Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name list4-Hydroxy ThalidoMide

4-Hydroxy ThalidoMide

  • CAS NO.:5054-59-1
  • Empirical Formula: C13H10N2O5
  • Molecular Weight: 274.23
  • MDL number: MFCD03699892
  • Update Date: 2024-11-20 11:41:24
4-Hydroxy ThalidoMide Structural

What is 4-Hydroxy ThalidoMide?

Description

4-Hydroxy-thalidomide is the Thalidomide-based Cereblon ligand used in the recruitment of CRBN protein. It can be connected to the ligand for protein by a linker to form PROTACs.

The Uses of 4-Hydroxy ThalidoMide

2-(2,6-Dioxopiperidin-3-yl)-4-hydroxyisoindoline-1,3-dione is an intermediate for the synthesis of dTAG-13 (D710020), which is a degradation tag which was tested for its efficiency at depleting FKBP12F36V -MELK(sg3R) and was found to have significantly degraded FKBP12F36V -MELK(sg3R) within 4 hours.Used in the study of cancer research.

Biochem/physiol Actions

Thalidomide hydroxylation can occur on glutarimide or phthalimide rings to yield metabolites of 4-hydroxy thalidomide. Interestingly, only metabolites phthaloyl glutamic acid and 4-hydroxy thalidomide have been tested for their anti-angiogenic activities. Hydroxylation of thalidomide on the C4-position of the phthalimide ring (4-hydroxy thalidomide) led to a weakly anti-angiogenic compound. 4-hydroxy thalidomide was not active in the CAM assay but was one of the most active compounds against HUVEC proliferation[1].

References

[1] M. G. Marks. “Effects of putative hydroxylated thalidomide metabolites on blood vessel density in the chorioallantoic membrane (CAM) assay and on tumor and endothelial cell proliferation.” Biological & pharmaceutical bulletin 356 1 (2002): 597–604.

Properties of 4-Hydroxy ThalidoMide

Melting point: 273-275 °C
Boiling point: 568.3±45.0 °C(Predicted)
Density  1.611±0.06 g/cm3(Predicted)
storage temp.  under inert gas (nitrogen or Argon) at 2-8°C
solubility  DMF: 12 mg/ml; DMSO: 10 mg/ml
form  A solid
pka 6.82±0.20(Predicted)
color  White to gray
InChI InChI=1S/C13H10N2O5/c16-8-3-1-2-6-10(8)13(20)15(12(6)19)7-4-5-9(17)14-11(7)18/h1-3,7,16H,4-5H2,(H,14,17,18)

Safety information for 4-Hydroxy ThalidoMide

Computed Descriptors for 4-Hydroxy ThalidoMide

InChIKey XMPJICVFSDYOEG-UHFFFAOYSA-N
SMILES C1(=O)C2=C(C(O)=CC=C2)C(=O)N1C1CCC(=O)NC1=O

Related products of tetrahydrofuran

You may like

Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.