structure of 4-Phenyl[1,3,5]triazine-2-thiol

4-Phenyl[1,3,5]triazine-2-thiol

CAS No.: 1000018-63-2
M. Wt: 189.23700
M. Fa: C9H7N3S
InChI Key: HZDDITRJLSQBSK-UHFFFAOYSA-N
Appearance: Solid

Names and Identifiers of 4-Phenyl[1,3,5]triazine-2-thiol

CAS Number

1000018-63-2

MDL Number

MFCD09702439

IUPAC Name

6-phenyl-1H-1,3,5-triazine-2-thione

InChI

InChI=1S/C9H7N3S/c13-9-11-6-10-8(12-9)7-4-2-1-3-5-7/h1-6H,(H,10,11,12,13)

InChIKey

HZDDITRJLSQBSK-UHFFFAOYSA-N

Canonical SMILES

SC1=NC=NC(C2=CC=CC=C2)=N1

UNSPSC Code

12352100

Physical and chemical properties of 4-Phenyl[1,3,5]triazine-2-thiol

Exact Mass

189.03600

LogP

1.82730

Molecular Formula

C9H7N3S

Molecular Weight

189.23700

PSA

77.47000

Safety Information of 4-Phenyl[1,3,5]triazine-2-thiol

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of 4-Phenyl[1,3,5]triazine-2-thiol

4-Phenyl-1,3,5-triazine-2-thiol has several applications:

  • Pharmaceutical Development: Due to its biological activity against DHFR, it serves as a lead compound in drug discovery for antifolate agents.
  • Biochemical Research: It is utilized in proteomics and biochemical assays due to its reactive thiol group that can form stable complexes with various biomolecules.
  • Agricultural Chemistry: Compounds similar to 4-phenyl-1,3,5-triazine-2-thiol are explored for their potential use as herbicides or fungicides.

Interaction Studies of 4-Phenyl[1,3,5]triazine-2-thiol

Interaction studies have shown that 4-phenyl-1,3,5-triazine-2-thiol can bind effectively to enzymes like dihydrofolate reductase. Molecular docking studies suggest that its binding affinity is influenced by the spatial arrangement of the thiol group and the phenyl substituent, which may enhance its inhibitory activity against target enzymes.

Biological Activity of 4-Phenyl[1,3,5]triazine-2-thiol

Research indicates that 4-phenyl-1,3,5-triazine-2-thiol exhibits significant biological activities. It has been studied for its potential as an inhibitor of dihydrofolate reductase (DHFR), an important target in cancer and parasitic infections. Additionally, compounds containing thiol groups often demonstrate antioxidant properties, which could contribute to their therapeutic potential.