Heterocyclic Building Blocks-Thiazole

On May 15, 2008, Yang, Bingwei Vera; Doweyko, Lidia M.; Vaccaro, Wayne; Huynh, Tram N.; Tortolani, David R.; Dhar, T.g. Murali published a patent.Name: 2-Amino-4-(4-iodophenyl)thiazole The title of the patent was N-Heteroaryl carboxamides as modulators of glucocorticoid receptor, AP-1, and/or NF-κB activity and their preparation, pharmaceutical compositions and use in the treatment of diseases. And the patent contained the following:

Non-steroidal compounds are provided which are useful in treating diseases associated with modulation of the glucocorticoid receptor, AP-1, and/or NF-κB activity including inflammatory and immune diseases, obesity and diabetes having the structure of formula I an enantiomer, diastereomer, tautomer, solvate (e.g. a hydrate), or a pharmaceutically-acceptable salt, thereof. Also provided are pharmaceutical compositions and methods of treating metabolic and inflammatory- or immune-associated diseases or disorders using said compounds Compounds of formula I wherein M is (un)substituted alkyl, cycloalkyl, (hetero)aryl and heterocyclyl; Ma and Za are independently a bond and C1-3 alkylene; Q is H, (un)substituted C1-4 alkyl; Q and R6 taken together to form a 3- to 6-membered cycloalkyl; Q and M taken together to form a 3- to 7-membered heterocyclic ring; Z is cycloalkyl, heterocyclyl and (hetero)aryl; R1 – R4 are independently H, halo, (un)substituted alkyl, (un)substituted alkenyl, (un)substituted alkynyl, NO2, CN, OH and derivatives, etc.; R6 is (un)substituted alkyl, (un)substituted alkenyl, (un)substituted alkynyl, CHO, acyl, CO2H and derivatives, etc.; R7 is halo, (un)substituted alkyl, (un)substituted alkenyl, (un)substituted alkynyl, NO2, CN, OH and derivatives, etc.; R22 is H, (un)substituted alkyl, CO-alkyl, CO2-alkyl, SO2-alkyl, alkoxy, (un)substituted amino, (hetero)aryl, heterocyclyl, and cycloalkyl; and their enantiomers, diastereoisomers, and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by amidation of 2,2-diphenyl-1-methylcyclopropane-1-carboxylic acid with 2-aminothiazole. All the invention compounds were evaluated for their GR and AP-1 modulatory activity. From the assay, it was determined that compound II exhibited Ki value of 103.8 % RBA. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Name: 2-Amino-4-(4-iodophenyl)thiazole

The Article related to heteroaryl carboxamide preparation glucocorticoid receptor ap1 nfkb modulator, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Name: 2-Amino-4-(4-iodophenyl)thiazole

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

Chopra, Rakesh; Singh, Lovepreet; Chibale, Kelly; Singh, Kamaljit published an article in 2019, the title of the article was Synthesis, In Silico Molecular Docking, ADME Evaluation and In Vitro Antiplasmodial Activity of Pyrimidine-Based Hybrid Molecules.Category: thiazole And the article contains the following content:

Synthesis of new pyrimidine based mol. hybrids comprising of pyrimidine and aryl/heteroaryl groups linked, conveniently through 1,2,3-triazole. In vitro antiplasdmodial activity of this series of compounds against chloroquine sensitive NF54 strain of the human malaria parasite Plasmodium falciparum, revealed interesting trends and correlation with the physicochem. properties of the hybrids. In silico docking of the most active (IC50 4.40±1.00 μM) (more active than reference artesunate) member 16a in the active binding sites of wild type PfDHFR-TS (P. falciparum Dihydrofolate Reductase-Thymidylate Synthase) and PfDHFR-TS Quadruple mutant showed interactions suggesting their role as PfDHFR inhibitors. Further, all the members of the series showed favorable in silico ADME (Adsorption Distribution, Metabolism, Excretion) profile. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Category: thiazole

The Article related to pyrimidine based hybrid triazoles preparation mol docking antiplasmodial human, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Category: thiazole

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

Eko, Ishegbe Joyce; Ademola, Bello Kasali; Obinna, Nkeonye Peter; Kogo, A. A. published an article in 2019, the title of the article was Synthesis and structural-reactivity studies of bifunctional MCT/SES (monochlorotriazine/sulphatoethylsulphone) azo reactive disperse dyes applied to wool and polyester fabric.Quality Control of 4-Phenylthiazol-2-amine And the article contains the following content:

