M5628
6-Mercaptopurine-2′-deoxyriboside
别名:
2′-Deoxy-6-thioinosine, dI6S
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关于此项目
经验公式（希尔记法）:
C10H12N4O3S
化学文摘社编号:
分子量:
268.29
UNSPSC Code:
41106305
PubChem Substance ID:
MDL number:
InChI
1S/C10H12N4O3S/c15-2-6-5(16)1-7(17-6)14-4-13-8-9(14)11-3-12-10(8)18/h3-7,15-16H,1-2H2,(H,11,12,18)
SMILES string
OCC1OC(CC1O)n2cnc3C(=S)N=CNc23
InChI key
WACLJMMBCDNRJE-UHFFFAOYSA-N
assay
≥98% (TLC)
form
powder
solubility
1 M NaOH: 50 mg/mL, clear, colorless to light yellow
storage temp.
−20°C
Biochem/physiol Actions
6-Mercaptopurine-2′-deoxyriboside (2′-deoxy-6-thioinosine; dI6S) is a thiolated inosine deoxynucleoside that may possess antitumor activity.
Christine Beuck et al.
Nucleosides, nucleotides & nucleic acids, 22(5-8), 635-639 (2003-10-21)
A facile synthesis of oligodeoxynucleotides (ODN) containing 2'-deoxy-6-thioinosine (dI6S) based on the convertible nucleoside O6-phenyl-2'-deoxyinosine is presented. After standard solid-phase DNA synthesis and removal of the cyanoethyl protecting groups with DBU treatment with aqueous sodium hydrogen sulfide introduces the sulfur
Synthetic nucleosides and nucleotides. XIV. Facile synthesis and antitumor activities of 6-mercaptopurine 2'-deoxyriboside and related compounds.
M Saneyoshi et al.
Journal of pharmacobio-dynamics, 3(2), 105-110 (1980-02-01)
T A Krenitsky et al.
Journal of medicinal chemistry, 32(7), 1471-1475 (1989-07-01)
Azathioprine [Imuran; 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-1H-purine] is a widely used immunosuppressive and antiarthritic drug. For the sake of comparison, the riboside, the 2'-deoxyriboside, and the arabinoside of azathioprine and its 2-amino congener, thiamiprine, were prepared by an enzymatic method. In vitro, the cytotoxicities
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