메뉴 건너뛰기




Volumn 55, Issue 7, 2012, Pages 3331-3341

Benzothiazinones: A novel class of adenosine receptor antagonists structurally unrelated to xanthine and adenine derivatives

Author keywords

[No Author keywords available]

Indexed keywords

2 (4 METHYLBENZOYLAMINO) 4H 3,1 BENZOTHIAZIN 4 ONE; 4 (4 METHYLPIPERAZINE 1 CARBONYL) N (4 OXO 4H 3,1 BENZOTHIAZIN 2 YL)BENZAMIDE; 4 AMINOMETHYL N (4 OXO 4H 3,1 BENZOTHIAZIN 2 YL)BENZAMIDE HYDROCHLORIDE; 6 METHYL 2 [(4 METHYLBENZOYL)AMINO] 4H 3,1 BENZOTHIAZIN 4 ONE; 6 METHYL 2 BENZOYLAMINO 4H 3,1 BENZOTHIAZIN 4 ONE; ADENINE DERIVATIVE; ADENOSINE RECEPTOR BLOCKING AGENT; N (4 OXO 4H 3,1 BENZOTHIAZIN 2 YL) 2 PHENYLACETAMIDE; N (5,6 DIMETHYL 4 OXO 4H THIENO[2,3 D][1,3]THIAZIN 2 YL) BENZAMIDE; N (6 (4 METHYLPIPERAZINE 1 CARBONYL) 4 OXO 4H 3,1 BENZOTHIAZIN 2 YL))BENZAMIDE; N (7 (4 METHYLPIPERAZINE 1 CARBONYL) 4 OXO 4H 3,1 BENZOTHIAZIN 2 YL))BENZAMIDE; RADIOLIGAND; TERT BUTYL (4 OXO 4H 3,1 BENZOTHIAZIN 2 YLCARBAMOYL) BENZYLCARBAMATE; THIAZINE DERIVATIVE; UNCLASSIFIED DRUG; XANTHINE DERIVATIVE;

EID: 84859791349     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm300029s     Document Type: Article
Times cited : (54)