Reactive disperse dyes containing monochlorotriazine/sulphatoethylsulfone reactive moieties were synthesized by condensing aniline with cyanuric chloride and further reacting it with a series of monoazo dyes obtained by diazotising 1-aminobenzene-4-β-sulphatoethylsulfone and coupling with various substituted 2-amino-4-phenylthiazole derivatives The dyeing performance of the dyes was evaluated on polyester and wool fabrics. The dyes obtained gave various shades ranging from reddish to bright red colors. They had good depth and good leveling properties. They dyed fabrics showed moderate to good light fastness properties and very good to excellent fastness to washing and perspiration. The dye bath exhaustion on the polyester and wool fabrics were found to be very good and their fixation values were moderate. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Quality Control of 4-Phenylthiazol-2-amine

The Article related to monochlorotriazine sulfatoethylsulfone azo reactive disperse dye wool polyester fabric, Dyes, Organic Pigments, Fluorescent Brighteners, and Photographic Sensitizers: Azo Dyes and Pigments and other aspects.Quality Control of 4-Phenylthiazol-2-amine

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

On June 30, 2022, Elmaaty, Tarek Abou; El-Taweel, Fathy; El-Farh, Abeer Abou; Ramadan, Shaimaa M. published an article.Electric Literature of 2010-06-2 The title of the article was Dyeing Nylon-6 Fabric with New 2-Chloro-N-(4-Aryl-5-Arylazo-Thiazol-2-Yl)-Acetamide Dyes in Supercritical Carbon Dioxide. And the article contained the following:

Abstract: A number of new reactive disperse dyes were synthesized from 2-chloro-N-(4-aryl-5-arylazo-thiazol-2-yl)-acetamide derivatives (5a-d). The new dyestuffs were applied to dye the nylon-6 fabric in supercritical carbon dioxide (scCO2). The chem. structures of these new dyes were explained by elemental and spectroscopic analyses. Then, the suitability of dyestuffs under study for textile dyeing as disperse reactive dyes was reported. All four dyes (5a-5d) exhibited strong color strength, which may be attributed to excellent dye penetration in the fabric afforded by scCO2. The color fastness of dyed samples was measured, and the results demonstrated excellent values and extremely satisfactory washing durability. The dyed samples showed excellent antibacterial activity against Bacillus cereus, Staphylococcus aureus (G+ bacteria), and Escherichia coli (G- bacteria) compared with selected antibiotics as a reference standard; the retention of this excellent antibacterial activity was still satisfactory even after five washing cycles. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Electric Literature of 2010-06-2

The Article related to dyeing nylon fabric chloroarylarylazothiazolylacetamide dye supercritical carbon dioxide, Dyes, Organic Pigments, Fluorescent Brighteners, and Photographic Sensitizers: Azo Dyes and Pigments and other aspects.Electric Literature of 2010-06-2

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

On November 27, 2008, Mitchell, Jeffrey Peter; Lilly, Michael John; Lambert, John Nicholas; Draffan, Alistair George; Bond, Silas; Hufton, Richard; Jahangiri, Saba published a patent.Application In Synthesis of Methyl 2-(2-aminothiazol-4-yl)acetate The title of the patent was Preparation of substituted arylindazolinone derivative and analogs as viral polymerase inhibitors. And the patent contained the following:

Title compounds I [L = absent or linker; each Y independently = N, NO, or CR4; Z = O, S, or R5; R1 = (un)substituted alkyl, cycloalkyl, aryl, etc.; R2 = (un)substituted cycloalkyl, aryl, or heterocyclyl; R3 = halo, CN, (un)substituted alkyl, etc.; R4 = H, halo, SH, OH, etc.; R5 = H, OH, (un)substituted alkyl, etc.; n = 0 to 4], and their pharmaceutically acceptable salts, are prepared and disclosed as viral polymerase inhibitors. Thus, e.g., II was prepared by amidation of 2-amino-5-bromobenzoic acid with 4-benzyloxyaniline hydrochloride followed by arylation with bromobenzene and cyclization. Select I were evaluated in HCV polymerase inhibition assays (data given). I were disclosed as therapeutic agents for use as viral polymerase inhibitors, in particular inhibitors of viral polymerases within the Flaviviridae family such as hepatitis C virus (HCV). The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).Application In Synthesis of Methyl 2-(2-aminothiazol-4-yl)acetate

