1681-15-8

Basic information

• Product Name: 2-Chloropurine
• Synonyms: 2-CHLOROPURINE;1H-Purine, 2-chloro-;2-Chloro-7H-purine
• CAS NO: 1681-15-8
• Molecular Formula: C₅H₃ClN₄
• Molecular Weight: 154.56
• Product Categories: Purines
• Mol File: 1681-15-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 231-234 °C
• Boiling Point: 397.7 °C at 760 mmHg
• Flash Point: 226.5 °C
• Appearance: /
• Density: 1.653 g/cm³
• Vapor Pressure: 3.58E-06mmHg at 25°C
• Refractive Index: 1.739
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.58±0.20(Predicted)
• CAS DataBase Reference: 2-Chloropurine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloropurine(1681-15-8)
• EPA Substance Registry System: 2-Chloropurine(1681-15-8)

Safety Data

• Hazardous Substances Data: 1681-15-8(Hazardous Substances Data)

Usage

General Description

2-Chloropurine is a chemical compound that belongs to the class of purine analogs. It is a derivative of the purine base, with a chlorine atom attached at the 2-position. 2-Chloropurine has been studied for its potential pharmacological applications, including its use as an antiviral and antitumor agent. 2-Chloropurine has also been investigated for its role as a mutagen, and has been used in research to induce mutations in bacterial and mammalian cells. Additionally, it has been studied for its potential use in the synthesis of nucleotide analogs for pharmaceutical purposes. Overall, 2-Chloropurine is a versatile chemical with potential applications in both medicinal and research settings.

InChI:InChI=1/C5H3ClN4/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H,7,8,9,10)

Upstream product

• 14631-08-4 2-chloro-4,5-diaminopyrimidine 
• 14036-53-4 dimethoxymethyl acetate 
• 5451-40-1 2,6 dichloropurine 
• 5404-88-6 1-(2-chloro-9H-purin-6-yl)hydrazine 
• 122-51-0 orthoformic acid triethyl ester 
• 5451-40-1 2,6-dichloro-7H-purine 

Downstream Products

• 455266-18-9 [1-(2-Phenyl-ethanesulfonyl)-piperidin-4-ylmethyl]-(9H-purin-2-yl)-amine 
• 118807-48-0 2-chloro-9-phenyl-9H-purine 
• 1389318-45-9 tert-butyl (2-chloro-9H-purin-9-yl)(cyclohexyl)methylcarbamate 
• 1516608-63-1 9-(methoxymethyl)-2-[(4-methoxyphenyl)thio]-9H-purine 
• 1516609-00-9 9-(methoxymethyl)-8-(4-methoxyphenyl)-2-[(4-methoxyphenyl)thio]-9H-purine 
• 1516608-93-7 ethyl 4-[2-chloro-9-(methoxymethyl)-9H-purin-8-yl]benzoate 
• 1383381-71-2 diethyl 9-[(N-(2-(trityloxy)ethyl)-N-(2-phosphonoethyl))-2-aminoethyl]-6-chloropurine 
• 1351087-93-8 4-(dimethylamino)-N-methyl-3-(1H-purin-6-ylamino)benzenesulfonamide 
• 1351087-96-1 N-methyl-4-(methyloxy)-3-(1H-purin-6-ylamino)benzenesulfonamide 
• 929028-84-2 2-chloro-9-(2,4-dichloro-benzyl)-9H-purine 
• 929028-85-3 2-chloro-7-(2,4-dichloro-benzyl)-7H-purine 
• 28128-15-6 2-bromopurine 
• 28128-16-7 2-iodopurine 

Related news

On the mechanism of the two-way oxidation of 2-Chloropurine (cas 1681-15-8) by mammalian xanthine oxidase09/28/2019

2-Chloropurine is attacked by mammalian xanthine oxidase simultaneously at C-6 and C-8. The ratio of the two rates (=1) is insensitive to variations of pH or temperature. Experiments with 2-chloropurine as inhibitor indicate instantaneous association of this purine with the active center of the ...detailed

Relevant articles and documents

The synthesis of nebularine and its analogs via oxidative desulfuration in aqueous nitric acid

The synthesis of nebularine and its analogs has been achieved via oxidative desulfuration in H2O for the first time. With 50% HNO3as an oxidant and solvent, 18 products were obtained in good yields (70%–94%). The oxidative desulfuration system could tolerate different functional groups including fluoro, chloro, amino, alkyl, allyl, ribosyl, deoxyribosyl, and arabinofuranosyl groups.More importantly, the drug nebularine could be obtained successfully on a 20 g scale, which made this route more attractive for industrial applications.

Reduction of different electron-poor N-heteroarylhydrazines in strong basic conditions

The first application of the Wolff-Kishner reduction methodology to electron-poor heteroaromatic compounds is reported. Hydrazino-containing heterocycles with hydrazone-type tautomery have been reduced under basic conditions. This novel chemistry was successfully applied to mono-dehalogenate a number of electron-poor heterocycles in a regioselective manner. According to the experimental results, this reductive process is a base-catalyzed reaction that takes only place in the presence of air, probably through an oxygen-assisted mechanism. As consequence of the specific features of this kind of hydrazone/enehydrazine tautomers, the overall outcome of the process is the synthesis of a Shapirotype reduction product by simply using a milder version of the Huang-Minlon methodology.

Synthesis and properties of 2-guanidinopurines

2-Guanidinopurines were prepared as derivatives of 2,6-diamino-9-[2- (phosphonomethoxy)ethyl]-9H-purine (PMEDAP) (1), which shows an important antiviral activity. It completes earlier described synthesis of 6-guanidinopurine derivatives. The title compounds were obtained by the reaction of the corresponding 2-chloropurines with guanidine. 2- And 6-guanidinopurines were used as model compounds for determination of dissociation constants (pKa) of their ionogenic groups by capillary zone electrophoresis. The pKa values of ionogenic groups of the above compounds were compared with those of the corresponding aminopurines. The pKa of guanidino group at the purine moiety varies from 7.77 to 10.32. There is no protonation of N1-position in contrast to aminopurines. None of these compounds showed any antiviral activity.