6-Mercaptopurine Monohydrate (Azathioprine EP Impurity B Monohydrate)

Basic Information

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CAS Number

6112-76-1

Molecular Formula

C5H4N4S.H2O

Molecular Weight

170.2 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

>300 °C

Boiling Point

490.6°C at 760 mmHg

Density

2.3810

Flash Point

250.5°C

Solubility

INSOLUBLE

Refractive Index

1.94

SMILES

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C1=NC2=C(N1)C(=S)N=CN2.O

InChI

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

InChIKey

WFFQYWAAEWLHJC-UHFFFAOYSA-N

LogP

0.1907899999999999

Topological Polar Surface Area

88.86 Å²

Hydrogen Bond Donor/Acceptor

4 / 5

Complexity

190

Safety Information

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GHS Hazard Pictograms

H302

H315

H319

H335

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Stability

Stable. Incompatible with strong oxidizing agents, acids, strong bases. Light sensitive.

Synonyms & References

English

6H-Purin-6-thion, monohydrat [Czech]
SY036772
CCG-266359
AB16826
6-Merkaptopurin, monohydrat [Czech]
1,4,5,7-tetrahydropurine-6-thione;hydrate
6112-76-1
AKOS024306763
MERCAPTOPURINE HYDRATE [JAN]
9H-purine-6-thiol hydrate
SMR000875320
6-Merkaptopurin, monohydrat
MLS001335962
MFCD03854445
Q27114691
Mercaptopurin Monohydrat
HMS3369M01
Purine-6-thiol, monohydrate
1,7-dihydro-6H-purine-6-thione hydrate (1:1)
MERCAPTOPURINE [WHO-IP]
6-Mercaptopurine hydrate
6-mercaptopurine mono-hydrate
Mercaptopurine, British Pharmacopoeia (BP) Reference Standard
AKOS015896904
Mercaptopurine impurity standard, British Pharmacopoeia (BP) Reference Standard
CHEBI:31822
UNII-E7WED276I5
CHEMBL1200751
Mercaptopurine, Pharmaceutical Secondary Standard; Certified Reference Material
AI3-25013
D00161

MDL Number

MFCD01461928

Customs Code

29335995

FAQ

What is 6-Mercaptopurine Monohydrate (CAS: 6112-76-1)?

6-Mercaptopurine Monohydrate (CAS: 6112-76-1) is a chemical compound with the formula C5H4N4O2S·H2O. It is a white crystalline solid, soluble in water, and commonly used as an impurity in pharmaceuticals like Azathioprine. Its structure features a sulfur atom at the 6th position of a purine ring, making it relevant in drug synthesis and metabolic studies.

What are the main uses of 6-Mercaptopurine Monohydrate (CAS: 6112-76-1)?

6-Mercaptopurine Monohydrate (CAS: 6112-76-1) is primarily used as an EP Impurity B in Azathioprine production. It also serves in research for analyzing drug metabolism, as a reference standard in pharmaceutical quality control, and in studies related to nucleoside analogs. Its applications are limited to non-therapeutic contexts due to its role as a byproduct in synthesis processes.

Is 6-Mercaptopurine Monohydrate (CAS: 6112-76-1) safe?

6-Mercaptopurine Monohydrate (CAS: 6112-76-1) is not intended for therapeutic use and may pose toxicity risks if mishandled. Safety precautions include wearing gloves, avoiding inhalation, and following proper waste disposal protocols. It adheres to regulatory standards for chemical handling, but its use in research should comply with safety data sheets (SDS) and OSHA guidelines to ensure minimal exposure.

How should 6-Mercaptopurine Monohydrate (CAS: 6112-76-1) be stored?

6-Mercaptopurine Monohydrate (CAS: 6112-76-1) should be stored in a cool, dry place, away from light, at 2-8°C. Maintain low humidity levels and use airtight containers to preserve stability. Store in a desiccator to prevent moisture absorption and ensure compatibility with other chemicals to avoid degradation.