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Substance Name: Mercaptopurine [USP:INN:BAN:JAN]
RN: 6112-76-1
UNII: E7WED276I5
InChIKey: WFFQYWAAEWLHJC-UHFFFAOYSA-N

Note

  • An antimetabolite antineoplastic agent with immunosuppressant properties. It interferes with nucleic acid synthesis by inhibiting purine metabolism and is used, usually in combination with other drugs, in the treatment of or in remission maintenance programs for leukemia.

Molecular Formula

  • C5-H4-N4-S.H2-O

Molecular Weight

  • 170.195
 

Classification Codes

  • Antimetabolites
  • Antimetabolites, Antineoplastic
  • Antineoplastic
  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Immunologic Factors
  • Immunosuppressive Agents
  • Mutation Data
  • Noxae
  • Nucleic Acid Synthesis Inhibitors
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Mercaptopurine [USP:INN:BAN:JAN]

MeSH Heading

  • 6-Mercaptopurine

Synonyms

  • 1,7-Dihydro-6H-purin-6-thion, monohydrat
  • 1,7-Dihydro-6H-purin-6-thion, monohydrat [Czech]
  • 1,7-Dihydro-6H-purine-6-thione monohydrate
  • 6-Mercaptopurine hydrate
  • 6-Mercaptopurine monohydrate
  • 6-Merkaptopurin, monohydrat
  • 6-Merkaptopurin, monohydrat [Czech]
  • 6H-Purin-6-thion, monohydrat
  • 6H-Purin-6-thion, monohydrat [Czech]
  • AI3-25013
  • CCRIS 5819
  • EC 612-090-4
  • Mercaptopurine
  • Mercaptopurine hydrate
  • Mercaptopurine monohydrate
  • NSC 755
  • Purin-6-thiol, monohydrat
  • Purin-6-thiol, monohydrat [Czech]
  • Purine-6-thiol monohydrate
  • Purinethol
  • UNII-E7WED276I5

Systematic Names

  • 1,7-Dihydro-6H-purine-6-thione hydrate (1:1)
  • 6-Mercaptopurine monohydrate
  • 6H-Purine-6-thione, 1,7-dihydro-, monohydrate
  • Purine-6-thiol, monohydrate

Superlist Name

  • Mercaptopurine hydrate

Registry Numbers

CAS Registry Number

  • 6112-76-1

FDA UNII

  • E7WED276I5

Related Registry Number

  • 50-44-2 (Parent)

System Generated Number

  • 0006112761

Molecular Formulas

Molecular Formula

  • C5-H4-N4-S.H2-O

Molecular Formula Fragments

  • C5-H4-N4-S
  • COMPONENT
  • H2-O

Structure Descriptors

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

Smiles

c12c(nc[nH]c1=S)nc[nH]2.O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 224mg/kg (224mg/kg)   Mutation Research. Vol. 223, Pg. 349, 1989.
mouse LD50 oral 1250mg/kg (1250mg/kg)   Mutation Research. Vol. 223, Pg. 349, 1989.