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5-Amino-2,3-dihydro-1H-isoindol-1-one

  • CAS No. 222036-66-0

  • Cat. No. CS-D1571
  • Purity≥95%
  • MDL No.MFCD10000828

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

5-Amino-2,3-dihydro-1H-isoindol-1-one|CS-D1571

Structure of 222036-66-0

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General Information

  • CAS No. 222036-66-0
  • Cat. No. CS-D1571
  • Purity ≥95%
  • MDL No. MFCD10000828
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 5-Amino-2,3-dihydroisoindol-1-one; 5-Aminoisoindolin-1-one; 1H-Isoindol-1-one,5-amino-2,3-dihydro
  • SMILES O=C1NCC2=C1C=CC(N)=C2

Description

5-Amino-2,3-dihydro-1H-isoindol-1-one features a reactive amino group flanked by a stable isoindolinone core, enabling direct incorporation into pharmaceutical scaffolds. This bench-stable heterocycle serves as a key intermediate in the synthesis of bioactive molecules, particularly those requiring nitrogen-rich frameworks with defined spatial orientation and moderate polarity.

Application

5-Amino-2,3-dihydro-1H-isoindol-1-one serves as a versatile scaffold for medicinal chemistry and materials science, enabling direct functionalization at the amino and carbonyl positions. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of heterocyclic derivatives. The molecule functions as a key building block in the construction of bioactive compounds and advanced organic materials.

Synthesis

  • Route1

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; CHENG, Liang; LIU, Xijie; HU, Yuandong; XU, Xinhe; LIU, Zhihua; ZHANG, Lipeng; WU, Wei; WANG, Shulong; SHEN, Yu; LI, Gen; WANG, Yin; ZHAO, Sheng; LI, Chonglong; TANG, Jia; YU, Honghao Patent: WO2012/92880 A1, 2012 ; Location in patent: Page/Page column 57 ; WO 2012/092880 A1
  • Route2

    References

    • US6369086 B1, ; US 6369086 B1
  • Route3
    • null|null
      1113057-04-7
    • ~65%
    • In-stock
      5-Amino-2,3-dihydro-1H-isoindol-1-one|CS-D1571
      222036-66-0

    References

    • Lal, Bansi; Gangopadhyay, Ashok K.; Jagtap; Tanpure, Rajendra; Rao; Gupte, Ravindra D.; Subbarayan; Asudani, Gope Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007 , vol. 46, # 11 p. 1815 - 1832

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

Quality Control

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   0.5122
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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