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Volumn 13, Issue 15, 2003, Pages 2509-2512

3-(2-Benzyloxyphenyl)isoxazoles and isoxazolines: Synthesis and evaluation as CFTR activators

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; CHEMICAL COMPOUND; CHLORIDE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; HALIDE; ISOXAZOLE DERIVATIVE; ISOXAZOLINE DERIVATIVE; OXIDE; TRANSMEMBRANE CONDUCTANCE REGULATOR;

EID: 0037971989     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00482-7     Document Type: Article
Times cited : (45)

References (16)
  • 1
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    • (a) Hwang T.-C., Lu L., Zeitlin P.L., Gruenert D.C., Huganir R., Guggino W.B. Science. 244:1989;1351 (b) Riordan J.R., Rommens J.M., Kerem B., Alon N., Rozmahel R., Grzelczak Z., Zielenski J., Lok S., Plavsic N., Chou J.-L., Drumm M.L., Iannuzzi M.C., Collins F.S., Tsui L.-C. Science. 245:1989;1066 (c) Kerem B., Rommens J.M., Buchanan J.A., Markiewicz D., Cox T.K., Chakravarti A., Buchwald M., Tsui L.-C. Science. 245:1989;1073 (d) Collins F.S. Science. 256:2001;774 (e) Al-Nakkash L., Hu S., Li M., Hwang T.-C. J. Pharmacol. Exp. Ther. 296:1992;464.
    • (1989) Science , vol.244 , pp. 1351
    • Hwang, T.-C.1    Lu, L.2    Zeitlin, P.L.3    Gruenert, D.C.4    Huganir, R.5    Guggino, W.B.6
  • 3
    • 0024423668 scopus 로고
    • (a) Hwang T.-C., Lu L., Zeitlin P.L., Gruenert D.C., Huganir R., Guggino W.B. Science. 244:1989;1351 (b) Riordan J.R., Rommens J.M., Kerem B., Alon N., Rozmahel R., Grzelczak Z., Zielenski J., Lok S., Plavsic N., Chou J.-L., Drumm M.L., Iannuzzi M.C., Collins F.S., Tsui L.-C. Science. 245:1989;1066 (c) Kerem B., Rommens J.M., Buchanan J.A., Markiewicz D., Cox T.K., Chakravarti A., Buchwald M., Tsui L.-C. Science. 245:1989;1073 (d) Collins F.S. Science. 256:2001;774 (e) Al-Nakkash L., Hu S., Li M., Hwang T.-C. J. Pharmacol. Exp. Ther. 296:1992;464.
    • (1989) Science , vol.245 , pp. 1073
    • Kerem, B.1    Rommens, J.M.2    Buchanan, J.A.3    Markiewicz, D.4    Cox, T.K.5    Chakravarti, A.6    Buchwald, M.7    Tsui, L.-C.8
  • 4
    • 0026523829 scopus 로고    scopus 로고
    • (a) Hwang T.-C., Lu L., Zeitlin P.L., Gruenert D.C., Huganir R., Guggino W.B. Science. 244:1989;1351 (b) Riordan J.R., Rommens J.M., Kerem B., Alon N., Rozmahel R., Grzelczak Z., Zielenski J., Lok S., Plavsic N., Chou J.-L., Drumm M.L., Iannuzzi M.C., Collins F.S., Tsui L.-C. Science. 245:1989;1066 (c) Kerem B., Rommens J.M., Buchanan J.A., Markiewicz D., Cox T.K., Chakravarti A., Buchwald M., Tsui L.-C. Science. 245:1989;1073 (d) Collins F.S. Science. 256:2001;774 (e) Al-Nakkash L., Hu S., Li M., Hwang T.-C. J. Pharmacol. Exp. Ther. 296:1992;464.
    • (2001) Science , vol.256 , pp. 774
    • Collins, F.S.1
  • 5
    • 0035141190 scopus 로고
    • (a) Hwang T.-C., Lu L., Zeitlin P.L., Gruenert D.C., Huganir R., Guggino W.B. Science. 244:1989;1351 (b) Riordan J.R., Rommens J.M., Kerem B., Alon N., Rozmahel R., Grzelczak Z., Zielenski J., Lok S., Plavsic N., Chou J.-L., Drumm M.L., Iannuzzi M.C., Collins F.S., Tsui L.-C. Science. 245:1989;1066 (c) Kerem B., Rommens J.M., Buchanan J.A., Markiewicz D., Cox T.K., Chakravarti A., Buchwald M., Tsui L.-C. Science. 245:1989;1073 (d) Collins F.S. Science. 256:2001;774 (e) Al-Nakkash L., Hu S., Li M., Hwang T.-C. J. Pharmacol. Exp. Ther. 296:1992;464.
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    • Al-Nakkash, L.1    Hu, S.2    Li, M.3    Hwang, T.-C.4
  • 13
    • 85031159400 scopus 로고    scopus 로고
    • Percent in parenthesis for all figures and Schemes provide the relative CFTR activation where the activation for genistein, a known activator, is standardized to 100%.
  • 15
    • 0037039909 scopus 로고    scopus 로고
    • For literature example of O-alkylation, oxime formation, and 1,3-dipolar cycloaddition experimental procedure and characterization see:
    • For literature example of O-alkylation, oxime formation, and 1,3-dipolar cycloaddition experimental procedure and characterization see: Sammelson R.E., Gurusinghe C.D., Kurth J.M., Olmstead M.M., Kurth M.J. J. Org. Chem. 67:2002;876.
    • (2002) J. Org. Chem. , vol.67 , pp. 876
    • Sammelson, R.E.1    Gurusinghe, C.D.2    Kurth, J.M.3    Olmstead, M.M.4    Kurth, M.J.5
  • 16
    • 85031147295 scopus 로고    scopus 로고
    • 1H NMR (400 MHz) δ 3.36 (dd, J=17.7 and 6.2 Hz, 1H), 3.47 (m, 2H), 3.57 (dd, J=11.2 and 4.8 Hz, 1H), 3.80 (s, 3H), 4.82 (m, 1H), 5.00 (s, 2H), 6.92 (d, J=8.6 Hz, 2H), 6.97 (m, 2H), 7.33 (d, J=8.6 Hz, 2H)
    • 13C NMR (100 MHz) δ 55.3, 56.5, 70.7, 103.5, 113.4, 114.1, 114.8, 120.0, 127.9, 129.1, 132.0, 133.7, 155.4, 158.9, 159.6, 170.6.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.