4-Hydroxy ThalidoMide
- Product Name
- 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
- Formula Weight
- 274.23
- MOL File
- 5054-59-1.mol
4-Hydroxy ThalidoMide Property
- 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
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P281Use personal protective equipment as required.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313IF exposed or concerned: Get medical advice/attention.
P330Rinse mouth.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 4854BB
- Product name
- 4-Hydroxythalidomide
- Packaging
- 100mg
- Price
- $99
- Updated
- 2021/12/16
- Product number
- C6597
- Product name
- Thalidomide-4-OH
- Packaging
- 500mg
- Price
- $250
- Updated
- 2021/12/16
- Product number
- orb611275
- Product name
- E3 Ligase Ligand 2
- Purity
- >98%
- Packaging
- 1g
- Price
- $1060.8
- Updated
- 2021/12/16
- Product number
- BP-24437
- Product name
- 4-Hydroxy-thalidomide
- Purity
- 98%
- Packaging
- 5G
- Price
- $330
- Updated
- 2021/12/16
- Product number
- orb611275
- Product name
- E3 Ligase Ligand 2
- Purity
- >98%
- Packaging
- 5G
- Price
- $2691.1
- Updated
- 2021/12/16
4-Hydroxy ThalidoMide Chemical Properties,Usage,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
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View Lastest Price from 4-Hydroxy ThalidoMide manufacturers
- Product
- 4-Hydroxy ThalidoMide 5054-59-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%Min
- Supply Ability
- 1000kg
- Release date
- 2023-03-14
- Product
- 2-(2,6-dioxo-piperidin-3-yl)-4-hydroxy-isoindole-1,3-dione; 5054-59-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%Min
- Supply Ability
- 1000kg
- Release date
- 2023-03-14
- Product
- 4-Hydroxy ThalidoMide 5054-59-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-23