Heterocyclic Building Blocks-Thiazole

On October 31, 2019, Igidov, N. M.; Rubtsov, A. E. published an article.Quality Control of 4-Phenylthiazol-2-amine The title of the article was Ring Opening of 4-Arylamino-2-tert-butyl-5-oxo-2,5-dihydrofuran-2-yl Acetates with Aromatic and Heterocyclic Amines. And the article contained the following:

Reactions of 4-arylamino-2-tert-butyl-5-oxo-2,5-dihydrofuran-2-yl acetates I [Ar = 2,4-dichlorophenyl, 2,4-dimethylphenyl, 4-(ethoxy(oxo)methyl)phenyl, etc.] with an equimolar amount of aromatic/heterocyclic amines RNH2 (R =phenyl, 2-bromophenyl, pyridin-2-yl, etc.) in toluene involves initial attack of the amine on the C2 atom of the furan ring, followed by opening of the furan ring and elimination of acetic acid to give N-aryl(hetaryl)-2-arylamino-5,5-dimethyl-4-oxohex-2-enamides RNHC(O)C(=CHC(O)C(CH3)3)NHAr. 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 aryl arylamino dimethyl oxo hexenamide preparation diastereoselective, arylamine arylamino tertbutyl oxo dihydrofuranyl acetate ring opening reaction, Aliphatic Compounds: Amides, Amidines, Imidic Esters, Hydrazides, and Hydrazonic Esters and other aspects.Quality Control of 4-Phenylthiazol-2-amine

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

On September 15, 1977, Kamiya, Takashi; Tanaka, Kunihiko; Nakai, Yoshiharu; Sakane, Kazuo published a patent.Category: thiazole The title of the patent was 3,7-Disubstituted-3-cephem-4-carboxylic acid derivatives. And the patent contained the following:

Cephalosporin derivatives (∼100 compounds) including I (X = CO, CHOH; X1 = S, NMe, X2 = CH; X1 = S, O, X2 = CHMe; X1 = NMe, X2 = N) were prepared Thus, the aminothiazolylacetate II (R = H, R1 = Et, X = CH2) was formylated, I (R = CHO, R1 = Et, X = CH2) oxidized with SeO2, I (R = CHO, R1 = Et, X = CO) hydrolyzed, and I (R = CHO, R1 = H, X = CO) used to acylate 3-(1-methyl-5-tetrazolylthiomethyl)-7-amino-3-cephem-4-carboxylic acid, followed by cleavage of the formyl group with POCl3 to give I (X = CO, X1 = NMe, X2 = N). This compound had a min. inhibitory concentration against Escherichia coli 0.05 μg/mL. The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).Category: thiazole

The Article related to cephalosporin, aminothiazolylacetamidocephem, thiazolylacetamidocephem, Heterocyclic Compounds (More Than One Hetero Atom): Thiazines (Including Cephalosporins) and other aspects.Category: thiazole

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

On June 30, 2022, Porcelli, Caterina; Steinhaus, Martin published an article.Reference of 2-Acetylthiazole The title of the article was Molecular characterization of an atypical coconut-like odor in cocoa. And the article contained the following:

Parallel application of an aroma extract dilution anal. (AEDA) to the volatiles isolated from a sample of fermented cocoa with an atypically pronounced coconut note and to the volatiles isolated from a reference cocoa sample revealed coconut-like smelling compounds δ-octalactone, δ-2-octenolactone, γ-nonalactone, γ-decalactone, δ-decalactone, and δ-2-decenolactone as potential causative odorants. Quantitation of these six compounds and calculation of odor activity values as ratios of the concentrations to the odor threshold values suggested δ-2-decenolactone as the crucial compound Chiral anal. showed the presence of pure (R)-δ-2-decenolactone, commonly referred to as massoia lactone. Its key role for the coconut note was finally demonstrated in a spiking experiment: the addition of (R)-δ-2-decenolactone to the reference cocoa in an amount corresponding to the concentration difference between the two samples was able to provoke a coconut note in an intensity comparable to the one in the atypically smelling cocoa. To avoid an undesired coconut note caused by (R)-δ-2-decenolactone in the final products, the chocolate industry may consider its odor threshold value, that is 100μg/kg, as a potential limit for the acceptance of fermented cocoa in the incoming goods inspection. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Reference of 2-Acetylthiazole

