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Volumn 13, Issue 7, 2005, Pages 2397-2411

Pyrazolopyridine antiherpetics: SAR of C2′ and C7 amine substituents

Author keywords

Antiherpetic; HSV; Pyrazolo 1,5 a pyridine

Indexed keywords

3 (2 AMINO 4 PYRIMIDINYL) N CYCLOPENTYL 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 (2 ANILINO 4 PYRIMIDINYL) N CYCLOPENTYL 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (BUTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL) N (2 METHOXYETHYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (BUTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL) N METHYLPYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (BUTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL) N [2 (4 MORPHOLINYL)ETHYL]PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (BUTYLAMINO) 4 PYRIMIDINYL] N CYCLOPROPYL 2 (4 FLUOROPHENYL) PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (CYCLOPENTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (CYCLOPENTYLAMINO) 4 PYRIMIDINYL] 2 (FLUOROPHENYL) N (4 METHOXYPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (CYCLOPENTYLAMINO)PYRIMIDIN 4 YL] 2 (4 FLUOROPHENYL) N MORPHOLIN 4 YLPYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [2 (CYCLOPENTYLAMINO)PYRIMIDIN 4 YL] 2 (4 FLUOROPHENYL) N PYRROLIDIN 1 YLPYRAZOLO[1,5 A]PYRIDIN 7 AMINE; 3 [[4 [7 (BUTYLAMINO) 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 ALPHA]PYRIDIN 3 YL] 2 PYRIMIDINYL]AMINO] 1 PROPANOL; ACICLOVIR; AMINE; ANTIVIRUS AGENT; GW 3733; N ALLYL 3 [2 (BUTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N BUTYL 2 (4 FLUOROPHENYL) 3 [2 [(2 PYRIDINYLMETHYL)AMINO] 4 PYRIMIDINYL]PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N BUTYL 2 (4 FLUOROPHENYL) 3 [2 [[2 (4 MORPHOLINYL)ETHYL]AMINO] 4 PYRIMIDINYL]PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N BUTYL 2 (4 FLUOROPHENYL) 3 [2 [[3 (1H IMIDAZOL 1 YL)PROPYL]AMINO] 4 PYRIMIDINYL]PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N BUTYL 3 [2 (BUTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N BUTYL 3 [2 (CYCLOPENTYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL) PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N BUTYL 3 [2 (CYCLOPROPYLAMINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL) PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N CYCLOPENTYL 2 (4 FLUOROPHENYL) 3 [2 (4 METHOXYANILINO) 4 PYRIMIDINYL]PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N CYCLOPENTYL 2 (4 FLUOROPHENYL) 3 [2 [[3 (4 MORPHOLINYL)PROPYL]AMINO] 4 PYRIMIDINYL]PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N CYCLOPENTYL 3 [2 (4 FLUOROANILINO) 4 PYRIMIDINYL] 2 (4 FLUOROPHENYL)PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; N,2 BIS(4 FLUOROPHENYL) 3 [2 [(4 FLUOROPHENYL)AMINO] 4 PYRIMIDINYL] PYRAZOLO[1,5 A]PYRIDIN 7 AMINE; PYRAZOLE DERIVATIVE; PYRAZOLO[1,5 A]PYRIDINE; PYRIDINE DERIVATIVE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 20044374521     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.01.044     Document Type: Article
Times cited : (65)

References (29)
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    • D.M. Knipe P.M. Howley Lippincott Williams and Wilkins Philadelphia, PA
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    • Roizman, B.1    Pellett, P.E.2
  • 14
    • 85030812253 scopus 로고    scopus 로고
    • note
    • The representation of compounds follows the convention that specific compounds are numbered (1, 2, 3...) as they appear in the manuscript while generic structures containing variable groups 'R' are represented with letters (A, B, C...)
  • 19
    • 85030810455 scopus 로고    scopus 로고
    • note
    • An alternative approach to further functionalize methyl ketone 5 by treatment with dimethylformamide-dimethylacetal to form the vinylogous amide containing the 7-chloro substituent resulted in variable levels of 7-dimethylamino derived side products. Presumably this arises via direct nucleophilic displacement of the 7-chloro substituent by dimethylamine liberated from the DMF-DMA during extended reaction times. This could be minimized by use of dimethylformamide di-tert-butylacetal, which gave much reduced reaction times
  • 27
    • 85030809313 scopus 로고    scopus 로고
    • note
    • For GW3733; clog P = 6.7. Solubility in HCl (pH = 1.2) = 6.7 μg/mL. Phosphate-buffered saline (pH = 7.4) 1.2 μg/mL
  • 29
    • 0007915532 scopus 로고
    • For a general procedure for the synthesis of substituted guanidinium salts, see: R.B. Fearing, and S.W. Fox J. Am. Chem. Soc. 76 1954 4382
    • (1954) J. Am. Chem. Soc. , vol.76 , pp. 4382
    • Fearing, R.B.1    Fox, S.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.