24255-23-0

Basic information

• Product Name: 5-Chloro-3-phenyl-1,2,4-thiadiazole
• Synonyms: 5-Chloro-3-phenyl-1,2,4-thiadiazole
• CAS NO: 24255-23-0
• Molecular Formula: C₈H₅ClN₂S
• Molecular Weight: 196.66
• Mol File: 24255-23-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 52 °C
• Boiling Point: 329.5°Cat760mmHg
• Flash Point: 153.1°C
• Appearance: /
• Density: 1.379g/cm³
• Vapor Pressure: 0.00034mmHg at 25°C
• Refractive Index: 1.623
• PKA: -2.43±0.30(Predicted)
• CAS DataBase Reference: 5-Chloro-3-phenyl-1,2,4-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-3-phenyl-1,2,4-thiadiazole(24255-23-0)
• EPA Substance Registry System: 5-Chloro-3-phenyl-1,2,4-thiadiazole(24255-23-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 24255-23-0(Hazardous Substances Data)

Usage

General Description

5-Chloro-3-phenyl-1,2,4-thiadiazole is a chemical compound with the molecular formula C8H5ClN2S. It is a heterocyclic compound containing a five-membered ring with alternating sulfur and nitrogen atoms. 5-Chloro-3-phenyl-1,2,4-thiadiazole has potential biological and pharmacological activities, and it has been studied for its anti-inflammatory, antimicrobial, and antitumor properties. It is also used as a building block in the synthesis of various organic compounds and pharmaceuticals. 5-Chloro-3-phenyl-1,2,4-thiadiazole has the potential to be used in applications related to drug development and medicinal chemistry due to its diverse biological activities and chemical reactivity.

InChI:InChI=1/C8H5ClN2S/c9-8-10-7(11-12-8)6-4-2-1-3-5-6/h1-5H

Upstream product

• 1670-14-0 benzamidine monohydrochloride 
• 594-42-3 chlorothio-trichloro-methane 
• 73171-46-7 N-Nitroso-3-phenyl-1,2,4-thiadiazol-5-amin 
• 75-70-7 trichloromethyl mercaptan 

Downstream Products

• 17452-89-0 3-phenyl-5-(piperidin-1-yl)-1,2,4-thiadiazole 
• 568591-60-6 (1-{[(3-phenyl-1,2,4-thiadiazol-5-yl)oxy]methyl}cyclobutyl)methanol 
• 78061-84-4 5-(2-oxopropyl)-3-phenyl-1,2,4-thiadiazole 
• 306935-14-8 1-(3-phenyl-[1,2,4]thiadiazol-5-yl)piperazine 
• 887623-97-4 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidine-4-carboxylic acid 
• 624736-15-8 5-(2,5-diazabicyclo[2.2.1]heptan-2-yl)-3-phenyl-1,2,4-thiadiazole 
• 1416987-78-4 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidin-4-amine 
• 1416987-72-8 C₂₁H₂₀N₆O₂S 
• 1416987-73-9 C₁₈H₁₆N₆O₂S 
• 1416987-76-2 tert-butyl [1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidin-4-yl]carbamate 
• 1158994-72-9 5-(4-methylpiperazin-1-yl)-3-phenyl-1,2,4-thiadiazole 
• 1158994-84-3 3-phenyl-5-[4-(pyrrolidin-1-yl)piperidin-1-yl]-1,2,4-thiadiazole 

Relevant articles and documents

The optimization of xanthine derivatives leading to HBK001 hydrochloride as a potent dual ligand targeting DPP-IV and GPR119

A series of xanthine compounds derived from the previous hit 20i with modification on the terminal side chain was discovered through ring formation strategy. Systematic optimization of the compounds with rigid heterocycles in the hydrophobic side chain led to the new lead compound HBK001 (21h) with the improved DPP-IV inhibition and moderate GPR119 agonism activity in vitro. As a continuing work to further study the PK and PD profiles, 21h and its hydrochloride (22) were synthesized on grams scale and evaluated on the ADME/T and oral glucose tolerance test (OGTT) in ICR mice. Compound 22 showed the improved bioavailability and blood glucose-lowering effect in vivo compared to its free base 21h probably attributed to its improved solubility and permeability. The preliminary toxicity studies on compound 22 exhibited that the result of mini-Ames was negative and the preliminary acute toxicity LD50 in mice was above 1.5 g/kg, while it showed moderate inhibition on hERG channel with IC50 4.9 μM maybe due to its high lipophilicity. These findings will be useful for the future drug design for more potent and safer dual ligand targeting DPP-IV and GPR119 for the treatment of diabetes.

Synthesis, SAR study, and biological evaluation of a series of piperazine ureas as fatty acid amide hydrolase (FAAH) inhibitors

A series of piperazine ureas was designed, synthesized, and evaluated for their potential as novel orally available fatty acid amide hydrolase (FAAH) inhibitors that are therapeutically effective against pain. We carried out an optimization study of the l