3-(4-Amino-1-oxoisoindolin-2-yl)-1-methylpiperidine-2,6-dione

Name: 3-(4-Amino-1-oxoisoindolin-2-yl)-1-methylpiperidine-2,6-dione
Brand: ChemScene
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CAS No. 2133816-23-4
Cat. No. CS-0160068
Purity≥98%
MDL No.None

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3-(4-Amino-1-oxoisoindolin-2-yl)-1-methylpiperidine-2,6-dione|CS-0160068

Structure of 2133816-23-4

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General Information

CAS No. 2133816-23-4
Cat. No. CS-0160068
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₅N₃O₃
Molecular Weight 273.29
Synonym(s) 1-N-Methyl Lenalidomide
SMILES O=C(C(N(CC1=C2C=CC=C1N)C2=O)CC3)N(C)C3=O

Description

This piperidinedione scaffold integrates a 4-aminoisoindolinone moiety with a methyl-substituted piperidine core, delivering enhanced solubility and metabolic stability. The electron-rich amine enables efficient conjugation, while the diketone framework supports chelation and structural rigidity. Ideal for medicinal chemistry campaigns requiring robust heterocyclic intermediates.

Application

3-(4-Amino-1-oxoisoindolin-2-yl)-1-methylpiperidine-2,6-dione serves as a versatile building block in medicinal chemistry, enabling the construction of complex isoindoline-containing scaffolds. Its amine and diketone functionalities offer orthogonal reactivity for peptide coupling, cyclization, and metal-catalyzed transformations. The molecule exhibits good bench stability and facilitates efficient purification, supporting its use in multi-step synthesis campaigns targeting bioactive compounds.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 83.71
LogP -0.4854
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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3-(4-Amino-1-oxoisoindolin-2-yl)-1-methylpiperidine-2,6-dione

CAS No. 2133816-23-4

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