API reference

Thalidomide

CAS number
50-35-1
Molecular formula
C13H10N2O4
Molecular weight
258.23 g/mol
Thalidomide — 2D structure
2D structure (PubChem)

About this molecule

A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, thalidomide was withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of inflammatory disorders and cancers. Thalidomide displays immunosuppressive and anti-angiogenic activity through modulating the release of inflammatory mediators like tumor necrosis factor-alpha (TNF-a) and other cytokine action. Due to severe teratogenicity, pregnancy must be excluded before the start of treatment and patients must enrol in the THALIDOMID Risk Evaluation and Mitigation Strategy (REMS) program to ensure contraception adherence.

Source: DrugBank, via PubChem.

Identifiers

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
Other CAS numbers recorded
1012310-87-0
PubChem CID
5426

Also known as

thalidomide · Thalomid · Contergan · Pantosediv · Distaval · Softenon · Kevadon · Psychotablets

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