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

Description

4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL is an organic compound characterized by its unique molecular structure, which features a triazole ring fused with a phenyl and a pyridinyl group. 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL is known for its reactivity and potential applications in various chemical processes.

Uses

Used in Organic Synthesis:
4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, such as coupling and condensation reactions. Its unique structure allows it to be a versatile building block for the development of new compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL is used as a key intermediate in the synthesis of novel drug candidates. Its structural diversity and reactivity make it a valuable component in the development of new therapeutic agents, particularly those targeting complex biological systems.
Used in Chemical Research:
4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL is also utilized in academic and industrial research settings as a model compound for studying various chemical reactions and mechanisms. Its unique properties provide insights into the behavior of similar compounds and contribute to the advancement of chemical knowledge.
Used in Material Science:
In the field of material science, 4-PHENYL-5-PYRIDIN-4-YL-4H-[1,2,4]TRIAZOLE-3-THIOL may be employed in the development of new materials with specific properties, such as improved stability, reactivity, or selectivity. Its incorporation into polymers or other materials could lead to innovative applications in various industries, including electronics, coatings, and adhesives.

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

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

Downstream Products

• 148693-78-1 (4-Phenyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid methyl ester 
• 770672-11-2 3-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(4-pyridyl)-4-phenyl-4H-1,2,4-triazole 
• 1269527-24-3 6-{[4-phenyl-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-ylthio]methyl}-N₂-o-tolyl-1,3,5-triazine-2,4-diamine 
• 1269527-23-2 N₂-(4-methoxyphenyl)-6-{[4-phenyl-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-ylthio]methyl}-1,3,5-triazine-2,4-diamine 
• 919419-30-0 C₂₄H₂₃N₅OS 
• 552815-53-9 3-methylthio-4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazole 
• 1404079-93-1 3-[(pent-4-enyl)thio]-4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazole 
• 1404079-92-0 3-[(pent-2-yl)thio]-4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazole 

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.