26260
6-氯嘌呤
≥95.0% (HPLC)
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经验公式（希尔记法）:
C5H3ClN4
化学文摘社编号:
分子量:
154.56
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-745-6
Beilstein/REAXYS Number:
5774
MDL number:
Assay:
≥95.0% (HPLC)
InChI key
ZKBQDFAWXLTYKS-UHFFFAOYSA-N
InChI
1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
SMILES string
Clc1ncnc2[nH]cnc12
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
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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
Preparation Note
λmax. 264nm，摩尔吸光系数 8700 (0.1M HCl)
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)
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)
Takayuki Ando et al.
Carbohydrate research, 342(17), 2641-2648 (2007-09-14)
1',2'-cis-beta-Glycosyladenine nucleosides, such as beta-altroside, beta-mannoside, and beta-idoside, were efficiently synthesized from the corresponding 1',2'-trans-beta-6-chloropurine derivatives, beta-glucoside, and beta-galactoside. Nucleophilic substitution of the O-trifluoromethanesulfonyl groups at the C-2' and/or 3' was carried out using tetrabutylammonium acetate or cesium acetate under
Masahiro Ikejiri et al.
Nucleic acids symposium series (2004), (50)(50), 113-114 (2006-12-08)
Nucleoside analogs that have 6-chloropurine as a nucleobase were synthesized and evaluated to develop novel anti-SARS-CoV agents. Two compounds among them showed promising activity that was comparable to mizoribine and ribavirin. Moreover, one of the compounds showed a structurally unique
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