The Article related to atypical coconut cocoa odor mol characterization, Food and Feed Chemistry: Additives, Sweeteners, Flavorings, Condiments, and Confectionery and other aspects.Reference of 2-Acetylthiazole

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

Raza, Ali; Song, Huanlu; Raza, Junaid; Li, Pei; Li, Ku; Yao, Juan published an article in 2020, the title of the article was Formation of beef-like odorants from glutathione-enriched yeast extract via Maillard reaction.Computed Properties of 24295-03-2 And the article contains the following content:

The application of yeast extract (YE) in foods has widely evolved in recent decades. Generally, YE is added to foods because of its characteristic meaty and savory flavor notes. The composition of YE has made it an important ingredient for the production of meat-like flavors. This study focuses on the simulation of beef-like odorants from yeast extract through the Maillard reaction. Addnl., an optimization process was conducted via the central composite design (CCD) to optimize the Maillard reaction conditions. Glutathione-enriched yeast extract (GSH-YE) was utilized as the precursor with the partial addition of cysteine and ribose to form beef-like aroma compounds The key odorants generated through the Maillard reaction were characterized via HS-SPME-GCMS and the contents of the Maillard precursors were analyzed via HPLC. The optimized conditions produced numerous pyrazines, furans, thiazoles, and sulfur- and nitrogen-containing compounds responsible for mimicking beef-like aromas. 2,5-Dimethyl-furan, 2,5-dimethyl-pyrazine, thiazole, 2-methyl-3-furanthiol, di-Me trisulfide, 3,5-diethyl-2-methyl-pyrazine, 3,3-dithiobis[2-methyl-furan] and 2-methyl-3-(methylthio) furan were the predominant odorants generated through the Maillard reaction. Moreover, the individual effect of initial pH and thermal temperature showed dramatic changes in the overall volatile profile. The content of cysteine and other amino acids decreased rapidly at higher thermal temperatures The amount of larger peptides (1500-5000 Da) decreased at a thermal temperature of 160°C, while the contents of smaller peptides (<500) increased. Thus, the sensory and instrumental data validate the potential application of GSH-YE in generating beef-like odorants, and furthermore, these outcomes can aid future pragmatic studies for further insight into beef flavor chem. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Computed Properties of 24295-03-2

The Article related to glutathione yeast extract beef odor maillard reaction, Food and Feed Chemistry: Additives, Sweeteners, Flavorings, Condiments, and Confectionery and other aspects.Computed Properties of 24295-03-2

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

On October 28, 2020, Fricke, Kristina; Schieberle, Peter published an article.Related Products of 24295-03-2 The title of the article was Characterization of the Key Aroma Compounds in a Commercial Milk Chocolate by Application of the Sensomics Approach. And the article contained the following:

Compared to dark chocolate, which is mainly produced from roasted cocoa and sucrose, milk chocolates contain different dairy products, such as milk powder, butter fat, or dairy cream. This difference in recipe renders a typical aroma attributed to this type of chocolate, often described as milky or creamy. To get an idea of the odorants responsible for this odor note, an aroma extract dilution anal. was applied on a distillate obtained by extraction and SAFE distillation of a com. milk chocolate evaluated with an intense “milky, creamy” attribute. The identification experiments in combination with the flavor dilution (FD) factors revealed 48 odor-active compounds, among which phenylacetic acid (honey-like) and vanillin (vanilla-like) showed the highest FD factors followed by 2-methoxyphenol (smoky) and nonanoic acid (musty, pungent). The quantitation of 40 odorants by stable isotope dilution assays (SIDA) and a subsequent calculation of odor activity values (OAV; ratio of concentration to odor threshold) revealed di-Me trisulfide (cabbage-like) and butanoic acid (sweaty) with the highest OAVs (>170), followed by 3-methylbutanoic acid (sweaty), acetic acid (vinegar-like), and phenylacetic acid. An aroma recombinate prepared with 39 reference odorants in the same concentrations as those determined for the compounds in the milk chocolate showed a good similarity with the overall aroma profile of the milk chocolate. A comparison of the results with the recent literature data on dark chocolates also evaluated by the Sensomics approach suggested that, in particular, methanethiol and a series of lactones may contribute to the milky, creamy odor note because these were reported with much lower odor activities in the dark chocolates. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Related Products of 24295-03-2

