Category: 3696-23-9

Darroudi, Mahdieh published the artcileSynthesis of Novel Triazole Incorporated Thiazolone Motifs Having Promising Antityrosinase Activity through Green Nanocatalyst CuI-Fe₃O₄@SiO₂ (TMS-EDTA), COA of Formula: C7H7ClN2S, the publication is Applied Organometallic Chemistry (2020), 34(12), e5962, database is CAplus.

In the present work, novel 5-((1-benzyl-1,2,3-triazol-4-yl)methoxybenzylidene)-2-(arylamino)thiazol-4-one thiazolone incorporated triazole derivatives I and II was designed as tyrosinase inhibitors. The compounds I and II were synthesized through click reaction in good yield. Moreover, the antityrosinas activity of the synthesized derivatives I and II was evaluated. In the search for establishing a click copper-catalyzed azide/alkyne cycloaddition (CuAAC) reaction under strict conditions, in terms of a novel air-stable, a recyclable and efficient magnetic catalyst was planned for new triazole derivatives as a well-organized copper iodide supported on the functionalized Fe₃O₄@SiO₂ core-shell (CuI/Fe₃O₄@SiO₂(TMS-EDTA) nanoparticles). The engineered nanocatalyst synthesized for the first time and characterized by different methods, including FT-IR spectroscopy, XRD, FESEM, EDX, TEM, TGA, and BET anal. The excellent catalytic performance in ethanol with high surface area (351.7 m²g^-1) and short reaction time for diverse functional groups (120-200 min), no use of toxic solvents, reusability of the catalyst, and using eco-friendly conditions were the advantageous of this work. Moreover,the nanocatalyst was used at least five times without any significant decrease in the yield of the reaction. The thiazolidine-triazole derivatives I [X=Y=Z = H, X=Y = H; Z = Br, X = 4-N; Y = H; Z = 2-Cl and X = 4-N; Y = H; 3,4-di-Cl] showed promising tyrosinase inhibitory activity with IC₅₀ values in the range of 5.90-9.81μM. The compounds I and II were found to be considerably more potent tyrosinase inhibitors than the reference inhibitor kojic acid (IC₅₀ = 18.36μM).

Applied Organometallic Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, COA of Formula: C7H7ClN2S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Di Carmine, Graziano published the artcileSynthesis of functionalized imidazolidine-2-thiones via NHC/base-promoted aza-benzoin/aza-acetalization domino reactions, Name: 1-(4-Chlorophenyl)thiourea, the publication is Organic & Biomolecular Chemistry (2017), 15(41), 8788-8801, database is CAplus and MEDLINE.

A strategy for the synthesis of biol. relevant 5-hydroxy-imidazolidine-2-thione derivatives I [R¹ = i-Pr, 4-pyridinyl, 2-ClC₆H₄, etc.; R² = i-Pr, Ph, 2-FC₆H₄, 4-ClC₆H₄, 3-MeC₆H₄, 3-BrC₆H₄; R³ = cyclohexyl, Ph, 2-MeC₆H₄, 2-FC₆H₄, 4-ClC₆H₄; X = S] and imidazolidine-2-one I [R¹ = Ph; R² = 4-ClC₆H₄; R₃ = Bn; X = O] was presented. A novel class of α-sulfonylamines had been suitably prepared (46-81% yield) as precursors of formal benzylidenethiourea acceptors; these were generated in situ and intercepted by N-heterocyclic carbene (NHC)-activated aldehydes affording open-chain aza-benzoin-type adducts, which in turn underwent an intramol. aza-acetalization reaction in a one-pot fashion. A thiazolium salt/triethylamine couple proved to be the more effective system to trigger the domino sequence giving the target heterocycles in good yields (45-97%) and diastereoselectivities (up to 99 : 1 dr). The multigram scale synthesis and elaboration of a selected 5-hydroxy-imidazolidine-2-thione compound I [R¹ = 4-ClC₆H₄, R² = R³ = Ph] was also described.

Organic & Biomolecular Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Name: 1-(4-Chlorophenyl)thiourea.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kapoor, Jitander K. published the artcileSelective Synthesis of 3-(α,α-Dibromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one as an Excellent Precursor for the Synthesis of 2-Substituted 4-(4-Hydroxy-6-methyl-2H-2-oxopyran-3-yl)thiazoles as Antimicrobial and Antifungal Agents, Recommanded Product: 1-(4-Chlorophenyl)thiourea, the publication is Journal of Heterocyclic Chemistry (2018), 55(4), 899-906, database is CAplus.

