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930687

Sigma-Aldrich

2,6-Piperidinedione, 3-[(3-aminophenyl)amino] hydrochloride

≥95%

Synonym(s):

3-((3-Aminophenyl)amino)piperidine-2,6-dione hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H13N3O2 · xHCl
CAS Number:
2446932-26-7
Molecular Weight:
219.24 (free base basis)
MDL number:
MFCD34704581
UNSPSC Code:
12352200
NACRES:
NA.28

Quality Level

100

Assay

≥95%

reaction suitability

reagent type: ligand

functional group

amine

storage temp.

2-8°C

SMILES string

O=C1NC(C(CC1)NC2=CC(N)=CC=C2)=O.[xHCl]

Application

2,6-Piperidinedione, 3-[(3-aminophenyl)amino] hydrochloride is a functionalized Cereblon ligand used for development of protein degrader building blocks. Contains a terminal amine group, allowing rapid conjugation of carboxyl containing linkers. A basic building block for development of a protein degrader library.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks

Other Notes

Targeted Protein Degradation by Small Molecules

Destruction of DNA-Binding Proteins by Programmable Oligonucleotide PROTAC (O′PROTAC): Effective Targeting of LEF1 and ERG

Small-Molecule PROTACS: New Approaches to Protein Degradation

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

Impact of linker length on the activity of PROTACs

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

930687-50MG:
930687-BULK:
930687-VAR:

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Daniel P Bondeson et al.
Annual review of pharmacology and toxicology, 57, 107-123 (2016-10-13)
Protein homeostasis networks are highly regulated systems responsible for maintaining the health and productivity of cells. Whereas therapeutics have been developed to disrupt protein homeostasis, more recently identified techniques have been used to repurpose homeostatic networks to effect degradation of

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