Thalidomide-4-OH

CAS No. 5054-59-1
Cat. No. CS-7732
Molecule weightNone
Purity≥95%
MDL No.MFCD03699892

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FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 5054-59-1
Cat. No. CS-7732
Purity ≥95%
MDL No. MFCD03699892
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₀N₂O₅
Molecular Weight None
Synonym(s) Cereblon ligand 2; E3 ligase Ligand 2
SMILES OC1=CC=CC(C(N2C3C(NC(CC3)=O)=O)=O)=C1C2=O

Description

Thalidomide-4-OH features a hydroxylated derivative of thalidomide, where the para-position of the phthalimide ring bears a reactive hydroxyl group. This modification enhances solubility and enables direct conjugation or further functionalization in medicinal chemistry applications. The compound retains the core pharmacophore responsible for immunomodulatory activity.

Application

Thalidomide-4-OH serves as a key functionalized analog in the exploration of immunomodulatory and anti-angiogenic scaffolds. Its hydroxyl group at the 4-position enables site-specific derivatization, enhancing solubility and metabolic stability while preserving core activity. The compound functions as a versatile intermediate in targeted synthesis workflows, offering improved handling and compatibility in standard organic transformations.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS08
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H361-H373
Precautionary Statements : P260-P264-P270-P280-P330-P405-P501

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Computational Chemistry Data

TPSA 103.78
LogP -0.2363
H_Acceptors 7
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Life Science Linker PROTAC Linkers

Life Science PROTAC Ligands for E3 Ligase

General Reagents Organic General Reagents

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Proteolysis Targeting Chimera Research Reagents

Biochemistry Pharmaceutical Development and Drug Discovery Research Proteolysis Targeting Chimera Research Reagents

Key Words

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Thalidomide-4-OH

CAS No. 5054-59-1

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