Quaternary ammonium N,N-dichloroamines as topical, antimicrobial agents

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 10, 2009, Pages 2731-2734

  Francavilla, Charles ^a   Low, Eddy ^a   Nair, Satheesh ^a   Kim, Bum ^a   Shiau, Timothy P ^a   Debabov, Dmitri ^a   Celeri, Chris ^a   Alvarez, Nichole ^a   Houchin, Ashley ^a   Xu, Ping ^a   Najafi, Ron ^a   Jain, Rakesh ^a  

^a NovaBay Pharmaceuticals Inc   (United States)

Author keywords

Antimicrobial agents; Minimum bactericidal concentration; N Chloroamaines; Quaternary ammonium; Taurine

Indexed keywords

AMINE; ANTIINFECTIVE AGENT; CHLORINE DERIVATIVE; QUATERNARY AMMONIUM DERIVATIVE; SULFONIC ACID DERIVATIVE;

ANTIMICROBIAL ACTIVITY; ARTICLE; CANDIDA ALBICANS; DRUG DESIGN; DRUG SCREENING; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; NONHUMAN; PH; STRUCTURE ACTIVITY RELATION;

ANTI-INFECTIVE AGENTS, LOCAL; CHLORAMINES; MICROBIAL SENSITIVITY TESTS; QUATERNARY AMMONIUM COMPOUNDS; STRUCTURE-ACTIVITY RELATIONSHIP; SULFHYDRYL COMPOUNDS; SULFONIC ACIDS;

EID: 65349083270     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.03.120     Document Type: Article

References (30)

1. Arnitz R., Sarg B., Helmut W.O., Neher A., Lindner H., and Nagl M. Proteomics 6 (2006) 865
2. Teuchner B., Nagl M., Schidlbauer A., Ishiko H., Dragosits E., Ulmer H., Aoki K., Ohno S., Mizuki N., Gottardi W., and Larcher C. J. Ocul. Pharmacol. Ther. 21 (2005) 157
3. Nagl M., Nguyen V.A., Gottardi W., Ulmer U., and Ho R. Br. J. Dermatol. 149 (2003) 590
4. Nagl M., Gruber A., Fuchs A., Lell C.P., Lemberger E., Zepelin M.B., and Würzner R. Antimicrob. Agents Chemother. 46 (2002) 1996
5. Nagl M., Lass-Florl C., Neher A., Gunkel A., and Gottardi W. J. Antimicrob. Chemother. 47 (2001) 871
6. Nagl M., Hess M.W., Pfaller K., Hengster P., and Gottardi W. Antimicrob. Agents Chemother. 44 (2000) 2507
7. Nagl M., Teuchner B., Pöttinger E., Ulmer H., and Gottardi W. Ophthalmologia 214 (2000) 111
8. Nagl M., Hengster P., Sementiz E., and Gottardi W. J. Antimicrob. Chemother 43 (1999) 805
9. Nagl M., Miller B., Daxecker F., and Gottardi W. J. Ocul. Pharmacol. Ther. 14 (1998) 283
10. Nagl M., Larcher C., and Gottardi W. Antiviral Res. 38 (1998) 25
11. Nagl M., and Gottardi W. Hyg. Med 17 (1992) 431
12. Yazdanbakhsh M., Eckmann C.M., and Roos D. Am. J. Trop. Med. Hyg. 37 (1987) 106
13. Wang L., Khosrovi B., and Najafi M.R. Tetrahedron Lett. 49 (2008) 2193
14. Shiau T.P., Houchin A., Nair S., Xu P., Low E., Najafi R., and Jain R. Bioorg. Med. Chem. Lett. 19 (2009) 1110
15. Low E., Nair S., Shiau T., Belisle B., Debabov D., Celeri C., Zuck M., Najafi R., Georgopapadakou N., and Jain R. Bioorg. Med. Chem. Lett. 19 (2009) 196
16. Nagarajan S., and Ganem B. J. Org. Chem. 51 (1986) 4856
17. Boyer J.H. J. Am. Chem. Soc. 73 (1951) 5248
18. Jadhav V.D., and Schmidtchen F.P. J. Org. Chem. 73 (2008) 1077
19. Nilson M.G., and Funk R.L. Org. Lett. 8 (2006) 3833
20. Becker D.P., Flynn D.L., Moormann A.E., Nosal R., Villamil C.I., Loeffler R., Gullikson G.W., Moummi C., and Yang D. J. Med. Chem. 49 (2006) 1125
21. Hughes D.L., Reamer R.A., Bergan J.J., and Grabowski E.J.J. J. Am. Chem. Soc. 110 (1988) 6487
22. Higashiura K., and Ienaga K. J. Org. Chem. 57 (1992) 764
23. Pogany, S. A.; Higuchi, T. U.S. Patent 4,386,103, 1983.
24. Senkus M. J. Am. Chem. Soc. 68 (1946) 10
25. Angell Y., Chen D., Brahimi F., Saragovi H.U., and Burgess K. J. Am. Chem. Soc. 130 (2008) 556
26. Tramontini M., and Angiolini L. Tetrahedron 46 (1990) 1791
27. Costanzo A., Guerrini G., Ciciani G., Bruni F., Selleri S., Costa B., Martini C., Lucacchini A., Aiello P.M., and Ipponi A. J. Med. Chem. 42 (1999) 2218
28. Yamauchi K., Hisanaga Y., and Kinoshita M. J. Am. Chem. Soc. 105 (1983) 538
29. Glase S.A., Akunne H.C., Heffner T.G., Jaen J.C., MacKenzie R.G., Meltzer L.T., Pugsley T.A., Smith S.J., and Wise L.D. J. Med. Chem. 39 (1996) 3179
30. Perchonock C.D., Uzinskas I., McCarthy M.E., Erhard K.F., Gleason J.G., Wasserman M.A., Muccitelli R.M., DeVan J.F., Tucker S.S., Vickery L.M., Kirchner T., Weichman B.M., Mong S., Scott M.O., Chi-Rosso G., Wu H.-L., Crooke S.T., and Newton J.F. J. Med. Chem. 29 (1986) 1442