28004-62-8

Usage

Uses

Used in Pharmaceutical Applications:
2-Amino-5-(4-chlorophenyl)-1,3,4-thiadiazole is used as a pharmaceutical agent for its antimicrobial and antifungal properties, offering potential in the development of new drugs to combat various infections and diseases.
Used in Drug Development:
2-AMINO-5-(4-CHLOROPHENYL)-1 3 4is utilized in the development of new drugs for various medical conditions, leveraging its potential pharmaceutical applications and chemical properties.
Used in Chemical Synthesis:
2-Amino-5-(4-chlorophenyl)-1,3,4-thiadiazole serves as a building block in the synthesis of other chemical compounds, contributing to the creation of novel molecules with diverse applications.
Used in Agricultural Applications:
2-AMINO-5-(4-CHLOROPHENYL)-1 3 4may have applications in agriculture, potentially serving as a component in the development of new agrochemicals or contributing to the improvement of existing products.
Used in Industrial Processes:
2-Amino-5-(4-chlorophenyl)-1,3,4-thiadiazole may also find use in various industrial processes, where its unique chemical properties can be harnessed for specific applications or improvements in product development.

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

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 79-19-6 thiosemicarbazide 
• 333-20-0 potassium thioacyanate 
• 104-88-1 4-chlorobenzaldehyde 
• 74-11-3 para-chlorobenzoic acid 
• 19350-69-7 4-chlorobenzaldehyde p-toluenesulfonylhydrazone 
• 20038-92-0 C-(4-Chlor-phenylazo)-thioformamid 
• 4346-94-5 thiosemicarbazide hydrochloride 
• 122-01-0 4-chloro-benzoyl chloride 
• 5706-80-9 4-chlorobenzaldehyde thiosemicarbazone 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 64310-32-3 C₈H₈ClN₃OS 
• 1126-46-1 Methyl 4-chlorobenzoate 

Downstream Products

• 70038-87-8 N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-benzamidine 
• 18199-95-6 2,2-dichloro-N-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-acetamide 
• 19430-31-0 2-Chloro-5-(4-Chlorohenyl)-1,3,4-thiadiazole 
• 105492-94-2 [5-(4-Chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-(7-chloro-quinolin-4-yl)-amine 
• 81516-43-0 7-methyl-2-(4-chlorophenyl)-5H-1,3,4-thiadiazolo<3,2-a>pyrimidin-5-one 
• 88484-86-0 ethyl 3-<5-(4-chlorophenyl)-1,3,4-thiadiazol-2-ylamino>-2-butenoate 
• 122804-92-6 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-amine 
• 131980-51-3 ethyl 5-(4-chlorophenyl)-2-formylimino-1,3,4-thiadiazole-3(2H)-butanoate 
• 117221-99-5 1-[5-(4-Chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-3-(3,4-dichloro-phenyl)-urea 
• 92537-71-8 2-(p-chlorophenyl)-7H-1,3,4-thiadiazolo-[3,2-a]-pyrimidin-7-one-5-carboxylic acid ethyl ester 
• 13483-94-8 1-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-3-(toluene-4-sulfonyl)-urea 
• 19430-37-6 1-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-piperidine 
• 1262142-28-8 2-[5-(4-chlorophenyl)-1,3,4-thiadiazol-2-ylamino]-3-phenyl-quinazolin-4(3H)-one 
• 1236182-60-7 9-(4-methoxy)-5-(4'-chlorophenyl)-3H,13aH-quinolino-[3,2-f][1,2,4]triazolo[4,3-b][1,2,4]triazepine 

Relevant academic research and scientific papers

A new dual-function fluorescent probe of Fe3+for bioimaging and?probe-Fe3+complex for selective detection of CN?

A rhodamine-based probe for Fe3+was prepared and confirmed by X-ray crystallography. The probe exhibited highly selective and sensitive recognition toward Fe3+with distinct color change. Interestingly, the probe-Fe3+comple

Synthesis, in vitro α-glucosidase inhibitory potential and molecular docking study of thiadiazole analogs

α-Glucosidase is a catabolic enzyme that regulates the body's plasma glucose levels by providing energy sources to maintain healthy functioning. 2-Amino-thiadiazole (1–13) and 2-amino-thiadiazole based Schiff bases (14–22) were synthesized, characterized by 1H NMR and HREI-MS and screened for α-glucosidase inhibitory activity. All twenty-two (22) analogs exhibit varied degree of α-glucosidase inhibitory potential with IC50 values ranging between 2.30 ± 0.1 to 38.30 ± 0.7 μM, when compare with standard drug acarbose having IC50 value of 39.60 ± 0.70 μM. Among the series eight derivatives 1, 2, 6, 7, 14, 17, 19 and 20 showed outstanding α-glucosidase inhibitory potential with IC50 values of 3.30 ± 0.1, 5.80 ± 0.2, 2.30 ± 0.1, 2.70 ± 0.1, 2.30 ± 0.1, 5.50 ± 0.1, 4.70 ± 0.2, and 5.50 ± 0.2 μM respectively, which is many fold better than the standard drug acarbose. The remaining analogs showed good to excellent α-glucosidase inhibition. Structure activity relationship has been established for all compounds. The binding interactions of these compounds were confirmed through molecular docking.

