A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure-activity relationships

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 24, 2005, Pages 6615-6628

  Nomura, Takashi ^a   Iwaki, Tsutomu ^a   Yasukata, Tatsuro ^a   Nishi, Koichi ^a   Narukawa, Yukitoshi ^a   Uotani, Koichi ^a   Hori, Toshihiko ^a   Miwa, Hideaki ^a  

^a SHIONOGI AND CO LTD   (Japan)

Author keywords

9 Iminoether; C 11,12 carbonate; Erythromycin resistant; Ketolide; Macrolide; N aryl alkyl acetamide

Indexed keywords

ACETAMIDE DERIVATIVE; CARBONIC ACID; ERYTHROMYCIN; ETHER DERIVATIVE; IMINE; KETOLIDE; QUINOLINE DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIBACTERIAL ACTIVITY; ANTIBIOTIC RESISTANCE; ARTICLE; BACTERIAL STRAIN; CONTROLLED STUDY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HAEMOPHILUS INFLUENZAE; LUNG INFECTION; MOUSE; NONHUMAN; PATHOGENESIS; RAT; RESPIRATORY SYSTEM; STREPTOCOCCUS PNEUMONIAE; STRUCTURE ACTIVITY RELATION;

ACETAMIDES; ALKYLATION; ANIMALS; ANTI-BACTERIAL AGENTS; ETHERS; KETOLIDES; LUNG DISEASES; MICE; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

ANIMALIA; BACTERIA (MICROORGANISMS); HAEMOPHILUS INFLUENZAE; STREPTOCOCCUS PNEUMONIAE;

EID: 27644556319     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.07.041     Document Type: Article

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18. 3) δ 1.33-1.53 (4H, m), 1.63 (2H, m), 2.62 (2H, t, J = 7.8 Hz), 2.68 (2H, t, J = 7.2 Hz), 7.15-7.30 (5H, m).
19. 3-Pyridin-4-yl-propylamine, 3-Pyridin-2-yl-propylamine were prepared from 3-(4-pyridyl)-1-propanol, 3-(3-pyridyl)-1-propanol, and 3-(2-pyridyl)-1- propanol, respectively J.S. Gibson, and S. Pilichowska Angew. Chem. Int. Ed. 7 1968 919 930
20. 3) δ 1.29 (2H, br s), 1.78 (2H, m), 2.67 (2H, t, J = 7.8 Hz), 2.75 (2H, t, J = 7.2 Hz), 7.12 (2H, d, J = 5.7 Hz), 8.49 (2H, d, J = 5.7 Hz).
21. 3) δ 1.35 (2H, br s), 1.78 (2H, m), 2.67 (2H, t, J = 8.2 Hz), 2.75 (2H, t, J = 6.8 Hz), 7.18-7.24 (1H, m), 7.47-7.54 (1H, m), 8.42-8.46 (2H, m).
22. 3) δ 2.02 (2H, m), 2.94 (2H, t, J = 10.8 Hz), 2.95 (2H, t, J = 9.9 Hz), 5.02 (2H, br s), 7.10-7.21 (2H, m), 7.58-7.64 (1H, m), 8.43-8.52 (1H, m).
23. G.E. Tsumambac, and C.N. Villalobos Synlett 12 2003 1801 1804