28004-63-9

Basic information

• Product Name: 2-AMINO-5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOLE
• Synonyms: AKOS B014677;5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOL-2-AMINE;5-(2,4-DICHLOROPHENYL)-[1,3,4]THIADIAZOL-2-YL-AMINE;TIMTEC-BB SBB007063;5-(2,4-dichlorophenyl)-1,3,4-thiadiazol-2-amine(SALTDATA: FREE);1,3,4-Thiadiazol-2-aMine, 5-(2,4-dichlorophenyl)-;5-(2,4-Dichlorophenyl);CHEMBRDG-BB 5313490
• CAS NO: 28004-63-9
• Molecular Formula: C₈H₅Cl₂N₃S
• Molecular Weight: 246.12
• Mol File: 28004-63-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 240-242℃ (ethanol water )
• Boiling Point: 415.2°Cat760mmHg
• Flash Point: 204.9°C
• Appearance: /
• Density: 1.569g/cm³
• Vapor Pressure: 4.21E-07mmHg at 25°C
• Refractive Index: 1.682
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-AMINO-5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOLE(28004-63-9)
• EPA Substance Registry System: 2-AMINO-5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOLE(28004-63-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 28004-63-9(Hazardous Substances Data)

Usage

General Description

2-Amino-5-(2,4-dichlorophenyl)-1,3,4-thiadiazole is a chemical compound belonging to the organosulfur compound family. This chemical compound is characterized by the presence of nitrogen, sulfur, chlorine and phenyl ring in its molecular structure, providing it with unique chemical and physical properties. It is majorly used in the field of medicinal chemistry due to its potent bioactive properties. 2-AMINO-5-(2,4-DICHLOROPHENYL)-1,3,4-THIADIAZOLE plays a significant role in the synthesis of various drugs targeted towards curing various diseases. Its antibacterial, antifungal, and anti-inflammatory activities make it adaptable for developing effective medicinal drugs. Moreover, modifications in the phenyl ring or substitutions at the amino group can lead to compounds with improved pharmacological activities.

InChI:InChI=1/C8H5Cl2N3S/c9-4-1-2-5(6(10)3-4)7-12-13-8(11)14-7/h1-3H,(H2,11,13)

Upstream product

• 6957-92-2 (2,4-dichlorobenzylidenehydrazinyl)thiocarboxamide 
• 26036-09-9 1-(2,4-dichlorobenzoyl)-3-thiosemicarbazide 
• 50-84-0 2,4 dichlorobenzoic acid 
• 79-19-6 thiosemicarbazide 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Downstream Products

• 139172-25-1 2-(2,4-dichlorophenyl)-7-methyl-5H-1,3,4-thiadiazolo(3,2-a)pyrimidin-5-one 
• 139172-20-6 (Z)-3-[5-(2,4-Dichloro-phenyl)-[1,3,4]thiadiazol-2-ylamino]-but-2-enoic acid ethyl ester 
• 139172-30-8 5-(2,4-dichlorophenyl)-1,3,4-thiadiazol-2-iminobenzylidene 
• 147054-27-1 [5-(2,4-Dichloro-phenyl)-[1,3,4]thiadiazol-2-yl]-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine 
• 132407-83-1 1-Benzoyl-3-[5-(2,4-dichloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea 
• 132407-82-0 1-Acetyl-3-[5-(2,4-dichloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea 
• 139172-26-2 2-(2,4-dichlorophenyl)-7-hydroxy-5H-1,3,4-thiadiazolo(3,2-a)pyrimidin-5-one 
• 139172-27-3 7-chloro-2-(2,4-dichlorophenyl)-5H-1,3,4-thiadiazolo(3,2-a)pyrimidin-5-one 
• 139172-28-4 6-ethoxycarbonyl-2-(2,4-dichlorophenyl)-5H-1,3,4-thiadiazolo(3,2-a)pyrimidin-5-one 
• 1221426-02-3 N-[5-(2,4-dichlorophenyl)-1,3,4-thiadiazol-2-ylcarbamoyl]-4-methoxybenzamide 
• 1248828-24-1 2-[{5-(2,4-dichlorolphenyl)-[1,3,4]-thiadiazol-2-yl}imino]-1,3-thiazolidin-4-one 

Relevant articles and documents

Synthesis, in vitro thymidine phosphorylase activity and molecular docking study of thiadiazole bearing isatin analogs

A series of seventeen analogs (1─17) were synthesized and characterized through different spectroscopic techniques such as 1H, 13CNMR, HR-EI-MS and were evaluated for in vitro thymidine phosphorylase inhibition. All compounds showed excellent to good thymidine phosphorylase activity having IC50 value ranging between 4.10 ± 0.20 and 54.60 ± 1.40?μM when compared with standard drug 7-deazaxanthine (IC50 = 38.68 ± 1.12?μM). Among the series, compounds 1 (IC50 = 8.30 ± 0.30?μM), 6 (IC50 = 6.30 ± 0.10?μM), 11 (IC50 = 8.40 ± 0.30?μM) and 16 (IC50 = 4.10 ± 0.20?μM) were found more potent. Potent compounds were further subjected to molecular docking study to identify their interactions with the active site of amino acid. Structure activity relationship was done for all analogs mostly based on substitution pattern on phenyl and isatin rings. Graphic abstract: [Figure not available: see fulltext.]

Synthesis and evaluation of novel 1,3,4-thiadiazole–fluoroquinolone hybrids as antibacterial, antituberculosis, and anticancer agents

A series of 5-substituted-1,3,4-thiadiazole-based fluoroquinolone derivatives were designed as potential antibacterial and anticancer agents using a molecular hybridization approach. The target compounds 16–25 were synthesized by reacting the correspondin

Novel 4-thiazolidinones as non-nucleoside inhibitors of hepatitis C virus NS5B RNA-dependent RNA polymerase

In continuation of our efforts to develop new derivatives as hepatitis C virus (HCV) NS5B inhibitors, we synthesized novel 5-arylidene-4-thiazolidinones. The novel compounds 29-42, together with their synthetic precursors 22-28, were tested for HCV NS5B inhibitory activity; 12 of these compounds displayed IC50 values between 25.3 and 54.1 μM. Compound 33, an arylidene derivative, was found to be the most active compound in this series with an IC50 value of 25.3 μM. Molecular docking studies were performed on the thumb pocket-II of NS5B to postulate the binding mode for these compounds.