16629-40-6

Basic information

• Product Name: 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL
• Synonyms: 3H-1,2,4-Triazole-3-thione, 2,4-dihydro-4-phenyl-5-(4-pyridinyl)-;4-phenyl-5-(4-pyridyl)-2H-1,2,4-triazole-3-thione;4-phenyl-5-pyridin-4-yl-2H-1,2,4-triazole-3-thione
• CAS NO: 16629-40-6
• Molecular Formula: C₁₃H₁₀N₄S
• Molecular Weight: 254.32
• Mol File: 16629-40-6.mol
• Article Data: 24

Chemical Properties

• Melting Point: 297-298 °C(Solv: 1,4-dioxane (123-91-1); ethanol (64-17-5))
• Boiling Point: 389.8°Cat760mmHg
• Flash Point: 189.6°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 2.77E-06mmHg at 25°C
• Refractive Index: 1.722
• PKA: 3.42±0.20(Predicted)
• CAS DataBase Reference: 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL(16629-40-6)
• EPA Substance Registry System: 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL(16629-40-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 16629-40-6(Hazardous Substances Data)

Usage

Uses

4-Phenyl-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol is a useful reagent for organic synthesis.

InChI:InChI=1/C13H10N4S/c18-13-16-15-12(10-6-8-14-9-7-10)17(13)11-4-2-1-3-5-11/h1-9H,(H,16,18)

Upstream product

• 172661-65-3 C₁₆H₁₇N₅S 
• 172661-61-9 C₁₉H₁₇N₅S 
• 172661-62-0 C₂₀H₁₉N₅S 
• 172661-67-5 C₂₀H₁₉N₅S 
• 172661-63-1 C₁₉H₁₆BrN₅S 
• 172661-66-4 C₁₇H₁₉N₅O₂S 
• 172661-64-2 C₁₉H₁₆N₆O₂S 
• 326597-54-0 C₃₂H₂₈N₁₀S₂ 
• 6954-50-3 1-isonicotinoyl-4-phenylthiosemicarbazide 
• 54-85-3 isoniazid 
• 103-72-0 phenyl isothiocyanate 
• 4044-65-9 1 ,4-phenylenediisothiocyanate 
• 62-53-3 aniline 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 

Downstream Products

• 76226-37-4 1-(4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-3-piperidin-1-yl-propan-2-ol 
• 87236-39-3 5-Nitro-8-(4-phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-quinoline 
• 87236-40-6 2-Ethoxy-6-nitro-9-(4-phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acridine 
• 148693-78-1 (4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid methyl ester 
• 113518-46-0 5-<(N-Phenylcarbamyl)methylmercapto>-4-phenyl-3-(4-pyridyl)-1,2,4-triazole 
• 113518-51-7 N-(2-Nitro-phenyl)-2-(4-phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 
• 150535-91-4 2-(4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-propionic acid methyl ester 
• 113518-54-0 N-(2,3-Dimethyl-phenyl)-2-(4-phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 
• 113518-56-2 2-(4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-N-(2,4,6-trimethyl-phenyl)-acetamide 
• 113518-55-1 N-(3,5-Dichloro-phenyl)-2-(4-phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 
• 129579-70-0 C₄₆H₆₂N₄O₃S 
• 113518-48-2 2-(4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-N-p-tolyl-acetamide 
• 113518-50-6 N-(4-Chloro-phenyl)-2-(4-phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide 
• 113518-47-1 2-(4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-N-o-tolyl-acetamide 

Relevant articles and documents

Synthesis and crystal structure of 4-phenyl-3-(pyridin-4-yl)-1H-1,2,4- triazole-5(4H)-thione

A triazole derivative i.e., 4-phenyl-3-(pyridin-4-yl)-1H-1,2,4-triazole- 5(4H)-thione was synthesized and its structure was studied by X-ray diffraction. The crystals are orthorhombic, space group pbcn with a = 11.337 (2), b = 12.789 (3), c = 17.625 (4) ?

A first-in-class anticancer dual HDAC2/FAK inhibitors bearing hydroxamates/benzamides capped by pyridinyl-1,2,4-triazoles

Novel 5-pyridinyl-1,2,4-triazoles were designed as dual inhibitors of histone deacetylase 2 (HDAC2) and focal adhesion kinase (FAK). Compounds 5d, 6a, 7c, and 11c were determined as potential inhibitors of both HDAC2 (IC50 = 0.09–1.40 μM) and F

Identification of 1,2,4-triazoles as new thymidine phosphorylase inhibitors: Future anti-tumor drugs

Thymidine phosphorylase (TP) is over expressed in several solid tumors and its inhibition can offer unique target suitable for drug discovery in cancer. A series of 1,2,4-triazoles 3a–3l has been synthesized in good yields and subsequently inhibitory potential of synthesized triazoles 3a–3l against thymidine phosphorylase enzyme was evaluated. Out of these twelve analogs five analogues 3b, 3c, 3f, 3l and 3l exhibited a good inhibitory potential against thymidine phosphorylase. Inhibitory potential in term of IC50 values were found in the range of 61.98 ± 0.43 to 273.43 ± 0.96 μM and 7-Deazaxanthine was taken as a standard inhibitor with IC50 = 38.68 ± 4.42 μM. Encouraged by these results, more analogues 1,2,4-triazole-3-mercaptocarboxylic acids 4a–4g were synthesized and their inhibitory potential against thymidine phosphorylase was evaluated. In this series, six analogues 4b–4g exhibited a good inhibitory potential in the range of 43.86 ± 1.11–163.43 ± 2.03 μM. Angiogenic response of 1,2,4-triazole acid 4d was estimated using the chick chorionic allantoic membrane (CAM) assay. In the light of these findings, structure activity relationship and molecular docking studies of selected triazoles to determine the key binding interactions was discussed. Docking studies demonstrate that synthesized analogues interacted with active site residues of thymidine phosphorylase enzyme through π-π stacking, thiolate and hydrogen bonding interactions.