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CS-W001157 4
Total: USD 88.00

4-Cyclopropylaniline

  • CAS No. 3158-71-2

  • Cat. No. CS-0044997
  • Purity≥98%
  • MDL No.MFCD00019219

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

4-Cyclopropylaniline|CS-0044997

Structure of 3158-71-2

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General Information

  • CAS No. 3158-71-2
  • Cat. No. CS-0044997
  • Purity ≥98%
  • MDL No. MFCD00019219
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N
  • Molecular Weight 133.19
  • Synonym(s) 4-aminocyclopropylbenzene
  • SMILES NC1=CC=C(C2CC2)C=C1

Description

4-Cyclopropylaniline features a cyclopropyl group at the para position of aniline, delivering enhanced lipophilicity and metabolic stability. This substitution pattern imparts favorable pharmacokinetic properties while maintaining nucleophilic reactivity at the amine. The compound serves as a key scaffold in medicinal chemistry for targeted CNS-penetrant molecules and bioactive intermediates.

Application

4-Cyclopropylaniline serves as a valuable building block in medicinal chemistry, enabling the construction of bioactive heterocycles and aromatic scaffolds. Its cyclopropyl substituent imparts favorable steric and electronic properties, enhancing metabolic stability while maintaining reactivity in standard coupling and electrophilic substitution reactions. The aniline functionality facilitates direct derivatization via acylation, diazotization, or Suzuki-Miyaura coupling, making it a practical choice for library synthesis and process development.

Synthesis

  • Route1
    • 1-Cyclopropyl-4-nitrobenzene|CS-0363848
      6921-44-4
    • ~86%
    • In-stock
      4-Cyclopropylaniline|CS-0044997
      3158-71-2

    References

    • ALMIRALL, S.A.; DRACONIS PHARMA, S.L.; LABORATORIOS DEL DR. ESTEVE, S.A.; AGUILAR, Nuria; FERNANDEZ, Joan, Carles; TERRICABRAS, Emma; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi Patent: WO2013/149997 A1, 2013 ; Location in patent: Page/Page column 42 ;
  • Route2

    References

    • WO2013/149997 A1, ; Page/Page column 42 ;
  • Route3

    References

    • Xenobiotica, , vol. 24, # 1 p. 1 - 16

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   26.02
  • LogP   2.1462
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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