Chemicals and Drugs

Thalidomide

A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, but withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of immunological and inflammatory disorders. Thalidomide displays immunosuppressive and anti-angiogenic activity. It inhibits release of TUMOR NECROSIS FACTOR-ALPHA from monocytes, and modulates other cytokine action.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, but withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of immunological and inflammatory disorders. Thalidomide displays immunosuppressive and anti-angiogenic activity. It inhibits release of TUMOR NECROSIS FACTOR-ALPHA from monocytes, and modulates other cytokine action.

Chemical Identity

Chemical Information

Molecular Formula
C13H10N2O4
Molecular Weight
258.23 g/mol
CAS Registry No.
50-35-1
IUPAC Name
2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
InChIKey
UEJJHQNACJXSKW-UHFFFAOYSA-N
SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
MeSH Unique ID
D013792
Source
PubChem CID 5426

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

2 entry terms
  • Sedoval
  • Thalomid

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 Hierarchy

Tree Numbers

  1. D02w.241w.223.805.810.800w
  2. D03w.383.621.808.800w
  3. D03w.633.100.513.750.750w

AMA Style

References

  1. National Library of Medicine. Thalidomide. Medical Subject Headings (MeSH). 2026. Unique ID D013792. http://id.nlm.nih.gov/mesh/2026/D013792
  2. Thalidomide. In: Wikipedia. https://en.wikipedia.org/wiki/Thalidomide
  3. Thalidomide. In: Wikidata. https://www.wikidata.org/wiki/Q203174
  4. Thalidomide. In: PubChem Compound. CID 5426. https://pubchem.ncbi.nlm.nih.gov/compound/5426