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CS-W001157 4
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5,6-Dimethylpyridin-3-amine

  • CAS No. 66093-07-0

  • Cat. No. CS-0130443
  • Purity≥98%
  • MDL No.None

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

5,6-Dimethylpyridin-3-amine|CS-0130443

Structure of 66093-07-0

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General Information

  • CAS No. 66093-07-0
  • Cat. No. CS-0130443
  • Purity ≥98%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂
  • Molecular Weight 122.17
  • Synonym(s) 5-AMINO-2,3-DIMETHYLPYRIDINE
  • SMILES NC1=CC(C)=C(N=C1)C

Description

5,6-Dimethylpyridin-3-amine features a pyridine core with methyl groups at the 5 and 6 positions, enhancing electron density at the nitrogen lone pair. This substitution pattern improves basicity and solubility in organic media while maintaining bench-stability. The molecule serves as a robust ligand in transition metal catalysis and a key scaffold in medicinal chemistry due to its ability to engage in hydrogen bonding and π-stacking interactions.

Application

5,6-Dimethylpyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its electron-rich pyridine core exhibits enhanced nucleophilicity compared to unsubstituted analogs, facilitating efficient derivatization under mild conditions. The dimethyl substitution pattern provides steric and electronic tuning for improved metabolic stability and target engagement, while the amine functionality offers a direct handle for conjugation or salt formation. Bench-stable and readily purified, it functions effectively in both small-molecule synthesis and high-throughput screening campaigns.

Synthesis

  • Route1
    • 2-Chloro-5,6-dimethyl-3-nitropyridine|CS-0894765
      65213-96-9
    • ~97%
    • In-stock
      5,6-Dimethylpyridin-3-amine|CS-0130443
      66093-07-0

    References

    • Wai; Williams; Bamberger; Fisher; Hoffman; Hudcosky; MacTough; Rooney; Saari; Thomas; Goldman; O'Brien; Emini; Nunberg; Quintero; Schleif; Anderson Journal of Medicinal Chemistry, 1993 , vol. 36, # 2 p. 249 - 255
  • Route2
    • 5,6-Dimethyl-3-nitropyridin-2(1H)-one|CS-0146649
      98276-88-1
    • ~%
    • In-stock
      5,6-Dimethylpyridin-3-amine|CS-0130443
      66093-07-0

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 2 p. 249 - 255

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

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.28064
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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