Prodrug-based design, synthesis, and biological evaluation of N-benzenesulfonylpiperidine derivatives as novel, orally active factor Xa inhibitors

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 12, 2007, Pages 4175-4192

  Ishihara, Tsukasa ^a   Seki, Norio ^a   Hirayama, Fukushi ^a   Orita, Masaya ^a   Koshio, Hiroyuki ^a   Taniuchi, Yuta ^a   Sakai Moritani, Yumiko ^a   Iwatsuki, Yoshiyuki ^a   Kaku, Seiji ^a   Kawasaki, Tomihisa ^a   Matsumoto, Yuzo ^a   Tsukamoto, Shin ichi ^a  

^a ASTELLAS PHARMA INC   (Japan)

Author keywords

Anticoagulant; Docking study; Factor Xa; Prodrug

Indexed keywords

2 [4 [(1 ACETIMIDOYL 3 PYRROLIDINYL)OXY]PHENYL] 3 (7 AMIDINO 2 NAPHTHYL)PROPIONIC ACID; 3 [[3 [3 [AMINO(IMINO)METHYL]PHENYL]PROP 2 EN 1 YL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO] 3 OXOPROPANOIC ACID; 3 [[[7 [AMINO(IMINO)METHYL] 2 NAPHTHYL]METHYL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO] 3 OXOPROPANOIC ACID; 7 [[(METHYLSULFONYL)(1 PYRIDIN 4 YLPIPERIDIN 4 YL)AMINO]METHYL]NAPHTHALENE 2 CARBOXIMIDAMIDE; 7 [[[1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL](METHYL)AMINO]METHYL]NAPHTHALENE 2 CARBOXIMIDAMIDE; 7 [[[1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL](METHYLSULFONYL)AMINO]METHYL]NAPHTHALENE 2 CARBOXIMIDAMIDE; [[[ 3 [3 [AMINO(IMINO)METHYL]PHENYL]PROP 2 EN 1 YL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO]SULFONYL]ACETIC ACID; [[[3 [3 [AMINO(IMINO)METHYL]PHENYL]PROP 2 EN 1 YL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO]SULFONYL]ACETIC ACID; [[[[7 [AMINO(IMINO)METHYL] 2 NAPHTHYL]METHYL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO]SULFONYL]ACETIC ACID; BLOOD CLOTTING FACTOR 10A INHIBITOR; ETHYL 3 [[3 [3 [(AMINO)(HYDROXYIMINO)METHYL]PHENYL]PROP 2 EN 1 YL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO] 3 OXOPROPANOATE; ETHYL 3 [[[7 [(AMINO)(HYDROXYIMINO)METHYL] 2 NAPHTHYL]METHYL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO] 3 OXOPROPANOATE; ETHYL 3 [[[7 [AMINO(IMINO)METHYL] 2 NAPHTHYL]METHYL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO) 3 OXOPROPANOATE; ETHYL [[[ 3 [3 [AMINO(IMINO)METHYL]PHENYL]PROP 2 EN 1 YL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO]SULFONYL]ACETATE; ETHYL [[[[7 [AMINO(IMINO)METHYL] 2 NAPHTHYL]METHYL)[1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL}AMINO)SULFONYL]ACETATE; ETHYL[[[[3 [3 [(AMINO)(HYDROXYIMINO)METHYL]PHENYL]PROP 2 EN 1 YL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO]SULFONYL]ACETATE; ETHYL[[[[7 [(AMINO)(HYDROXYIMINO)METHYL] 2 NAPHTHYL]METHYL][1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]AMINO]SULFONYL]ACETATE; FUNCTIONAL GROUP; N [[7 [AMINO(IMINO)METHYL] 2 NAPHTHYL]METHYL] N [1 [(2,5 DIMETHOXYPHENYL)SULFONYL]PIPERIDIN 4 YL]ACETAMIDE; N BENZENESULFONYLPIPERIDINE DERIVATIVE; PRODRUG; THROMBIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANTICOAGULATION; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG SYNTHESIS; HYDROPHILICITY; IC 50; MALE; MOUSE; NONHUMAN; SUBSTITUTION REACTION;

ANIMALS; DRUG EVALUATION, PRECLINICAL; FACTOR XA; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MALE; MICE; MICE, INBRED ICR; MODELS, MOLECULAR; PRODRUGS; SERINE PROTEINASE INHIBITORS; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT;

EID: 34247646938     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.03.066     Document Type: Article

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