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Volumn 54, Issue , 2012, Pages 873-878

Synthesis and pharmacological activity of N-(2,2-dimethyl-3,4-dihydro-2H-1- benzopyran-4-yl)-4H-1,2,4-benzothiadiazine-3-carboxamides 1,1-dioxides on rat uterus, rat aorta and rat pancreatic β-cells

Author keywords

Benzopyranes; Benzothiadiazine dioxides; Hybrid compounds; Insulin secretion; Myorelaxant activity; Tissue selectivity

Indexed keywords

7 CHLORO N ( 2,2 DIMETHYL 6 NITRO 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; BENZOPYRAN DERIVATIVE; BENZOTHIADIAZINE DERIVATIVE; BROMINE; CHROMAN; CROMAKALIM; DIAZOXIDE; INSULIN; MUSCLE RELAXANT AGENT; N ( 2,2 DIMETHYL 6 FLUORO 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; N ( 2,2 DIMETHYL 6 FLUORO 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 7 METHYL 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; N ( 2,2 DIMETHYL 6 NITRO 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; N ( 2,2 DIMETHYL 6 NITRO 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 7 METHYL 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; N ( 6 BROMO 2,2 DIMETHYL 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 7 METHYL 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; N ( 6 BROMO 2,2, DIMETHYL 3,4 DIHYDRO 2H 1 BENZOPYRAN 4 YL) 4H 1,2,4 BENZOTHIADIAZINE 3 CARBOXAMIDE 1,1 DIOXIDE; OXYTOCIN; PINACIDIL; UNCLASSIFIED DRUG;

EID: 84864416307     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.05.011     Document Type: Article
Times cited : (26)

