2,3-Dioxoindoline-5-carbonitrile

Name: 2,3-Dioxoindoline-5-carbonitrile
Brand: ChemScene
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CAS No. 61394-92-1
Cat. No. CS-0203826
Molecule weight172.14
Purity≥95%
MDL No.None

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2,3-Dioxoindoline-5-carbonitrile|CS-0203826

Structure of 61394-92-1

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General Information

CAS No. 61394-92-1
Cat. No. CS-0203826
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₄N₂O₂
Molecular Weight 172.14
Synonym(s) 2,3-dihydro-2,3-dioxo-1H-Indole-5-carbonitrile
SMILES N#CC1=CC2=C(NC(C2=O)=O)C=C1

Description

2,3-Dioxoindoline-5-carbonitrile features a fused indoline core with dual ketone functionalities and a nitrile group at the 5-position, enabling integration into heterocyclic scaffolds. This electron-deficient system facilitates nucleophilic additions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and bioactive nitrogen-containing compounds.

Application

2,3-Dioxoindoline-5-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indoline scaffolds through standard functional group manipulations. Its dual carbonyl and nitrile functionalities offer orthogonal reactivity for nucleophilic addition, cyclization, and coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development and target-oriented library construction.

Synthesis

Route1
- In-stock
  
  15861-24-2
- ~79%
- In-stock
  
  61394-92-1
References
- Yadav; Subba Reddy; Reddy, Ch. Suresh; Krishna Synthesis, 2007 , # 5 p. 693 - 696

Safety Information

Download SDS

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 69.96
LogP 0.69308
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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2,3-Dioxoindoline-5-carbonitrile

CAS No. 61394-92-1

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