Category: 6318-74-7

Relationship between structure and inhibiting action of derivatives of 2-aminothiazole was written by Voloshin, V. F.;Golosova, O. P.;Krasovskii, V. A.. And the article was included in Zashchita Metallov in 1986.Application of 6318-74-7 This article mentions the following:

The weight loss method was used to study the connection between the inhibiting action of derivatives of 2-aminothiazole and the nature of the substituent in its ring at their concentrations of 0.01M on steel St 3  [39296-41-8] in 10% solutions of HCl and H₂SO₄. At the same time, polarization measurements were made on Armco Fe samples pressed into Teflon as well as the impedance of the electrlyte/electrode interface at 25°. A correlation was observed between the pK_a value and the logarithm of the inhibition factor (γ) and the corrosion rate (K) in g/(m²-h). The following inhibitors were studied: 2-amino-4,5-diphenylthiazole; 2-amino-4-phenyl-5-tert-butylthiazole; 2-amino-5-methylbenzothiazole; 2-amino-4-methyl-5-isopropylthiazole; 2-amino-4-methylthiazole; 2-amino-4,5-dimethylthiazole; 2-aminothiazole; and 2-amino-4-methyl-5-acetylthiazole. The high electron d. on the heteroatom of the inhibitor mol. is important, but is not the only condition for protective activity of the compound In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application of 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Application of 6318-74-7

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Decreased sulfotransferase SULT1C2 gene expression in DPT-induced polycystic kidney was written by Sugimura, Kazunobu;Tanaka, Tomoaki;Tanaka, Yoshihiko;Takano, Haruna;Kanagawa, Kenji;Sakamoto, Nobuyoshi;Ikemoto, Shin-Ichi;Kawashima, Hidenori;Nakatani, Tatsuya. And the article was included in Kidney International in 2002.Recommanded Product: 6318-74-7 This article mentions the following:

The pathogenesis of polycystic kidney disease (PKD) remains unclear despite the identification of the genes responsible for hereditary PKD. In this study, we investigated the alteration of gene expressions in an acquired PKD model induced by 2-amino-4,5-diphenylthiazole (DPT) using the differential display method. Kidney mRNA from a Sprague-Dawley rat fed with 1% DPT for 4 days and from a control rat was compared by the RT-PCR differential display method. Differentially expressed bands were re-amplified and subcloned. Using these subclones as probes, the changes in gene expressions were confirmed by Northern blot anal. Subsequently, mouse kidney cDNA library was screened. The isolated 1.5-kb cDNA contained an open reading frame encoding 296 amino acids, which shared 94.3% identity with rat SULT1C2 sulfotransferase, and was considered to be its mouse ortholog (GenBank Accession Number AY005469). Mouse SULT1C2 mRNA was abundant in the kidney and stomach among normal mouse tissues. The expression of SULT1C2 mRNA was decreased in the rat kidney after DPT feeding but not in the stomach. Mouse SULT1C2 was expressed successfully using pET plasmid vector and E. coli. The recombinant 34 kDa protein was capable of catalyzing the sulfation of p-nitrophenol at a K_m of 3.1 mmol/L, by utilizing 3′-phosphoadenosine 5′-phosphosulfate (PAPS) as the sulfate donor. Although the physiol. substrate and function of SULT1C2 have yet to be elucidated, its down-regulation could be involved in the cystic changes of tubules by decreasing the sulfation of the tubular basement membrane components. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Recommanded Product: 6318-74-7

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis of acid dyes derived from 2-aminothiazoles and their dyeing performance on wool and silk fabrics was written by Iyun, O. R. A.;Bello, K. A.;Jauro, A.. And the article was included in Journal of Chemical Society of Nigeria in 2012.Synthetic Route of C15H12N2S This article mentions the following:

Monoazo acid dyes based on 2-aminoheterocycles were prepared using J-, Nevile and Winther’s-, and H-acids with 4-sulfonic-phenyl-3-methyl-5-pyrazolone as the coupling components. The synthesized dyes were applied on wool and silk fabrics. The dyes were found to give a wide range of color shades with very good depth, brightness, and levelness. The visible absorption spectra and phys. properties of the dyes were also investigated. The percentage dyebath exhaustion on the fabrics was found to be excellent and the dyed fabrics showed very good fastness to light and washing. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Synthetic Route of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Synthetic Route of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Thiazole based novel functional colorants: Synthesis, characterization and nonlinear optical studies using picosecond Z-scan technique was written by Singh, Balvant Shyam;Lobo, Hyacintha Rennet;Krishna Podagatlapalli, G.;Venugopal Rao, S.;Shankarling, Ganapati Subray. And the article was included in Optical Materials (Amsterdam, Netherlands) in 2013.Synthetic Route of C15H12N2S This article mentions the following:

