18212-29-8

Basic information

• Product Name: 5-PHENYL-1,2,3-THIADIAZOLE
• Synonyms: 1,2,3-Thiadiazole, 5-phenyl-;5-PHENYL-1,2,3-THIADIAZOLE;NISTC18212298;Einecs 242-097-4
• CAS NO: 18212-29-8
• Molecular Formula: C₈H₆N₂S
• Molecular Weight: 162.21164
• EINECS: 242-097-4
• Mol File: 18212-29-8.mol

Chemical Properties

• Boiling Point: 289.3°Cat760mmHg
• Flash Point: 129.8°C
• Appearance: /
• Density: 1.241g/cm³
• Vapor Pressure: 0.00385mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 5-PHENYL-1,2,3-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYL-1,2,3-THIADIAZOLE(18212-29-8)
• EPA Substance Registry System: 5-PHENYL-1,2,3-THIADIAZOLE(18212-29-8)

Safety Data

• Hazardous Substances Data: 18212-29-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H6N2S/c1-2-4-7(5-3-1)8-6-9-10-11-8/h1-6H

Upstream product

• 186581-53-3 diazomethane 
• 936-61-8 Thiobenzoic acid O-ethyl ester 
• 39269-33-5 5-phenyl-[1,2,3]thiadiazole 2-oxide 
• 24009-94-7 phenethylidene-hydrazinecarboxylic acid methyl ester 
• 5873-86-9 methyl thiobenzoate 
• 84645-45-4 lithio(trimethylsilyl)diazomethane 
• 2168-78-7 methyl dithiobenzoate 
• 1722-94-7 phenylacetaldehyde semicarbazone 
• 122-78-1 phenylacetaldehyde 
• 4638-79-3 2-chloro-2-phenylacetaldehyde 

Downstream Products

• 40753-17-1 2-benzylidene-4-phenyl-[1,3]dithiole 
• 18212-30-1 4-methyl-5-phenyl-[1,2,3]thiadiazole 
• 39269-33-5 5-phenyl-[1,2,3]thiadiazole 2-oxide 
• 151918-49-9 5-phenyl-1,2,3-thiadiazole-4-carbaldehyde 
• 56755-54-5 Phenyl-thioacetic acid O-[2-(2-hydroxy-ethoxy)-ethyl] ester 
• 79035-95-3 3-methyl-5-phenyl-1,2,3-thiadiazolium-4-olate 
• 87636-15-5 3-Benzyl-4-methylsulfanyl-5-phenyl-[1,2,3]thiadiazol-3-ium; iodide 
• 87636-14-4 3-Ethyl-4-methylsulfanyl-5-phenyl-[1,2,3]thiadiazol-3-ium; iodide 
• 87636-13-3 3-Methyl-4-methylsulfanyl-5-phenyl-[1,2,3]thiadiazol-3-ium; iodide 
• 87576-37-2 C₁₅H₁₂N₂S₂ 
• 87636-18-8 C₁₀H₁₀N₂OS 
• 87654-86-2 C₁₀H₁₀N₂S₂ 
• 87636-19-9 3-methyl-5-phenyl-1,2,3-thiadiazolium-4-thiolate 
• 40753-18-2 (E)-4-Phenyl-2-(phenylmethylene)-1,3-dithiole 

Relevant articles and documents

Azole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors

The heme enzyme indoleamine 2,3-dioxygenase 1 (IDO1) plays an essential role in immunity, neuronal function, and aging through catalysis of the rate-limiting step in the kynurenine pathway of tryptophan metabolism. Many IDO1 inhibitors with different chemotypes have been developed, mainly targeted for use in anti-cancer immunotherapy. Lead optimization of direct heme iron-binding inhibitors has proven difficult due to the remarkable selectivity and sensitivity of the heme-ligand interactions. Here, we present experimental data for a set of closely related small azole compounds with more than 4 orders of magnitude differences in their inhibitory activities, ranging from millimolar to nanomolar levels. We investigate and rationalize their activities based on structural data, molecular dynamics simulations, and density functional theory calculations. Our results not only expand the presently known four confirmed chemotypes of sub-micromolar heme binding IDO1 inhibitors by two additional scaffolds but also provide a model to predict the activities of novel scaffolds.

Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.

1,2,3-thiadiazole compounds, compositions and method of anti-thrombotic treatment

Novel 1,2,3-thiadiazole compounds, new and old 1,2,3-thiadiazole compositions and method of anti-thrombotic treatment are systemically administered to a human or animal.

NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 59. LITHIUM TRIMETHYLSILYLDIAZOMETHANE: A NEW SYNTHON FOR THE PREPARATION OF 5-SUBSTITUTED 1,2,3-THIADIAZOLES

Lithium trimethylsilyldiazomethane smoothly reacts with thionoesters, dithioesters, and carbon disulfide to give 5-substituted 1,2,3-thiadiazoles.

Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles

Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activit

Reaction of Substituted Hydrazones with Thionyl Chloride and Sulfuryl Chloride

Treatment of acetylhydrazones 2, ethoxycarbonylhydrazones 3, p-tolylsulfonylhydrazones 4 or semicarbazones 5 with thionyl chloride leads to the 1,2,3-thiadiazoles 6a-o.Sulfuryl chloride on the other hand accomplishes the transfer of chlorine without incorporating a sulfur atom.The new synthesized 1,2,3-thiadiazoles 6g-o are characterized in detail by spectroscopic methods.