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2,3-Dihydro-1H-isoindole-5-carboxylic acid

  • CAS No. 685084-08-6

  • Cat. No. CS-0183251
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2,3-Dihydro-1H-isoindole-5-carboxylic acid|CS-0183251

Structure of 685084-08-6

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General Information

  • CAS No. 685084-08-6
  • Cat. No. CS-0183251
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₂
  • Molecular Weight 163.17
  • Synonym(s) Isoindoline-5-carboxylic acid
  • SMILES C1=CC2=C(C=C1C(=O)O)CNC2

Description

2,3-Dihydro-1H-isoindole-5-carboxylic acid features a fused bicyclic core with a carboxylic acid at the 5-position, enabling direct integration into bioactive scaffolds. The planar, electron-rich aromatic system enhances π-stacking interactions in target binding, while the acidic proton supports derivatization via amide or ester formation. This structure offers enhanced solubility and stability under standard bench conditions, facilitating use in medicinal chemistry campaigns and macrocycle synthesis.

Application

2,3-Dihydro-1H-isoindole-5-carboxylic acid serves as a versatile scaffold in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard functional group transformations. Its carboxylic acid moiety facilitates coupling reactions and derivatization, while the fused ring system offers rigidity and defined stereochemistry. Bench-stable and compatible with common purification methods, it functions effectively in peptide-like conjugations and API intermediate construction.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   0.988
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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