A selective synthesis of 3-(α,α-dibromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one has been achieved by bromination of DHA using CuBr₂/CHCl₃-EtOAc. The reaction of the above compound with different thioureas/thiomides/thiosemicarbazide offers a convenient and efficient method for the syntheses of 2-substituted 4-(4-hydroxy-6-methyl-2H-2-oxopyran-3-yl)thiazoles I (R = C₆H₅NH, 4-MeC₆H₄NH, 4-ClC₆H₄NH, etc.). These thiazoles were evaluated for their antimicrobial and antifungal activity.

Journal of Heterocyclic Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Recommanded Product: 1-(4-Chlorophenyl)thiourea.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Nagarajaiah, H. published the artcileSequential One-Pot Synthesis of 2-Aminothiazoles Using Corresponding Ketones: Insights into Their Structural Features, Safety of 1-(4-Chlorophenyl)thiourea, the publication is Polycyclic Aromatic Compounds (2022), 42(4), 1909-1919, database is CAplus.

2-Aminothiazoles have been synthesized by a one-pot, two-step sequential procedure in solution state which does not involve the isolation of intermediates. It involves α-halogenation of corresponding precursor ketones followed by condensation with substituted thiourea derivatives All the products were analyzed by IR, NMR, mass spectral techniques and four of them were evaluated crystallog. One of them crystallizes in the triclinic crystal system with space group P, while, all the other compounds crystallize in the monoclinic crystal system in two different space groups viz. P2₁/c and P2₁/n. The modified 2-aminothiazole core did not show any change in the intermol. interaction. The N-H… N interaction predominates over other interactions forming centrosym. head to head dimer with the neighboring atoms. This feature is observed in all the mols. except N-(4-(4-bromophenyl)-3-(2,5-dimethylphenyl)thiazol-2(3H)-ylidene)-2,5-dimethylaniline.

Polycyclic Aromatic Compounds published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Safety of 1-(4-Chlorophenyl)thiourea.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Esteva-Font, Cristina published the artcileStructure-activity analysis of thiourea analogs as inhibitors of UT-A and UT-B urea transporters, Recommanded Product: 1-(4-Chlorophenyl)thiourea, the publication is Biochimica et Biophysica Acta, Biomembranes (2015), 1848(5), 1075-1080, database is CAplus and MEDLINE.

Small-mol. inhibitors of urea transporter (UT) proteins in kidney have potential application as novel salt-sparing diuretics. The urea analog dimethylthiourea (DMTU) was recently found to inhibit the UT isoforms UT-A1 (expressed in kidney tubule epithelium) and UT-B (expressed in kidney vasa recta endothelium) with IC₅₀ of 2-3 mM, and was shown to have diuretic action when administered to rats. Here, we measured UT-A1 and UT-B inhibition activity of 36 thiourea analogs, with the goal of identifying more potent and isoform-selective inhibitors, and establishing structure-activity relationships. The analog set systematically explored modifications of substituents on the thiourea including alkyl, heterocycles and Ph rings, with different steric and electronic features. The analogs had a wide range of inhibition activities and selectivities. The most potent inhibitor, 3-nitrophenyl-thiourea, had an IC₅₀ of ∼ 0.2 mM for inhibition of both UT-A1 and UT-B. Some analogs such as 4-nitrophenyl-thiourea were relatively UT-A1 selective (IC₅₀ 1.3 vs. 10 mM), and others such as thioisonicotinamide were UT-B selective (IC₅₀ > 15 vs. 2.8 mM).

Biochimica et Biophysica Acta, Biomembranes published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Recommanded Product: 1-(4-Chlorophenyl)thiourea.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Prajapati, Neelam P. published the artcileThiazole fused thiosemicarbazones: Microwave-assisted synthesis, biological evaluation and molecular docking study, SDS of cas: 3696-23-9, the publication is Journal of Molecular Structure (2019), 401-410, database is CAplus.

In the present study, series of novel compounds (E)-2-(1-(4-methyl-2-(substituted-phenylamino)thiazol-5-yl)ethylidene)hydrazinecarbothio-amide I (R¹ = H, 3-Me, 4-MeO, etc.; R² = H, cyclohexyl) and (E)-N-cyclohexyl-2-(1-(4-methyl-2-(substituted-phenylamino)thiazol-5-yl)ethylidene)hydrazinecarbothioamide II have been synthesized using microwave irradiation method in high yields. Synthesized compounds were evaluated for their in-vitro antimicrobial, antimalarial and anti-tuberculosis activity as well as in-silico study. The obtained results indicate that compound II (R¹ = 3-Me; R² = cyclohexyl) and II (R¹ = 4-OH; R² = cyclohexyl) were found to be the most potent against S. aureus bacterial strain. Further, the mol. docking study has been performed for all the new compounds with the immune system of S. aureus (PDB ID: 5D1Q) as a target enzyme, and this study validated the exptl. results.

