Design, synthesis and quantitative structure-activity relationship study of N-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-7-carbonyl)guanidine derivatives as potent Na/H exchange inhibitors

Chemical and Pharmaceutical Bulletin

Volumn 45, Issue 12, 1997, Pages 1975-1983

  Yamamoto, Takeshi ^a   Hori, Manabu ^a   Watanabe, Ikuo ^a   Tsutsui, Hisayoshi ^a   Harada, Kengo ^a   Ikeda, Shoji ^a   Maruo, Joji ^a   Morita, Tominori ^a   Ohtaka, Hiroshi ^a  

^a KANEBO LTD   (Japan)

Author keywords

N (3 oxo 3,4 dihydro 2H benzo 1,4 oxazine 7 carbonyl)guanidine; Na H exchange inhibitor; Quantitative structure activity relationship; Water solubility

Indexed keywords

ANTIPORTER; GUANIDINE DERIVATIVE; PROTON PUMP INHIBITOR;

ARTICLE; DRUG DESIGN; DRUG POTENCY; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROPHOBICITY; PROTON SODIUM EXCHANGE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SPECTROSCOPY;

EID: 0031444274     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.1975     Document Type: Article

References (13)

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7. CLOGP program. Version 4.42, Daylight Chemical Information Systems Inc., Irvine. The clogP of aroylguanidines was determined by subtraction of 0.3, due to the methyl group, from the calculated clogP value of the N-methyl-N′-carbonylguanidine derivatives. The value of 0.3 was calculated by averaging the difference (0.46) between guanidine (clogP= -1.50) and its methyl derivative (clogP= -1.04) and the difference (0.15) between phenethylamine (clogP= 1.28) and its methyl derivative (clogP= 1.43).
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11. 50 is calculated to be around 13 μM.
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