Synthesis and evaluation of 1-arylsulfonyl-3-piperazinone derivatives as factor Xa inhibitors IV. A series of new derivatives containing a spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4′-piperidin]-5-one skeleton

Chemical and Pharmaceutical Bulletin

Volumn 52, Issue 4, 2004, Pages 406-412

  Nishida, Hidemitsu ^a   Mukaihira, Takafumi ^a   Saitoh, Fumihiko ^a   Harada, Kousuke ^a   Fukui, Miyuki ^a   Matsusue, Tomokazu ^a   Okamoto, Atsushi ^a   Hosaka, Yoshitaka ^a   Matsumoto, Miwa ^a   Shiromizu, Ikuya ^a   Ohnishi, Shuhei ^a   Mochizuki, Hidenori ^a  

^a MOCHIDA PHARMACEUTICAL CO   (Japan)

Author keywords

Factor Xa inhibitor; Intramolecular cyclization; M55529; N,O spiro acetal; Structure activity relationship

Indexed keywords

1' BENZYLOXYCARBONYL 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 5 OXOSPIRO[8AH OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDIN] 8A CARBOXYLIC ACID; 1' BENZYLOXYCARBONYL 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 8A (HYDROXYMETHYL)SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDIN] 5 ONE; 7 [( 6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 8A (METHOXYMETHYL) 1' (4 PYRIDINYL)SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDIN] 5 ONE; 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL] 8A [(1,3 DIHYDRO 1,3 DIOXO 2H ISOINDOL 2 YL)METHYL]TETRAHYDRO 1' (4 PYRIDINYL)SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDIN] 5 ONE; 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 5 OXO 1' (4 PYRIDINYL)SPIRO[8AH OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDINE] 8A CARBOXYLIC ACID; 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 8A (HYDROXYMETHYL) 1' (4 PYRIDINYL)SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDIN] 5 ONE; 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 8A (METHOXYMETHYL) 1' (4 PYRIDINYL) SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDIN] 5 ONE; 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 8A (METHOXYMETHYL) 1' (4 PYRIDINYL)SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H),4'N PIPERIDIN] 5 ONE; 8A (AMINOMETHYL) 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 1' (4 PYRIDINYL)SPIRO[5H OXAZOLO[3,2 A]PYRAZINE 2(3H,4' PIPERIDIN] 5 ONE; BLOOD CLOTTING FACTOR 10A; BLOOD CLOTTING FACTOR 10A INHIBITOR; ETHYL 1' BENZYLOXYCARBONYL 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 5 OXOSPIRO[8AH OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDINE] 8A CARBOXYLATE; ETHYL 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 5 OXO 1' (4 PYRIDINYL)SPIRO[8AH OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDINE] 8A CARBOXYLATE; ETHYL 7 [(6 CHLORO 2 NAPHTHALENYL)SULFONYL]TETRAHYDRO 5 OXOSPIRO[8AH OXAZOLO[3,2 A]PYRAZINE 2(3H),4' PIPERIDINE] 8A CARBOXYLATE; KETONE DERIVATIVE; M 55529; PIPERAZINONE DERIVATIVE; SPIRO COMPOUND; THROMBIN; TRYPSIN; UNCLASSIFIED DRUG; M55529; PYRIDINE DERIVATIVE; TRYPSIN INHIBITOR;

ARTICLE; DRUG ACTIVITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; INHIBITION KINETICS; STRUCTURE ACTIVITY RELATION; CYCLIZATION; DRUG ANTAGONISM; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CRYSTALLOGRAPHY, X-RAY; CYCLIZATION; FACTOR XA; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; PYRIDINES; SPIRO COMPOUNDS; STRUCTURE-ACTIVITY RELATIONSHIP; THROMBIN; TRYPSIN INHIBITORS;

EID: 4644261286     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.52.406     Document Type: Article

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