59565-51-4

Basic information

• Product Name: 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine
• Synonyms: 5-(2-fluorophenyl)-1,3,4-thiadiazol-2-amine(SALTDATA: FREE);1,3,4-Thiadiazol-2-aMine, 5-(2-fluorophenyl)-
• CAS NO: 59565-51-4
• Molecular Formula: C₈H₆FN₃S
• Molecular Weight: 195.22
• Product Categories: Amines;Oxadiazoles & Thiadiazoles
• Mol File: 59565-51-4.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 360.5°C at 760 mmHg
• Flash Point: 171.8°C
• Appearance: /
• Density: 1.423g/cm³
• Vapor Pressure: 2.21E-05mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine(59565-51-4)
• EPA Substance Registry System: 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine(59565-51-4)

Safety Data

• Hazardous Substances Data: 59565-51-4(Hazardous Substances Data)

Usage

General Description

5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is a chemical compound with potential pharmaceutical applications. It belongs to the thiadiazole class of compounds and contains a fluorophenyl group. Thiadiazoles have been studied for their potential as antitumor, antimicrobial, and antifungal agents, making them an area of interest in drug discovery. The presence of the fluoro-phenyl group further expands the potential uses of this compound in drug development, as fluorine substitution is known to affect the properties and activity of pharmaceutical compounds. Research into the specific properties and potential applications of 5-(2-Fluoro-phenyl)-[1,3,4]thiadiazol-2-ylamine is ongoing, and it may hold promise for the development of new therapeutic agents in the future.

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

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

Downstream Products

• 91660-19-4 2-Chloro-5-(2-fluoro-phenyl)-[1,3,4]thiadiazole 
• 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 

Relevant articles and documents

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.

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 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.