Chemicals and Drugs

Thioinosine

Sulfhydryl analog of INOSINE that inhibits nucleoside transport across erythrocyte plasma membranes, and has immunosuppressive properties. It has been used similarly to MERCAPTOPURINE in the treatment of leukemia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p503)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Sulfhydryl analog of INOSINE that inhibits nucleoside transport across erythrocyte plasma membranes, and has immunosuppressive properties. It has been used similarly to MERCAPTOPURINE in the treatment of leukemia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p503)

Chemical Identity

Chemical Information

Molecular Formula
C10H12N4O4S
Molecular Weight
284.29 g/mol
CAS Registry No.
574-25-4
IUPAC Name
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione
InChIKey
NKGPJODWTZCHGF-KQYNXXCUSA-N
SMILES
C1=NC(=S)C2=C(N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
MeSH Unique ID
D013868
Source
PubChem CID 676166

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

6 entry terms
  • 6-Mercaptopurine Riboside
  • Ribosyl-6-mercaptopurine
  • 6 Mercaptopurine Riboside
  • Riboside, 6-Mercaptopurine
  • Ribosyl 6 mercaptopurine
  • NSC-4911

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

91(75); was see under INOSINE 1975-90

MeSH Record

Previous Indexing

  • Inosine (1973-1974)
  • Mercaptopurine (1973-1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.886w.759.800
  2. D03w.633.100.759.590.616w.900
  3. D13.570w.583.616w.900
  4. D13.570w.800w.573w.900
  5. D13.570w.900.800

AMA Style

References

  1. National Library of Medicine. Thioinosine. Medical Subject Headings (MeSH). 2026. Unique ID D013868. http://id.nlm.nih.gov/mesh/2026/D013868
  2. Thioinosine. In: Wikidata. https://www.wikidata.org/wiki/Q27258956
  3. Thioinosine. In: PubChem Compound. CID 676166. https://pubchem.ncbi.nlm.nih.gov/compound/676166