86884-98-2

Basic information

• Product Name: N-(4-methoxybenzyl)-N'-phenylthiourea
• Synonyms: N-(4-methoxybenzyl)-N'-phenylthiourea
• CAS NO: 86884-98-2
• Molecular Weight: 272.371
• Mol File: 86884-98-2.mol

Chemical Properties

• CAS DataBase Reference: N-(4-methoxybenzyl)-N'-phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxybenzyl)-N'-phenylthiourea(86884-98-2)
• EPA Substance Registry System: N-(4-methoxybenzyl)-N'-phenylthiourea(86884-98-2)

Safety Data

• Hazardous Substances Data: 86884-98-2(Hazardous Substances Data)

Upstream product

• 40231-24-1 N-phenyldithiocarbamic acid 
• 10577-73-8 O-(4-methoxyphenyl) N-phenylthioncarbamate 
• 2393-23-9 4-methoxy-benzylamine 
• 20351-75-1 O-(4-chlorophenyl) N-phenylthioncarbamate 
• 86317-34-2 O-(4-methylphenyl) N-phenylthioncarbamate 
• 62-53-3 aniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 103-85-5 monophenylthiourea 
• 2423-29-2 N-phenyl-O-phenylthiocarbamate 
• 103-72-0 phenyl isothiocyanate 
• 86864-58-6 N-(4-Methoxy-benzyl)-S-trityl-thiohydroxylamine 

Downstream Products

• 61820-92-6 N‐(4‐methoxybenzyl)benzo[d]thiazol‐2‐amine 
• 1141433-61-5 C₂₃H₂₀N₂O₂S 
• 1141433-41-1 C₂₅H₂₃N₃O₂S 
• 1141433-70-6 C₂₄H₂₂N₂O₂S 

Relevant articles and documents

Preparation method of thiourea alkylation derivative

The invention discloses a preparation method of a thiourea alkylation derivative, which comprises the following steps: stirring an aldehyde, N-arylthiourea, trichlorosilane and Lewis base in an organic solvent at a range of -10 DEG C to room temperature for reaction, and carrying out after-treatment to obtain the thiourea alkylation derivative, wherein the molar ratio of the aldehyde to the N-arylthiourea is 1:2 to 2:1, the molar ratio of the aldehyde to the Lewis base is 1:(0.01-0.20), the molar ratio of the aldehyde to trichlorosilane is 1:(1-2), R1 is a C1-C5 saturated alkyl group, or an unsubstituted or substituted aromatic ring, and R2 is H, an electron withdrawing substituent or an electron donating substituent. According to the method, trichlorosilane is catalyzed by the micromolecular Lewis base, reductive alkylation of thiourea is realized, synthesis can be realized by a one-pot method, and the method is simple to operate, short in reaction time, low in substrate toxicity, lowin cost, easy to obtain, mild in reaction condition and high in safety.

Development of phenylthiourea derivatives as allosteric inhibitors of pyoverdine maturation enzyme PvdP tyrosinase

Infections caused by Pseudomonas aeruginosa become increasingly difficult to treat because these bacteria have acquired various mechanisms for antibiotic resistance, which creates the need for mechanistically novel antibiotics. Such antibiotics might be developed by targeting enzymes involved in the iron uptake mechanism because iron is essential for bacterial survival. For P. aeruginosa, pyoverdine has been described as an important virulence factor that plays a key role in iron uptake. Therefore, inhibition of enzymes involved in the pyoverdine synthesis, such as PvdP tyrosinase, can open a new window for the treatment of P. aeruginosa infections. Previously, we reported phenylthiourea as the first allosteric inhibitor of PvdP tyrosinase with high micromolar potency. In this report, we explored structure-activity relationships (SAR) for PvdP tyrosinase inhibition by phenylthiourea derivatives. This enables identification of a phenylthiourea derivative (3c) with a potency in the submicromolar range (IC50 = 0.57 + 0.05 μM). Binding could be rationalized by molecular docking simulation and 3c was proved to inhibit the bacterial pyoverdine production and bacterial growth in P. aeruginosa PA01 cultures.

Use of molecular oxygen as a reoxidant in the synthesis of 2-substituted benzothiazoles via palladium-catalyzed C-H functionalization/intramolecular C-S bond formation

Molecular oxygen (O2) was successfully employed as a reoxidant in cyclizations of thiobenzanilides 1a-s through a palladium-catalyzed C-H functionalization/intramolecular C-S bond formation process, leading to an efficient, green method for the synthesis of 2-arylbenzothiazoles 2a-s. Addition of cesium fluoride (CsF) greatly enhanced the reactions, which produced variously substituted 2-arylbenzothiazoles with good functional group tolerance. Thioureas 4a-j were also found to be suitable substrates for the cyclization process using a palladium/O2 catalyst system, thus generating 2-aminobenzothiazoles 5a-j. One-pot syntheses of 2-aminobenzothiazoles 5a-j from aryl isothiocyanates 6 and amines 7 were also successful.

ROMPGEL Scavengers: A high-loading supported anhydride for sequestering amines and hydrazines

(formula presented) A versatile method for sequestering excess amines and hydrazines is reported using a high-loading ROMPGEL anhydride polymer.

A novel deprotection/functionalisation sequence using 2,4- dinitrobenzenesulfonamide: Part 2

Treatment of a series of 2,4-dinitrobenzenesulfonamides with either hydroxamic acids, dithioacids, or dithiocarbamic acids leads directly to the corresponding ureas, thioamides and thioureas respectively.

Studies on the Development of the Tritylsulfenyl Group as a Nitrogen Protecting Group and Application in a Synthesis of δ-Coniceine

The (triphenylmethyl)sulfenyl (tritylsulfenyl, TRS) group was found to posses properties which should make it useful as a nitrogen protecting group.The almost instantaneous reaction of TrSCl (6) with amines produced the corresponding triphenylmethanesulfenamides.The TRS group was found to render the nitrogen atom nonbasic and relatively nonnucleophilic, was stable to aqueous acid, aqueous base, and various reducing agents, and was moderately stable to Moffat oxidation conditions.The TRS group could be cleaved under mild conditions, generating the amine with either CuCl2/EtOH-THF, HI/THF-H2O, or trimethylsilyl iodide (Me3SiI)/CH2Cl2.A synthesis of δ-coniceine (16) illustrates carbon-carbon bond formation with tritylsulfenimine methodology and the utility of the tritylsulfenyl group as a nitrogen protecting group.