Month: October 2022

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

On July 7, 2011, Su, Wei-Guo; Jia, Hong; Dai, Guangxiu published a patent.Application of 19989-66-3 The title of the patent was Preparation of triazolopyrazine derivatives and analogs for use as c-MET kinase activity inhibitors. And the patent contained the following:

Title compounds I [X = N or CR6; Y = absent, O, S, or NR7; R1 = (un)substituted fused bicyclic heteroaryl, when X is CR6 and Y is absent; or (un)substituted aryl or heteroaryl, when X is N and Y is o, S, or NR7; or (un)substituted heteroaryl, when X is CR6 and Y is O, S, or NR7; R2 and R3 independently = H, or alkyl; or together with the C atom to which they are attached form a cycloalkyl or heterocyclyl; R4 = halo, (un)substituted alkyl, cycloalkyl, heterocyclyl, aryl or heteroaryl; R6 = H, OH, NH2, halo, etc.; R5 = H, halo, OH NH2, CF3, etc.; R7 = H or alkyl; with provisions], and their pharmaceutically acceptable salts, are prepared and disclosed as c-MET kinase activity inhibitors. Thus, e.g., II was prepared by a multistep procedure (preparation given). Select I were evaluated in c-MET kinase activity inhibition assays (using transcreener FP) (data given). The experimental process involved the reaction of Benzo[d]thiazol-6-ylmethanol(cas: 19989-66-3).Application of 19989-66-3

The Article related to pyrazine triazolo derivative preparation cmet kinase activity inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Application of 19989-66-3

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

On August 31, 2008, Ukrainets, I. V.; Tkach, A. A.; Grinevich, L. A. published an article.HPLC of Formula: 92-36-4 The title of the article was 4-Hydroxy-2-quinolones 148. Synthesis and antitubercular activity of 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid N-R-amides. And the article contained the following:

A method for the synthesis of the title compound [i.e., 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid N-amides] is reported here. A reaction of 1,2,3,4-tetrahydroquinoline with methanetricarboxylic acid 1,1,1-tri-Et ester provided an ester compound [i.e., 2,3-dihydro-7-hydroxy-5-oxo-1H,5H-benzo[ij]quinolizine-6-carboxylic acid Et ester]. The above-mentioned amides were prepared from this intermediate by a reaction with primary amines. A comparative anal. has been carried out of the antitubercular activity of the compounds thus prepared with active structural analogs. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).HPLC of Formula: 92-36-4

The Article related to tuberculostatic hydroxy oxo benzoquinolizinecarboxamide preparation, antibacterial antimycobacterial agent hydroxy oxo benzoquinolizinecarboxamide preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.HPLC of Formula: 92-36-4

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

On December 18, 2008, Gaufreteau, Delphine; Nettekoven, Matthias; Plancher, Jean-Marc; Roche, Olivier; Schmitt, Sebastien; Takahashi, Tadakatsu published a patent.Application In Synthesis of 2-Bromo-N-methylthiazole-4-carboxamide The title of the patent was Preparation of cyclohexyl piperazinyl methanones as modulators of histamine H3 receptors.. And the patent contained the following:

Title compounds [I; R1 = alkyl, cycloalkyl; R2 = (substituted) heteroarylphenyl, heterocyclylphenyl, heteroaryl], were prepared Thus, cis-4-hydroxycyclohexanecarboxylic acid, 1-cyclobutylpiperazine dihydrochloride, TBTU, and diisopropylethylamine were stirred together for 8 h at room temperature in DMF to give 76% amide, which was stirred with 4-(1,2,4-triazol-1-yl)phenol, Ph3P, and di-tert-Bu azodicarboxylate in THF for 72 h to give 11% trans-(4-cyclobutylpiperazin-1-yl)-[4-[4-[1,2,4]triazol-1-ylphenoxy]cyclohexyl]methanone. The latter showed a Ki value of 6.5 nM in an H3 binding assay. The experimental process involved the reaction of 2-Bromo-N-methylthiazole-4-carboxamide(cas: 1092942-42-1).Application In Synthesis of 2-Bromo-N-methylthiazole-4-carboxamide

The Article related to cyclohexyl piperazinyl methanone preparation histamine h3 receptor modulator, obesity diabetes treatment cyclohexylcarbonylpiperazine preparation antihistamine, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Application In Synthesis of 2-Bromo-N-methylthiazole-4-carboxamide

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

On January 31, 2020, Shahrivari, Somaye; Kowsari, Elaheh; Shockravi, Abbas; Ehsani, Ali published an article.Safety of 4-Phenylthiazol-2-amine The title of the article was Synthesis and electrochemical capacitor characterization of new copolyimides containing thiazole ring and their composites with conductive polymer. And the article contained the following:

