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Volumn 40, Issue 5, 2005, Pages 421-437

Derivatives of 4,6-diamino-1,2-dihydro-2-phenyl-1,2,4-triazolo[4,3-a] quinoxalin-2H-1-one: Potential antagonist ligands for imaging the A2A adenosine receptor by positron emission tomography (PET)

Author keywords

A2A adenosine receptor antagonists; PET; Radioligands; Triazolo 4,3 a quinoxoline

Indexed keywords

2 [4 (2 CARBOXYETHYL)PHENETHYLAMINO]ADENOSINE 5' (N ETHYLCARBOXAMIDE); 4 AMINO 6 (2 FLUORO 2 PHENYLETHYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 FLUORO 4 HYDROXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 FLUORO 4 METHOXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 FLUORO 5 METHOXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 FLUOROBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 HYDROXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 METHOXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (2 PHENYLETHYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (3 FLUOROBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (3 HYDROXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (3 METHOXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (4 FLUOROBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (4 HYDROXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (4 METHOXYBENZYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (5 BROMOFURAN 2 YLMETHYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 (5 IODOFURAN 2 YLMETHYLAMINO) 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 [4 (2 FLUORO 2 PHENYLETHYLAMINO)] 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 [4 (2 FLUOROETHOXY)BENZYLAMINO] 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 [4 (2 PHENYLETHYLAMINO)] 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 BENZYLAMINO 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4 AMINO 6 FURAN 2 YLMETHYLAMINO 2 PHENYL 2H [1,2,4]TRIAZOLO[4,3 A]QUINOXALIN 1 ONE; 4,6 DIAMINO 1,2 DIHYDRO 2 PHENYL 1,2,4 TRIAZOLO[4,3 A]QUINOXALIN 2H 1 ONE DERIVATIVE; 8 CYCLOPENTYL 1,3 DIPROPYLXANTHINE; ADENOSINE A1 RECEPTOR; ADENOSINE A1 RECEPTOR ANTAGONIST; ADENOSINE A2A RECEPTOR; ADENOSINE A2A RECEPTOR AGONIST; ADENOSINE A2A RECEPTOR ANTAGONIST; NANOPARTICLE; RADIOLIGAND; UNCLASSIFIED DRUG;

EID: 18844438125     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2004.12.005     Document Type: Article
Times cited : (13)