Organic push-pull chromophoric system containing thiazole Schiff bases were synthesized from aminothiazole intermediate. These novel chromophores possessed excellent thermal and optical properties with complete transparency in the visible spectral region. Thermogravimetric anal. revealed that all dyes were thermally stable at temperatures above 300 °C. The third-order nonlinear optical studies, performed using the Z-scan technique with ∼2 ps pulses, revealed excellent three photon absorption coefficients/cross-sections combined with reasonably high values of nonlinear refractive index (n₂). The solute n₂ was of opposite sign compared to that of solvents. To the best of our knowledge, this is the first report of three-photon absorption studies in Schiff base compounds In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Synthetic Route of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Synthetic Route of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Fungicidal activities and mass spectral studies of some Schiff bases derived from p-hydroxybenzaldehyde and their derivatives was written by Dash, B.;Mahapatra, P. K.;Panda, D.;Pattnaik, J. M. Mrs.. And the article was included in Journal of the Indian Chemical Society in 1984.Electric Literature of C15H12N2S This article mentions the following:

A new series of Schiff bases were prepared Condensation of 2-aminothiazoles and -benzothiazoles with p-HOC₆H₄CHO gave I [R = H, R¹ = aryl, R² = H, aryl, R²R² = (un)substituted CH:CHCH:CH]. Chloroacetylation of I (R = H) followed by substitution with morpholine and piperidine gave I (R = morpholinoacetyl, piperidinoacetyl). Cycloaddition of I (R = H) with HSCH₂CO₂H yielded thiazolidinone derivatives II. I and II have satisfactory fungicidal activity against Curvularia at 500 ppm. The mass spectra of I (R = H) were discussed. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Electric Literature of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Electric Literature of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Applications of Snyder’s theory on linear adsorption chromatography to heterocyclic compounds. I. Influence of the polar and steric effects of various substituents on the adsorption energy of thiazoles on alumina was written by Vernin, Gaston;Vernin, G. Mrs.. And the article was included in Journal of Chromatography in 1970.HPLC of Formula: 6318-74-7 This article mentions the following:

The Snyder theory of linear adsorption chromatog., that was applied to on e hundred thiazole derivatives, made it possible to determine exptl. the adsorption energies of the compounds and to compare these with the adsorption energies calculated by means of fixed tables. In a study on thiazoles containing one or two alkyl groups, this comparison made it possible to determine the variations in adsorption energy of the N atom of the ring due to the polarization effects and to the steric effects induced by the alkyl groups and to relate these effects to the constant relations which exist between the polarization and steric effects of the substituents. A similar investigation was made on 4-aryl thiazoles with various substituents in the 2-position. In this case variations in the adsorption energy of the mols. due to the polarization effects of the groups substituted para to the phenyl group with respect to the substituents in the 2-position were studied, and the mutual electronic interactions between the various groups were determined In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7HPLC of Formula: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.HPLC of Formula: 6318-74-7

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Sodium Hydroxide Catalyzed N-Alkylation of (Hetero) Aromatic Primary Amines and N₁,C₅-Dialkylation of 4-Phenyl-2-aminothiazoles with Benzyl Alcohols was written by Donthiri, Ramachandra Reddy;Pappula, Venkatanarayana;Chandra Mohan, Darapaneni;Gaywala, Hiren H.;Adimurthy, Subbarayappa. And the article was included in Journal of Organic Chemistry in 2013.Recommanded Product: 4,5-Diphenylthiazol-2-amine This article mentions the following:

In the presence of a catalytic amount of NaOH, the selective N-alkylation of various heteroaromatic primary amines is reported. E.g., in presence of NaOH in toluene, N-alkylation of 2-aminobenzothiazole with 4-ClC₆H₄CH₂OH gave 93% I. With 1 equiv of NaOH, N₁,C₅-dialkylation of 4-phenyl-2-aminothiazoles has been investigated. Reaction of in situ generated aldehyde with amine yields the N-alkylated and N₁,C₅-dialkylated products through hydride ion transformation from alc. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Recommanded Product: 4,5-Diphenylthiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Design, synthesis, and evaluation of 2-substituted ethenesulfonic acid ester derivatives as protein tyrosine phosphatase 1B inhibitors was written by Liu, Jingbao;Jiang, Faqin;Jin, Yan;Zhang, Yong;Liu, Jingjing;Liu, Wenlu;Fu, Lei. And the article was included in European Journal of Medicinal Chemistry in 2012.Computed Properties of C15H12N2S This article mentions the following:

Thirty-two substituted ethenesulfonic acid ester derivatives were designed, synthesized and evaluated for their inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) and selectivity over T-Cell protein tyrosine phosphatase (TCPTP). A preliminary structure-activity relationship studies demonstrated that the substitution at the aromatic center and the length of linker between the hydrophobic tail and aromatic center markedly affected the inhibitory activity against PTP1B and the selectivity over TCPTP. Specifically, two compounds revealed excellent inhibitory activity to PTP1B with IC₅₀ = 1.3 μM and 1.5 μM, resp. and marked 10-fold and 20-fold selectivity over TCPTP. Cytotoxicity data showed low cytotoxicity for COS-7 cell with IC₅₀ values >100 μM for most synthesized chems. The title compounds thus formed included (1E)-2-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]ethenesulfonic acid Et ester (I) and related substances, such as isoxazole derivatives and thiazole derivatives The synthesis of the target compounds was achieved using 4-bromo-3-oxopentanoic acid Me ester, 4-bromo-3-oxobutanoic acid Me ester, benzamide and benzenecarbothioamide as simple starting materials. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Computed Properties of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Computed Properties of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Reaction of ketones with iodine and thiourea was written by King, L. Carroll;Hlavacek, Robert J.. And the article was included in Journal of the American Chemical Society in 1950.Name: 4,5-Diphenylthiazol-2-amine This article mentions the following:

