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3,5-Diaminobenzonitrile

  • CAS No. 33786-93-5

  • Cat. No. CS-0199691
  • Purity≥98%
  • MDL No.MFCD08705269

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

3,5-Diaminobenzonitrile|CS-0199691

Structure of 33786-93-5

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General Information

  • CAS No. 33786-93-5
  • Cat. No. CS-0199691
  • Purity ≥98%
  • MDL No. MFCD08705269
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇N₃
  • Molecular Weight 133.15
  • Synonym(s) None
  • SMILES N#CC1=CC(N)=CC(N)=C1

Description

3,5-Diaminobenzonitrile features a symmetrically substituted benzene ring bearing two amino groups and a nitrile moiety, enabling its use in constructing heterocyclic scaffolds. The para-positioned nitrile group enhances reactivity in nucleophilic additions, while the diamine functionality facilitates metal coordination and conjugation. This compound serves as a key building block in the synthesis of pharmaceutical intermediates and functional materials.

Application

3,5-Diaminobenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of heterocyclic scaffolds via cyclization reactions. Its dual amine functionality and nitrile group provide orthogonal reactivity for sequential functionalization, while the meta-substitution pattern enhances metabolic stability in bioactive compounds. Bench-stable and readily purified by recrystallization, it functions effectively in coupling reactions, imine formation, and transition metal-catalyzed transformations.

Synthesis

  • Route1

    References

    • Meade, Eric A.; Sznaidman, Marcos; Pollard, Gerald T.; Beauchamp, Lilia M.; Howard, James L. European Journal of Medicinal Chemistry, 1998 , vol. 33, # 5 p. 363 - 374

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   75.83
  • LogP   0.72268
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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