2,3-Dioxoindoline-5-carboxylic acid

Name: 2,3-Dioxoindoline-5-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 25128-32-9
Cat. No. CS-0060643
Purity≥95%
MDL No.MFCD00967204

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2,3-Dioxoindoline-5-carboxylic acid|CS-0060643

Structure of 25128-32-9

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General Information

CAS No. 25128-32-9
Cat. No. CS-0060643
Purity ≥95%
MDL No. MFCD00967204
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅NO₄
Molecular Weight None
Synonym(s) 5-CARBOXYISATIN
SMILES O=C(C1=CC2=C(NC(C2=O)=O)C=C1)O

Description

2,3-Dioxoindoline-5-carboxylic acid features a fused bicyclic core with two ketone groups and a carboxylic acid at the 5-position, enabling direct integration into heterocyclic scaffolds. The electron-deficient indoline framework supports nucleophilic additions and facilitates coupling reactions under mild conditions. This compound serves as a key intermediate in synthesizing bioactive molecules, particularly those requiring constrained, polarized ring systems for targeted binding.

Application

2,3-Dioxoindoline-5-carboxylic acid serves as a versatile building block for the synthesis of indoline-based heterocycles and bioactive scaffolds. Its ortho-dicarbonyl motif enables facile functionalization via nucleophilic addition, condensation, or cyclization reactions. The carboxylic acid group provides a handle for derivatization and facilitates purification via ion-exchange chromatography. Bench-stable and compatible with standard reaction conditions, it functions effectively in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 83.47
LogP 0.5196
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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2,3-Dioxoindoline-5-carboxylic acid

CAS No. 25128-32-9

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