The ketone (0.1 mol.), 0.2 mol. CS(NH₂)₂, and 0.1 mol. iodine, heated overnight on the steam bath, give the substituted 2-aminothiazole; the cooled reaction product is extracted with ether, the residue in boiling H₂O filtered, the filtrate made alk. with concentrated NH₄OH, and the precipitate crystallized from aqueous EtOH; if the product is an oil, it is crystallized from Skellysolve C. The m.ps. of the Ac derivatives are given in parentheses. 4-Substituted 2-aminothiazoles: p-chlorophenyl, m. 163-4°, 89% [254-5°]; p-bromophenyl, m. 180-1°, 93% [277-8°]; p-iodophenyl, m. 176-7°, 97% [302-3°]; p-methoxyphenyl, m. 204-5°, 72% [287-8°]; p-(methylmercapto)phenyl, m. 180-2°, 67% [232-3°]; p-aminophenyl, m. 174-5°, 63% [di-Ac derivative, m. 284-6°]; p-biphenylyl, m. 207-8°, 99% [252-3°]; p-tolyl, m. 124-5°, 84% [204-5°]; m-isomer, m. 79-92°, 64% [211-12°]; o-isomer, m. 81-2°, 70% [143-4°]; p-nitrophenyl, m. 285-6°, 99% [306-7°]; m-isomer, m. 188-90°, 84% [312-14°]; 2-naphthyl, m. 153-4°, 99% [239-40°]; 2-phenanthryl, m. 243-4°, 87% [304-5°]; 2-thienyl, m. 127-30°, 91% [199-207°]; tert-Bu, m. 98-9°, 71% [173-4°]; ο-hydroxyphenyl, m. 139-40°, 37% [di-Ac derivative, m. 200-3°; HI salt, m. 220-3° (each HI salt has 1 mol. H₂O)]; m-isomer, m. 136-8°, 59% [di-Ac derivative, 186-7°; HI salt, 95-7°]; p-isomer, m. 198-200°, 62% [di-Ac derivative, m. 235-7°; HI salt m. 240-2°]; 4-phenyl-5-Et, m. 68-9°, 65% [175-6°]; 4-phenyl-5-Bu, m. 103-4°, 54% [135-6°]; 4-phenyl-5-Bu, m. 60-1°, 43% [187-8°]; 4-benzyl-5-Ph, m. 139-40°, 83% [164-5°]; 4,5-di-Ph, m. 184-5°, 99% [208-9°]; 4-phenyl-5-benzoyl, m. 215-16°, 18% [237-8°]. The aminothiazole from 4-methylcyclohexanone, C₈H₁₂N₂S, m. 98-9°, 66% [162-3°]; the 3-isomer gives 24% 2-amino-5(or -7)-methyl-4,5,6,7 -tetrahydrobenzothiazole, m. 110-11° [150-1°]. Compound from cycloheptanone, C₈H₁₂N₂S, m. 75-6° 60% [124-5°]; from hydrindone, C₁₀H₈N₂S, m. 213-14°, 53% [284-5°]; from 3,4-dihydro-1(2H)-naphthalenone, m. 133-4°, 52% [233-4°]; acenaphthenone gives 99% 8-aminoacenaphtho-1,2-thiazole, bright red, m. 205-7° [309-11°]. Bromoacetomesitylene (4.6 g.) yields 3.8 g. 2,4,6-trimethylphenacylisothiuronium bromide, m. 280-2°; it could not be cyclized to a thiazole. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Name: 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Name: 4,5-Diphenylthiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Potassium iodide and ammonium nitrate catalyzed aerobic oxidative cyclization of ketones with thioureas in ionic liquid: an access to 2-aminothiazoles was written by Zhao, Jinwu;Xu, Jingxiu;Chen, Jiaxi;He, Minghua;Wang, Xiaoqin. And the article was included in Tetrahedron in 2015.Formula: C15H12N2S This article mentions the following:

An efficient procedure for the synthesis of 2-aminothiazoles via KI/NH₄NO₃-catalyzed oxidative cyclization of ketones and thioureas using mol. oxygen as a green oxidant is reported. Different ketones and thioureas went through the transformation and gave corresponding 2-aminothiazole heterocycles in satisfactory yields. E.g., in presence of KI/NH₄NO₃, H₂SO₄, and mol. oxygen in [Bmim]OTf/H₂O (4:1), oxidative cyclization of PhCOMe and H₂NCSNH₂ gave 95% 2-aminothiazole derivative (I). In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Formula: C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Formula: C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica