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CS-W001157 4
Total: USD 88.00

5-(Aminomethyl)-2-fluorobenzonitrile

  • CAS No. 368426-86-2

  • Cat. No. CS-0102030
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD09908197

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

5-(Aminomethyl)-2-fluorobenzonitrile|CS-0102030

Structure of 368426-86-2

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General Information

  • CAS No. 368426-86-2
  • Cat. No. CS-0102030
  • Purity ≥98%
  • MDL No. MFCD09908197
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇FN₂
  • Molecular Weight None
  • Synonym(s) 3-Cyano-4-fluorobenzylamine
  • SMILES N#CC1=CC(CN)=CC=C1F

Description

5-(Aminomethyl)-2-fluorobenzonitrile features a strategically positioned fluorine atom and nitrile group on a benzene ring, enabling selective functionalization in medicinal chemistry. The primary amine side chain facilitates conjugation or derivatization under standard conditions, offering a robust scaffold for bioactive molecule development.

Application

5-(Aminomethyl)-2-fluorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct incorporation of fluorinated aromatic scaffolds with orthogonal functional handles. The nitrile group facilitates downstream transformations such as amidation or reductive amination, while the primary amine supports conjugation or derivatization. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for modular synthesis of bioactive molecules, particularly in targeted kinase inhibitor and CNS drug discovery campaigns.

Synthesis

  • Route1

    References

    • Bristol-Myers Squibb Company Patent: US2009/253677 A1, 2009 ; Location in patent: Page/Page column 52-53 ; US 20090253677 A1
  • Route2
    • null|null
      368426-85-1
    • ~85%
    • In-stock
      5-(Aminomethyl)-2-fluorobenzonitrile|CS-0102030
      368426-86-2

    References

    • Cui, Jingrong Jean; Araldi, Gian-Luca; Reiner, John E.; Reddy, Komandla Malla; Kemp, Scott J.; Ho, Jonathan Z.; Siev, Daniel V.; Mamedova, Lala; Gibson, Tony S.; Gaudette, John A.; Minami, Nathaniel K.; Anderson, Susanne M.; Bradbury, Annette E.; Nolan, Thomas G.; Semple Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 20 p. 2925 - 2930
  • Route3

    References

    • Cui, Jingrong Jean; Araldi, Gian-Luca; Reiner, John E.; Reddy, Komandla Malla; Kemp, Scott J.; Ho, Jonathan Z.; Siev, Daniel V.; Mamedova, Lala; Gibson, Tony S.; Gaudette, John A.; Minami, Nathaniel K.; Anderson, Susanne M.; Bradbury, Annette E.; Nolan, Thomas G.; Semple Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 20 p. 2925 - 2930

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.15608
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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