39234-83-8

Basic information

• Product Name: 4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE
• Synonyms: 4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE;4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULPHONYL CHLORIDE;4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFO&;4-Nitro-3-(trifluoromethyl)benzenesulfonyl;4-nitro-3-(trifluoromethyl)benzene-1-sulfonyl chloride;5-(Chlorosulphonyl)-2-nitrobenzotrifluoride, 4-(Chlorosulphonyl)-2-(trifluoromethyl)nitrobenzene;4-Nitro-3-(trifluromethyl)benzenesulfonyl chloride
• CAS NO: 39234-83-8
• Molecular Formula: C₇H₃ClF₃NO₄S
• Molecular Weight: 289.62
• EINECS: -0
• Product Categories: Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 39234-83-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 63-67 °C(lit.)
• Boiling Point: 354 °C at 760 mmHg
• Flash Point: 167.9 °C
• Appearance: /
• Density: 1.689g/cm³
• Vapor Pressure: 7.07E-05mmHg at 25°C
• Refractive Index: 1.511
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Lachrymatory
• BRN: 2880842
• CAS DataBase Reference: 4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE(39234-83-8)
• EPA Substance Registry System: 4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE(39234-83-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 39234-83-8(Hazardous Substances Data)

Usage

General Description

4-NITRO-3-(TRIFLUOROMETHYL)BENZENESULFONYL CHLORIDE is a chemical compound with the molecular formula C7H3ClF3NO4S. It is a sulfonamide-based compound that contains a nitro group, a trifluoromethyl group, and a sulfonyl chloride functional group. This chemical is commonly used in the pharmaceutical industry as a reagent for the synthesis of various pharmaceutical compounds. It is also used as a building block in the synthesis of agrochemicals, dyes, and other specialty chemicals. Additionally, it is a potent and selective inhibitor of cytochrome P450 2C19, making it useful for studying drug metabolism and drug-drug interactions. However, it is important to handle this compound with caution as it is corrosive and can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C7H3ClF3NO4S/c8-17(15,16)4-1-2-6(12(13)14)5(3-4)7(9,10)11/h1-3H

Upstream product

• 393-09-9 4-fluoro-1-nitro-2-trifluoromethyl-benzene 
• 39234-82-7 4-Nitro-3-trifluormethylthiophenol 
• 401-80-9 3-fluoro-trifluoromethylbenzene 

Relevant articles and documents

Development of nonsteroidal antiandrogens: 4-Nitro-3-trifluoro-methyldiphenylamines

For the development of new nonsteroidal antiandrogens a series of 4-nitro-3-trifluoromethyldiphenylamines was synthesized and compounds were tested for their affinities to steroid hormone receptors and for antiandrogenic activities. These compounds were synthesized by reacting 4-nitro-3-trifluoromethylphenylsulfocyanamide-sodium (4) with the corresponding aromatic amines to give the N-(4-nitro-3-trifluoromethylphenylsulfonyl)-N'-phenylguanidines. The crude products were then converted to the desired diphenylamines by Smiles rearrangement and hydrolysis. 2-Hydroxy-4'-nitro-3'-trifluoromethyldiphenylamine (13), which shows a relative binding affinity (RBA) to the androgen receptor (AR) of 6.5% of that of testosterone, exerts a higher affinity than hydroxyflutamide (RBA = 4.5). Shift of the hydroxy-function to position 3 or 4 as well as N-methylation caused a decrease in AR-affinity. Compounds exerting AR-affinity were tested for antiandrogenic activity. Compound 13 showed the best antiandrogenic effect, though less than the well-known antiandrogen flutamide.

Substituted benzenesulfonamides as anthelmintics

This invention relates to a novel method for the treatment of parasitic diseases and the compositions used in said treatment. More specifically this invention relates to benzenesulfonamides substituted at the 3, 4, and 5 positions of the benzene ring and to the use of such compounds for the treatment of mature and immature liver fluke infections.