59565-51-4

Usage

Uses

Used in Pharmaceutical Industry:
5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is used as a potential therapeutic agent for various applications due to its antitumor, antimicrobial, and antifungal properties. The presence of the fluoro-phenyl group is expected to further expand its potential uses in drug development, as fluorine substitution is known to affect the properties and activity of pharmaceutical compounds.
Used in Drug Discovery:
5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is used as a candidate in drug discovery for its potential to develop new therapeutic agents. Ongoing research is focused on understanding its specific properties and exploring its potential applications in the development of novel treatments for various diseases and conditions.
Used in Antitumor Applications:
5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is used as an antitumor agent, leveraging its potential to inhibit tumor growth and progression. Its activity in this area is attributed to the antitumor properties of thiadiazoles and the influence of the fluoro-phenyl group on its properties and activity.
Used in Antimicrobial Applications:
5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is used as an antimicrobial agent, harnessing its potential to combat microbial infections. The antimicrobial properties of thiadiazoles, combined with the effects of the fluoro-phenyl group, make 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine a promising candidate for developing new antimicrobial drugs.
Used in Antifungal Applications:
5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is used as an antifungal agent, capitalizing on its potential to treat fungal infections. The antifungal properties of thiadiazoles, along with the impact of the fluoro-phenyl group, position 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine as a candidate for the development of new antifungal therapies.

InChI:InChI=1/C8H6FN3S/c9-6-4-2-1-3-5(6)7-11-12-8(10)13-7/h1-4H,(H2,10,12)

Upstream product

• 333-20-0 potassium thioacyanate 
• 90555-36-5 N′-(2-fluorobenzylidene)-4-methylbenzenesulfonohydrazide 
• 446-52-6 2-Fluorobenzaldehyde 
• 79-19-6 thiosemicarbazide 
• 445-29-4 o-fluoro-benzoic acid 
• 2107-16-6 2-(2-fluorophenylmethylene)hydrazine carbothioamide 
• 59565-49-0 1-(2-fluorobenzoyl)-3-thiosemicarbazide 

Downstream Products

• 128627-64-5 (E)-N-[5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-yl]-3-phenyl-acrylamide 
• 1023696-93-6 N-(5-(2-fluorophenyl)-1,3,4-thiadiazole-2-yl)-N'-(5-methylisoxazoyl)thiourea 
• 1430197-24-2 N-(5-(2-fluorophenyl)-1,3,4-thiadiazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamide 
• 1315339-33-3 C₁₃H₈FN₇S 
• 276254-77-4 2-(2-fluoro-phenyl)-5-methylsulfanyl-[1,3,4]thiadiazole 
• 108413-60-1 5-(2-fluoro-phenyl)-[1,3,4]thiadiazole-2-thiol 
• 91660-19-4 2-Chloro-5-(2-fluoro-phenyl)-[1,3,4]thiadiazole 
• 128627-53-2 N-<5-(2-Fluorophenyl)-1,3,4-thiadiazol-2-yl>acrylamide 

Relevant academic research and scientific papers

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.

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.

PhI-Catalyzed Intramolecular Oxidative Coupling Toward Synthesis of 2-Amino-1,3,4-Thiadizoles

A highly efficient method for the synthesis of thiadiazole derivatives via intramolecular oxidative coupling of thiosemicarbazide, using the in situ generated hypervalent iodine(III) reagents is developed. The protocol can be carried out smoothly and provides a variety of thiadiazole derivatives in moderate to excellent yields. Graphical Abstract: A highly efficient method for the synthesis of thiadiazole derivatives via PhI-catalyzed intramolecular oxidative coupling of thiosemicarbazide has been developed.

Synthesis and antifungal activities of drimane-amide derivatives from sclareol

Aim and Objective: Plant diseases are caused by fungal pathogens lead to severe economic losses in many agriculture crops. And the increasing resistance of many fungi to commonly used antifungal agents necessitates the discovery and development of new fungicides. So this study was focused on synthesizing novel skeleton compounds to effectively control plant diseases. Materials and Methods: A series of drimane-amide derivatives were designed, synthesized by aminolysis reaction of amine with intermediate sclareolide which was prepared from sclareol. The structures of all the synthesized compounds were confirmed using1H NMR,13C NMR, and HR-MS (ESI) spectroscopic data. Their in vitro antifungal activity were preliminarily evaluated by using the mycelium growth rate method against five phytopathogenic fungi: Botrytis cinerea, Glomerella cingulata, Alternaria alternate, Alternaria brassicae, and Fusarium graminearum. Results: 23 target compounds were successfully obtained in yields of 52-95%. Compounds358 A2 and A3 displayed favorable inhibitory potency against B. cinerea, G. cingulata and A. brassicae with IC50 values ranging from 3.18 to 10.48 μg/mL. These two compounds displayed higher fungicidal activity than sclareol against all the tested phytopathogenic fungi, and were more effective than the positive control thiabendazole against A. alternate and A. brassicae. The structure-activity relationship studies of compounds A1-10 indicated that both the position and type of substituent on the phenyl ring had significant effects on antifungal activity. Conclusion: The drimane-amide derivatives A2 and A3 were the most promising derivatives and should be selected as new templates for the potential antifungal agents.

Thiadiazolodiazepine analogues as a new class of neuromuscular blocking agents: Synthesis, biological evaluation and molecular modeling study

The synthesis, biological evaluation and molecular modeling study of 6,7-dihydro-[1,3,4] thiadiazolo[3,2-a][1,3]diazepine analogues as new class of neuromuscular blocking agents are described. The new compounds act via competitive mechanism with ACh which

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.

Synthesis of 2-amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via sequential condensation and I2-mediated oxidative C-O/C-S bond formation

2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.

Synthesis and biological activity of acylthiourea derivatives contain 1,2,3-thiadiazole and 1,3,4-thiadiazole

In order to investigate the biological activity of novel thiourea compounds, some novel 1,2,3-thiadiazole derivatives containing 1,3,4-thiadiazole were synthesized under phase transfer catalyzed condition(PEG-600)by multi-step reactions. The chemical structures of all compounds were established by 1H NMR, FTIR, MS, and elemental analysis, and some of these compounds were investigated for fungicidal activity and plant growth regulatory activity. The bioassay results indicated that some of these compound exhibited moderate activities.

One-pot synthesis of 5H-1,3,4-thiadiazolo[3,2-a] pyrimidin-5-one derivatives

A novel and efficient one-pot method has been developed for the synthesis of 2-substituted-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5- one derivative by the combination of [3 + 3] cycloaddition, reduction, deamination reactions. The fused heterocyclic compoun