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N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine

  • CAS No. 90390-07-1

  • Cat. No. CS-0044493
  • Purity≥96%
  • MDL No.MFCD04115410

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

N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine|CS-0044493

Structure of 90390-07-1

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General Information

  • CAS No. 90390-07-1
  • Cat. No. CS-0044493
  • Purity ≥96%
  • MDL No. MFCD04115410
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀F₃N
  • Molecular Weight 189.18
  • Synonym(s) N-Methyl-N-[3-(Trifluoromethyl)Benzyl]Amine
  • SMILES FC(C1=CC(CNC)=CC=C1)(F)F

Description

N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine features a trifluoromethyl group that imparts enhanced lipophilicity and metabolic stability. This electron-deficient aryl moiety enables efficient coupling in transition-metal-catalyzed transformations, while the N-methyl substitution ensures favorable solubility and reduced basicity. The compound serves as a robust scaffold for pharmaceutical intermediates and functional materials.

Application

N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard amine functionalization. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the N-methyl substitution improves solubility and reduces basicity. The compound exhibits bench-stable handling, tolerates diverse reaction conditions, and facilitates efficient coupling and derivatization in multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      3-(Trifluoromethyl)benzaldehyde|CS-M1039
      454-89-7
    • null|null
      74-89-5
    • ~40%
    • In-stock
      N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine|CS-0044493
      90390-07-1

    References

    • Elslager, Edward F.; Johnson, Judith L.; Werbel, Leslie M. Journal of Medicinal Chemistry, 1981 , vol. 24, # 2 p. 140 - 145
  • Route2
    • null|null
      74-89-5
    • null|null
      705-29-3
    • ~%
    • In-stock
      N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine|CS-0044493
      90390-07-1

    References

    • LEO PHARMA A/S; SØRENSEN, Morten, Dahl; DI FABIO, Romani; POZZAN, Alfonso; CATALANI, Maria, Pia; BLADH, Haakon; FELDING, Jakob Patent: WO2013/124286 A1, 2013 ; Location in patent: Page/Page column 61; 62 ;
  • Route3
    • null|null
      121372-62-1
    • ~%
    • In-stock
      N-Methyl-1-(3-(trifluoromethyl)phenyl)methanamine|CS-0044493
      90390-07-1

    References

    • Journal of Medicinal Chemistry, , vol. 27, # 9 p. 1111 - 1118

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314-H412
Precautionary Statements : P260-P264-P270-P273-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.4248
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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