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6-Mercaptopurine (6-MP) Monohydrate

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InvivoChem Cat #: V1428

CAS #: 6112-76-1Purity ≥98%

Description: 6-Mercaptopurine monohydrate (6-MP; NSC 755; 6 MP; NSC755; 6MP; NSC-755; Purinethol), the hydrated form of 6-Mercaptopurine, is an approved anticancer and immunosuppressive drug used for the treatment of ALL-acute lymphocytic leukemia, CML-chronic myeloid leukemia, Crohn's disease, and ulcerative colitis. It inhibits de novo purine synthesis through incorporation of thiopurine methyltransferase metabolites into DNA and RNA.

References: Eur J Clin Pharmacol. 2008 Aug;64(8):753-67; Am J Hum Genet. 1980 Sep;32(5):651-62.

Related CAS #: 6112-76-1 (hydrate); 50-44-2 (free)

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Molecular Weight (MW)	170.19
Formula	C5H6N4OS
CAS No.	6112-76-1
Storage	-20℃ for 3 years in powder form
Storage	-80℃ for 2 years in solvent
Solubility (In vitro)	DMSO: 100 mg/mL (587.6 mM)
	Water: <1 mg/mL
	Ethanol:<1 mg/mL
Other info	Chemical Name: 1,7-dihydro-6H-purine-6-thione hydrate InChi Key: WFFQYWAAEWLHJC-UHFFFAOYSA-N InChi Code: 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 SMILES Code: S=C1NC=NC2=C1NC=N2.[H]O[H]
Synonyms	6-MP; Mercaptopurine; NSC 755; 6 MP; NSC755; 6MP; NSC-755; 6-Mercaptopurine hydrate

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In Vitro	In vitro activity: Mercaptopurine is widely used to treat malignancies, rheumatic diseases, dermatologic conditions, inflammatory bowel disease, and solid organ transplant rejection. Mercaptopurine inhibits purine nucleotide synthesis and metabolism by inhibiting an enzyme called Phosphoribosyl pyrophosphate amidotransferase (PRPP Amidotransferase). PRPP Amidotransferase is the rate limiting enzyme of purine synthesis. It alters the synthesis and function of RNA and DNA. Mercaptopurine interferes with nucleotide interconversion and glycoprotein synthesis.
In Vivo	In the fetal telencephalons of the 6-Mercaptopurine hydrate (6-MP)-treated group, the S phase cell population increases at 36 and 48 h and returns to the control level at 72 h after treatment. The G2/M phase cell population begins to increase at 24 h, peaks at 36 h, decreases at 48 h, and finally returnes to the control level at 72 h. On the other hand, the sub-G1 phase cell population (apoptotic cells) begins to increase at 36 h, peaks at 48 h, and then decreases at 72 h.
Animal model	Rats
Formulation & Dosage	Around thirteen-week-old pregnant rats are used in this study. The animals are housed individually in wire-mesh cages in an air-conditioned room (temperature, 23±3°C; humidity, 50±20%; ventilation, 10 times/hour; lighting, 12 h light to12 h dark cycle) and are given pelleted diet and water ad libitum. In the experiment, fifteen pregnant rats are injected i.p. with 50 mg/kg 6-Mercaptopurine hydrate (6-MP) on E13, and three dams each are sacrificed by exsanguination from the abdominal aorta under ether anesthesia at 12, 24, 36, 48, and 72 h. Fetuses are collected from each dam by Caesarean section. As controls, fifteen pregnant rats are injected i.p. with 2.0% methylcellulose solution in distilled water at E13, and three dams are sacrificed at each of the same time-points
References	Eur J Clin Pharmacol. 2008 Aug;64(8):753-67; Am J Hum Genet. 1980 Sep;32(5):651-62.

These protocols are for reference only. InvivoChem does not independently validate these methods.

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