5444-81-5

Usage

Structure

A derivative of purine

Functional Groups

Chlorine (Cl) at the 6th position
Cyclopentyl group at the 9th carbon

Biological Activity

Inhibitor of enzymes such as phosphodiesterase
Antagonist of adenosine receptors

Utility

Used in research and pharmaceutical applications

Importance

Potential pharmacological properties
Aid in the development of new drugs and treatments

InChI:InChI=1/C10H11ClN4/c11-9-8-10(13-5-12-9)15(6-14-8)7-3-1-2-4-7/h5-7H,1-4H2

Upstream product

• 137-43-9 Cyclopentyl bromide 
• 87-42-3 6-chloropurine 
• 1003-03-8 Cyclopentamine 
• 5452-43-7 5-amino-4-chloro-6-(N-cyclopentylamino)pyrimidine 
• 122-51-0 orthoformic acid triethyl ester 
• 96-41-3 Cyclopentanol 

Downstream Products

• 35966-95-1 9-cyclopentyl-N⁶-benzyladenine 
• 1145671-91-5 6-(2,4-dimethoxybenzyl)amino-9-cyclopentyl-9H-purine 
• 1145671-85-7 6-[2-(phenylamino)ethyl]amino-9-cyclopentyl-9H-purine 
• 1145671-90-4 6-(4-methoxybenzyl)amino-9-cyclopentyl-9H-purine 
• 715-91-3 9-cyclopentyladenine 
• 1510826-44-4 N,N-dibenzyl-2-(9-cyclopentyl-9H-purin-6-yl)-4-phenylbutanamide 
• 1383484-00-1 9-benzyl-6,8-dicyclopentyl-9H-purine 

Relevant academic research and scientific papers

Regioselective alkylation reaction of purines under microwave irradiation

The alkylation of purines which is generally carried out after anion formation by treatment with a base and alkyl halide is complicated and in the best cases, mixtures of N-alkylated compounds are obtained. Purine derivatives can be acquired from alkylati

Discovery of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives as novel tubulin polymerization inhibitors for treatment of cancer

A new series of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives were designed, synthesized and demonstrated to act as tubulin polymerization inhibitors. These new derivatives showed significant antitumor activities, among which

Synthesis and antimicrobial evaluation of some new substituted purine derivatives

A series of 8,9-disubstituted adenines (4, 5, 8), 6-substituted aminopurines (10-13) and 9-(p-fluorobenzyl/cyclopentyl)-6-substituted aminopurines (16, 17, 19-30) have been prepared and the antimicrobial activities of these compounds against Staphylococcu

6-(alkylamino)-9-alkylpurines. A new class of potential antipsychotic agents

A series of 6-(alkylamino)-9-alkylpurines was synthesized and evaluated for the property of antagonizing the behavioral effects in animals of the dopamine agonist apomorphine. This model for identifying potential antipsychotic agents is based on the hypothesis that agents that antagonize apomorphine-induced aggressive behavior in rats and apomorphine-induced climbing in mice, but that do not block stereotyped behavior, could have an antipsychotic effect in humans without producing extrapyramidal side effects. The antiaggressive-behavior activity of lead compound 1 (6-(dimethylamino)- 9-(3-phenylalaninamidobenzyl)-9H-purine) was improved 48-fold with 6- (cyclopropylamino)-9-(cyclopropylmethyl)-2-(trifluoromethyl)-9H-purine (80) (po ED50 of 2 mg/kg), which was obtained through an iterative sequence of structure-activity relationship studies that encompassed evaluation of the effects of structure variations at the purine 9-, 6-, and 2-positions. Potency was enhanced with a 9-cyclopropyl group, the duration of action was improved with the 6-(cyclopropylamino) substituent, potency was further enhanced with an N-formyl prodrug, and an agent with reduced cardiovascular effect emerged with the 2-trifluoromethyl purine 80. This potential antipsychotic agent was not developed further due to undesirable effects on the stomach.

Mitsunobu reactions for the synthesis of carbocyclic analogues of nucleosides: Examintion of the regioselectivity

In order to provide a general synthetic method for carbocyclic nucleosides, regioselectivities in Mitsunobu reaction of purine, pyrimidin-2-one and their substituted derivatives with a variety of alcohols with a variety of alcohols were examined and found to depend upon both substituents of the bases and kind of the alcohols.