3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione

CAS No. 827026-45-9
Cat. No. CS-M1824
Purity≥98%
MDL No.MFCD11977267

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3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione|CS-M1824

Structure of 827026-45-9

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Description

This piperidine-2,6-dione scaffold features a fused isoindolone ring bearing a para-nitro substituent, delivering enhanced electron deficiency and rigidity. The conjugated system enables efficient integration into bioactive scaffolds, while the diketone moiety provides versatile coordination sites for metal complexes or coupling reactions under standard conditions.

Application

3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione serves as a versatile building block for heterocyclic synthesis, enabling efficient access to complex scaffolds via standard amide coupling and cyclization protocols. The ortho-nitroaryl moiety facilitates subsequent reduction and functionalization, while the diketone framework offers multiple points for derivatization. Bench-stable and compatible with common reaction conditions, it functions reliably in medicinal chemistry and process R&D workflows.

General Information

CAS No. 827026-45-9
Cat. No. CS-M1824
Purity ≥98%
MDL No. MFCD11977267
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₁N₃O₅
Molecular Weight None
Synonym(s) 3-(4-Nitro-1-oxoisoindolin-2-yl)piperidine-2,6-dione
SMILES O=C(C(CC1)N(CC2=C3C=CC=C2[N+]([O-])=O)C3=O)NC1=O

Computational Chemistry Data

TPSA 112.3
LogP -0.9826
H_Acceptors 7
H_Donors 1
Rotatable_Bonds 2

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione

CAS No. 827026-45-9

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