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CS-W001157 4
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6-(Methylthio)pyridin-3-amine

  • CAS No. 29958-08-5

  • Cat. No. CS-0077370
  • Purity≥97%
  • MDL No.MFCD09757469

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

6-(Methylthio)pyridin-3-amine|CS-0077370

Structure of 29958-08-5

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General Information

  • CAS No. 29958-08-5
  • Cat. No. CS-0077370
  • Purity ≥97%
  • MDL No. MFCD09757469
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂S
  • Molecular Weight 140.21
  • Synonym(s) 6-(methylthio)-3-Pyridinamine
  • SMILES NC1=CC=C(SC)N=C1

Description

6-(Methylthio)pyridin-3-amine features a pyridine core functionalized with a methylthio group at the 6-position and an amino group at the 3-position, delivering enhanced electron density and improved solubility in polar solvents. This scaffold serves as a key building block for bioactive heterocycles and metal-ligand systems.

Application

6-(Methylthio)pyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles. Its pyridine core supports diverse functionalization, while the methylthio and amino groups offer orthogonal reactivity for coupling reactions, metal-catalyzed cross-couplings, and derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • 2-(Methylthio)-5-nitropyridine|CS-0657909
      20885-21-6
    • ~98%
    • In-stock
      6-(Methylthio)pyridin-3-amine|CS-0077370
      29958-08-5

    References

    • Takemoto; Eda; Okada; Sakashita; Matzno; Gohda; Ebisu; Nakamura; Fukaya; Hihara; Eiraku; Yamanouchi; Yokoyama Journal of Medicinal Chemistry, 1994 , vol. 37, # 1 p. 18 - 25
  • Route2
    • In-stock
      6-Bromopyridin-3-amine|CS-W017565
      13534-97-9
    • null|null
      5188-07-8
    • ~25%
    • In-stock
      6-(Methylthio)pyridin-3-amine|CS-0077370
      29958-08-5

    References

    • Katamreddy, Subba R.; Carpenter, Andrew J.; Ammala, Carina E.; Boros, Eric E.; Brashear, Ron L.; Briscoe, Celia P.; Bullard, Sarah R.; Caldwell, Richard D.; Conlee, Christopher R.; Croom, Dallas K.; Hart, Shane M.; Heyer, Dennis O.; Johnson, Paul R.; Kashatus, Jennifer A.; Minick, Doug J.; Peckham, Gregory E.; Ross, Sean A.; Roller, Shane G.; Samano, Vicente A.; Sauls, Howard R.; Tadepalli, Sarva M.; Thompson, James B.; Xu, Yun; Way, James M. Journal of Medicinal Chemistry, 2012 , vol. 55, # 24 p. 10972 - 10994
  • Route3

    References

    • Takemoto; Eda; Okada; Sakashita; Matzno; Gohda; Ebisu; Nakamura; Fukaya; Hihara; Eiraku; Yamanouchi; Yokoyama Journal of Medicinal Chemistry, 1994 , vol. 37, # 1 p. 18 - 25

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.3857
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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