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M6875

Sigma-Aldrich

2-Mercaptopurine

≥95%, crystalline

Synonym(s):

2-MP, 2-Purinethiol, 2-Thiopurine

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About This Item

Empirical Formula (Hill Notation):
C5H4N4S
CAS Number:
28128-19-0
Molecular Weight:
152.18
EC Number:
248-855-0
MDL number:
MFCD00047145
UNSPSC Code:
41106305
PubChem Substance ID:
24897120
NACRES:
NA.51

assay

≥95%

form

crystalline

color

yellow

solubility

1 M NH4OH: 50 mg/mL, clear to slightly hazy, yellow to brown

SMILES string

[H]n1cnc2cnc(S)nc12

InChI

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

InChI key

HDBQZGJWHMCXIL-UHFFFAOYSA-N

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Application

2-Mercaptopurine (2-MP), a thiopurine and analog of the anti-cancer drug 6-mercaptopurine (6-MP), has been used to study the substrate and binding specificity and kinetics of xanthine oxidase-catalyzed hydroxylation and myeloperoxidase (MPO) reactions. 2-Mercaptopurine inhibited lipopolysacharide (LPS)-dependent nitric oxide (NO) production in B cells.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Jinfeng Huang et al.
Journal of separation science, 41(11), 2354-2359 (2018-03-15)
A gas chromatography with mass spectrometry method was developed for the simultaneous determination of ten kinds of glycol ethers and their acetates in cosmetics. The samples were extracted with methanol/ethyl acetate (80:20, v/v), further treated with vortex and ultrasound, and
S Hortelano et al.
Molecular pharmacology, 51(3), 414-421 (1997-03-01)
6-Mercaptopurine and related purine antimetabolites are used in the treatment of several B cell disorders. These drugs inhibited the proliferation of mature splenic B cells after being triggered with polyclonal mitogens. In addition to the antiproliferative effects, 6-mercaptopurine, 2-mercaptopurine, and
Mohammad Amin Safari et al.
International journal of environmental research and public health, 17(18) (2020-09-18)
This study assessed the effect of swimming training on anxiety-like behaviors and corticosterone. Thirty adult male Wistar rats were randomly assigned to five study conditions: swimming training (ST); exposure to chronic mild stress (CS); exposure to chronic mild stress followed
Hemlata Tamta et al.
Biochemistry. Biokhimiia, 72(2), 170-177 (2007-03-21)
Xanthine oxidase-catalyzed hydroxylation reactions of the anticancer drug 6-mercaptopurine (6-MP) and its analog 2-mercaptopurine (2-MP) as well as 6-thioxanthine (6-TX) and 2-thioxanthine (2-TX) have been studied using UV-spectroscopy, high pressure liquid chromatography, photodiode array, and liquid chromatography-based mass spectral analysis.
Xi Chen et al.
Protein & cell, 10(5), 327-346 (2018-08-22)
Primitive mammalian heart transforms from a single tube to a four-chambered muscular organ during a short developmental window. We found that knocking out global microRNA by deleting Dgcr8 microprocessor in Mesp1 cardiovascular progenitor cells lead to the formation of extremely
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