4968-41-6

Basic information

• Product Name: 1-[(cyanocarbonothioyl)amino]-4-methoxybenzene
• Synonyms: 1-[(cyanocarbothioyl)amino]-4-methoxybenzene; benzene, 1-[(cyanothioxomethyl)amino]-4-methoxy-
• CAS NO: 4968-41-6
• Molecular Formula: C₉H₈N₂OS
• Molecular Weight: 192.2376
• Mol File: 4968-41-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 302.7°C at 760 mmHg
• Flash Point: 136.9°C
• Density: 1.3g/cm³
• Vapor Pressure: 0.000973mmHg at 25°C
• Refractive Index: 1.657
• CAS DataBase Reference: 1-[(cyanocarbonothioyl)amino]-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(cyanocarbonothioyl)amino]-4-methoxybenzene(4968-41-6)
• EPA Substance Registry System: 1-[(cyanocarbonothioyl)amino]-4-methoxybenzene(4968-41-6)

Safety Data

• Hazardous Substances Data: 4968-41-6(Hazardous Substances Data)

Usage

Type of compound

Synthetic chemical compound, derivative of thiourea

Industries

Pharmaceutical, agricultural

Properties

Antiviral, antifungal, antibacterial

Uses

Development of drugs and agrochemicals, reagent in organic synthesis, research tool in biochemistry and pharmacology

Physical appearance

White to off-white crystalline powder

Taste

Slightly bitter

Solubility

Soluble in organic solvents

Research status

More research needed to understand potential applications and health risks

Upstream product

• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 104-94-9 4-methoxy-aniline 
• 75318-43-3 4,5-dichloro-1,2,3-dithiazolium chloride 
• 75318-49-9 N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methoxyaniline 
• 151-50-8 potassium cyanide 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 

Downstream Products

• 25309-99-3 Benzyl--disulfid 
• 2591-17-5 D-luciferin 
• 939-69-5 2-cyano-6-hydroxybenzothiazole 
• 502173-45-7 (4-methoxyphenyl)carbamoyl cyanide 
• 1328894-68-3 1-(4-chloro-3-(trifluoromethyl)phenyl)-5-imino-3-(4-mehoxyphenyl)-4-thioxoimidazolidin-2-one 
• 1328894-60-5 3-(4-fluorophenyl)-1-(4-methoxyphenyl)-5-thioxoimidazolidine-2,4-dione 
• 1328894-51-4 1-(4-fluorophenyl)-5-imino-3-(4-methoxyphenyl)-4-thioxoimidazolidin-2-one 
• 1198619-83-8 1-(4-methoxyphenyl)-4-imino-3-(naphthalen-1-yl)-5-thioxoimidazolidin-2-one 
• 1159588-79-0 4,4'-bis(5-imino-1-(4-methoxyphenyl)-2,4-dithioxo-imidazolidin-3-yl)-1,1'-diphenylsulfone 
• 84200-19-1 1-p-Anisidyl-3-phenyl-4,5-di-p-anisidylimino-imidazolidin-2-on 

Relevant articles and documents

Synthesis and evaluation of D-thioluciferin, a bioluminescent 6'-thio analog of Dluciferin

All known light-emitting firefly-bioluminescent luciferin analogs are either derived from the 6'-hydroxy- and/or 6'-aminoluciferin. We report the synthesis of D-thioluciferin, a 6'-thio analog or isostere of D-luciferin, starting from p-aminothiophenol, using a unique thioacrylate-S-protecting-group strategy. Upon treatment of Dthioluciferin with purified Photinus pyralis (Ppy) luciferase (Luc), a bioluminescence emission with a red-shift λmax relative to D-luciferin was observed. It was also shown that disulphide and sulphide analogs of Dthioluciferin did not produce similar bioluminescences relative to D-thioluciferin when treated with Ppy Luc under standard conditions, thus, providing a foundation for the development of D-thioluciferin based probes based on disulphide reduction and S-dealkylation.

Expedient synthesis of electronically modified luciferins for bioluminescence imaging

Bioluminescence imaging with luciferase enzymes requires access to light-emitting, small-molecule luciferins. Here, we describe a rapid method to synthesize d-luciferin, the substrate for firefly luciferase (Fluc), along with a novel set of electronically modified analogues. Our procedure utilizes a relatively rare, but synthetically useful dithiazolium reagent to generate heteroaromatic scaffolds in a divergent fashion. Two of the luciferin analogues produced with this approach emit light with Fluc in vitro and in live cells. Collectively, our work increases the number of substrates that can be used for bioluminescence imaging and provides a general strategy for synthesizing new collections of luciferins.

Antibacterial evaluation of novel N-arylimino-1,2,3-dithiazoles and N-arylcyanothioformamides

N-Aryl-1,2,3-dithiazoles 2 and the corresponding N-arylcyanothioformamides 3 have been synthesized via 4,5-dichloro-1,2,3-dithiazole derivatives, and their antibacterial activity measured; the dithiazoles are significantly active against Gram-positive bacteria.