Journal of medicinal chemistry

Synthesis and flow cytometric evaluation of novel 1, 2, 3, 4-tetrahydroisoquinoline conformationally constrained analogues of nitrobenzylmercaptopurine riboside ( …

Z Zhu, J Furr, JK Buolamwini

Index: Zhu, Zhengxiang; Furr, John; Buolamwini, John K. Journal of Medicinal Chemistry, 2003 , vol. 46, # 5 p. 831 - 837

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Citation Number: 25

Abstract

Novel regioisomers of conformationally constrained analogues of the potent es nucleoside transporter ligand, nitrobenzylmercaptopurine riboside (NBMPR), designed for probing its bound (bioactive) conformation, were synthesized and evaluated as es transporter ligands by flow cytometry. Purine 6-position 5, 6, 7, or 8-nitro-1, 2, 3, 4-tetrahydroisoquinolylpurine ribosides, in which the nitrobenzyl moiety in NBMPR has been locked into the nitro-1, 2, 3, ...

 Related Synthetic Route
1-(3,4-dihydro-6-nitroisoquinolin-2(1H)-yl)ethanone Structure

174648-97-6

1-(3,4-dihydro-...

~%

6-Nitro-1,2,3,4-tetrahydro-isoquinoline Structure

186390-77-2

6-Nitro-1,2,3,4...

1,2,3,4-Tetrahydroisoquinoline Structure

91-21-4

1,2,3,4-Tetrahy...

~%

6-Nitro-1,2,3,4-tetrahydro-isoquinoline Structure

186390-77-2

6-Nitro-1,2,3,4...

7-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

42923-79-5

7-Nitro-1,2,3,4...

~%

6-Nitro-1,2,3,4-tetrahydro-isoquinoline Structure

186390-77-2

6-Nitro-1,2,3,4...

1-(7-amino-3,4-dihydroisoquinolin-2(1H)-yl)ethanone Structure

81885-67-8

1-(7-amino-3,4-...

~%

6-Nitro-1,2,3,4-tetrahydro-isoquinoline Structure

186390-77-2

6-Nitro-1,2,3,4...

N/A Structure

99365-63-6

N/A

~%

6-Nitro-1,2,3,4-tetrahydro-isoquinoline Structure

186390-77-2

6-Nitro-1,2,3,4...

1-(7-amino-6-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethanone Structure

174648-93-2

1-(7-amino-6-ni...

~%

6-Nitro-1,2,3,4-tetrahydro-isoquinoline Structure

186390-77-2

6-Nitro-1,2,3,4...

2,2,2-trifluoro-N-(8-nitroisoquinolin-5-yl)acetamide Structure

502611-98-5

2,2,2-trifluoro...

~85%

8-nitroisoquinolin-5-amine Structure

156901-58-5

8-nitroisoquino...

Isoquinolin-5-amine Structure

1125-60-6

Isoquinolin-5-amine

~%

8-nitroisoquinolin-5-amine Structure

156901-58-5

8-nitroisoquino...

1-(8-Nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethanone Structure

174648-94-3

1-(8-Nitro-3,4-...

~%

8-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

791040-11-4

8-Nitro-1,2,3,4...

1,2,3,4-Tetrahydroisoquinoline Structure

91-21-4

1,2,3,4-Tetrahy...

~%

8-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

791040-11-4

8-Nitro-1,2,3,4...

7-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

42923-79-5

7-Nitro-1,2,3,4...

~%

8-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

791040-11-4

8-Nitro-1,2,3,4...

1-(7-amino-3,4-dihydroisoquinolin-2(1H)-yl)ethanone Structure

81885-67-8

1-(7-amino-3,4-...

~%

8-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

791040-11-4

8-Nitro-1,2,3,4...

N/A Structure

99365-63-6

N/A

~%

8-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

791040-11-4

8-Nitro-1,2,3,4...

N-acetyl-7-amino-8-nitro-1,2,3,4-tetrahydroisoquinoline Structure

174648-92-1

N-acetyl-7-amin...

~%

8-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

791040-11-4

8-Nitro-1,2,3,4...

1,2,3,4-Tetrahydroisoquinoline Structure

91-21-4

1,2,3,4-Tetrahy...

~%

1-(7-amino-3,4-dihydroisoquinolin-2(1H)-yl)ethanone Structure

81885-67-8

1-(7-amino-3,4-...

7-Nitro-1,2,3,4-tetrahydroisoquinoline Structure

42923-79-5

7-Nitro-1,2,3,4...

~%

1-(7-amino-3,4-dihydroisoquinolin-2(1H)-yl)ethanone Structure

81885-67-8

1-(7-amino-3,4-...


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