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T150 Sigma

(−)-Thalidomide

>98%, solid

Synonym: S(−)-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione

  • CAS Number 841-67-8

  • Empirical Formula (Hill Notation) C13H10N2O4

  • Molecular Weight 258.23

  •  MDL number MFCD00210219

  •  PubChem Substance ID 24899969

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Properties

Related Categories Angiogenesis Regulators, Application Index, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
InChI Key   UEJJHQNACJXSKW-VIFPVBQESA-N
assay   >98%
form   solid
optical activity   [α]23/D −62.6°, c = 2 in DMF(lit.)
color   white
solubility   DMSO: soluble
  H2O: insoluble
  ethanol: insoluble
originator   Celgene
Gene Information   human ... LITAF(9516), TNF(7124)
mouse ... Nos2(18126)
rat ... Nos1(24598)

Description

Biochem/physiol Actions

(-)-Thalidomide selectively inhibits biosynthesis of tumor necrosis factor α (TNF-α); inhibitor of angiogenesis. (S)-Thalidomide is a teratogenic enatiomer.

Packaging

10 mg in poly bottle

25, 100 mg in glass bottle

Preparation Note

(-)-Thalidomide is soluble in DMSO, but is insoluble in water and ethanol.

Application

Thalidomide has been used to study its teratogenic effects in chicken embryos and human embryonic cells. This study reported that thalidomide causes limb defects by stabilizing PTEN, inhibiting the expression of Akt and activating caspase-dependent apoptosis. Thalidomide has also been used for studying glutathione mediated teratogenic resistance in mouse embryos.

Features and Benefits

This compound was developed by Celgene. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
TI4925050

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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