117320-61-3

Basic information

• Product Name: ASISCHEM D51170
• Synonyms: ASISCHEM D51170;CHEMBRDG-BB 4012400;5-(3-CHLOROPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL;5-(3-chlorophenyl)-4H-1,2,4-triazole-3-thiol(SALTDATA: FREE);3H-1,2,4-Triazole-3-thione, 5-(3-chlorophenyl)-1,2-dihydro-
• CAS NO: 117320-61-3
• Molecular Formula: C₈H₆ClN₃S
• Molecular Weight: 211.67
• Mol File: 117320-61-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 309.1°C at 760 mmHg
• Flash Point: 140.8°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 0.000651mmHg at 25°C
• Refractive Index: 1.746
• CAS DataBase Reference: ASISCHEM D51170(CAS DataBase Reference)
• NIST Chemistry Reference: ASISCHEM D51170(117320-61-3)
• EPA Substance Registry System: ASISCHEM D51170(117320-61-3)

Safety Data

• Hazardous Substances Data: 117320-61-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H6ClN3S/c9-6-3-1-2-5(4-6)7-10-8(13)12-11-7/h1-4H,(H2,10,11,12,13)

Upstream product

• 881-74-3 2-(3-chlorobenzoyl)hydrazinecarbothioamide 
• 1673-47-8 3-chlorobenzhydrazide 
• 2905-65-9 methyl 3-chlorobenzoate 
• 535-80-8 3-chlorobenzoate 

Downstream Products

• 117320-68-0 5-methylthiazolo<3,2-b>-2-m-chlorophenyl-s-triazole 
• 1276032-81-5 5-m-chlorophenyl-3-(β-D-glucopyranosylthio)-1,2,4-triazole 
• 1276032-71-3 5-m-chlorophenyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)-1,2,4-triazole 
• 1620200-76-1 diethyl (3-((5-(3-chlorophenyl)-1H-1,2,4-triazol-3-yl)thio)propyl)phosphonate 
• 1190602-15-3 C₂₄H₂₀Cl₂N₈S₂ 
• 117320-75-9 2-(3-Chloro-phenyl)-6-(4-nitro-phenyl)-thiazolo[3,2-b][1,2,4]triazole 
• 117320-76-0 6-Biphenyl-4-yl-2-(3-chloro-phenyl)-thiazolo[3,2-b][1,2,4]triazole 
• 117320-74-8 6-(4-bromophenyl)-2-(3-chlorophenyl) thiazolo [3,2-b][1,2,4]triazole 
• 117320-63-5 5-p-chlorophenyl-thiazolo<3,2-b>-2-m-chlorophenyl-s-triazole 
• 117320-73-7 2-(3-Chloro-phenyl)-6-phenyl-thiazolo[3,2-b][1,2,4]triazole 
• 117320-70-4 1-(4-Bromo-phenyl)-2-[5-(3-chloro-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-ethanone 
• 117320-69-1 2-[5-(3-Chloro-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-1-phenyl-ethanone 
• 117320-72-6 1-Biphenyl-4-yl-2-[5-(3-chloro-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-ethanone 
• 117320-71-5 2-[5-(3-Chloro-phenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]-1-(4-nitro-phenyl)-ethanone 

Relevant articles and documents

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.

Design, synthesis, and negative inotropic evaluation of 4-phenyl-1H-1,2,4-triazol-5(4H)-one derivatives containing triazole or piperazine moieties

In this study, four novel series of 4-phenyl-1H-1,2,4-triazol-5(4H)-one derivatives containing triazole or piperazine moieties were designed, synthesized, and evaluated for negative inotropic activity by measuring the left atrium stroke volume in isolated rabbit heart preparations. Almost all of the compounds showed an ability to moderate the cardiac workload by decreasing the heart rate and contractility. Among them, 7h was found to be the most potent with a change in stroke volume of ?48.22?±?0.36% at a concentration of 3?×?10?5?mol/L (metoprolol: ?9.74?±?0.14%). The cytotoxicity of these compounds was evaluated using the human cervical cancer cell line HeLa, the liver cancer cell line Hep3B, and the human normal hepatic cell line LO2. A preliminary study of the mechanism of action for the compound 7h on the regulation of atrial dynamics with ATP-sensitive K+ channel and L-type Ca2+ channel blockers glibenclamide and nifedipine was performed in the isolated perfused beating rabbit atria.

Magnetically Recyclable Nano-Fe 2O 3-Catalyzed Chemoselective Synthesis and Antioxidant Activity of Diethyl (3-((5-Aryl-1 H-1,2,4-triazol-3-yl)thio)propyl) phosphonates

An efficient, green, and chemoselective S-alkylation of 5-aryl-1H-1,2,4-triazole-3-thiones with diethyl (3-bromopropyl)phosphonate in water, catalyzed by nano-Fe2O3 under ligand-and base-free conditions, is reported. Clean reaction, less expensive catalyst, excellent yields, and easy workup are the advantages of the present method. The catalyst can be easily collected by a magnet and recycled without significant loss in catalytic activity. The newly synthesized compounds were screened for their antioxidant property by using 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging assay. The majority of the compounds exhibited good antioxidant activity.