References (50)
  • 1
    • 79952033865 scopus 로고    scopus 로고
    • International Union of Basic and Clinical Pharmacology. LXXXI. Nomenclature and classification of adenosine receptors-an update
    • Fredholm, B. B.; IJzerman, A. P.; Jacobson, K. A.; Linden, J.; Müller, C. E. International Union of Basic and Clinical Pharmacology. LXXXI. Nomenclature and classification of adenosine receptors-an update Pharmacol. Rev. 2011, 63, 1-34
    • (2011) Pharmacol. Rev. , vol.63 , pp. 1-34
    • Fredholm, B.B.1    Ijzerman, A.P.2    Jacobson, K.A.3    Linden, J.4    Müller, C.E.5
  • 2
    • 79952027612 scopus 로고    scopus 로고
    • Recent developments in adenosine receptor ligands and their potential as novel drugs
    • Müller, C. E.; Jacobson, K. A. Recent developments in adenosine receptor ligands and their potential as novel drugs Biochim. Biophys. Acta 2011, 1808, 1290-1308
    • (2011) Biochim. Biophys. Acta , vol.1808 , pp. 1290-1308
    • Müller, C.E.1    Jacobson, K.A.2
  • 3
    • 77957590329 scopus 로고    scopus 로고
    • Xanthines as adenosine receptor antagonists
    • Müller, C. E.; Jacobson, K. A. Xanthines as adenosine receptor antagonists Handb. Exp. Pharmacol. 2011, 200, 151-199
    • (2011) Handb. Exp. Pharmacol. , vol.200 , pp. 151-199
    • Müller, C.E.1    Jacobson, K.A.2
  • 5
    • 38749132550 scopus 로고    scopus 로고
    • Adenosine receptor antagonists: Translating medicinal chemistry and pharmacology into clinical utility
    • Baraldi, P. G.; Tabrizi, M. A.; Gessi, S.; Borea, P. A. Adenosine receptor antagonists: translating medicinal chemistry and pharmacology into clinical utility Chem. Rev. 2008, 108, 238-263
    • (2008) Chem. Rev. , vol.108 , pp. 238-263
    • Baraldi, P.G.1    Tabrizi, M.A.2    Gessi, S.3    Borea, P.A.4
  • 16
    • 77957728136 scopus 로고    scopus 로고
    • 2A receptor antagonist for the potential treatment of parkinsonism and other disorders
    • 2A receptor antagonist for the potential treatment of parkinsonism and other disorders IDrugs 2010, 13, 723-731
    • (2010) IDrugs , vol.13 , pp. 723-731
    • Salamone, J.D.1
  • 21
    • 0028940374 scopus 로고
    • 3,1-Benzothiazin-4-ones and 3,1-benzoxazin-4-ones: Highly different activities in chymotrypsin inactivation
    • Neumann, U.; Gütschow, M. 3,1-Benzothiazin-4-ones and 3,1-benzoxazin-4-ones: highly different activities in chymotrypsin inactivation Bioorg. Chem. 1995, 23, 72-88
    • (1995) Bioorg. Chem. , vol.23 , pp. 72-88
    • Neumann, U.1    Gütschow, M.2
  • 22
    • 0023317381 scopus 로고
    • Design of alternate substrate inhibitors of serine proteases. Synergistic use of alkyl substitution to impede enzyme-catalyzed deacylation
    • Krantz, A.; Spencer, R. W.; Tam, T. F.; Thomas, E.; Copp, L. J. Design of alternate substrate inhibitors of serine proteases. Synergistic use of alkyl substitution to impede enzyme-catalyzed deacylation J. Med. Chem. 1987, 30, 489-491
    • (1987) J. Med. Chem. , vol.30 , pp. 489-491
    • Krantz, A.1    Spencer, R.W.2    Tam, T.F.3    Thomas, E.4    Copp, L.J.5
  • 23
    • 0342276109 scopus 로고    scopus 로고
    • Inhibition of cathepsin G by 4 H -3,1-benzoxazin-4-ones
    • Gütschow, M.; Neumann, U. Inhibition of cathepsin G by 4 H -3,1-benzoxazin-4-ones Bioorg. Med. Chem. 1997, 5, 1935-1942
    • (1997) Bioorg. Med. Chem. , vol.5 , pp. 1935-1942
    • Gütschow, M.1    Neumann, U.2
  • 24
    • 0035031277 scopus 로고    scopus 로고
    • Inhibition of human chymase by 2-amino-3,1-benzoxazin-4-ones
    • Neumann, U.; Schechter, N. M.; Gütschow, M. Inhibition of human chymase by 2-amino-3,1-benzoxazin-4-ones Bioorg. Med. Chem. 2001, 9, 947-954
    • (2001) Bioorg. Med. Chem. , vol.9 , pp. 947-954
    • Neumann, U.1    Schechter, N.M.2    Gütschow, M.3
  • 28
    • 33644769096 scopus 로고    scopus 로고
    • Synthesis, antiproliferative and antifungal activities of some 2-(2,4-dihydroxyphenyl)-4 H -3,1-benzothiazines
    • Matysiak, J. Synthesis, antiproliferative and antifungal activities of some 2-(2,4-dihydroxyphenyl)-4 H -3,1-benzothiazines Bioorg. Med. Chem. 2006, 14, 2613-2619
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 2613-2619
    • Matysiak, J.1
  • 29
    • 77955626451 scopus 로고    scopus 로고
    • Decaprenylphosphoryl-β- d -ribose 2′-epimerase from mycobacterium tuberculosis is a magic drug target
    • Manina, G.; Pasca, M. R.; Buroni, S.; De Rossi, E.; Riccardi, G. Decaprenylphosphoryl-β- d -ribose 2′-epimerase from mycobacterium tuberculosis is a magic drug target Curr. Med. Chem. 2010, 17, 3099-3108
    • (2010) Curr. Med. Chem. , vol.17 , pp. 3099-3108
