6815-00-5

Usage

Uses

Used in Biological Research:
2-Phenylethylthiourea is used as a research tool for studying the enzyme tyrosinase, which is crucial in melanin synthesis. It serves as an inhibitor, helping researchers understand the enzyme's function and its role in melanin production.
Used in Melanin Production Inhibition:
2-Phenylethylthiourea is used as a melanin synthesis inhibitor for the treatment of conditions characterized by excessive melanin production. By blocking the tyrosinase enzyme, it prevents the formation of melanin, offering a potential therapeutic approach for such conditions.
Used in Taste Perception Studies:
2-Phenethylthiourea is used as a taste modulator in genetic research, as it can impart a bitter taste to some individuals while others cannot taste it at all. This property allows scientists to study genetic differences in taste perception and the underlying mechanisms.

InChI:InChI=1/C9H12N2S/c10-9(12)11-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H3,10,11,12)

Upstream product

• 59795-89-0 phenethyl isocyanide 
• 64-04-0 phenethylamine 
• 1147550-11-5 ammonium thiocyanate 
• 156-28-5 2-phenylethylamine hydrochloride 
• 333-20-0 potassium thioacyanate 
• 59146-85-9 TM-2-105 
• 2257-09-2 Phenethyl isothiocyanate 

Downstream Products

• 79571-54-3 4-(5-Nitro-2-furyl)-2-(β-phenylethylamino)thiazole 
• 79069-94-6 N‐phenethyl‐4‐phenylthiazol‐2‐amine 
• 858114-65-5 4-isobutyl-N-(2-phenylethyl)-1,3-thiazole-2-amine 
• 858114-67-7 N-(2-phenylethyl)-4-propyl-1,3-thiazole-2-amine 
• 858114-61-1 4-isopropyl-N-(2-phenylethyl)-1,3-thiazole-2-amine 
• 72965-80-1 2-(phenethylamino)-4-phenylthiazol-3-ium bromide 
• 72965-82-3 2-phenethylamino-4-phenyl-5-methylthiazole hydrobromide 
• 1505452-72-1 2-imino-5,5-bis(4-methoxyphenyl)-3-(2-phenylethyl)imidazolidin-4-one 
• 1433958-86-1 N-phenethylnaphtho[2,1-d]thiazol-2-amine 
• 1422363-65-2 N-phenethyl-N′-(4-(γ-glutamylamino))benzyloxyguanidine 
• 1422363-63-0 C₂₈H₃₅N₅O₆ 

Relevant academic research and scientific papers

Convenient Multicomponent One-Pot Synthesis of 2-Iminothiazolines and 2-Aminothiazoles Using Elemental Sulfur Under Aqueous Conditions

Herein, we present a novel one-pot aqueous reaction for the synthesis of 2-iminothiazolines and 2-aminothiazoles using isocyanides, amines, sulfur, and 2′-bromoacetophenones. The three-component preparation of thioureas is followed by the one-pot cyclization leading to the heterocyclic product. This efficient and mild procedure features excellent step- and atom-economy and enables the chromatography-free preparation of diversely substituted 2-iminothiazoline and 2-aminothiazole derivatives.

ANTIVIRAL COMPOUNDS AND USE THEREOF

The present invention relates to compounds of formula (I), their use as medicaments, in particular as broad spectrum antiviral agents, their combination with a further antiviral agent and relative pharmaceutical compositions. In particular, the compounds of the invention are useful in the treatment of a disease caused by an enveloped virus.

Novel broad spectrum virucidal molecules against enveloped viruses

Viral infections are an important cause of death worldwide. Unfortunately, there is still a lack of antiviral drugs or vaccines for a large number of viruses, and this represents a remarkable challenge particularly for emerging and re-emerging viruses. For this reason, the identification of broad spectrum antiviral compounds provides a valuable opportunity for developing efficient antiviral therapies. Here we report on a class of rhodanine and thiobarbituric derivatives displaying a broad spectrum antiviral activity against seven different enveloped viruses including an HSV-2 acyclovir resistant strain with favorable selectivity indexes. Due to their selective action on enveloped viruses and to their lipid oxidation ability, we hypothesize a mechanism on the viral envelope that affects the fluidity of the lipid bilayer, thus compromising the efficiency of virus-cell fusion and preventing viral entry.

