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Volumn 15, Issue 5, 2007, Pages 2127-2146

Substituted thiophene-anthranilamides as potent inhibitors of human factor Xa

Author keywords

Anticoagulant; Factor Xa inhibitor; Non amidine; Thrombosis

Indexed keywords

2 AMINOBENZAMIDE; 3 CHLORO N [4 CHLORO 2 [[(4 CHLOROPHENYL)AMINO]CARBONYL]PHENYL] 4 [(2,3 DIHYDROXYPROPOXY)METHYL] 2 THIOPHENECARBOXAMIDE; 3 CHLORO N [4 CHLORO 2 [[(4 CHLOROPHENYL)AMINO]CARBONYL]PHENYL] 4 [(4 METHYL 1 PIPERAZINYL)METHYL] 2 THIOPHENECARBOXAMIDE; 3 CHLORO N [4 CHLORO 2 [[(4 CHLOROPHENYL)AMINO]CARBONYL]PHENYL] 4 [[(2,3 DIHYDROXYPROPYL)METHYLAMINO]METHYL] 2 THIOPHENECARBOXAMIDE TRIFLUOROACETIC ACID SALT; 3 CHLORO N [4 CHLORO 2 [[(4 CHLOROPHENYL)AMINO]CARBONYL]PHENYL] 4 [[[2 (DIMETHYLAMINO)ETHYL]METHYLAMINO]METHYL] 2 THIOPHENECARBOXAMIDE; 3 CHLORO N [4 CHLORO 2 [[(4 CHLOROPHENYL)AMINO]CARBONYL]PHENYL] 4 [[[2 (DIMETHYLAMINO)ETHYL]THIO]METHYL] 2 THIOPHENECARBOXAMIDE; BLOOD CLOTTING FACTOR 10A INHIBITOR; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846617308     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.12.019     Document Type: Article
Times cited : (24)

References (52)
  • 1
    • 33846606086 scopus 로고    scopus 로고
    • Some of these data have been previously reported: Kochanny, M. J.; Adler, M.; Cheeseman, S.; Chou, Y. L.; Davey, D. D.; Eagen, K. A.; Ewing, J.; Fitch, R.; Griedel, B. D.; Karanjawala, R.; Lee, W.; Lentz, D.; Liang, A.; Morrissey, M. M.; Phillips, G. B.; Post, J.; Sacchi, K. L.; Sakata, S. T.; Shaw, K. J.; Snider, R. M.; Subramanyam, B.; Trinh, L.; Vergona, R.; Walters, J.; Wang, Y. X.; White, K. A.; Whitlow, M.; Wu, S. C.; Ye, B.; Zhao, Z. Abstracts of Papers, 221st American Chemical Society National Meeting, April 1-5, 2001, San Diego, CA; Abstract MEDI-16.
  • 2
    • 33846631934 scopus 로고    scopus 로고
    • Lee, W.; Ewing, J.; Griedel, B. D.; Karanjawala, R.; Lentz, D.; Liang, A.; Morrissey, M. M.; Post, J.; Sacchi, K. L.; Sakata, S. T.; Shaw, K. J.; Ye, B.; Kochanny, M.J. Abstracts of Papers, 221st American Chemical Society National Meeting, April 1-5, 2001, San Diego, CA; Abstract MEDI-126.
  • 22
    • 33846562547 scopus 로고    scopus 로고
    • note
    • In later stages of this work, the preparation of 28 was carried out by bromination of the methyl group of 18 to afford the dibromomethyl product. This was followed by conversion to the aldehyde with sodium acetate in acetic acid, reduction with sodium borohydride, and basic hydrolysis to give hydroxy acid 28.
  • 28
    • 33846610594 scopus 로고    scopus 로고
    • note
    • a values were measured for selected analogs in this series, and demonstrated the same rank order of lipophilicity and basicity as predicted by the calculations.
  • 31
    • 0037207123 scopus 로고    scopus 로고
    • A detailed discussion of the crystal structure of compound 31 bound to fXa is described elsewhere pdb code 1MQ5
    • A detailed discussion of the crystal structure of compound 31 bound to fXa is described elsewhere. Adler M., Kochanny M.J., Ye B., Rumennik G., Light D.R., Biancalana S., and Whitlow M. Biochemistry 41 (2002) 15514 pdb code 1MQ5
    • (2002) Biochemistry , vol.41 , pp. 15514
    • Adler, M.1    Kochanny, M.J.2    Ye, B.3    Rumennik, G.4    Light, D.R.5    Biancalana, S.6    Whitlow, M.7
  • 38
    • 33644814132 scopus 로고    scopus 로고
    • For another reference to intramolecular hydrogen bonding between a chlorine and an amide NH, please see the following paper
    • For another reference to intramolecular hydrogen bonding between a chlorine and an amide NH, please see the following paper. Mollendal H., and Samdal S. J. Phys. Chem. A 110 (2006) 2139
    • (2006) J. Phys. Chem. A , vol.110 , pp. 2139
    • Mollendal, H.1    Samdal, S.2
  • 44
    • 33846627796 scopus 로고    scopus 로고
    • Fiesselmann, H. DE 1055007 April 16, 1959.
  • 47
    • 33846577380 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra were calculated using the program "ACD/HNMR Predictor", Advanced Chemistry Development, Inc. Toronto, ON Canada.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.