    • Manina, G.1    Pasca, M.R.2    Buroni, S.3    De Rossi, E.4    Riccardi, G.5
  • 30
    • 0025048790 scopus 로고
    • 2-Amino-3,1-benzothiazin-4-ones: Synthesis, Dimroth rearrangement to quinazolin-4(3 H)-on-2(1 H)-thiones, and MS/MS-fragmentation
    • Leistner, S.; Gütschow, M.; Stach, J. 2-Amino-3,1-benzothiazin-4- ones: synthesis, Dimroth rearrangement to quinazolin-4(3 H)-on-2(1 H)-thiones, and MS/MS-fragmentation Arch. Pharm. (Weinheim, Ger.) 1990, 323, 857-861
    • (1990) Arch. Pharm. (Weinheim, Ger.) , vol.323 , pp. 857-861
    • Leistner, S.1    Gütschow, M.2    Stach, J.3
  • 31
    • 0142021623 scopus 로고    scopus 로고
    • Novel heterocycles derived from substituted aroylthioureas: Synthesis of 3,1-benzothiazin-4-ones, thieno[3,2- d ][1,3]thiazin-4-ones and 1,2,4-thiadiazolo[2,3-a ][3,1]benzothiazin-5-ones
    • Gütschow, M. Novel heterocycles derived from substituted aroylthioureas: synthesis of 3,1-benzothiazin-4-ones, thieno[3,2- d ][1,3]thiazin-4-ones and 1,2,4-thiadiazolo[2,3-a][3,1]benzothiazin-5-ones J. Heterocycl. Chem. 1996, 33, 355-360
    • (1996) J. Heterocycl. Chem. , vol.33 , pp. 355-360
    • Gütschow, M.1
  • 32
    • 0001616071 scopus 로고
    • A rapid esterification by mixed anhydride and its application to large-ring lactonization
    • Inanaga, J.; Hirata, K.; Saeki, H.; Katsuki, T.; Yamaguchi, M. A rapid esterification by mixed anhydride and its application to large-ring lactonization Bull. Chem. Soc. Jpn. 1979, 52, 1989-1993
    • (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 1989-1993
    • Inanaga, J.1    Hirata, K.2    Saeki, H.3    Katsuki, T.4    Yamaguchi, M.5
  • 34
    • 0042650033 scopus 로고    scopus 로고
    • Facile oxidation of aldehydes to acids and esters with oxone
    • Travis, B. R.; Sivakumar, M.; Hollist, G. O.; Borhan, B. Facile oxidation of aldehydes to acids and esters with oxone Org. Lett. 2003, 5, 1031-1034
    • (2003) Org. Lett. , vol.5 , pp. 1031-1034
    • Travis, B.R.1    Sivakumar, M.2    Hollist, G.O.3    Borhan, B.4
  • 35
    • 0001630294 scopus 로고
    • Electron-transfer substitution reactions: Facilitation by the cyano group
    • Kornblum, N.; Fifolt, M. J. Electron-transfer substitution reactions: facilitation by the cyano group Tetrahedron 1989, 45, 1311-1322
    • (1989) Tetrahedron , vol.45 , pp. 1311-1322
    • Kornblum, N.1    Fifolt, M.J.2
  • 36
    • 78049505089 scopus 로고    scopus 로고
    • Convergent synthesis of geometrically disassembling dendrimers using Cu(I)-catalyzed C-O bond formation
    • Polaske, N. W.; Szalai, M. L.; Shanahan, C. S.; McGrath, D. V. Convergent synthesis of geometrically disassembling dendrimers using Cu(I)-catalyzed C-O bond formation Org. Lett. 2010, 12, 4944-4947
    • (2010) Org. Lett. , vol.12 , pp. 4944-4947
    • Polaske, N.W.1    Szalai, M.L.2    Shanahan, C.S.3    McGrath, D.V.4
  • 43
    • 0000014617 scopus 로고
    • Some derivatives of benzoyl and furoyl isothiocyanates and their use in synthesizing heterocyclic compounds
    • Douglass, I. B.; Dains, F. B. Some derivatives of benzoyl and furoyl isothiocyanates and their use in synthesizing heterocyclic compounds J. Am. Chem. Soc. 1934, 56, 719-721
    • (1934) J. Am. Chem. Soc. , vol.56 , pp. 719-721
    • Douglass, I.B.1    Dains, F.B.2
  • 44
    • 0023682808 scopus 로고
    • One-step synthesis of 2-aminothieno [2,3- d ][1,3]thiazin-4-ones in some cases 5,6-anellated from ethyl 2-benzoylthioureidothiophene-3-carboxylates and evaluation of their anti-allergy activity
    • Leistner, S.; Gütschow, M.; Wagner, G.; Grupe, R.; Böhme, B. One-step synthesis of 2-aminothieno [2,3- d ][1,3]thiazin-4-ones in some cases 5,6-anellated from ethyl 2-benzoylthioureidothiophene-3-carboxylates and evaluation of their anti-allergy activity Pharmazie 1988, 43, 466-470
    • (1988) Pharmazie , vol.43 , pp. 466-470
    • Leistner, S.1    Gütschow, M.2    Wagner, G.3    Grupe, R.4    Böhme, B.5
  • 47
    • 33644756543 scopus 로고    scopus 로고
    • Synthesis and pharmacology of pyrido[2,3- d ]pyrimidinediones bearing polar substituents as adenosine receptor antagonists
    • Bulicz, J.; Bertarelli, D. C.; Baumert, D.; Fülle, F.; Müller, C. E.; Heber, D. Synthesis and pharmacology of pyrido[2,3- d ]pyrimidinediones bearing polar substituents as adenosine receptor antagonists Bioorg. Med. Chem. 2006, 14, 2837-2849
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 2837-2849
    • Bulicz, J.1    Bertarelli, D.C.2    Baumert, D.3    Fülle, F.4    Müller, C.E.5    Heber, D.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.