References (23)
  • 1
    • 0025299550 scopus 로고
    • Potassium channel modulators: Scientific applications and therapeutic promise
    • DOI 10.1021/jm00168a001
    • D.W. Robertson, and M.I. Steinberg Potassium channel modulators: scientific applications and therapeutic promise J. Med. Chem. 33 1990 1529 1541 (Pubitemid 20180606)
    • (1990) Journal of Medicinal Chemistry , vol.33 , Issue.6 , pp. 1529-1541
    • Robertson, D.W.1    Steinberg, M.I.2
  • 2
    • 0026518170 scopus 로고
    • Potassium channel activator drugs: Mechanism of action, pharmacological properties, and therapeutic potential
    • S.D. Longman, and T.C. Hamilton Potassium channel activator drugs: mechanism of action, pharmacological properties, and therapeutic potential Med. Res. Rev. 12 1992 73 148
    • (1992) Med. Res. Rev. , vol.12 , pp. 73-148
    • Longman, S.D.1    Hamilton, T.C.2
  • 3
    • 0026731038 scopus 로고
    • Modulation of potassium channels by organic molecules
    • K.S. Atwal Modulation of potassium channels by organic molecules Med. Res. Rev. 12 1992 569 591
    • (1992) Med. Res. Rev. , vol.12 , pp. 569-591
    • Atwal, K.S.1
  • 4
    • 0029006222 scopus 로고
    • Recent advances in the chemistry of potassium channel openers
    • B. Pirotte, J. Fontaine, and P. Lebrun Recent advances in the chemistry of potassium channel openers Curr. Med. Chem. 2 1995 573 582
    • (1995) Curr. Med. Chem. , vol.2 , pp. 573-582
    • Pirotte, B.1    Fontaine, J.2    Lebrun, P.3
  • 6
    • 1242337465 scopus 로고    scopus 로고
    • ATP Channel Openers: Structure-Activity Relationships and Therapeutic Potential
    • DOI 10.1002/med.10060
    • ATP channel openers: structure-activity relationships and therapeutic potential Med. Res. Rev. 24 2004 213 266 (Pubitemid 38230680)
    • (2004) Medicinal Research Reviews , vol.24 , Issue.2 , pp. 213-266
    • Mannhold, R.1
  • 8
    • 33644866501 scopus 로고    scopus 로고
    • Towards selective Kir6.2/SUR1 potassium channel openers, medicinal chemistry and therapeutic perspectives
    • J.B. Hansen Towards selective Kir6.2/SUR1 potassium channel openers, medicinal chemistry and therapeutic perspectives Curr. Med. Chem. 13 2006 361 376
    • (2006) Curr. Med. Chem. , vol.13 , pp. 361-376
    • Hansen, J.B.1
  • 11
    • 0023772326 scopus 로고
    • Effects of sulphonylureas and diazoxide on insulin secretion and nucleotide-sensitive channels in an insulin-secreting cell line
    • N.C. Sturgess, R.Z. Kozlowski, C.A. Carrington, C.N. Hales, and M.L. Ashford Effects of sulphonylureas and diazoxide on insulin secretion and nucleotide-sensitive channels in an insulin-secreting cell line Br. J. Pharmacol. 95 1988 83 94
    • (1988) Br. J. Pharmacol. , vol.95 , pp. 83-94
    • Sturgess, N.C.1    Kozlowski, R.Z.2    Carrington, C.A.3    Hales, C.N.4    Ashford, M.L.5
  • 12
    • 0025689532 scopus 로고
    • The action of a potassium channel activator, BRL 38227 (lemakalim), on human airway smooth muscle
    • J.L. Black, C.L. Armour, P.R. Johnson, L.A. Alouan, and P.J. Barnes The action of a potassium channel activator, BRL 38227 (lemakalim), on human airway smooth muscle Am. Rev. Respir. Dis. 142 1990 1384 1389
    • (1990) Am. Rev. Respir. Dis. , vol.142 , pp. 1384-1389
    • Black, J.L.1    Armour, C.L.2    Johnson, P.R.3    Alouan, L.A.4    Barnes, P.J.5
  • 13
    • 0025258434 scopus 로고
    • Effects of several potassium channel openers and glibenclamide on the uterus of the rat
    • I. Piper, E. Minshall, S.J. Downing, M. Hollingsworth, and H. Sadraei Effects of several potassium channel openers and glibenclamide on the uterus of the rat Br. J. Pharmacol. 101 1990 901 907
    • (1990) Br. J. Pharmacol. , vol.101 , pp. 901-907
    • Piper, I.1    Minshall, E.2    Downing, S.J.3    Hollingsworth, M.4    Sadraei, H.5
  • 15
    • 33646488916 scopus 로고    scopus 로고
    • Synthesis and pharmacological evaluation of some N-arylsulfonyl-N-methyl- N'-(2,2-dimethyl-2H-1-benzopyran-4-yl) ureas structurally related to cromakalim
    • S. Khelili, P. Lebrun, P. de Tullio, and B. Pirotte Synthesis and pharmacological evaluation of some N-arylsulfonyl-N-methyl-N'-(2,2-dimethyl-2H- 1-benzopyran-4-yl) ureas structurally related to cromakalim Bioorg. Med. Chem. 14 2006 3530 3534
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 3530-3534
    • Khelili, S.1    Lebrun, P.2    De Tullio, P.3    Pirotte, B.4
  • 16
    • 44449092065 scopus 로고    scopus 로고
    • Synthesis and activity on rat aorta rings and rat pancreatic β-cells of ring-opened analogues of benzopyran-type potassium channel activators
    • DOI 10.1016/j.bmc.2008.04.043, PII S0968089608003751
    • S. Khelili, X. Florence, M. Bouhedja, S. Abdelaziz, N. Mechouch, M. Yekhlef, P. de Tullio, P. Lebrun, and B. Pirotte Synthesis and activity on rat aorta rings and rat pancreatic β-cells of ring-opened analogues of benzopyran-type potassium channel activators Bioorg. Med. Chem. 16 2008 6124 6130 (Pubitemid 351766719)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.11 , pp. 6124-6130
    • Khelili, S.1    Florence, X.2    Bouhadja, M.3    Abdelaziz, S.4    Mechouch, N.5    Mohamed, Y.6    De Tullio, P.7    Lebrun, P.8    Pirotte, B.9
  • 19
    • 37049105105 scopus 로고
    • A new synthesis of 1,2,4-benzothiadiazines and a selective preparation of o-aminobenzenesulphonamides
    • Y. Girard, J.G. Atkinson, and J. Rokach A new synthesis of 1,2,4-benzothiadiazines and a selective preparation of o- aminobenzenesulphonamides J. Chem. Soc. Perkin Trans. 1 1979 1043 1047
    • (1979) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1043-1047
    • Girard, Y.1    Atkinson, J.G.2    Rokach, J.3
  • 20
    • 0035846184 scopus 로고    scopus 로고
    • 3 peptide mimetic aldehyde calpain I inhibitors
    • DOI 10.1021/jm010178b
    • G.L. Wells, M. Tao, K.A. Josef, and R. Bihovsky 1,2-Benzothiazine 1,1-dioxide P(2)-P(3) peptide mimetic aldehyde calpain I inhibitors J. Med. Chem. 44 2001 3488 3503 (Pubitemid 32947914)
    • (2001) Journal of Medicinal Chemistry , vol.44 , Issue.21 , pp. 3488-3503
    • Wells, G.J.1    Tao, M.2    Josef, K.A.3    Bihovsky, R.4
  • 22
    • 18144437525 scopus 로고    scopus 로고
    • 3-alkylamino-4H-pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxides structurally related to diazoxide and pinacidil as potassium channel openers acting on vascular smooth muscle cells: Design, synthesis, and pharmacological evaluation
    • DOI 10.1021/jm991069o
    • B. Pirotte, R. Ouedraogo, P. de Tullio, S. Khelili, F. Somers, S. Boverie, L. Dupont, J. Fontaine, J. Damas, and P. Lebrun 3-Alkylamino-4H- pyrido[2,3-e]-1,2,4-thiadiazine 1,1-dioxides structurally related to diazoxide and pinacidil as potassium channel openers acting on vascular smooth muscle cells: design, synthesis and pharmacological evaluation J. Med. Chem. 43 2000 1456 1466 (Pubitemid 30238427)
    • (2000) Journal of Medicinal Chemistry , vol.43 , Issue.8 , pp. 1456-1466
    • Pirotte, B.1    Ouedraogo, R.2    De Tullio, P.3    Khelili, S.4    Somers, F.5    Boverie, S.6    Dupont, L.7    Fontaine, J.8    Damas, J.9    Lebrun, P.10
  • 23


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.