e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synthesis and biological evaluation of 2-fluoro-8-azaadenosine and related compounds

JA Montgomery, AT Shortnacy…

Index: Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A. Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489

Full Text: HTML

Citation Number: 33

Abstract

Throughout the text we have utilized the 8-azapurine designation to more readily relate the compounds discussed to the corresponding purines. The Experimental Section has the correct names for the compounds synthesized. Proper names for other compounds mentioned in the text are as follows: 2, 6-bis (rnethylthio)-8-aza-SH-purine, 5, 7-bis (methylthio)-3H-1, 2, 3-triazolo [4, 5-d] pyrimidine; 8-azaadenosine, 3-PD-ribo-furanosyl- ...

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,3-β-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...

Acetone Structure

~%

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,3-[2,3-O-(1-methylethylidene)-b-D-ribofuranosyl]- Structure

3H-1,2,3-Triazo...

5,7-Diamino-1H-1,2,3-triazolo[4,5-d]pyrimidine Structure

5,7-Diamino-1H-...

~19%

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-fluoro- Structure

3H-1,2,3-Triazo...

5,7-bis(methylsulfanyl)-2H-triazolo[4,5-d]pyrimidine Structure

5,7-bis(methyls...

Beta-D-Ribofuranose 1,2,3,5-tetraacetate Structure

Beta-D-Ribofura...

~%

2-(5-amino-3-methylsulfonyl-2,4,7,8,9-pentazabicyclo[4.3.0]nona-2,4,6,9-tetraen-8-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(5-amino-3-me...

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-(methylsulfonyl)-3-b-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-(methylsulfonyl)-3-b-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...

~82%

2-(3,5-diamino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(3,5-diamino-...

(2R,3R,4S,5R)-2-(7-amino-5-ethoxy-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol Structure

(2R,3R,4S,5R)-2...

Ethanol Structure

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-(methylsulfonyl)-3-b-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...

~85%

2-(3,5-diamino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(3,5-diamino-...

(2R,3R,4S,5R)-2-(7-amino-5-ethoxy-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol Structure

(2R,3R,4S,5R)-2...

Beta-D-Ribofuranose 1,2,3,5-tetraacetate Structure

Beta-D-Ribofura...

~%

2-(3,5-diamino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(3,5-diamino-...

2-(3,5-diamino-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(3,5-diamino-...

~20%

2-(5-amino-3-fluoro-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(5-amino-3-fl...

Beta-D-Ribofuranose 1,2,3,5-tetraacetate Structure

Beta-D-Ribofura...

~%

2-(5-amino-3-fluoro-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(5-amino-3-fl...

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-(methylsulfonyl)-3-b-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...

~%

2-(5-amino-3-fluoro-2,4,7,8,9-pentazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(5-amino-3-fl...

Beta-D-Ribofuranose 1,2,3,5-tetraacetate Structure

Beta-D-Ribofura...

~%

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-(methylsulfonyl)-3-b-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...

5,7-bis(methylsulfanyl)-2H-triazolo[4,5-d]pyrimidine Structure

5,7-bis(methyls...

Beta-D-Ribofuranose 1,2,3,5-tetraacetate Structure

Beta-D-Ribofura...

~%

2-(5-amino-3-methylsulfonyl-2,4,7,8,9-pentazabicyclo[4.3.0]nona-2,4,6,9-tetraen-8-yl)-5-(hydroxymethyl)oxolane-3,4-diol Structure

2-(5-amino-3-me...

3H-1,2,3-Triazolo[4,5-d]pyrimidin-7-amine,5-(methylsulfonyl)-3-b-D-ribofuranosyl- Structure

3H-1,2,3-Triazo...