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CS-W001157 4
Total: USD 88.00

4-Amino-N-methylphthalimide

  • CAS No. 2307-00-8

  • Cat. No. CS-0076926
  • Purity≥98%
  • MDL No.MFCD00012081

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

4-Amino-N-methylphthalimide|CS-0076926

Structure of 2307-00-8

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General Information

  • CAS No. 2307-00-8
  • Cat. No. CS-0076926
  • Purity ≥98%
  • MDL No. MFCD00012081
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.18
  • Synonym(s) None
  • SMILES O=C1C2=CC=C(N)C=C2C(=O)N1C

Description

4-Amino-N-methylphthalimide features a strategically positioned amino group and methylated phthalimide core, enabling selective conjugation in bioconjugation workflows. The electron-rich amine facilitates efficient coupling reactions, while the N-methyl substitution enhances metabolic stability and solubility under physiological conditions.

Application

4-Amino-N-methylphthalimide serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both amino and phthalimide functionalities into target molecules. Its stability under standard reaction conditions and compatibility with common coupling protocols facilitate efficient synthesis of heterocyclic scaffolds and API intermediates. The N-methyl group enhances metabolic stability while maintaining reactivity for further derivatization via nucleophilic substitution or amidation reactions.

Synthesis

  • Route1
    • 2-Methyl-5-nitroisoindoline-1,3-dione|CS-W015337
      41663-84-7
    • ~72%
    • In-stock
      4-Amino-N-methylphthalimide|CS-0076926
      2307-00-8

    References

    • Duan, Xin-Hong; Qiao, Jin-Ping; Yang, Yang; Cui, Meng-Chao; Zhou, Jiang-Ning; Liu, Bo-Li Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 3 p. 1337 - 1343
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 30, p. 1143
  • Route3

    References

    • Chemische Berichte, , vol. 117, # 6 p. 2275 - 2286

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   63.4
  • LogP   0.4946
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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