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Merck
CN

38171

6-Mercaptopurine

analytical standard

Synonym(s):

6-Purinethiol, 6-Thiohypoxanthine

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About This Item

Empirical Formula (Hill Notation):
C5H4N4S
CAS Number:
50-44-2
Molecular Weight:
152.18
UNSPSC Code:
12352200
PubChem Substance ID:
329755748
EC Number:
200-037-4
MDL number:
MFCD00599524

Key Documents

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InChI key

GLVAUDGFNGKCSF-UHFFFAOYSA-N

InChI

1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)

SMILES string

S=C1NC=NC2=C1NC=N2

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

storage condition

under inert gas (argon)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤20% water

application(s)

pharmaceutical

format

neat

Quality Level

100

Gene Information

human ... PPAT(5471)

General description

6-Mercaptopurine (6-MP) is a purine analog, frequently prescribed for treating childhood acute lymphoblastic leukemia. It is also extensively used in the treatment of corticosteroid dependent inflammatory bowel disease (IBD) or the Crohn′s disease.

Application

6-Mercaptopurine (6-MP) may be used as an analytical reference standard for the determination of the analyte in biological samples by high-performance liquid chromatography (HPLC) technique.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Muta. 2 - Repr. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF2866
BCCB4485
BCCB1613
BCBZ4889
BCBW8626

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6-Mercaptopurine metabolism in Crohn's disease: correlation with efficacy and toxicity.
Cuffari C, et al.
Gut, 39(3), 401-406 (1996)
Development and validation of an HPLC method for the rapid and simultaneous determination of 6-mercaptopurine and four of its metabolites in plasma and red blood cells
Hawwa AF, et al.
Journal of Pharmaceutical and Biomedical Analysis, 49(2), 401-409 (2009)
Childhood leukaemia: a relationship between intracellular 6-mercaptopurine metabolites and neutropenia.
Lennard L, et al.
British Journal of Clinical Pharmacology, 16(4), 359-363 (1983)
Determination of 6-mercaptopurine and azathioprine in plasma by high-performance liquid chromatography
Ding TL and Benet LZ
Journal of Chromatography. B, Biomedical Sciences and Applications, 163(3), 281-288 (1979)

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