94079-03-5

Upstream product

• 94079-02-4 5-Amino-N-benzoyl-1-benzyl-1,2,3-triazol-4-carboxamidin 
• 529-19-1 2-Methylbenzonitrile 
• 622-79-7 benzyl azide 
• 109-77-3 malononitrile 
• 100-47-0 benzonitrile 
• 93-89-0 benzoic acid ethyl ester 
• 4342-08-9 4-amino-3-benzyl-1,2,3-triazole-5-carboxamide 
• 94079-01-3 5-amino-1-benzyl-4-(5-phenyl-1,2,4-oxadiazol-3-yl)-1,2,3-triazole 
• 94078-83-8 5-Amino-1-benzyl-1,2,3-triazol-4-carboxamidoxim 
• 20271-35-6 5-amino-1-benzyl-1H-[1,2,3]triazole-4-carbonitrile 
• 778594-76-6 N⁴-phenylmethyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine 
• 778594-83-5 9-phenylmethyl-2-phenyl-6-phenylmethanesulfanyl-8-azapurine 
• 778594-73-3 5-amino-4-chloro-2-phenyl-6-phenylmethanesulfanylpyrimidine 
• 20959-02-8 5-amino-4,6-dichloro-2-phenylpyrimidine 

Downstream Products

• 1136657-52-7 C₂₂H₁₆N₆O₂ 
• 1136657-51-6 C₂₂H₁₆N₆O₂ 
• 1136657-50-5 C₂₂H₁₆N₆OS 
• 1136657-47-0 C₂₃H₂₂N₆O 
• 1136657-61-8 C₂₄H₁₇IN₆O 
• 1136657-57-2 C₂₄H₁₇ClN₆O 
• 1136657-56-1 C₂₄H₁₇ClN₆O 
• 1136657-63-0 C₂₅H₂₀N₆O₂ 
• 1136657-45-8 C₂₁H₁₈N₆O 
• 1136657-53-8 C₂₄H₁₈N₆O 
• 1136657-58-3 C₂₄H₁₇ClN₆O 

Relevant academic research and scientific papers

2,9-Disubstituted-N6-(arylcarbamoyl)-8-azaadenines as new selective A3 adenosine receptor antagonists: Synthesis, biochemical and molecular modelling studies

A number of N6-(N-arylcarbamoyl)-2-substituted-9-benzyl-8- azaadenines, obtained by a modification of the synthetic scheme used to prepare selective A1 ligands, by only three or two steps, are described. At first we prepared a series

Preparation of new N6,9-disubstituted 12-phenyl-adenines and corresponding 8-azaadenines. A feasibility study for application to solid-phase synthesis. I [1]

A suitably substituted pyrimidine 1 was converted to a number of title compounds. Nucleophilic substitution involving the chlorine atoms in 1 by treatment with phenylmethanethiol yielded 2 or 3, depending on the reaction temperature. Treatment of 3 with an amine afforded 6-phenylmethanesulfanyl- N4-substituted-2-phenyl-pyrimidine-4,5-diamines 4-7. These pyrimidines were converted into 2-phenylpurines 8-11 and 2-phenyl-8-azapurines 12-14, by treatment with triethyl orthoformate in the presence of hydrochloric acid (or acetic anhydride), or with potassium nitrite and acetic acid respectively. The thioether function on C(6) was then converted into a sulfonyl group by oxidation with m-chloroperoxybenzoic acid affording purines 15-18 and their 8-azaanalogs 19-21; these compounds, as crude products, were treated with an amine to yield the corresponding adenines 22-25 or 8-azaadenines 26-31. All reactions were performed under conditions compatible with the possible use of a tniomethyl resin in place of phenylmethanethiol to bind the pyrimidine ring of 1 to a solid phase.

N(6) or N(9) substituted 2-phenyl-8-azaadenines: Affinity for A1 adenosine receptors. VII

The A1 activities shown respectively by N(6) or N(9) substituted 8-azaadenines were compared. At least in some cases, the biological results indicated the ability of the receptor to accept the exogenous molecule in various arrangements, and an attempt to rationalizing these arrangements was made by means of a model with two different molecular orientations.

N(6)-substituted 2-phenyl-9-benzyl-8-azaadenines. Affinity for adenosine A1 and A2 receptors. A comparison with 2-N-butyl analogous derivatives

The title compounds were prepared to evaluate their affinity towards adenosine A1 and A2 receptors. Some 2-phenyl-N(6)-substituted-8-azadenines showed good binding properties and good A1 selectivity. The biological results allow us to confirm the presence in A1 receptors of a third lipophilic pocket, able to receive the substituent on N(9), and to evince increased affinity when a phenyl group on C(2) substitutes an n-butyl group. These affinity differences between analogous 2-n-butyl and 2-phenyl derivatives indicate that they arrange themselves within A1 receptors in a similar manner and suggest that this receptor is able to arrange 8-azaadenines, bearing three lipophilic substituents, in two different ways.

Synthesis of 4-Aminopyrimidines from 1,2,4-Oxadiazoles, I. A Novel General Method for the Preparation of 4-Aminoquinazolines and their Hetero Analogues

Catalytic hydrogenation of 3-(2-aminoaryl)-1,2,4-oxadiazoles (9, 12, 15, 18, 21) to 2-amino-N-acylarenecarboxamidines (10, 13, 16, 19, 22) followed by dehydration gave condensed 4-amino-pyrimidines (11, 14, 17, 20, 23), while the corresponding secondary amines (24) afforded 1,2-disubstituted 4-iminoquinazolines (26).Reduction and dehydration of 3--1,2,4-oxadiazoles (28) provided, via a somewhat different pathway, 4-(acylamino)quinazolines (31).