36047-60-6

Basic information

• Product Name: 5-BENZYL-3-MERCAPTO-5H-1,2,4-TRIAZINO[5,6-B]INDOLE
• Synonyms: 5-BENZYL-3-MERCAPTO-5H-1,2,4-TRIAZINO[5,6-B]INDOLE;5-Benzyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol
• CAS NO: 36047-60-6
• Molecular Formula: C₁₆H₁₂N₄S
• Molecular Weight: 292.36
• Mol File: 36047-60-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 263-265 °C
• Boiling Point: 520.6±52.0 °C(Predicted)
• Appearance: /
• Density: 1.39±0.1 g/cm3(Predicted)
• PKA: 8.92±0.20(Predicted)
• CAS DataBase Reference: 5-BENZYL-3-MERCAPTO-5H-1,2,4-TRIAZINO[5,6-B]INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BENZYL-3-MERCAPTO-5H-1,2,4-TRIAZINO[5,6-B]INDOLE(36047-60-6)
• EPA Substance Registry System: 5-BENZYL-3-MERCAPTO-5H-1,2,4-TRIAZINO[5,6-B]INDOLE(36047-60-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 36047-60-6(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 100-44-7 benzyl chloride 
• 1217-89-6 1-benzylisatin 
• 112367-62-1 1-benzyl-isatin-3-thiosemicarbazone 
• 79-19-6 thiosemicarbazide 

Relevant articles and documents

Novel Multitarget Directed Triazinoindole Derivatives as Anti-Alzheimer Agents

The multifaceted nature of Alzheimer's disease (AD) demands treatment with multitarget-directed ligands (MTDLs) to confront the key pathological aberrations. A novel series of triazinoindole derivatives were designed and synthesized. In vitro studies revealed that all the compounds showed moderate to good anticholinesterase activity; the most active compound 23e showed an IC50 value of 0.56 ± 0.02 μM for AChE and an IC50 value of 1.17 ± 0.09 μM for BuChE. These derivatives are also endowed with potent antioxidant activity. To understand the plausible binding mode of the compound 23e, molecular docking studies and molecular dynamics simulation studies were performed, and the results indicated significant interactions of 23e within the active sites of AChE as well as BuChE. Compound 23e successfully diminished H2O2-induced oxidative stress in SH-SY5Y cells and displayed excellent neuroprotective activity against H2O2 as well as Aβ-induced toxicity in SH-SY5Y cells in a concentration dependent manner. Furthermore, it did not show any significant toxicity in neuronal SH-SY5Y cells in the cytotoxicity assay. Compound 23e did not show any acute toxicity in rats at doses up to 2000 mg/kg, and it significantly reversed scopolamine-induced memory deficit in mice model. Additionally, compound 23e showed notable in silico ADMET properties. Taken collectively, these findings project compound 23e as a potential balanced MTDL in the evolution process of novel anti-AD drugs.

Triazino indole-quinoline hybrid: A novel approach to antileishmanial agents

A novel series of 1,2,4-triazino-[5,6b]indole-3-thione covalently linked to 7-chloro-4-aminoquinoline have been synthesized and evaluated for their in vitro activity against extracellular promastigote and intracellular amastigote form of Leishmania donovani. Among all tested compounds, compounds 7a and 7b were found to be the most active with IC50 values 1.11, 0.36 μM and selectivity index (SI) values 67, >1111, respectively, against amastigote form of L. donovani which is several folds more potent than the standard drugs, miltefosine (IC50 = 8.10 μM, SI = 7) and sodium stibo-gluconate (IC50 = 54.60 μM, SI ≥ 7).