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Volumn 19, Issue 16, 2009, Pages 4743-4746

Synthesis and optimization of 2-pyridin-3-yl-benzo[d][1,3]oxazin-4-one based inhibitors of human neutrophil elastase

Author keywords

Benzoxazinone; Human neutrophil elastase; Hydrolytic stability; Inhibitor; Plasma stability

Indexed keywords

2 [2 (4 METHYLPIPERAZIN 1 YL)PYRIDIN 3 YL] DERIVATIVE; 5 ETHYL 7 METHOXYBENZ[D][1,3]OXAZIN 4 ONE; 5 METHYL 2 (2 PHENOXYPYRIDIN 3 YL)BENZ[D][1,3]OXAZIN 4 ONE; BENZOXAZINE DERIVATIVE; LEUKOCYTE ELASTASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 67651102823     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.06.053     Document Type: Article
Times cited : (19)

References (21)
  • 16
    • 67651099435 scopus 로고    scopus 로고
    • note
    • 50 values.
  • 18
    • 20344369556 scopus 로고    scopus 로고
    • 4-Hydroxy-2-pyrones were readily prepared using a modification of the Katritzky method in which 2,2,6-trimethyl-1,3-dioxin-4-one was acylated using short chain alkyl or cycloalkyl acid chlorides. Subsequent O-methylation with dimethylsulfate yielded the 4-methoxy-pyrones. See:
    • 4-Hydroxy-2-pyrones were readily prepared using a modification of the Katritzky method in which 2,2,6-trimethyl-1,3-dioxin-4-one was acylated using short chain alkyl or cycloalkyl acid chlorides. Subsequent O-methylation with dimethylsulfate yielded the 4-methoxy-pyrones. See:. Katritzky A.R., Wang Z., Wang M., Hall C.D., and Suzuki K. J. Org. Chem. 70 (2005) 4854
    • (2005) J. Org. Chem. , vol.70 , pp. 4854
    • Katritzky, A.R.1    Wang, Z.2    Wang, M.3    Hall, C.D.4    Suzuki, K.5
  • 20
    • 0023239061 scopus 로고
    • Alkaline hydrolysis rates were measured by the disappearance of the characteristic absorbance maximum for the intact benzoxazinone ring (340 nm ± 10 nm) in 200 mM, pH 9.2 sodium borate and 1% DMSO. Hydrolysis rates were determined through linear regression analysis of the progress curves and then converted to half-life data. See:
    • Alkaline hydrolysis rates were measured by the disappearance of the characteristic absorbance maximum for the intact benzoxazinone ring (340 nm ± 10 nm) in 200 mM, pH 9.2 sodium borate and 1% DMSO. Hydrolysis rates were determined through linear regression analysis of the progress curves and then converted to half-life data. See:. Stein R.L., Strimpler A.M., Viscarello B.R., Wildonger R.A., Mauger R.C., and Trainor D.A. Biochemistry 26 (1987) 4126
    • (1987) Biochemistry , vol.26 , pp. 4126
    • Stein, R.L.1    Strimpler, A.M.2    Viscarello, B.R.3    Wildonger, R.A.4    Mauger, R.C.5    Trainor, D.A.6
  • 21
    • 67651099434 scopus 로고    scopus 로고
    • note
    • Test compounds (2 μM) were incubated in heparin treated rat plasma at 37 °C. Following precipitation of the plasma proteins with acetonitrile, the concentration of test compound was quantified against an internal standard using ESI-MS. Half-life data was calculated from a fit of compound concentration versus time to a first order rate constant.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.