4-Hydroxy ThalidoMide
- CAS No.
- 5054-59-1
- Chemical Name:
- 4-Hydroxy ThalidoMide
- Synonyms
- 2-(2,6-dioxopiperidin-3-yl)-4-hydroxyisoindoline-1,3-dione;Thalidomide-4-OH;2-(2,6-Dioxo-3-piperidinyl)-4-hydroxyisoindoline-1,3-dione;186942;Cereblon ligand 2;E3 ligase Ligand 2;4-Hydroxy ThalidoMide;Thalidomide Impurity 1;Pomalidomide Impurity 15;Thalidomide 4-Hydroxy Impurity
- CBNumber:
- CB92706477
- Molecular Formula:
- C13H10N2O5
- Molecular Weight:
- 274.23
- MDL Number:
- MFCD03699892
- MOL File:
- 5054-59-1.mol
| 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) |
| 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) |
| InChIKey | XMPJICVFSDYOEG-UHFFFAOYSA-N |
| SMILES | C1(=O)C2=C(C(O)=CC=C2)C(=O)N1C1CCC(=O)NC1=O |
| FDA UNII | J344NHC6VB |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H361 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501 | |||||||||
| HS Code | 2933998090 | |||||||||
| NFPA 704 |
|
4-Hydroxy ThalidoMide price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| AK Scientific | 4854BB | 4-Hydroxythalidomide | 5054-59-1 | 100mg | $99 | 2021-12-16 | Buy |
| ApexBio Technology | C6597 | Thalidomide-4-OH | 5054-59-1 | 500mg | $250 | 2021-12-16 | Buy |
| Biorbyt Ltd | orb611275 | E3 Ligase Ligand 2 >98% | 5054-59-1 | 1g | $1060.8 | 2021-12-16 | Buy |
| BroadPharm | BP-24437 | 4-Hydroxy-thalidomide 98% | 5054-59-1 | 5G | $330 | 2021-12-16 | Buy |
| Biorbyt Ltd | orb611275 | E3 Ligase Ligand 2 >98% | 5054-59-1 | 5G | $2691.1 | 2021-12-16 | Buy |
4-Hydroxy ThalidoMide Chemical Properties,Uses,Production
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.
Uses
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.
4-Hydroxy ThalidoMide Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai finete Pharmaceutical Co., Ltd. | +86-18221039705 | CHINA | 139 | 55 | |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd. | 0431-80514535 13634302652 | Extension@chemextension.com | CHINA | 967 | 58 |
| Accela ChemBio Inc. | (+1)-858-699-3322 | info@accelachem.com | United States | 19965 | 58 |
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14336 | 58 |
| Shanghai Daeyeon Chemicals Co., Ltd | 021-64478606 +8615900664856 | daeyeon001@vip.163.com | China | 2062 | 58 |
| NINGBOBENKANGJS PHARMTECHCO., LTD | +8615990591583 15990591583 | CHINA | 2029 | 58 | |
| Hefei TNJ Chemical Industry Co.,Ltd. | 0551-65418671 | sales@tnjchem.com | China | 34572 | 58 |
| Shanxi Xuanran Import and Export Trade Co., Ltd. | +8617735180244 | mike_yan@xuanranglobal.com | CHINA | 4022 | 58 |
View Lastest Price from 4-Hydroxy ThalidoMide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-03-15 | 4-Hydroxy ThalidoMide
5054-59-1
|
US $0.00-0.00 / kg | 1kg | 98%Min | 1000kg | LY Global chemicals co.,ltd . | |
 |
2023-03-15 | 2-(2,6-dioxo-piperidin-3-yl)-4-hydroxy-isoindole-1,3-dione;
5054-59-1
|
US $0.00-0.00 / kg | 1kg | 98%Min | 1000kg | LY Global chemicals co.,ltd . | |
 |
2022-09-24 | 4-Hydroxy ThalidoMide
5054-59-1
|
US $0.00-0.00 / KG | 1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd. |
-
- 4-Hydroxy ThalidoMide
5054-59-1
- US $0.00-0.00 / kg
- 98%Min
- LY Global chemicals co.,ltd .
-
- 2-(2,6-dioxo-piperidin-3-yl)-4-hydroxy-isoindole-1,3-dione;
5054-59-1
- US $0.00-0.00 / kg
- 98%Min
- LY Global chemicals co.,ltd .
-
- 4-Hydroxy ThalidoMide
5054-59-1
- US $0.00-0.00 / KG
- 98%
- Henan Aochuang Chemical Co.,Ltd.
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