22179-72-2

Basic information

• Product Name: 4-FLUOROTHIOBENZAMIDE
• Synonyms: 4-FLUORO-1-BENZENECARBOTHIOAMIDE;4-FLUOROTHIOBENZAMIDE;BUTTPARK 62\07-42;OTAVA-BB BB7020331313;4-fluorobenzothioamide;4-Fluorothiobenzamide,99%;4-Fluorothiobenzamide 97%
• CAS NO: 22179-72-2
• Molecular Formula: C₇H₆FNS
• Molecular Weight: 155.19
• EINECS: 244-820-9
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocarbonyl Compounds;Aryl Fluorinated Building Blocks;Building Blocks;C7;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Sulfur Compounds;Thiocarbonyl Compounds
• Mol File: 22179-72-2.mol
• Article Data: 39

Chemical Properties

• Melting Point: 150 °C
• Boiling Point: 239.5 °C at 760 mmHg
• Flash Point: 98.6 °C
• Appearance: light yellow solid
• Density: 1.29 g/cm₃
• Vapor Pressure: 0.04mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: Refrigerator (+4°C)
• CAS DataBase Reference: 4-FLUOROTHIOBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROTHIOBENZAMIDE(22179-72-2)
• EPA Substance Registry System: 4-FLUOROTHIOBENZAMIDE(22179-72-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-43-22
• Safety Statements: 36/37/39-26-22-36/37
• RIDADR: UN 3335
• HazardClass: 6.1
• Hazardous Substances Data: 22179-72-2(Hazardous Substances Data)

Usage

Chemical Properties

Yellow crystaline powder or flakes

InChI:InChI=1/C7H6FNS/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H2,9,10)

Upstream product

• 1194-02-1 4-fluorobenzonitrile 
• 459-57-4 4-fluorobenzaldehyde 
• 403-43-0 4-fluorobenzoyl chloride 
• 456-22-4 4-Fluorobenzoic acid 
• 459-23-4 4-fluorobenzaldoxime 
• 298-06-6 O,O-Diethyl hydrogen phosphorodithioate 
• 19172-47-5 Lawessons reagent 
• 824-75-9 p-fluorobenzamide 

Downstream Products

• 78743-05-2 2-[2-(4-Fluoro-phenyl)-thiazol-4-yl]-acetamide 
• 78743-11-0 3-[2-(4-Fluoro-phenyl)-thiazol-4-yl]-4-hydroxy-pyrrole-2,5-dione 
• 1424328-60-8 C₈H₄FNOS₂ 
• 1428254-81-2 3-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]-1H-isochromen-1-one 
• 1241025-46-6 methyl 2-(2-(4-fluorophenyl)thiazol-4-yl)nicotinate 
• 1182010-84-9 C₁₇H₁₂FNO₂S 
• 1126253-10-8 6-carboxy-2-(4'-fluorophenyl)-1,3-benzothiazole 
• 444615-63-8 diethyl 2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-4,5-dicarboxylate 
• 937079-09-9 1-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]ethanone 
• 258346-48-4 2-[5-ethyl-2-(4-fluorophenyl)-1,3-thiazol-4-yl]acetic acid 
• 727382-98-1 ethyl 2-methyl-6-oxo-5-{2-[4-fluorophenyl](1,3-thiazol-4-yl)}-1,6-dihydro-3-pyridinecarboxylate 
• 74466-90-3 5-(4-Fluoro-phenyl)-[1,2,4]thiadiazole 
• 85559-05-3 3-(4-Fluoro-phenyl)-isothiazole-4,5-dicarboxylic acid dimethyl ester 
• 85559-02-0 3-(4-Fluoro-phenyl)-[1,4,2]dithiazol-5-one 

Relevant articles and documents

Structural and Activity Relationships of 6-Sulfonyl-8-Nitrobenzothiazinones as Antitubercular Agents

The benzothiazinone (BTZ) scaffold compound PBTZ169 kills Mycobacterium tuberculosis by inhibiting the essential flavoenzyme DprE1, consequently blocking the synthesis of the cell wall component arabinans. While extraordinarily potent against M. tuberculosis with a minimum inhibitory concentration (MIC) less than 0.2 ng/mL, its low aqueous solubility and bioavailability issues need to be addressed. Here, we designed and synthesized a series of 6-methanesulfonyl substituted BTZ analogues; further exploration introduced five-member aromatic heterocycles as linkers to attach an aryl group as the side chain. Our work led to the discovery of a number of BTZ derived compounds with potent antitubercular activity. The optimized compounds 6 and 38 exhibited MIC 47 and 30 nM, respectively. Compared to PBTZ169, both compounds displayed increased aqueous solubility and higher stability in human liver microsomes. This study suggested that an alternative side-chain modification strategy could be implemented to improve the druglike properties of the BTZ-based compounds.

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Optimization, Structure-Activity Relationship, and Mode of Action of Nortopsentin Analogues Containing Thiazole and Oxazole Moieties

Plant diseases seriously endanger plant health, and it is very difficult to control them. A series of nortopsentin analogues were designed, synthesized, and evaluated for their antiviral activities and fungicidal activities. Most of these compounds displayed higher antiviral activities than ribavirin. Compounds 1d, 1e, and 12a, with excellent antiviral activities, emerged as novel antiviral lead compounds, among which 1e was selected for further antiviral mechanism research. The mechanism research results indicated that these compounds may play an antiviral role by aggregating viral particles to prevent their movement in plants. Further fungicidal activity tests revealed that nortopsentin analogues displayed broad-spectrum fungicidal activities. Compounds 2p and 2f displayed higher antifungal activities against Alternaria solani than the commercial fungicides carbendazim and chlorothalonil. Current research has laid a foundation for the application of nortopsentin analogues in plant protection.