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Volumn 13, Issue 3, 2003, Pages 567-571

Piperazine-based CCR5 antagonists as HIV-1 inhibitors. III: Synthesis, antiviral and pharmacokinetic profiles of symmetrical heteroaryl carboxamides

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CHEMOKINE RECEPTOR CCR5; METHYL GROUP; PIPERAZINE DERIVATIVE; PYRIMIDINE CARBOXAMIDE; SCH 350634; UNCLASSIFIED DRUG;

EID: 0037325553     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(02)00918-6     Document Type: Article
Times cited : (62)

References (21)
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    • (a) For other reports on the observation of rotamers, see: Bastiaansen L.A.M., Kanters J.A., van der Steen F.H., de Graaf J.A.C., Buck H.M. J. Chem. Soc., Chem. Commun. 1986;536 (b) Ikeura Y., Ishichi Y., Tanaka T., Fujishima A., Murabayashi M., Kawada M., Ishimaru T., Kamo I., Doi T., Natsugari H. J. Med. Chem. 41:1998;4232 (c) Clayden J., Johnson P., Pink J.H., Helliwell M. J. Org. Chem. 65:2000;7033 (d) Ates A., Curran D.P. J. Am. Chem. Soc. 123:2001;5130.
    • (1986) J. Chem. Soc., Chem. Commun. , pp. 536
    • Bastiaansen, L.A.M.1    Kanters, J.A.2    Van der Steen, F.H.3    De Graaf, J.A.C.4    Buck, H.M.5
  • 7
    • 15644372975 scopus 로고    scopus 로고
    • (a) For other reports on the observation of rotamers, see: Bastiaansen L.A.M., Kanters J.A., van der Steen F.H., de Graaf J.A.C., Buck H.M. J. Chem. Soc., Chem. Commun. 1986;536 (b) Ikeura Y., Ishichi Y., Tanaka T., Fujishima A., Murabayashi M., Kawada M., Ishimaru T., Kamo I., Doi T., Natsugari H. J. Med. Chem. 41:1998;4232 (c) Clayden J., Johnson P., Pink J.H., Helliwell M. J. Org. Chem. 65:2000;7033 (d) Ates A., Curran D.P. J. Am. Chem. Soc. 123:2001;5130.
    • (1998) J. Med. Chem. , vol.41 , pp. 4232
    • Ikeura, Y.1    Ishichi, Y.2    Tanaka, T.3    Fujishima, A.4    Murabayashi, M.5    Kawada, M.6    Ishimaru, T.7    Kamo, I.8    Doi, T.9    Natsugari, H.10
  • 8
    • 0034693121 scopus 로고    scopus 로고
    • (a) For other reports on the observation of rotamers, see: Bastiaansen L.A.M., Kanters J.A., van der Steen F.H., de Graaf J.A.C., Buck H.M. J. Chem. Soc., Chem. Commun. 1986;536 (b) Ikeura Y., Ishichi Y., Tanaka T., Fujishima A., Murabayashi M., Kawada M., Ishimaru T., Kamo I., Doi T., Natsugari H. J. Med. Chem. 41:1998;4232 (c) Clayden J., Johnson P., Pink J.H., Helliwell M. J. Org. Chem. 65:2000;7033 (d) Ates A., Curran D.P. J. Am. Chem. Soc. 123:2001;5130.
    • (2000) J. Org. Chem. , vol.65 , pp. 7033
    • Clayden, J.1    Johnson, P.2    Pink, J.H.3    Helliwell, M.4
  • 9
    • 0034809006 scopus 로고    scopus 로고
    • (a) For other reports on the observation of rotamers, see: Bastiaansen L.A.M., Kanters J.A., van der Steen F.H., de Graaf J.A.C., Buck H.M. J. Chem. Soc., Chem. Commun. 1986;536 (b) Ikeura Y., Ishichi Y., Tanaka T., Fujishima A., Murabayashi M., Kawada M., Ishimaru T., Kamo I., Doi T., Natsugari H. J. Med. Chem. 41:1998;4232 (c) Clayden J., Johnson P., Pink J.H., Helliwell M. J. Org. Chem. 65:2000;7033 (d) Ates A., Curran D.P. J. Am. Chem. Soc. 123:2001;5130.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 5130
    • Ates, A.1    Curran, D.P.2
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    • 0013361725 scopus 로고    scopus 로고
    • HPLC conditions for comp. 1: Column: YMC pro, C18, 3 μm, 150 × 4.6 mm ID. Mobile phase: 30% ACN: 70% 25 mM potassium phosphate buffer, pH 6.4+20 mM β-cyclodextrin. Flow rate: 1.0 mL/min. Detection: 220 nm. Injection vol.: 10 uL. Sample concn: ∼0.3 mg/mL in water. Column temperature: 20°C.
  • 19
    • 0013450877 scopus 로고    scopus 로고
    • HPLC Conditions for compound 16: Column: Chiralcel OD-R, 25 cm × 4.6 mm ID. Mobile phase: 40:10:50, ACN: IPA: 50 mM potassium phosphate buffer, pH 7.8. Flow rate: 0.6 mL/min. Detection: 220 nm. Injection vol.: 10 uL. Column temp: 10°C.
  • 20
    • 0013361331 scopus 로고    scopus 로고
    • +): 504.2937; Found 504.2950.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.