Synthesis and evaluation of 4-amino-3,4-dihydro-2H-naphthalen-1-one derivatives as mast cell stabilising and anti-inflammatory compounds

European Journal of Medicinal Chemistry

Volumn 43, Issue 12, 2008, Pages 2891-2900

  Barlow, James W ^a   Walsh, John J ^a  

^a TRINITY COLLEGE DUBLIN   (Ireland)

Author keywords

4 Amino 3,4 dihydro 2H naphthalen 1 one; Anti inflammatory; Mast cell stabilising

Indexed keywords

4 AMINO 3,4 DIHYDRO 2H NAPHTHALEN 1 ONE DERIVATIVE; AMINOINDANONE; ANTIINFLAMMATORY AGENT; ARACHIDONIC ACID; CROMOGLYCATE DISODIUM; INDOMETACIN; N1 (4 OXO 1,2,3,4 TETRAHYDRO 1 NAPHTHALENYL)PROPANAMIDE; N1 CYCLOPENTYL N1 (4 OXO 1,2,3,4 TETRAHYDRO 1 NAPHTHALENYL) 2 PHENYLACETAMIDE; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CELL COUNT; CELL VIABILITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; DRUG SYNTHESIS; MAST CELL DEGRANULATION; MOUSE; NONHUMAN; OTITIS; PERITONEUM MAST CELL;

AMIDES; AMINES; ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ARACHIDONIC ACID; DISEASE MODELS, ANIMAL; DRUG EVALUATION, PRECLINICAL; EAR; EDEMA; MAST CELLS; MICE; MOLECULAR STRUCTURE; NAPHTHALENES; RATS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 56949098321     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.02.009     Document Type: Article

References (25)

1. Hallgren J., and Pejler G. FEBS Journal 273 (2006) 1871-1895
2. Puxeddu I., Piliponsky A.M., Bachelet I., and Levi-Schaffer F. Int. J of Biochem. Cell Biol. 35 (2003) 1601-1607
3. Guilarte M., Santos J., de Torres I., Alonso C., Vicario M., Ramos L., Martínez C., Casellas F., Saperas E., and Malagelada J.R. Gut 56 (2007) 203-209
4. Sharif N.A., Xu S.X., and Yanni J.M. J. Ocul. Pharmacol. 10 4 (1994) 653-664
5. Tohda Y., Kubo H., Haraguchi R., Iwanaga T., and Fukuoka M. Int. Immunopharm. 1 6 (2001) 1183-1187
6. Meltzer E.O. Ann. Allergy Asthma Immunol. 84 2 (2000) 176-185
7. L.M. Bang, G.L. Plosker 3(3) (2004) 183-199.
8. Ho S.-T., Yang M.-S., Wu T.-S., and Wang C.-H. Planta Med. (1985) 148-150
9. Sheridan H., Frankish N., and Farrell R. Eur. J. Med. Chem. 34 11 (1999) 953-966
10. Sheridan H., Lemon S., Frankish N., McArdle P., Higgins T., James J.P., and Bhandari P. Eur. J. Med. Chem. 25 (1990) 603-608
11. Frankish N., Farrell R., and Sheridan H. J. Pharm. Pharmacol. 56 11 (2004) 1423-1427
12. J. Walsh, N. Frankish, H. Sheridan, W. Byrne, U.S. Patent 6297399, Oct 2 2001;
13. J. Walsh, N. Frankish, H. Sheridan, R. Farrell, W. Byrne, U.S. Patent 6300376, Oct 9 2001.
14. Djerassi C. Chem. Rev. 43 (1948) 271-317
15. Tanemura K., Suzuki T., Nishida Y., Satsumabayashi K., and Horaguchi T. Chem. Commun. 4 (2004) 470-471
16. Bowden K., Heilbron I.M., Jones E.R.H., and Weedon B.C.L. J. Chem. Soc. London (1946) 39-45
17. Greene T.W. Protective Groups in Organic Chemistry (1981), Wiley-Interscience, New York
18. G. Asato, U.S. Patent 4049717, Sep 20 1977.
19. West F.G., and Naidu B.N. J. Am. Chem. Soc. 115 (1993) 1177-1178
20. Young J.M., Spires D.A., Bedord C.J., Wagner B., Ballaron S.J., and De Young L.M. J. Invest. Dermatol. 82 (1984) 367-371
21. Loeffler L.J., Lovenberg W., and Sjoerdsma A. Biochem. Pharmacol. 20 (1971) 2287-2297
22. Yamakazi K., Ohtsubo N., Kashimoto T., Masuda T., Suzuki K., and Sato S. Int. Hepatol. Comm. 4 (1995) 207-215
23. Johnson H.G., and Bach M.K. J. Immunol. 114 (1975) 514-516
24. Damkaci F., and DeShong P. J. Am. Chem. Soc. 125 15 (2003) 4408-4409
25. Cohen L.A., and Takahashi S. J. Am. Chem. Soc. 95 2 (1973) 443-448