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CS-W001157 4
Total: USD 88.00

2-Mercapto-4,6-dimethylnicotinonitrile

  • CAS No. 54585-47-6

  • Cat. No. CS-0117759
  • Molecule weight164.23
  • Purity≥98%
  • MDL No.MFCD00051684

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

2-Mercapto-4,6-dimethylnicotinonitrile|CS-0117759

Structure of 54585-47-6

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General Information

  • CAS No. 54585-47-6
  • Cat. No. CS-0117759
  • Purity ≥98%
  • MDL No. MFCD00051684
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) None
  • SMILES N#CC1=C(C)C=C(C)NC1=S

Description

2-Mercapto-4,6-dimethylnicotinonitrile features a reactive thiol group flanked by electron-deficient nitrile and methyl substituents, enabling direct incorporation into heterocyclic scaffolds. This bench-stable building block facilitates efficient synthesis of bioactive nitrogen-containing compounds through nucleophilic addition or metal-catalyzed coupling.

Application

2-Mercapto-4,6-dimethylnicotinonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via nucleophilic displacement and cyclization reactions. The thiol group facilitates metal-catalyzed coupling processes, while the nitrile and methyl functionalities provide orthogonal reactivity for downstream functionalization. Its bench-stable crystalline form supports straightforward handling and purification, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1
    • In-stock
      2-Cyanothioacetamide|CS-0015277
      7357-70-2
    • null|null
      123-54-6
    • ~96%
    • In-stock
      2-Mercapto-4,6-dimethylnicotinonitrile|CS-0117759
      54585-47-6

    References

    • Narushyavichus, E. V.; Garalene, V. N.; Krauze, A. A.; Dubur, G. Ya. Pharmaceutical Chemistry Journal, 1989 , vol. 23, # 12 p. 983 - 986 Khimiko-Farmatsevticheskii Zhurnal, 1989 , vol. 23, # 12 p. 1459 - 1463
  • Route2

    References

    • US4631081 A1, ;
  • Route3
    • null|null
      5875-28-5
    • null|null
      123-54-6
    • ~90%
    • In-stock
      2-Mercapto-4,6-dimethylnicotinonitrile|CS-0117759
      54585-47-6

    References

    • Negm, Abdalla M.; El-Aal, Fatma Abd El-Maksoud Abd; Hafez, Ebtisam A.; Elnagdi, Mohamed H.; Mostafa, Yasser M. N. Phosphorus, Sulfur and Silicon and the Related Elements, 1995 , vol. 106, # 1-4 p. 1 - 8

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318-H315-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.58
  • LogP   2.23271
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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