The Article related to indazolinone aryl derivative preparation viral polymerase inhibitor, arylindazolinone analog preparation viral polymerase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Application In Synthesis of Methyl 2-(2-aminothiazol-4-yl)acetate

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

On August 31, 2022, Nasli Esfahani, Anita; Iraji, Aida; Alamir, Amir; Moradi, Shahram; Asgari, Mohammad Sadegh; Hosseini, Samanesadat; Mojtabavi, Somayeh; Nasli-Esfahani, Ensieh; Faramarzi, Mohammad Ali; Bandarian, Fatemeh; Larijani, Bagher; Hamedifar, Haleh; Hajimiri, Mir Hamed; Mahdavi, Mohammad published an article.Application of 2010-06-2 The title of the article was Design and synthesis of phenoxymethybenzoimidazole incorporating different aryl thiazole-triazole acetamide derivatives as α-glycosidase inhibitors. And the article contained the following:

A novel series of phenoxymethybenzimidazole derivatives I (R1 = H, 4-F, 4-Br, 4-CH3, 3-OCH3, 4-OCH3; R2 = H, CH3; R3 = H, OCH3) were rationally designed, synthesized, and evaluated for their α-glycosidase inhibitory activity. All tested compounds displayed promising α-glycosidase inhibitory potential with IC50 values in the range of 6.31 to 49.89μM compared to standard drug acarbose (IC50 = 750.0 ± 10.0μM). Enzyme kinetic studies on I (R1 = 4-Br, R2 = R3 = H; R1 = R2 = H, R3 = OCH3; R1 = 4-CH3, R2 = CH3, R3 = H) as the most potent compounds revealed that these compounds were uncompetitive inhibitors into α-glycosidase. Docking studies confirmed the important role of benzimidazole and triazole rings of the synthesized compounds I to fit properly into the α-glycosidase active site. This study showed that this scaffold can be considered as a highly potent α-glycosidase inhibitor. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Application of 2010-06-2

The Article related to phenoxymethybenzimidazole preparation glycosidase inhibitor docking study sar, benzimidazole, enzyme inhibition, synthesis, triazole-acetamide, α-glycosidase, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Application of 2010-06-2

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

On May 25, 2022, Dass, Reuben; Singleton, Justin D.; Peterson, Matt A. published an article.Reference of 4-Phenylthiazol-2-amine The title of the article was An efficient synthesis of 4-Thiocyanato anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O. And the article contained the following:

Treatment of a variety of 2(3)-mono-substituted anilines with benzyltrimethylammonium dichloroiodate (1.2 equiv) and ammonium thiocyanate (1.2 equiv) in DMSO:H2O (9:1) at 70°C gave the corresponding 4-thiocyanato-2(3)-substituted anilines ArSC≡N [Ar = 4-OH-3-MeC6H3, 4-NH2-3-BrC6H3, 3-isoquinolyl, etc.] in excellent isolated yields (60-99%; ave. yield for all anilines = 90%). The reaction worked well for substrates with 2-halo, 2-alkoxy, 2-aryloxy, 2-alkyl, 2-dialkylamino, 2-N-sulfonylamino, 2-alkyn-1-yl, 2-cyano, 2-acyl, 2-sulfonyl, and 2-heteroaryl substitution. 3-Substituted, 3,5- or 2,6-disubstituted anilines and substituted phenols were also well tolerated. 4-Substituted anilines gave the corresponding 2-aminobenzothiazole products ArSC≡N, whereas 4-, 5-, 6-, or 7-substituted indoles were not reactive. Regioselective thiocyanation of 2-quinoline, 3-amino-1-methylpyrazole, 2-amino-4-phenylthiazole, and 2-phenylimidazo[1,2-a] pyridine was achieved in 93-99% yield, thus demonstrating the broad-substrate scope for this thiocyanation reaction. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Reference of 4-Phenylthiazol-2-amine

The Article related to thiocyanatoaniline preparation, aniline ammonium thiocyanate thiocyanation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Nitriles, Isonitriles, and Acyl Cyanides and other aspects.Reference of 4-Phenylthiazol-2-amine

