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Volumn 17, Issue 14, 2007, Pages 3864-3867

3-Arylamino-2H-1,2,4-benzothiadiazin-5-ol 1,1-dioxides as novel and selective CXCR2 antagonists

Author keywords

Chemokines; CXCR2 antagonists; Cyclic sulfonamides; Inflammation; Interleukin 8

Indexed keywords

1,2,4 BENZOTHIADIAZINE 1,1 DIOXIDE DERIVATIVE; CHEMOKINE RECEPTOR ANTAGONIST; CHEMOKINE RECEPTOR CXCR2; CHEMOKINE RECEPTOR CXCR2 ANTAGONIST; UNCLASSIFIED DRUG;

EID: 34250317293     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.05.011     Document Type: Article
Times cited : (28)

References (29)
  • 12
    • 34250353209 scopus 로고    scopus 로고
    • Widdowson, K. L.; Veber, D. F.; Jurewicz, A. J.; Nie, H., Hertzberg, R. P.; Holl, W.; Sarau, H. M.; Foley, J. J.; Lee, J. M.; White, J. R. In: Ramage, R., Ed.; Peptides 1996; Mayflower Scientific Ltd. 1998; p 87.
  • 18
    • 34250348828 scopus 로고    scopus 로고
    • McCleland, B. W.; Elliott, J. D.; Palovich, M. R.; Schmidt, D. B.; Sarau, H. M.; Foley, J. J.; Burman, M.; Widdowson, K. Abstracts of Papers, 225th ACS National Meeting, New Orleans, LA, United States, March 23-27, 2003, MEDI-249.
  • 21
    • 34250366317 scopus 로고    scopus 로고
    • note
    • 1 = 4-Cl) was prepared from 4-chloro-2-(methyloxy)-1-nitrobenzene by reduction using 10% Pt/C and ammonium formate in MeOH (yield: 97%).
  • 23
    • 34250351978 scopus 로고    scopus 로고
    • note
    • 3 in 2,6-lutidine under reflux. However, while 7a reacted with unsubstituted aniline in TEA/DCM to produce 8a, it did not react with other deactivated or hindered anilines (e.g., 2-chloroaniline). Later, we discovered that the activated amidoyl triflates 7 reacted well with most of these deactivated or hindered anilines. {A figure is presented}
  • 24
    • 34250329222 scopus 로고    scopus 로고
    • For experimental procedures for the preparation of exemplar compounds, see: Busch-Petersen, J.; Fu, W.; Kerns, J. K.; Palovich, M. R.; Widdowson, K. L. WO Patent 2005000231-A2, 2005; Chem. Abstr. 2005, 142, 107422.
  • 25
    • 34250351557 scopus 로고    scopus 로고
    • note
    • Analogs with substituent on 6-position of LHS phenyl ring have not been made yet for SAR analysis.
  • 26
    • 0020698115 scopus 로고    scopus 로고
    • note
    • 125I]-IL-8 (human recombinant). The binding results are expressed as a mean of three individual experiments.
  • 28
    • 34250349674 scopus 로고    scopus 로고
    • note
    • 50 calculated as the concentration of test compound that inhibits 50% of the maximal response induced by IL-8. The FLIPR results are expressed as a mean of two or more individual experiments.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.