Abstract: In this research work, copolyimides (PIa,b) were synthesized by chem. routs. We used perylene-3,4,9,10-tetracarboxylic dianhydride and synthesized diamines (DAa,b) containing thiazole ring as monomers to obtain PIa,b which were characterized by 1HNMR and FTIR spectroscopies. We prepared POAP/PIa and POAP/PIb by depositing poly ortho amino phenol (POAP) as conductive polymer on the surface of PIa,b via in situ electropolymerization To evaluate the effect of the PIa,b in terms of the electrochem. performance of composites, we used galvanostatic charge/discharge, cyclic voltammetry, and electrochem. impedance spectroscopy. The specific capacitance of 207.2 and 322.4 F/g are obtained for POAP/PIa and POAP/PIb, resp. All these evidences prove that POAP/PI composites have long cycle life as well as high specific capacitance, which are indicative for being a good candidate in terms of application in supercapacitors. Graphic abstract: [Figure not available: see fulltext.]. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Safety of 4-Phenylthiazol-2-amine

The Article related to supercapacitor electrode polyimide thiazolamine ptcda, Electrochemical, Radiational, and Thermal Energy Technology: Energy-Conversion Devices and Their Components and other aspects.Safety of 4-Phenylthiazol-2-amine

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

On December 1, 2020, Zhang, Wenjuan; Wei, Zhao; Huang, Guozhi; Xie, Fei; Zheng, Zhibing; Li, Song published an article.Synthetic Route of 2010-06-2 The title of the article was Study of triaryl-based sulfamic acid derivatives as HPTPβ inhibitors. And the article contained the following:

A series of novel triaryl-based sulfamic acid analogs I [R = H, 3-FC6H4CH2C(O), 4-MeOC6H4SO2, etc.; Ar = Ph, 4-phenylthiazol-2-yl, 4-(2-thienyl)thiazol-2-yl] was designed, synthesized and evaluated as inhibitors of human protein tyrosine phosphatase beta (HPTPβ). A novel, easy and efficient synthetic method was developed for target compounds I, and the activity determination results showed that most of compounds were good HPTPβ inhibitors. Interestingly, the compounds I [R = 1-tert-butoxycarbonylpiperidine-4-carbonyl, Ar = Ph; R = H, Ar = 4-(2-thienyl)thiazol-2-yl] with simple structure not only showed potent inhibitory activity on HPTPβ but also had good inhibitory selectivity over other PTPs (PTP1B, SHP2, LAR and TC-PTP). The mol. docking simulation of compounds with the protein HPTPβ helped to understand the structure-activity relationship and clarified some confusing assay results. This research provided references for further drug design of HPTPβ and other PTPs inhibitors. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Synthetic Route of 2010-06-2

The Article related to triaryl based sulfamic acid preparation sar docking hptpbeta inhibitor, docking simulation, drug design, hptpβ inhibitor, synthesis, triaryl-based derivatives, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfenic, Sulfinic, and Sulfonic Acids and Derivatives and other aspects.Synthetic Route of 2010-06-2

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

On April 22, 2004, Shi, Qian; Wang, Hui-kang; Oyama, Masayoshi; Vance, John Robert; Chen, Ming S. published a patent.Application In Synthesis of Methyl 2-(2-aminothiazol-4-yl)acetate The title of the patent was Preparation of podophyllotoxin derivatives as anticancer compounds. And the patent contained the following:

Podophyllotoxin derivatives, such as I [R1, R2, R3, R7 = H, alkyl; R4, R6 = alkyl; R5 = H, P(O)(ORa)2; Ra = H, alkyl; T = H; XT = :N; X = bond, O, S, NRb; Rb = H, alkyl; Y = 5-membered heteroaryl or heterocyclyl, optionally substituted with one or more halogen, alkyl, cyclyl, aryl, heteroaryl, heterocyclyl, etc.], were prepared for their therapeutic use as anticancer agents. Thus, podophyllotoxin derivative II was prepared via a multistep synthetic sequence starting from 4′-demethyl-4β-bromo-4-desoxypodophyllotoxin (prepared from podophyllotoxin), 2-aminothiazole-4-acetic acid and (trimethylsilyl)diazomethane. II showed unexpectedly high levels of cellular protein-linked DNA breaks (PLDB) induction in KB cells when tested at 5μg/mL. This invention also features a method for treating cancer. 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 podophyllotoxin derivative preparation anticancer, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Application In Synthesis of Methyl 2-(2-aminothiazol-4-yl)acetate

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