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

On June 24, 1999, Bierer, Donald E.; Moinet, Gerard G.; Botton, Gerard; Dubenko, Larisa; Patereau, Gerard; Doare, Liliane; Kergoat, Micheline; Mesangeau, Didier; Lu, Qing published a patent.Safety of Methyl 2-(2-aminothiazol-4-yl)acetate The title of the patent was Piperazine derivatives useful as hypoglycemic agents. And the patent contained the following:

A variety of piperazine derivatives useful as antihyperglycemic agents, pharmaceutical compositions comprising them, and methods for their use are described. For example, compounds I are disclosed [wherein Ar = certain mono- and polycyclic aryl and heteroaryl groups; R1, R2, R3 = H, alkyl, alkoxyalkyl, cycloalkyl, aryl, heteroaryl, arylalkoxy, aryloxy, etc.; or ArNR1 = indolinyl, quinolyl, indolyl, or tetrahydroquinolyl; R4, R5, R6 = H, cycloalkyl, alkyl, alkoxy, halo, CF3, aryl, aryloxy, cyano, CO2H, OH, NH2, NO2, etc.]. The compounds are useful for the treatment of insulin-dependent diabetes mellitus (IDDM or Type I) and non-insulin dependent diabetes mellitus (NIDDM or Type II). For instance, coupling of 4-chloro-2-(chloroacetamido)benzoic acid with 1-(2-methoxyphenyl)piperazine in DMF in the presence of Et3N gave title compound II. Compounds I gave significant reductions of blood glucose in a variety of animal diabetes models. The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).Safety of Methyl 2-(2-aminothiazol-4-yl)acetate

The Article related to piperazine preparation hypoglycemic antidiabetic, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Safety of Methyl 2-(2-aminothiazol-4-yl)acetate

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

On July 20, 2011, Su, Weiguo; Jia, Hong; Dai, Guangxiu published a patent.Safety of Benzo[d]thiazol-6-ylmethanol The title of the patent was Preparation of triazolo[b]pyridine and triazolo[b]pyrazine derivatives as antitumor agents. And the patent contained the following:

Title compounds I [X = N or C(R6); Y = O, S, or NR7; R1 = (un)substituted aryl, aromatic heterocyclic group, or fused aromatic hetero-bicyclic group; R2 and R3 = H or alkyl; or R2 and R3 with the carbon which they connect to form 3- to 7-membered cycloalkyl or heterocycloalkyl; R4 = alkyl, cycloalkyl, heterocyclic group, aryl, or aromatic heterocyclic group; R6 = H, OH, NH2, halo, etc.; R7 = H or alkyl], and their pharmaceutically acceptable salts as antitumor agents, which show inhibitor effects on C-Met expression. Thus, e.g., II was prepared by condensation reaction of 3,5-dibromo-2-pyrazinamine with 1H-pyrrolo[2,3-b]pyridine-3-methanamine followed by cyclization and Suzuki reaction with 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. Compounds of the invention were evaluated for their inhibitory activity of c-Met kinase with IC50 values of typically ranging from 0.001 μM to 1 μM. The experimental process involved the reaction of Benzo[d]thiazol-6-ylmethanol(cas: 19989-66-3).Safety of Benzo[d]thiazol-6-ylmethanol

The Article related to triazolopyridine triazolopyrazine preparation c met kinase antitumor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Safety of Benzo[d]thiazol-6-ylmethanol

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

On July 1, 2021, Pan, Zhixiang; He, Haiying; Jiang, Zhigan; Xia, Jianhua; Zhang, Lei; Zhang, Chen; Li, Jian; Chen, Shuhui published a patent.Product Details of 64987-16-2 The title of the patent was Pyrimidine-based compound having inhibitory effect of ketohexokinase (KHK). And the patent contained the following:

Disclosed in the present invention are a compound (e.g., I) having a KHK inhibitory effect or a pharmaceutically acceptable salt thereof, and use thereof in the preparation of drugs for diseases related to abnormal expression of KHK. For instance, the invention compound I was prepared and gave a KHK inhibition IC50 value of 22nM. The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).Product Details of 64987-16-2

The Article related to pyrimidine heteroaryl preparation ketohexokinase inhibitor nafld nash, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Product Details of 64987-16-2

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