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(2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methanamine

  • CAS No. 4442-59-5

  • Cat. No. CS-0005269
  • Molecule weight165.19
  • Purity≥98%
  • MDL No.MFCD00203985

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

(2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methanamine|CS-0005269

Structure of 4442-59-5

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General Information

  • CAS No. 4442-59-5
  • Cat. No. CS-0005269
  • Purity ≥98%
  • MDL No. MFCD00203985
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) LP 1 (pharmaceutical)
  • SMILES NCC1OC2=CC=CC=C2OC1

Description

This bench-stable amine features a fused dihydrobenzodioxin core that enhances rigidity and solubility. The methanamine group provides a reactive handle for conjugation, while the electron-rich aromatic system supports efficient coupling in synthetic transformations.

Application

(2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methanamine serves as a versatile scaffold for medicinal chemistry and materials science, enabling efficient construction of bioactive heterocycles. Its stable dihydrobenzodioxine core exhibits excellent functional group tolerance and facilitates straightforward derivatization via reductive amination or electrophilic substitution. The primary amine functionality supports facile conjugation and salt formation, enhancing solubility and purification. This compound functions effectively in standard synthetic workflows, offering robust bench stability and compatibility with common reaction conditions.

Synthesis

  • Route1
    • 2-Cyano-1,4-benzodioxan|CS-0034639
      1008-92-0
    • ~84%
    • In-stock
      (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methanamine|CS-0005269
      4442-59-5

    References

    • Sanchez, Isabel; Dolors Pujol, Maria; Guillaumet, Gerald; Massingham, Roy; Monteil, Andre; Dureng, Georges; Winslow, Eileen European Journal of Medicinal Chemistry, 2000 , vol. 35, # 7-8 p. 663 - 676
  • Route2

    References

    • Sun, Weilin; Pelletier, Jeffrey C. Tetrahedron Letters, 2007 , vol. 48, # 44 p. 7745 - 7746
  • Route3
    • null|null
      128318-80-9
    • ~%
    • In-stock
      (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methanamine|CS-0005269
      4442-59-5

    References

    • Xian, Ming; Li, Xiaopeng; Tang, Xiaoping; Chen, Xinchao; Zheng, Zhongling; Galligan, James J; Kreulen, David L; Wang, Peng G Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 17 p. 2377 - 2380

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335-H411
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   0.7851
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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