4430-49-3

Basic information

• Product Name: ISOTHIOCYANATOPHENYL SULFONE
• Synonyms: ISOTHIOCYANATOPHENYL SULFONE;BIS(4-ISOTHIOCYANATOPHENYL) SULPHONE;SALOR-INT L308323-1EA;4,4-Diisothiocyanatodiphenyl sulphone~Diphenyl sulphone 4,4-diisothiocyanate~4-Isothiocyanatophenyl sulphone;Bis(4-isothiocyanatophenyl)sulfone;Diphenylsulfone4,4'-diisothiocyanate;4,4'-Sulfonylbis(1-isothiocyanatobenzene);Sulfonylbis(4,1-phenylene)bisisothiocyanate
• CAS NO: 4430-49-3
• Molecular Formula: C₁₄H₈N₂O₂S₃
• Molecular Weight: 332.42
• Mol File: 4430-49-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 187 °C
• Boiling Point: 547.4 °C at 760 mmHg
• Flash Point: 284.8 °C
• Appearance: /
• Density: 1.33 g/cm³
• Vapor Pressure: 2.05E-12mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: ISOTHIOCYANATOPHENYL SULFONE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOTHIOCYANATOPHENYL SULFONE(4430-49-3)
• EPA Substance Registry System: ISOTHIOCYANATOPHENYL SULFONE(4430-49-3)

Safety Data

• Statements: R20/22:Harmful by inhalation and if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 4430-49-3(Hazardous Substances Data)

Usage

General Description

ISOTHIOCYANATOPHENYL SULFONE is a chemical compound that contains a phenyl sulfone group along with an isothiocyanate functional group. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. ISOTHIOCYANATOPHENYL SULFONE has shown potential as a pesticide and herbicide due to its ability to inhibit the growth of harmful microorganisms and weeds. It is also being investigated for its potential use in the development of anti-cancer and anti-inflammatory drugs. ISOTHIOCYANATOPHENYL SULFONE is known to have a strong odor and should be handled and stored with caution due to its potential irritant and toxic properties.

InChI:InChI=1/C14H8N2O2S3/c17-21(18,13-7-3-1-5-11(13)15-9-19)14-8-4-2-6-12(14)16-10-20/h1-8H

Upstream product

• 139-65-1 4,4'-thiobisaniline 
• 80-08-0 dapsone 
• 463-71-8 thiophosgene 

Downstream Products

• 1159841-42-5 4,4'-bis[thiocarbamic acid O-methyl ester]-1,1'-diphenyl sulfone 
• 1159841-43-6 4,4'-bis[thiocarbamic acid O-propyl ester]-1,1'-diphenyl sulfone 
• 1159841-44-7 4,4'-bis[3-propyl-2-thioxo]-1,1'-diphenyl sulfone 
• 99250-04-1 4,4'-bis[thiocarbamic acid O-ethyl ester]-1,1'-diphenyl sulfone 
• 110063-17-7 1,1′-(4,4′-sulfonylbis(4,1-phenylene))dithiourea 
• 1159841-48-1 4,4'-bis(benzoylthiosemicarbazid-4-yl)-1,1'-diphenyl sulfone 
• 1159841-45-8 4,4'-bis(5-amino-3-thioxo-2,4-dihydro-1,2,4-triazol-4-yl)-1,1'-diphenyl sulfone 
• 1159841-46-9 C₁₆H₁₆N₁₀O₂S₃ 
• 473401-40-0 4,4'-bis[3-butyl-2-thioxo]-1,1'-diphenyl sulfone 
• 1159841-47-0 4,4'-bis(phenylthiosemicarbazid-4-yl)-1,1'-diphenyl sulfone 
• 101319-22-6 4,4'-bis(3-carboxymethyl-thioureido)-1,1'-diphenyl sulfone 
• 100262-59-7 4,4'-bis[thiocarbamic acid O-butyl ester]-1,1'-diphenyl sulfone 
• 1159588-79-0 4,4'-bis(5-imino-1-(4-methoxyphenyl)-2,4-dithioxo-imidazolidin-3-yl)-1,1'-diphenylsulfone 
• 1159588-78-9 4,4'-bis(5-imino-1-(4-tolyl)-2,4-dithioxo-imidazolidin-3-yl)-1,1'-diphenylsulfone 

Relevant articles and documents

NSCLC structure-activity relationship (sar) study of diisothiocyanates for antiproliferative activity on A549 Human non-small cell lung carcinoma (NSCLC)

Isothiocyanate functional group (-N=C=S) is widely accepted as an important moiety for anti-cancer effects of naturally occurring isothiocyanate compounds (ITCs). Herein, a series of diisothiocyanate (diITCs) derivatives were synthesized and evaluated in antiproliferative assays on A549 human non-small cell lung cancer and IMR90 human foetal lung cell lines for structure-activity relationship (SAR) and cancer cell selectivity studies. Results showed that aliphatic and benzylic diITCs were more cytotoxic to A549 cells than natural ITCs; benzyl isothiocyanate (BITC) and phenyl isothiocyanate (PITC), and a currently available anticancer drug; etoposide. Aromatic diITCs were not as active. Notably, most of the diITCs reported in this work were significantly more selective than etoposide to inhibit proliferation of the cancer cells (A549) over the normal cells (IMR90). This study demonstrated a guideline to modify chemical structures of diITCs for anti-NSCLC agents.

Dapson in heterocyclic chemistry, part II: Antimicrobial and antitumor activities of some novel sulfone biscompounds containing biologically active thioureido, carbamothioate, quinazoline, imidazolidine, and thiazole moieties

The reaction of 4,4′-diisothiocyanato-1,1-diphenylsulfone 2 with aromatic amines and phenol derivatives afforded the corresponding thioureio derivatives 3-9, respectively. Also, the reaction of 2 with catechol gave the corresponding carbamothioate derivat

Rapid synthesis of 2-cyanobenzothiazole, isothiocyanate and cyanoformanilide derivatives of dapsone

The rapid synthesis of 2-cyanobenzothiazole, isothiocyanate and cyanoformanilide derivatives of dapsone was examined. The derivatives of the leprostatic drug dapsone were prepared by way of imino-1,2,3-dithiazoles obtained by condensation of aromatic prim