Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

6-Mercaptonicotinonitrile

  • CAS No. 27885-58-1

  • Cat. No. CS-0156740
  • Molecule weight136.17
  • Purity≥97%
  • MDL No.MFCD09152765

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

6-Mercaptonicotinonitrile|CS-0156740

Structure of 27885-58-1

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 27885-58-1
  • Cat. No. CS-0156740
  • Purity ≥97%
  • MDL No. MFCD09152765
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂S
  • Molecular Weight 136.17
  • Synonym(s) 6-Sulfanylnicotinonitrile
  • SMILES C1=CC(=S)NC=C1C#N

Description

6-Mercaptonicotinonitrile features a thiol group adjacent to a nitrile moiety on a pyridine ring, enabling versatile conjugation and metal coordination. This bifunctional scaffold integrates readily into bioconjugation workflows and serves as a key intermediate in synthesizing heterocyclic pharmaceuticals and ligands.

Application

6-Mercaptonicotinonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole and benzothiazole scaffolds through cyclization with α-halo carbonyl compounds. The ortho-nitrile and thiol functionalities exhibit complementary reactivity, supporting metal-catalyzed coupling and nucleophilic substitution reactions. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      65520-12-9
    • ~%
    • In-stock
      6-Mercaptonicotinonitrile|CS-0156740
      27885-58-1

    References

    • MERCK SHARP and DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng Patent: WO2013/39802 A1, 2013 ; Location in patent: Page/Page column 71; 72 ;
  • Route2

    References

    • DEGUSSA Patent: US1753658 , 1927 ; Full Text Show Details Raeth Justus Liebigs Annalen der Chemie, 1931 , vol. 487, p. 105,115

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

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   39.58
  • LogP   1.61587
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 6-Mercaptonicotinonitrile sigma6-Mercaptonicotinonitrile manufacturer6-Mercaptonicotinonitrile price6-Mercaptonicotinonitrile structure6-Mercaptonicotinonitrile SDSbuy 6-Mercaptonicotinonitrile6-Mercaptonicotinonitrile supplier6-Mercaptonicotinonitrile uses6-Mercaptonicotinonitrile molecular weightprice of 6-Mercaptonicotinonitrile6-Mercaptonicotinonitrile chemical name formula of 6-Mercaptonicotinonitrile
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label