26260
6-Chlorpurin
≥95.0% (HPLC)
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About This Item
Empirische Formel (Hill-System):
C5H3ClN4
CAS-Nummer:
Molekulargewicht:
154.56
Beilstein:
5774
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
Assay
≥95.0% (HPLC)
Farbe
yellow-orange
mp (Schmelzpunkt)
>300 °C (dec.) (lit.)
Löslichkeit
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)
InChIKey
ZKBQDFAWXLTYKS-UHFFFAOYSA-N
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Allgemeine Beschreibung
The acid-catalyzed reaction of 6-chloropurine with 3,4-di-O-acetyl-D-xylal has been investigated.
Anwendung
6-Chloropurine has been used in the preparation of:
- 9-alkylpurines via alkylation with various substituted alkyl halides in DMSO
- 6-succinoaminopurine
Menge
λmax. 264 nm, mol. Absorption 8700 (0.1 M HCl)
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Synthesis of Potential Anticancer Agents. XXVI. The Alkylation of 6-Chloropurine2.
Montgomery JA and Temple Jr C.
Journal of the American Chemical Society, 83(3), 630-635 (1961)
Synthesis of 6-succinoaminopurine.
C E CARTER
The Journal of biological chemistry, 223(1), 139-146 (1956-11-01)
Heterocyclic N-glycosides-V: Synthesis of unsaturated N-glycosides from 6-chloropurine and derivatives of d-xylal and l-arabinal. A conformational NMR study.
Fuertes M, et al.
Tetrahedron, 26(20), 4823-4837 (1970)
Dong-Chao Wang et al.
Organic & biomolecular chemistry, 9(22), 7663-7666 (2011-09-22)
An efficient method for the synthesis of 6-alkyl or 6-aryl purines (nucleosides) was developed via nickel-catalyzed Negishi cross-couplings of 6-chloropurines and organozinc halides. The ligand-free process gave good to excellent isolated yields at room temperature.
A Bzowska et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 54(12), 1055-1067 (2000-02-24)
The phase transfer method was applied to perform the nucleophilic substitution of 2,6-dichloropurines by modified arylalkyl alcohol or phenols. Since under these conditions only the 6-halogen is exchanged, this method gives 2-chloro-6-aryloxy- and 2-chloro-6-arylalkoxy-purines. 2-Chloro-6-benzylthiopurine was synthesized by alkylation of
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