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CS-W001157 4
Total: USD 88.00

6-Amino-3,3-dimethylindolin-2-one

  • CAS No. 100510-65-4

  • Cat. No. CS-W003764
  • Purity≥98%
  • MDL No.MFCD11053509

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

6-Amino-3,3-dimethylindolin-2-one|CS-W003764

Structure of 100510-65-4

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General Information

  • CAS No. 100510-65-4
  • Cat. No. CS-W003764
  • Purity ≥98%
  • MDL No. MFCD11053509
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂N₂O
  • Molecular Weight 176.22
  • Synonym(s) AP3Impurity6
  • SMILES O=C1NC2=C(C=CC(N)=C2)C1(C)C

Description

6-Amino-3,3-dimethylindolin-2-one features a sterically hindered indolinone core with a primary amine at the 6-position, enabling direct functionalization in peptide and heterocyclic synthesis. The electron-rich amine pairs effectively with the carbonyl group, facilitating nucleophilic additions and conjugate reactions under mild conditions. This bench-stable compound serves as a key scaffold for bioactive molecule development.

Application

6-Amino-3,3-dimethylindolin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to indoline-based scaffolds prevalent in bioactive molecules. Its amino group facilitates direct functionalization or coupling reactions, while the dimethyl-substituted ring enhances metabolic stability and modulates solubility. The compound exhibits excellent bench stability and compatibility with standard synthetic transformations, making it well-suited for modular synthesis of kinase inhibitors and CNS-targeted therapeutics.

Synthesis

  • Route1

    References

    • US2006/258689 A1, ; Page/Page column 35 ;
  • Route2
    • Ethyl 2-(2,4-dinitrophenyl)-2-methylpropanoate|CS-0338228
      1256633-16-5
    • ~65%
    • In-stock
      6-Amino-3,3-dimethylindolin-2-one|CS-W003764
      100510-65-4

    References

    • Li, Yanyang; Shi, Xiangfei; Xie, Ning; Zhao, Yanjin; Li, Shuxin MedChemComm, 2013 , vol. 4, # 2 p. 367 - 370
  • Route3

    References

    • MedChemComm, , vol. 4, # 2 p. 367 - 370

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-H319
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   1.4985
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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