Synthesis and preliminary anticancer activity assessment of n-glycosides of 2-amino-1,3,4-thiadiazoles

The addition of 2-amino-1,3,4-thiadiazole derivatives with parallel iodination of differ-ently protected glycals has been achieved using a double molar excess of molecular iodine under mild conditions. The corresponding thiadiazole derivatives of N-glycosides were obtained in good yields and anomeric selectivity. The usage of iodine as a catalyst makes this method easy, inexpen-sive, and successfully useable in reactions with sugars. Thiadiazole derivatives were tested in a panel of three tumor cell lines, MCF-7, HCT116, and HeLa. These compounds initiated biological response in investigated tumor models in a different rate. The MCF-7 is resistant to the tested com-pounds, and the cytometry assay indicated low increase in cell numbers in the sub-G1 phase. The most sensitive are HCT-116 and HeLa cells. The thiadiazole derivatives have a pro-apoptotic effect on HCT-116 cells. In the case of the HeLa cells, an increase in the number of cells in the sub-G1-phase and the induction of apoptosis was observed.

Aryl or heteroaryl substituted thiadiazole compound and antibacterial application thereof

The invention belongs to the technical field of medicines, and particularly relates to an aryl or heteroaryl substituted thiadiazole compound, a preparation method and application thereof as an antibacterial drug. The compound is represented by formula (1

N-(5-phenyl-1, 3, 4-thiadiazole-2-yl) benzamide compound

The invention belongs to the technical field of medicines, relates to a compound with antitumor activity and a specific chemical structure, and in particular relates to an N-((6, 7-dimethoxyquinoline-4-yl) oxy) methyl)-N-(5-phenyl-1, 3, 4-thiadiazole-2-yl) benzamide compound and a preparation method and an application thereof. The structural general formula of the compound is shown in the specification, wherein an R group is mono-substituted or double-substituted phenyl, fluorophenyl, chlorphenyl, bromophenyl, benzyl, benzyloxy, benzene nitro or trifluoromethyl substituted at 2-position, 3-position or 4-position. Pharmacological studies show that the compound provided by the invention has a relatively remarkable proliferation inhibition effect on HER-2 positive breast cancer cells SK-Br-3, the effect is obviously superior to that of HER-2 negative breast cancer cells MCF-7, the compound can be used for preparing antitumor drugs, and a new way is opened up for deep research and development of tumor drugs in the future. The preparation method provided by the invention is simple and feasible, relatively high in yield and easy for large-scale production.

Synthesis and Biological Evaluation of Oxadiazole Clubbed Thiadiazole Derivatives as Antimicrobial Agents

A series of 1,3,4-oxadiazole clubbed 1,3,4-thiadiazole derivatives were synthesized and assessed in vitro for their activity as antimicrobial agents. The target compounds 2-(5-(substituted aryl)-1, 3, 4-oxadiazol-2-ylthio)-N-(5-(substituted aryl)-1, 3, 4-thiadiazol-2-yl) acetamides (5a-5s) were synthesized using a basic condensation reaction between 5-(substituted aryl)-1,3,4-oxadiazole-2-thiol and 2-chloro-N-(5-(substituted aryl)-1,3,4-thiadiazol-2-yl)acetamide in presence of K2CO3 as a scavenging agent and acetone as reaction solvent. The titled compounds synthesized here, exhibited excellent to moderate antimicrobial activity against a broad panel of antibacterial strains of Gram-positive and Gram-negative bacteria and fungi.

Synthesis and antimicrobial activities of thiadiazole containing quinoline derivatives

A novel series of 1-[(substituted 2-chloroquinolin-3-yl)methylidene]-3-[substituted-5-phenyl-1,3,4-thiadiazol-2-yl] thioureas have been synthesized by acid catalyzed reaction between the 1-(5-substitued phenyl-1,3,4-thiadiazol-2-yl) thioureas and 6-substi

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Synthesis, docking, and biological evaluation of thiazolidinone derivatives against hepatitis C virus genotype 4a

Hepatitis C virus (HCV) genotype 4a (GT4a) is prevalent in Egypt. It did not gain the necessary scientific focus despite its high resistance. Since the crystal structure NS5B (RNA-dependent RNA polymerase) of HCV GT4a has not been resolved until now, homology modeling was conducted to build and validate the 3D model of the enzyme. Ligand binding sites including the allosteric thumb II pocket were detected and used in lead optimization. Sixty new 4-thiazolidinone derivatives have been virtually designed and docked into thumb II site of HCV NS5B GT4a using rigid docking approach. Eighteen compounds (7a–r) that show good docking scores were synthesized and tested in vitro against NS5B GT4a. Compounds 7b and 7n showed the best inhibitory activity (IC50 = 0.338 and 0.342 μM, respectively). Compounds 7a, 7b, 7c, 7d, 7k, 7n, 7q, and 7r that have IC50 values less than 2 μM were assessed for cellular anti-HCV GT4a activity using human hepatoma cell line (Huh 7.5). The percentages of viral growth inhibition are between 79.67 and 94.77%. Compound 7b is the most active in the in vitro and cellular assays and could be considered a potential new lead for future anti-HCV studies. [Figure not available: see fulltext.]

Synthesis of Emodin Amide Derivatives Containing 1,3,4-Thiadiazole and Their Inhibitory Activity on Vibrio harveyi

A series of new 1,3,4-thiadiazole Emodin amide derivatives were synthesized through the connection of 5-substituted-1,3,4-thiadiazole-2-amine and Emodin carboxylic acids which were obtained by a two-step procedure starting from Emodin. Vibrio harveyi inhibition activities of the newly prepared compounds were evaluated. Results revealed that all compounds showed different degrees of inhibition on V. harveyi. Among them, compound 7a showed the best V. harveyi inhibition effect and the minimum inhibitory concentration (MIC) was 0.0625 mg/mL.