852686
6-Mercaptopurine-9-β-D-ribofuranoside
≥95.0% (HPLC)
Synonym(s):
6-Mercaptopurine riboside, 6-Purinethiol riboside, 6-Thioinosine
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About This Item
Empirical Formula (Hill Notation):
C10H12N4O4S
CAS Number:
Molecular Weight:
284.29
EC Number:
209-371-5
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
40536
MDL number:
assay
≥95.0% (HPLC)
form
powder
optical activity
[α]/D −74±4°, c = 1% in 0.1 M NaOH
mp
220-223 °C (lit.)
storage temp.
−20°C
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(S)ncnc23
InChI
1S/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/t4-,6-,7-,10-/m1/s1
InChI key
NKGPJODWTZCHGF-KQYNXXCUSA-N
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Lennard P L Gilissen et al.
Journal of Crohn's & colitis, 6(6), 698-707 (2012-03-09)
Therapeutic drug monitoring of active metabolites of thiopurines, azathioprine and 6-mercaptopurine, is relatively new. The proposed therapeutic threshold level of the active 6-thioguanine nucleotides (6-TGN) is ≥235 pmol/8×10(8) erythrocytes. The aim of this prospective cross-sectional study was to compare 6-TGN
Microwave-promoted "one-pot" synthesis of 4-nitrobenzylthioinosine analogues using thiourea as a sulfur precursor.
Hong-Ying Niu et al.
Chemistry, an Asian journal, 7(1), 45-49 (2011-10-18)
Anwar Saad Abd-Elfattah et al.
The Journal of thoracic and cardiovascular surgery, 144(1), 250-255 (2012-02-15)
To determine the role of the p-nitrobenzylthioinosine-sensitive equilibrative nucleoside transporter 1 (es-ENT1) in postmyocardial infarction reperfusion injury-mediated ventricular fibrillation and regional dysfunction. We used erythro-9 (2-hydroxy-3-nonyl)-adenine and p-nitrobenzylthioinosine to inhibit both adenosine deamination and transport in a canine model of