipid Vesicles. In Methods in Enzymology Hawigar. J. J., Eds.; Academic Press Inc.: San Diego, 1992; Vol. 215, pp 244-263.
    • (1992) Methods in Enzymology , vol.215 , pp. 244-263
    • Phillips, D.R.1    Fitzgerald, L.2    Parise, L.3    Steiner, B.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.