21313-95-1

Usage

Classification

Purine derivative

Structure

Contains a purine ring structure, a heterocyclic aromatic organic compound.
Attached to the purine ring:
Chloro group (Cl)
Methoxyphenyl group (C?H?OCH?)

Potential Applications

Pharmaceutical and medicinal fields:
Molecular structure and properties may be useful in drug development.

Biological Activity

Purine derivatives, including 6-Chloro-9-(4-methoxyphenyl)-9H-purine, studied for potential effects on adenosine receptors.

Medical Use

Purine derivatives explored for treatment of various health conditions.

InChI:InChI=1/C12H9ClN4O/c1-18-9-4-2-8(3-5-9)17-7-16-10-11(13)14-6-15-12(10)17/h2-7H,1H3

Upstream product

• 21314-04-5 9-(p-anisyl)hypoxanthine 
• 17465-98-4 6-chloro-N₄-(4-methoxyphenyl)pyrimidine-4,5-diamine 
• 3724-43-4 Vilsmeier reagent 
• 93270-70-3 1-(p-anisyl)-5-aminoimidazole-4-carboxamide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 87-42-3 6-chloropurine 

Downstream Products

• 207299-55-6 (2S,3R)-3-Hydroxy-2-[9-(4-methoxy-phenyl)-9H-purin-6-ylamino]-butyric acid 
• 207299-62-5 (S)-2-[9-(4-Methoxy-phenyl)-9H-purin-6-ylamino]-succinic acid 
• 207299-65-8 (S)-2-[9-(4-Methoxy-phenyl)-9H-purin-6-ylamino]-3-phenyl-propionic acid 
• 1089184-50-8 9-(4-methoxyphenyl)-6-methyl-9H-purine 

Relevant academic research and scientific papers

METHOD FOR SYNTHESIZING DIVERSELY SUBSTITUTED PURINES

The present invention relates to a method for synthesizing diversely substituted purines starting from a pyrimidine. Formula (I). The method comprises the formation of an amidine group on the pyrimidine by implementing a Vilsmeier type reagent, the functi

A One-Pot Synthesis of Highly Functionalized Purines

Highly substituted purines were synthesized in good to high yields through a one-pot straightforward metal-free scalable method, using the Traube synthesis adapted to Vilsmeier-type reagents. From 5-amino-4-chloropyrimidines, new 9-aryl-substituted chloropurines and intermediates for peptide nucleic acid synthesis were prepared. Variant procedures allowing a rapid synthesis of ribonucleosides and 7-benzylpurine from 5-amidino-6-aminopyrimidines are also reported to illustrate the high potential of this versatile toolbox. This route appears to be particularly interesting in the field of nucleic acids for a direct and rapid access to various new 8-alkylpurine nucleosides.

Synthesis of 6,8,9-tri- and 2,6,8,9-tetrasubstituted purines by a combination of the Suzuki cross-coupling, N-arylation, and direct C-H arylation reactions

(Chemical Equation Presented) Novel practical methodology of synthesis of a several types of di-, tri-, and tetraarylpurine derivatives by a combination of regioselective Suzuki cross-coupling reactions and/or Cu-catalyzed N-arylation with direct C-H arylations was developed. 6,8-Diaryl- and 2,6,8-triaryl-9- isopropylpurines were prepared by one or two cross-couplings of 6-chloro- or 2,6-dichloro-9-isopropylpurine with arylboronic acids followed by Pd-catalyzed C-H arylation by aryl halides to position 8. 6-Chloropurine and adenine underwent Cu-catalyzed N-arylation to position 9 with boronic acids, followed by cross-coupling with AlMe3 and/or C-H arylation to obtain 8,9-diaryl-6-methylpurines or 8,9-diaryladenines (accompanied by products of partial N-arylation of adenine in position 6). The methodology is suitable for construction of small libraries of modified purines.

Regioselective N-9 arylation of purines employing arylboronic acids in the presence of Cu(II)

9-Arylpurines are efficiently formed with complete regioselectivity when purines are treated with arylboronic acids in the presence of copper(II) acetate. A variety of substituents on both coupling partners are well tolerated.

ETHYL CHLOROFORMATE/DMF IN ORGANIC SYNTHESIS. I. A NOVEL REAGENT FOR RING CLOSURE OF 5-AMINO-1-ARYL-4-IMIDAZOLECARBOXAMIDES TO THEIR HYPOXANTHINE DERIVATIVES

Ethyl chloroformate/dimethylformamide mixture is used as a new reagent for adding a carbon (C-2 in the purine nucleus) at the formic acid oxidation level during ring closure of 5-amino-1-aryl-4-imidazolecarboxamides leading to the formation of the corresp