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
- MOL File:
- 5054-59-1.mol
- Modify Date:
- 2024/7/2 8:55:41
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) |
InChIKey | XMPJICVFSDYOEG-UHFFFAOYSA-N |
SMILES | C1(=O)C2=C(C(O)=CC=C2)C(=O)N1C1CCC(=O)NC1=O |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07,GHS08 |
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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 |
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4-Hydroxy ThalidoMide Chemical Properties,Uses,Production
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 | Inquiry |
---|---|---|---|---|---|
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 32835 | 60 | Inquiry |
career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29899 | 58 | Inquiry |
Accela ChemBio Inc. | +1-858-6993322 | United States | 19673 | 58 | Inquiry |
Shanghai Worldyang Chemical Co.,Ltd. | +86-021-56795779 +8613651600618 | China | 1080 | 58 | Inquiry |
Shaanxi Dideu Medichem Co. Ltd | +86-29-87569266 15319487004 | China | 4088 | 58 | Inquiry |
Shanghai Daeyeon Chemicals Co., Ltd | 021-64478606 +8615900664856 | China | 2062 | 58 | Inquiry |
Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | China | 34571 | 58 | Inquiry |
ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | China | 23555 | 58 | Inquiry |
Baoji Guokang Bio-Technology Co., Ltd. | 0917-3909592 13892490616 | China | 9316 | 58 | Inquiry |
BOC Sciences | 16314854226; +16314854226 | United States | 19743 | 58 | Inquiry |
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