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26260 Sigma-Aldrich

6-Chloropurine

≥95.0% (HPLC)

  • CAS Number 87-42-3

  • Empirical Formula (Hill Notation) C5H3ClN4

  • Molecular Weight 154.56

  •  Beilstein/REAXYS Number 5774

  •  EC Number 201-745-6

  •  MDL number MFCD00075825

  •  PubChem Substance ID 57648167

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks, Purines More...
Quality Level   100
assay   ≥95.0% (HPLC)
color   yellow-orange
mp   >300 °C (dec.) (lit.)
solubility   DMF: soluble 0.2 g/10 mL, clear, colorless to light greenish-yellow
SMILES string   Clc1ncnc2[nH]cnc12
InChI   1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
InChI key   ZKBQDFAWXLTYKS-UHFFFAOYSA-N

Description

General description

The acid-catalyzed reaction of 6-chloropurine with 3,4-di-O-acetyl-D-xylal has been investigated.

Application

6-Chloropurine has been used in the preparation of:
• 9-alkylpurines via alkylation with various substituted alkyl halides in DMSO
• 6-succinoaminopurine

Quantity

λmax. 264 nm, mol. absorption 8700 (0.1 M HCl)

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UO7520000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Related Content

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Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry

Peer-Reviewed Papers
15

References

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