Scaling up of continuous flow processes with gases using a tube-in-tube reactor: Inline titrations and fanetizole synthesis with ammonia

The development of a tube-in-tube reactor based on a semipermeable polymer membrane has enabled the efficient transfer of gases into liquid flow streams. In this work we describe the scalability and throughput of this reactor when applied to ammonia gas.

Continuous-flow processing of gaseous ammonia using a Teflon AF-2400 tube-in-tube reactor: Synthesis of thioureas and in-line titrations

A simple tube-in-tube reactor based on the gas-permeable membrane Teflon AF-2400 was used in the continuous flow reaction of gaseous ammonia with isothiocyanates and one isocyanate. A colourimetric in-line titration technique is also reported as a simple method to quantify the amount of ammonia taken up by the solvent in the system. Georg Thieme Verlag Stuttgart · New York.

COMPOSITION, SYNTHETIC PROCESS AND USE OF NEW ANTIOXIDANT INFLAMMATION MODULATORS

This application discloses novel compounds and compositions for modulating in vitro and in vivo processes mediated by Nuclear Factor - Erythroid 2-Related Factor 2 (Nrf2), and as a new class of antioxidant inflammation modulators (AIM). The application al

Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells

In order to define the structural requirements of phenylthiourea (PTU), a series of thiourea and thiosemicarbazone analogs were prepared and evaluated as inhibitors of melanogenesis in melanoma B16 cells. The most potent analog was 2-(4-tert-butylbenzylidene)hydrazinecarbothioamide (1u) with an IC50 value of 2.7 μM in inhibition of melanogenesis. The structure for potent inhibitory activity of these derivatives are required with the direct connection of π-planar structure to thiourea without steric hinderance in PTU derivatives and the hydrophobic substituent at para position in case of semicarbazones.

Clobenpropit analogs as dual activity ligands for the histamine H3 and H4 receptors: Synthesis, pharmacological evaluation, and cross-target QSAR studies

Previous studies have demonstrated that clobenpropit (N-(4-chlorobenzyl)-S-[3-(4(5)-imidazolyl)propyl]isothiourea) binds to both the human histamine H3 receptor (H3R) and H4 receptor (H4R). In this paper, we describe the synthesis and pharmacological characterization of a series of clobenpropit analogs, which vary in the functional group adjacent to the isothiourea moiety in order to study structural requirements for H3R and H4R ligands. The compounds show moderate to high affinity for both the human H3R and H4R. Furthermore, the changes in the functional group attached to the isothiourea moiety modulate the intrinsic activity of the ligands at the H4R, ranging from neutral antagonism to full agonism. QSAR models have been generated in order to explain the H3R and H4R affinities.

Bismuth chloride mediated synthesis, antimicrobial, and anti-inflammatory activities of new 4-aryl-2-amino thiazoles

Synthesis of 4-aryl-2-Amino thiazoles (3a-u), (4a-c), and (5a-c) was achieved from the reaction of 4-butyl phenacyl chlorides (2a-c) with N-substituted thioureas, in the presence of Bismuth Chloride. The antimicrobial and anti-inflammatory activities of the final products were also studied. Copyright Taylor & Francis Group, LLC.

Substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one as CB 1 cannabinoid receptor ligands: Synthesis and pharmacological evaluation

A set of 30 substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one (thiohydantoins) derivatives was synthesized, and their affinity for the human CB1 cannabinoid receptor has been evaluated. These compounds are derived from the previously described cannabinoid ligands 5,5′- diphenylimidazolidine-2,4-dione (hydantoins). The replacement of the oxygen by a sulfur leads to an increase of the affinity while the function-i.e., inverse agonism-determined by [35S]-GTPγS experiments remains unaffected. Finally, to evaluate the molecular parameters that could influence the affinity of the thiohydantoins, molecular electrostatic potential as well as lipophilicity calculations were undertaken on representative thiohydantoins and hydantoins derivatives. In conclusion, 5,5′-bis-(4-iodophenyl)-3-butyl-2- thioxoimidazolidin-4-one (31) and 3-allyl-5,5′-bis(4-bromophenyl)-2- thioxoimidazolidin-4-one (32) possess the highest affinity for the CB 1 cannabinoid receptor described to date for the hydantoin and thiohydantoins series when compared in a same bioassay.