References (39)
  • 8
    • 0030611334 scopus 로고    scopus 로고
    • 2A receptor antagonists as new agents for the treatment of Parkinson's disease
    • 2A receptor antagonists as new agents for the treatment of Parkinson's disease Trends Pharmacol. Sci. 18 1997 338 344
    • (1997) Trends Pharmacol. Sci. , vol.18 , pp. 338-344
    • Richardson, P.J.1    Kase, H.2    Jenner, P.G.3
  • 9
    • 0036025117 scopus 로고    scopus 로고
    • Applications of adenosine receptor ligands in medical imaging by positron emission tomography
    • M.H. Holschbach, and R.A. Olsson Applications of adenosine receptor ligands in medical imaging by positron emission tomography Curr. Pharm. Des. 8 2002 99 110
    • (2002) Curr. Pharm. Des. , vol.8 , pp. 99-110
    • Holschbach, M.H.1    Olsson, R.A.2
  • 16
    • 0026690401 scopus 로고
    • E)-1,3-Dialkyl-7-methyl-8-(3,4,5-trimethoxystyryl)xanthines: Potent and selective adenosine A2 antagonists
    • J. Shimada, F. Suzuki, H. Nonaka, A. Ishii, and S. Ichikawa E)-1,3-Dialkyl-7-methyl-8-(3,4,5-trimethoxystyryl)xanthines: potent and selective adenosine A2 antagonists J. Med. Chem. 35 1992 2342 2345
    • (1992) J. Med. Chem. , vol.35 , pp. 2342-2345
    • Shimada, J.1    Suzuki, F.2    Nonaka, H.3    Ishii, A.4    Ichikawa, S.5
  • 17
    • 0033621991 scopus 로고    scopus 로고
    • 11C-labeled KF18446: A potential central nervous system adenosine A2a receptor ligand
    • K. Ishiwata, J. Noguchi, S. Wakayabashi, J. Shimada, N. Ogi, and T. Nariai 11C-labeled KF18446: a potential central nervous system adenosine A2a receptor ligand J. Nucl. Med. 41 2000 345 354
    • (2000) J. Nucl. Med. , vol.41 , pp. 345-354
    • Ishiwata, K.1    Noguchi, J.2    Wakayabashi, S.3    Shimada, J.4    Ogi, N.5    Nariai, T.6
  • 18
    • 0027141973 scopus 로고
    • Photoisomerization of a potent and selective adenosine A2 antagonist, (E)-1,3-dipropyl-7-methyl-8-(3,4-dimethoxystyryl)xanthine
    • Y. Nonaka, J. Shimada, H. Nonaka, N. Koike, N. Aoki, and H. Kobayashi Photoisomerization of a potent and selective adenosine A2 antagonist, (E)-1,3-dipropyl-7-methyl-8-(3,4-dimethoxystyryl)xanthine J. Med. Chem. 36 1993 3731 3733
    • (1993) J. Med. Chem. , vol.36 , pp. 3731-3733
    • Nonaka, Y.1    Shimada, J.2    Nonaka, H.3    Koike, N.4    Aoki, N.5    Kobayashi, H.6
  • 22
    • 0027053077 scopus 로고
    • 2-N′-alkylidenehydrazino)adenosines: Potent and selective coronary vasodilators
    • K. Niiya, R.A. Olsson, R.D. Thompson, S.K. Silvia, and M. Ueeda 2-N′-alkylidenehydrazino)adenosines: potent and selective coronary vasodilators J. Med. Chem. 35 1992 4557 4561
    • (1992) J. Med. Chem. , vol.35 , pp. 4557-4561
    • Niiya, K.1    Olsson, R.A.2    Thompson, R.D.3    Silvia, S.K.4    Ueeda, M.5
  • 24
    • 0032509861 scopus 로고    scopus 로고
    • 1 adenosine receptor antagonists as ligands for positron emission tomography (PET) and single photon emission tomography (SPET)
    • 1 adenosine receptor antagonists as ligands for positron emission tomography (PET) and single photon emission tomography (SPET) J. Med. Chem. 41 1998 556 563
    • (1998) J. Med. Chem. , vol.41 , pp. 556-563
    • Holschbach, M.H.1    Fein, T.2    Krummeich, C.3    Lewis, R.G.4    Wutz, W.5    Schwabe, U.6
  • 25
    • 49049124890 scopus 로고
    • Reduction d'azides en amines primaires par une methode generale utilisant la reaction de Staudinger
    • M. Vaultier, N. Knouzi, and R. Carrí Reduction d'azides en amines primaires par une methode generale utilisant la reaction de Staudinger Tetrahedron Lett. 24 1983 763 764
    • (1983) Tetrahedron Lett. , vol.24 , pp. 763-764
    • Vaultier, M.1    Knouzi, N.2    Carrí, R.3
  • 26
    • 0021364661 scopus 로고
    • Selective reduction of aromatic nitro compounds with stannous chloride in acidic and non-aqueous medium
    • F.D. Bellamy, and K. Ou Selective reduction of aromatic nitro compounds with stannous chloride in acidic and non-aqueous medium Tetrahedron Lett. 25 1984 839 842
    • (1984) Tetrahedron Lett. , vol.25 , pp. 839-842
    • Bellamy, F.D.1    Ou, K.2
  • 27
    • 0034695702 scopus 로고    scopus 로고
    • A reductive amination of carbonyls with amines using decaborane in methanol
    • W.B. Bae, S.H. Lee, Y.J. Cho, and C.M. Yoon A reductive amination of carbonyls with amines using decaborane in methanol J. Chem. Soc., Perkin Trans 1 2000 145 146
