Synthesis of imidazolidin-4-one and 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)- dione derivatives of primaquine: Scope and limitations

Tetrahedron

Volumn 60, Issue 26, 2004, Pages 5551-5562

  Gomes, Paula ^a   Araújo, Maria João ^a   Rodrigues, Manuela ^a   Vale, Nuno ^a   Azevedo, Zélia ^a   Iley, Jim ^b   Chambel, Paula ^c   Morais, José ^c   Moreira, Rui ^c  

^a UNIVERSITY OF PORTO   (Portugal)

^b OPEN UNIVERSITY   (United Kingdom)

^c RESEARCH INSTITUTE FOR MEDICINES IMED ULISBOA   (Portugal)

Author keywords

1H Imidazo 2,1 a isoindole 2,5(3H,9bH) diones; AA, amino acid; Ala, alanine residue; Antimalarial; HAAPQ, amino acid derivative of primaquine (unprotected); Imidazolidin 4 one; Malaria; Primaquine; Stereoselectivity

Indexed keywords

1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 1,4 DIAZASPIRO[4.4]NONAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 1,4 DIAZASPIRO[4.5]DECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 1,4 DIAZASPIRO[4.6]UNDECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 1,9B DIHYDROIMIDAZO[2,1 A]ISOINDOLE 2,5 DIONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 BENZYL 1,4 DIAZASPIRO[4.4]NONAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 BENZYL 1,4 DIAZASPIRO[4.5]DECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 BENZYL 1,4 DIAZASPIRO[4.6]UNDECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOBUTYL 1,4 DIAZASPIRO[4.4]NONAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOBUTYL 1,4 DIAZASPIRO[4.5]DECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOBUTYL 1,4 DIAZASPIRO[4.6]UNDECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOPROPYL 1,4 DIAZASPIRO[4.4]NONAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOPROPYL 1,4 DIAZASPIRO[4.5]DECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOPROPYL 1,4 DIAZASPIRO[4.6]UNDECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 ISOPROPYL 1,9B DIHYDROIMIDAZO[2,1 A]ISOINDOLE 2,5 DIONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 METHYL 1,4 DIAZASPIRO[4.4]NONAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 METHYL 1,4 DIAZASPIRO[4.5]DECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 METHYL 1,4 DIAZASPIRO[4.6]UNDECAN 2 ONE; 1 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 3 METHYL 1,9B DIHYDROIMIDAZO[2,1 A]ISOINDOLE 2,5 DIONE; 2 (3,4 DIMETHOXYPHENYL) 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 BENZYLIMIDAZOLIDIN 4 ONE; 2 (3,4 DIMETHOXYPHENYL) 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 ISOBUTYLIMIDAZOLIDIN 4 ONE; 2 (3,4 DIMETHOXYPHENYL) 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 ISOPROPYLIMIDAZOLIDIN 4 ONE; 2 (3,4 DIMETHOXYPHENYL) 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 METHYLIMIDAZOLIDIN 4 ONE; 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 2,2 DIMETHYLIMIDAZOLIDIN 4 ONE; 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 2,2,5 TRIMETHYLIMIDAZOLIDIN 4 ONE; 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 BENZYL 2,2 DIMETHYLIMIDAZOLIDIN 4 ONE; 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 ISOBUTYL 2,2 DIMETHYLIMIDAZOLIDIN 4 ONE; 3 [4 [(6 METHOXYQUINOLIN 8 YL)AMINO]PENTYL] 5 ISOPROPYL 2,2 DIMETHYLIMIDAZOLIDIN 4 ONE; ANTIMALARIAL AGENT; PRIMAQUINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; BIOASSAY; COLUMN CHROMATOGRAPHY; DIASTEREOISOMER; DRUG ISOLATION; DRUG SYNTHESIS; HYDROLYSIS; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY;

EID: 2942564073     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.04.077     Document Type: Article

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