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6-Chloropurine

Base Information Edit
  • Chemical Name:6-Chloropurine
  • CAS No.:87-42-3
  • Molecular Formula:C5H3ClN4
  • Molecular Weight:154.559
  • Hs Code.:29335990
  • European Community (EC) Number:201-745-6
  • NSC Number:744
  • UNII:OH8700156W
  • DSSTox Substance ID:DTXSID00861673
  • Nikkaji Number:J3.900D
  • Wikipedia:6-chloropurine
  • Wikidata:Q27285654
  • ChEMBL ID:CHEMBL140037
  • Mol file:87-42-3.mol
6-Chloropurine

Synonyms:6-chloropurine

Suppliers and Price of 6-Chloropurine
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • 6-Chloropurine
  • 10g
  • $ 382.00
  • TRC
  • 6-Chloropurine
  • 100g
  • $ 250.00
  • TCI Chemical
  • 6-Chloropurine >98.0%(T)
  • 5g
  • $ 60.00
  • TCI Chemical
  • 6-Chloropurine >98.0%(T)
  • 25g
  • $ 132.00
  • SynQuest Laboratories
  • 6-Chloropurine
  • 500 g
  • $ 165.00
  • SynQuest Laboratories
  • 6-Chloropurine
  • 100 g
  • $ 55.00
  • SynQuest Laboratories
  • 6-Chloropurine
  • 25 g
  • $ 16.00
  • Sigma-Aldrich
  • 6-Chloropurine ≥95.0% (HPLC)
  • 5g-f
  • $ 79.30
  • Sigma-Aldrich
  • 6-Chloropurine ≥99%
  • 5g
  • $ 77.90
  • Sigma-Aldrich
  • 6-Chloropurine 99%
  • 5g
  • $ 83.10
Total 206 raw suppliers
Chemical Property of 6-Chloropurine Edit
Chemical Property:
  • Appearance/Colour:light yellow crystalline powder 
  • Vapor Pressure:0.0242mmHg at 25°C 
  • Melting Point:>300 °C (dec.)(lit.) 
  • Refractive Index:1.843 
  • Boiling Point:449.6 °C at 760 mmHg 
  • PKA:7.47±0.20(Predicted) 
  • Flash Point:258.2 °C 
  • PSA:54.46000 
  • Density:1.653 g/cm3 
  • LogP:1.00630 
  • Storage Temp.:2-8°C 
  • Solubility.:5 g/L 
  • Water Solubility.:5 g/L 
  • XLogP3:1.2
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:154.0046238
  • Heavy Atom Count:10
  • Complexity:131
Purity/Quality:

99% *data from raw suppliers

6-Chloropurine *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn,IrritantXi 
  • Hazard Codes:Xn,Xi 
  • Statements: 22-36/37/38-20/21/22 
  • Safety Statements: 26-36-36/37/39 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Nitrogen Compounds -> Purines
  • Canonical SMILES:C1=NC2=C(N1)C(=NC=N2)Cl
  • Recent ClinicalTrials:Evaluation of Cross-Linked Polyelectrolyte (CLP) With Placebo in Heart Failure Subjects
  • General Description 6-Chloropurine is a versatile purine derivative widely used as a key intermediate in nucleophilic aromatic substitution (SNAr) reactions, particularly in the synthesis of modified purines with pharmaceutical or biological relevance. It serves as a precursor in the preparation of various substituted purine derivatives, such as 6-benzylaminopurines for cytokinin activity studies and 9-(3-formamidobenzyl)purines for benzodiazepine receptor binding investigations. Its reactivity at the 6-position allows for functionalization with amines, alcohols, and other nucleophiles, making it valuable in medicinal chemistry and agrochemical research. Additionally, it has been utilized in microwave-assisted amination reactions and evaluated for biological activity, though its direct pharmacological effects are limited without further structural modifications.
Technology Process of 6-Chloropurine

There total 20 articles about 6-Chloropurine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
In ethanol; at 15 - 25 ℃; for 12h;
Guidance literature:
With Dowex 50; In ethanol; at 70 ℃; for 3h;
DOI:10.1016/j.tetlet.2007.06.053
Guidance literature:
With N,N-dimethyl-aniline; trichlorophosphate; under 760.051 Torr; Heating;
DOI:10.1134/S1070363220120051
Refernces Edit

The optimized microwave-assisted decomposition of formamides and its synthetic utility in the amination reactions of purines

10.1016/j.tet.2010.12.040

The research focuses on the optimized microwave-assisted decomposition of N,N-dimethylformamide (DMF) and its application in amination reactions, particularly in purine chemistry. The study aimed to develop a method for dehalogenative amination (nucleophilic aromatic substitution, SNAr) using the microwave-assisted decomposition of formamides to modify purine derivatives, which are compounds of pharmaceutical interest. The experiments involved the optimization of reaction conditions such as temperature, solvent effect, and the influence of additives like acids, bases, and salts on the decomposition of DMF. Various formamides were used to demonstrate the methodology's applicability in different amination reactions. The analyses included monitoring the decomposition of DMF through pressure changes in a sealed vessel, evaluating the effect of different solvents and additives on the decomposition rate, and conducting amination reactions on various 6-chloropurine derivatives. The products were characterized using techniques such as TLC, NMR, mass spectrometry, and elemental analysis, with yields and reaction conditions being the primary outcomes measured.

Synthesis, characterization and biological activity of ring-substituted 6-benzylamino-9-tetrahydropyran-2-yl and 9-tetrahydrofuran-2-ylpurine derivatives

10.1016/j.bmc.2009.01.041

The research focuses on the synthesis, characterization, and biological activity of 33 ring-substituted 6-benzylamino-9-tetrahydropyran-2-ylpurine (THPP) and 9-tetrahydrofuran-2-ylpurine (THFP) derivatives, aiming to enhance the specific biological functions of cytokinins used in plant micropropagation. The derivatives were prepared by condensing 6-chloropurine with 3,4-dihydro-2H-pyran or 2,3-dihydrofuran, followed by condensation with corresponding benzylamines. The compounds were characterized using elemental analyses, TLC, HPLC, melting point determinations, CI+ MS, and 1H NMR spectroscopy. The cytokinin activity was assessed through three bioassays: tobacco callus, wheat leaf senescence, and Amaranthus bioassay. Additionally, the susceptibility to enzyme degradation by cytokinin oxidase/dehydrogenase was studied, and the cytotoxicity against human cell lines was evaluated. The stability of selected compounds was also assessed at various pH levels using HPLC.

6-substituted-9-(3-formamidobenzyl)-9H-purines. Benzodiazepine receptor binding activity

10.1002/jhet.5570280444

The research focused on the synthesis and evaluation of a series of 6-substituted-9-(3-formamidobenzyl)purines for their benzodiazepine receptor (BZR) binding activity. The purpose was to explore the effects of structural changes on BZR binding activity and in vivo Geller-Seifter Conflict activity. The study concluded that while several of these compounds bound to the BZR with potency comparable to benzodiazepines, none exhibited significant in vivo activity in the Geller-Seifter Conflict test, suggesting they may act as antagonists rather than agonists. Key chemicals used in the synthesis process included various amines, alcohols, and nucleophilic reagents for the substitution reactions, as well as reagents like sodium hydroxide, sodium azide, formic acid, and catalytic hydrogenation for specific transformations. The target compounds were derived from 6-chloropurine and 9-(3-formamidobenzyl)-9H-purine, with substitutions at the 6-position leading to a range of structurally diverse purines.

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