Journal of Molecular Structure published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, SDS of cas: 3696-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Guiheneuf, Solene published the artcileMicrowave Assisted Organic Synthesis (MAOS) of New Dispacamide A Derivatives Bearing a Thiazolinone Platform, Biological Assays on Inhibition of Protein Kinases and Cell Effects, Computed Properties of 3696-23-9, the publication is Current Microwave Chemistry (2014), 1(1), 33-40, database is CAplus.

A series of (5Z)-5-ylidene-thiazolidine-4-one derivatives bearing the N-(4,5-dihalogenopyrrol-2-yl)carbamoyl fragment of Dispacamide A was prepared through a newly developed approach using a solution phase protocol assisted by microwave irradiation These new compounds were synthesized in good yields (10-98%) by sulfur/nitrogen displacement or eventually by Knoevenagel condensation in the presence of a base (AcONa) in AcOH solution The ten synthetic products have been obtained with a Z-geometry about their exocyclic double bond. All these compounds have been evaluated against eight protein kinases and human cell lines.

Current Microwave Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Computed Properties of 3696-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wagare, Devendra S. published the artcileHighly efficient microwave-assisted one-pot synthesis of 4-aryl-2-aminothiazoles in aqueous medium, Recommanded Product: 1-(4-Chlorophenyl)thiourea, the publication is Environmental Chemistry Letters (2017), 15(3), 475-479, database is CAplus.

A one-pot protocol for the synthesis of 4-aryl-2-aminothiazoles from the reaction of aromatic ketones, NBS (N-bromosuccinimide) and thioureas under microwave irradiation at 80-85° in PEG (polyethylene glycol)-400 and water as a green reaction medium was developed. The products were obtained in 84-89% yields in 28-32 min. The method had several advantages such as use of green solvent, easy work-up, excellent yield and avoiding use of lachrymatory α-haloketones.

Environmental Chemistry Letters published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C8H7N3, Recommanded Product: 1-(4-Chlorophenyl)thiourea.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Pendem, Venkata Bhavanarushi published the artcileIron Mediated Desulfurization and C-N Bond Formation: Strategy for the Synthesis of Thioureas, Application of 1-(4-Chlorophenyl)thiourea, the publication is Letters in Organic Chemistry (2018), 15(12), 1025-1029, database is CAplus.

A highly efficient and simple protocol for the construction of aromatic and aliphatic thioureas from their resp. amines in the presence of cheap, readily available and air-stable iron catalyst in one-pot three-step reaction is described [e.g., aniline + CS₂ + NH₃ → PhNHC(:S)NH₂ (99%) in presence of Fe(NO₃)₃ and NaHCO₃ in DMF]. All the reactions were carried out under optimized reaction conditions to get the target products in good to excellent yields and shorter reaction time.

Letters in Organic Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Application of 1-(4-Chlorophenyl)thiourea.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ahdenov, Reza published the artcileEelectrosynthesis of benzothiazole derivatives via C-H thiolation, Synthetic Route of 3696-23-9, the publication is Heterocyclic Communications (2022), 28(1), 67-74, database is CAplus.

Benzothiazole derivatives are essential intermediates in synthesizing a wide variety of medical and pharmaceutical compounds, and there is a great demand for a simple and efficient method to synthesize benzothiazoles under mild reaction conditions. Organic electrosynthesis as an energy-efficient process represents an environmentally benign and safer method than traditional methods for organic synthesis. Herein, authors present bromine-free and straightforward synthesis of 2-amino benzothiazole derivatives via the reaction of aniline derivatives and ammonium thiocyanate using electrosynthesis in the presence of sodium bromide both as an electrolyte and as a brominating agent at room temperature in iso-Pr alc. (i-PrOH) as a solvent. The reaction of ammonium thiocyanate via C-H thiolation routes, using various aniline derivatives, resulted in a simple, green, and bromine-free synthesis of 2-amino benzothiazole in moderate to good yields under mild reaction conditions. Riluzole drug can be produced using the same procedure in moderate yields.

Heterocyclic Communications published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Synthetic Route of 3696-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics