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852678

6-Mercaptopurine monohydrate

Name: 6-Mercaptopurine monohydrate
Brand: ALDRICH

98%

Synonym(s):

6-Purinethiol, 6-Thiohypoxanthine

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About This Item

Empirical Formula (Hill Notation):

C₅H₄N₄S · H₂O

CAS Number:

6112-76-1

Molecular Weight:

170.19

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24888330

EC Number:

200-037-4

Beilstein/REAXYS Number:

4012091

MDL number:

MFCD03854445

Assay:

98%

Form:

powder

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Properties

Quality Level

100

assay

98%

form

powder

mp

>300 °C (lit.)

SMILES string

O.Sc1ncnc2[nH]cnc12

InChI

1S/C5H4N4S.H2O/c10-5-3-4(7-1-6-3)8-2-9-5;/h1-2H,(H2,6,7,8,9,10);1H2

InChI key

WFFQYWAAEWLHJC-UHFFFAOYSA-N

Gene Information

human ... PPAT(5471)

Description

General description

6-Mercaptopurine monohydrate is an antimetabolite and antineoplastic drug. Its cocrystallization with 4-hydroxybenzoic acid and 2,4-dihydroxybenzoic acid or salt formation with piperazine may improve its aqueous solubility.

Application

6-Mercaptopurine is a widely used antileukemic agent that inhibits de novo purine synthesis through incorporation of thiopurine methyltransferase metabolites into DNA and RNA.

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H301,H341,H361fd

pcodes

P202 - P264 - P280 - P301 + P310 - P405 - P501

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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The crystal and molecular structure of 6-mercaptopurine monohydrate.

Sletten E, et al.

Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 25(7), 1330-1338 (1969)

Unit-cell dimensions and space group of 6-mercaptopurine monohydrate.

Hoogsteen K.

Nature, 178(4529), 379-379 (1956)

Inhibition of GTPase Rac1 in endothelium by 6-mercaptopurine results in immunosuppression in nonimmune cells: new target for an old drug.

Goran Marinković et al.

Journal of immunology (Baltimore, Md. : 1950), 192(9), 4370-4378 (2014-03-29)

Azathioprine and its metabolite 6-mercaptopurine (6-MP) are well established immunosuppressive drugs. Common understanding of their immunosuppressive properties is largely limited to immune cells. However, in this study, the mechanism underlying the protective role of 6-MP in endothelial cell activation is

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Global Trade Item Number

SKU	GTIN
852678-1G-A	04061833023976
852678-5G-A	04061833023990