Thalidomide CAS: 50-35-1
MF: C13H10N2O4
MW: 258.2
A selective inhibitor of TNF alpha biosynthesis shown to have immunomodulatory and antiangeogenic activity.

Thalidomide (CAS 50-35-1)

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Alternate Names: (±)-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
Application: Thalidomide is a selective inhibitor of TNF alpha biosynthesis shown to have immunomodulatory and antiangeogenic activity
CAS Number: 50-35-1
Purity: ≥99%
Molecular Weight: 258.2
Molecular Formula: C13H10N2O4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

Thalidomide was commonly used therapeutically in the late 1950's, however, it was withdrawn from the market when it was discovered to cause birth defects. More recent research has found Thalidomide to affect key biochemical pathways yielding antiangiogenic and immunomodulatory activities. This compound has been shown to: selectively inhibit TNF α (tumor necrosis factor-α) biosynthesis and basic fibroblast growth factor (bFGF)-induced angiogenesis, induce apoptosis in human monocytes via a cytochrome c-dependent pathway, and to inhibit HIV-1 replication in a monocytoid (U1) line. These new found uses make Thalidomide an extremely valuable research tool.


References

1. Sampaio, E.P., et al. 1991. J. Exp. Med. 173: 699-703. PMID: 1997652
2. D'Amato, R.J., et al. 1994. Proc. Natl. Acad. Sci. U.SA. 91: 4082-4085. PMID: 7513432
3. Makonkawkeyoon, S., et al. 1993. Proc. Natl. Acad. Sci. U.S.A. 90: 5974-5978. PMID: 8327469
4. Fishman, S.J., et al. 1999. Angiogenesis. 3: 201-204. PMID: 14535285
5. Folkman, J. 2001. Semin. Oncol. 28: 536-542. PMID: 11740806
6. Gockel, H.R., et al. 2004. J. Immunol. 172: 5103-5109. PMID: 15067094
7. Prommer, E.E. 2010. Am J Hosp Palliat Care. 27: 198-204. PMID: 19843880

Physical State :
Solid
Solubility :
Soluble in DMSO (>25 mg/ml), cold pyridine, dimethylformamide, dioxane, Acetone, Butyl Acetate, Ethanol (≥2 mg/ml), Ethyl Acetate, Methanol, water (<1 mg/mL ), and 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin (0.6 mg/mL).
Storage :
Store at room temperature
Melting Point :
239-241° C
Boiling Point :
~509.7° C at 760 mmHg (Predicted)
Density :
~1.50 g/cm3 (Predicted)
Refractive Index :
n20D 1.65
IC50 :
THP-1 (Acute monocytic leukemia cells): IC50 = >2 nM (Homo sapiens); Cyclooxygenase-1: IC50 = 370 nM (Homo sapiens); HT-29 (Colon adenocarcinoma cells): IC50 = >50 µM (human); WI-38 (Embryonic lung fibroblast cells): IC50 = >100 ug.mL-1 (human); Cyclooxygenase-2: IC50 = 0.5 µM (human)
pK Values :
pKa: 10.70
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
TI4375000
PubChem CID :
5426
Merck Index :
14: 9255
MDL Number :
MFCD00153873
EC Number :
200-031-1
SMILES :
C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O

Download SDS (MSDS)

Certificate of Analysis

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Thalidomide (CAS 50-35-1)  Product Citations

See how others have used Thalidomide (CAS 50-35-1). Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 27816795  Wallner, FK. et al. 2017. Cytokine. 90: 73-79.

PMID: # 12682636  2003. Leukemia. 17: 775-779.

PMID: # 31653349  Biochem. Biophys. Res. Commun. 521: 252-258.

PMID: # 32021103  Drug Des Devel Ther. 185-194.

PMID: # 31711903  Reprod. Toxicol.

Citations 1 to 5 of 5 total
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