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852686

Sigma-Aldrich

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
Beilstein/REAXYS Number:
40536
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

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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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
M Ben Sghaier et al.
Environmental toxicology and pharmacology, 31(1), 220-232 (2011-07-27)
The evaluation of the mutagenic and antimutagenic actions of extracts obtained from aerial part of Teucrium ramosissimum was assayed using the Salmonella typhimurium assay system. The effect of the same extracts on genotoxicity and SOS response induced by aflatoxin B(1)
Jaap A Bakker et al.
Nucleosides, nucleotides & nucleic acids, 30(11), 839-849 (2011-11-09)
The role of inosine triphosphatase (ITPase) in adverse drug reactions associated with thiopurine therapy is still under heavy debate. Surprisingly, little is known about the way thiopurines are handled by ITPase. We studied the effect of ITPA polymorphisms on the
Sumit Parmar et al.
Pharmacogenomics, 12(4), 503-514 (2011-04-28)
To adopt an individualized approach to assess cytarabine (ara-C) hematotoxicity, we studied the relationship between pharmacogenetic variability in the cytidine deaminase gene (CDA) and ara-C toxicity in native peripheral blood mononuclear cells from 100 healthy volunteers. Peripheral blood mononuclear cells
Daniel Pecher et al.
Molecules (Basel, Switzerland), 23(7) (2018-07-19)
Thiopurines (TP) represent an important therapeutic tool for the treatment of inflammatory bowel diseases (IBD) in the current situation of rising incidence and health care costs. The results of multiple clinical studies aimed at finding correlations between levels of TP

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