    • (2000) J. Chem. Soc., Perkin Trans , vol.1 , pp. 145-146
    • Bae, W.B.1    Lee, S.H.2    Cho, Y.J.3    Yoon, C.M.4
  • 28
    • 0023096927 scopus 로고
    • Dopamine receptor agonists: Resolution and pharmacological activity of 2,6-diaminotetrahydrobenzothiazole and an aminothiazole analogue of apomorphine
    • C.S. Schneider, and J. Mierau Dopamine receptor agonists: Resolution and pharmacological activity of 2,6-diaminotetrahydrobenzothiazole and an aminothiazole analogue of apomorphine J. Med. Chem. 30 9 1987 494 498
    • (1987) J. Med. Chem. , vol.30 , Issue.9 , pp. 494-498
    • Schneider, C.S.1    Mierau, J.2
  • 29
    • 84986460762 scopus 로고
    • Reduction of some functional groups with titanium (IV) chloride/sodium borohydride
    • S. Kano, Y. Tanaka, E. Sugino, and S. Hibino Reduction of some functional groups with titanium (IV) chloride/sodium borohydride Synthesis (Mass.) 1980 695 697
    • (1980) Synthesis (Mass.) , pp. 695-697
    • Kano, S.1    Tanaka, Y.2    Sugino, E.3    Hibino, S.4
  • 30
    • 0001173496 scopus 로고
    • Sodium acetoxyborohydride as new reducing agents. I. Reduction of carboxamides to the corresponding amines
    • N. Umino, T. Iwakuma, and N. Itoh Sodium acetoxyborohydride as new reducing agents. I. Reduction of carboxamides to the corresponding amines Tetrahedron Lett. 10 1976 763 766
    • (1976) Tetrahedron Lett. , vol.10 , pp. 763-766
    • Umino, N.1    Iwakuma, T.2    Itoh, N.3
  • 31
    • 0000844109 scopus 로고    scopus 로고
    • Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
    • A.F. Abdel-Magid, K.G. Carson, B.H. Harris, C.A. Maryanoff, and R.D. Shah Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures J. Org. Chem. 61 1996 3849 3862
    • (1996) J. Org. Chem. , vol.61 , pp. 3849-3862
    • Abdel-Magid, A.F.1    Carson, K.G.2    Harris, B.H.3    Maryanoff, C.A.4    Shah, R.D.5
  • 32
    • 0025916460 scopus 로고
    • Effect of the temperature on the stoichiometry of borane-dimethyl sulfide reduction of secondary and tertiary amines
    • M. Bonnat, A. Hercouet, and M. Le Corre Effect of the temperature on the stoichiometry of borane-dimethyl sulfide reduction of secondary and tertiary amines Synth. Commun. 21 1991 1579 1582
    • (1991) Synth. Commun. , vol.21 , pp. 1579-1582
    • Bonnat, M.1    Hercouet, A.2    Le Corre, M.3
  • 33
    • 0028299977 scopus 로고
    • Titanium (IV) isopropoxide and sodium borohydride: A reagent of choice for reductive amination
    • S. Battacharyya Titanium (IV) isopropoxide and sodium borohydride: a reagent of choice for reductive amination Tetrahedron Lett. 35 1994 2401 2404
    • (1994) Tetrahedron Lett. , vol.35 , pp. 2401-2404
    • Battacharyya, S.1
  • 34
    • 0001813436 scopus 로고
    • Synthesis of primary amines via alkylation of the sodium salt of trifluoroacetamide: An alternative to the Gabriel synthesis
    • P.A. Harland, P. Hodge, W. Maughan, and E. Wildsmit Synthesis of primary amines via alkylation of the sodium salt of trifluoroacetamide: an alternative to the Gabriel synthesis Synthesis (Mass.) 1984 941 943
    • (1984) Synthesis (Mass.) , pp. 941-943
    • Harland, P.A.1    Hodge, P.2    Maughan, W.3    Wildsmit, E.4
  • 36
    • 0023413016 scopus 로고
    • 1 receptors and 5′-nucleotidase in the brain of some commonly used experimental animals
    • 1 receptors and 5′-nucleotidase in the brain of some commonly used experimental animals Neuroscience 22 1987 813 826
    • (1987) Neuroscience , vol.22 , pp. 813-826
    • Fastbom, J.1    Pazos, A.2    Probst, A.3    Palacios, J.M.4
  • 38
    • 0011723362 scopus 로고
    • Synthesis of iodo derivatives of the furan series, 5-iodofuraldehyde
    • Z.N. Nazarova Synthesis of iodo derivatives of the furan series, 5-iodofuraldehyde J. Gen. Chem. USSR 25 1955 509 513
    • (1955) J. Gen. Chem. USSR , vol.25 , pp. 509-513
    • Nazarova, Z.N.1
  • 39
    • 0002690622 scopus 로고
    • Modeling octanol-water partition coefficients by reversed-phase liquid chromatography
    • D.J. Minnick, D.A. Brent, and J. Frenz Modeling octanol-water partition coefficients by reversed-phase liquid chromatography J. Chromatogr. 461 1989 177 191
    • (1989) J. Chromatogr. , vol.461 , pp. 177-191
    • Minnick, D.J.1    Brent, D.A.2    Frenz, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.