131074-55-0

Usage

Uses

Used in Organic Synthesis:
(S)-(+)-1-(1-NAPHTHYL)ETHYL ISOTHIOCYANATE is used as a reagent in organic synthesis for its ability to facilitate the formation of various organic compounds.
Used in Research and Pharmaceutical Development:
In the field of research and pharmaceutical development, (S)-(+)-1-(1-NAPHTHYL)ETHYL ISOTHIOCYANATE is utilized for its potential medicinal properties, making it a valuable asset in the discovery and creation of new pharmaceuticals.
Used as an Antioxidant:
(S)-(+)-1-(1-NAPHTHYL)ETHYL ISOTHIOCYANATE is studied for its potential as an antioxidant, which could be beneficial in various applications where protection against oxidative stress is required.
Used as an Anti-Inflammatory Agent:
(S)-(+)-1-(1-NAPHTHYL)ETHYL ISOTHIOCYANATE is also being investigated for its anti-inflammatory properties, which could be applied in treatments for conditions characterized by inflammation.

InChI:InChI=1/C13H11NS/c1-10(14-9-15)12-8-4-6-11-5-2-3-7-13(11)12/h2-8,10H,1H3/t10-/m0/s1

Upstream product

• 463-71-8 thiophosgene 
• 10420-89-0 (S)-1-(1-Naphthyl)ethylamine 

Downstream Products

• 313695-89-5 N-[(1S,2S)-1,2-diphenyl-2-ethoxycarbonylaminoethyl]-N'-[(S)-1-(1-naphthyl)ethyl]thiourea 
• 313695-95-3 (4S,5S)-4,5-diphenyl-1-ethoxycarbonyl-2-[(S)-1-(1-naphthyl)ethylimino]imidazolidine 
• 1215176-32-1 C₃₅H₄₁N₃S 

Relevant academic research and scientific papers

Crystallographic, 1H NMR and CD studies of sterically strained thiourea anion receptors possessing two stereogenic centres

The synthesis and structural characterisation of three chiral bis-naphthalene thiourea receptors (1-3) derived from (R)-(+)-1-(1-naphthyl) ethylamine and (S)-(-)-1-(1-naphthyl)ethylamine are reported along with spectroscopic studies to screen their potential as anion receptors/sensors. Their solid state structures were analysed by X-ray crystallography and their ability to bind anions such as acetate and phosphate in DMSO solution investigated by 1H NMR, absorption, fluorescence and circular dichroism spectroscopy.

The thiocarbonyl 'S' is softer than thiolate 'S': A catalyst-free one-pot synthesis of isothiocyanates in water

Treatment of the preformed or the in situ generated aryl/alkyl dithiocarbamates triethylammonium salt (ArNHCSS-.Et 3NH+) with methyl acrylate in an aqueous medium gave solely arylisothiocyanate (ArNCS), whereas the in situ generated aryl dithiocarbamic acid (ArNHCSS-.H+) yielded exclusively the thia-Michael adduct (ArNHCSSCH2CH2COOMe). This differential reactivity can be explained by two alternative mechanisms which is dependent both on the nature of the counter cation and on the pH of the reaction medium. Irrespective of the counter cations, the thiocarbonyl sulfur (=S) atom, having large orbital-coefficient, is softer compared to the thiol/thiolate sulfur (-SH/S-) in a dithiocarbamate salt and the former adds to the Michael acceptor by a 1,4-addition.

Modified guanidines as potential chiral superbases. 2. Preparation of 1,3-unsubstituted and 1-substituted 2-iminoimidazolidine derivatives and a related guanidine by the 2-chloro-1,3-dimethylimidazolinium chloride-induced cyclization of thioureas

Simple preparation methods for modified guanidines were explored for new chiral superbases. Thus, (4S,5S)-4,5-diphenyl- and diastereomeric cyclohexane-fused 2-iminoimidazolidines were prepared from (1S,2S) - 1,2 -diphenylethylenediamine and (1R,2R)- or (1S,2S)-1,2-diaminocyclohexanes through cyclization of protected thiourea intermediates with 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as a key reaction. In the (4S,5S)-4,5-diphenyl series 1-methyl-2-iminoimidazolidines and 2-diethylaminoimidazoline were also prepared as related guanidines.