The Article related to aroma compound milk chocolate sensomics, aroma extract dilution analysis, aroma recombinate, lactones, methanethiol, odor activity value, sensomics, Food and Feed Chemistry: Additives, Sweeteners, Flavorings, Condiments, and Confectionery and other aspects.Related Products of 24295-03-2

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

On May 31, 2021, Boyarskii, V. P.; Mikherdov, A. S.; Baikov, S. V.; Savko, P. Yu.; Suezov, R. V.; Trifonov, R. E. published an article.Electric Literature of 2010-06-2 The title of the article was Diaminocarbene Complexes of Palladium(II) Containing 2-Aminooxazole and 2-Aminothiazole Heterocyclic Ligands as Potential Antitumor Agents. And the article contained the following:

A new diaminocarbene cis-palladium(II) complex containing a 2-aminobenzoxazole ligand was synthesized by reacting cis-[PdCl2(CNCy)2] and 2-aminobenzoxazole. The structure and composition of the obtained complex were proven by NMR spectroscopy and high-resolution mass spectrometry. The cytotoxicities of the obtained complex and structurally similar palladium(II) complexes containing a 2-aminothiazole ligand were tested against human cancer cells of various histogenesis (MCF-7, HL60, HeLa, DLD1, A431). The activities of several complexes against cancer cells were higher than those of the reference drug cisplatin and the free ligands, i.e., 2-aminooxazole and substituted 2-aminothiazoles. 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 diaminocarbene palladium complex aminooxazole aminothiazole preparation human antitumor, Organometallic and Organometalloidal Compounds: Group Viii – Co, Ni, Ru, Rh, Pd, Os, Ir, Pt and other aspects.Electric Literature of 2010-06-2

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

On April 25, 2013, Ogamino, Takahisa; Yamazaki, Yukiyoshi; Tanikawa, Shin; Okuda, Ayumu; Fukuda, Tomoaki; Tokuda, Okihisa; Miyake, Yoshiharu; Itoh, Shinsuke; Ishiwata, Hiroyuki published a patent.Safety of Ethyl 2-((2-aminothiazol-5-yl)thio)acetate The title of the patent was Preparation of spiroindoline compounds for activating glucokinase. And the patent contained the following:

Title compounds I [ring A = nitrogen-containing heterocyclyl; R1, R2 = independently H, halo, haloalkyl, etc.; R3 = H, (un)substituted alkyl, -COR7, etc.; R7 = H, (un)substituted alkyl, haloalkyl, etc.; R4 = H, halo, cyano, etc.; or salts or solvates thereof], useful for the treatment of diabetes, glucose intolerance, metabolic syndrome, etc., were prepared For example, reaction of 2-amino-5-chlorothiazole·HCl with 4-nitrophenyl chloroformate, treatment with tert-Bu 5-bromospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, deprotection using CF3CO2H, and acetylation afforded compound II. The invention compounds activated glucokinase activity in vitro assay, e.g., III showed 1192% activation at 1 μmol/L. The experimental process involved the reaction of Ethyl 2-((2-aminothiazol-5-yl)thio)acetate(cas: 859522-19-3).Safety of Ethyl 2-((2-aminothiazol-5-yl)thio)acetate

The Article related to spiroindoline preparation glucokinase activator, diabetes glucose intolerance metabolic syndrome treatment spiroindoline glucokinase activation, Heterocyclic Compounds (One Hetero Atom): Spiro Compounds With One Hetero Atom In Each Ring and other aspects.Safety of Ethyl 2-((2-aminothiazol-5-yl)thio)acetate

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

On April 25, 2013, Ogamino, Takahisa; Yamazaki, Yukiyoshi; Tanikawa, Shin; Okuda, Ayumu; Fukuda, Tomoaki; Tokuda, Okihisa; Miyake, Yoshiharu; Itoh, Shinsuke; Ishiwata, Hiroyuki published a patent.Product Details of 64987-16-2 The title of the patent was Preparation of spiroindoline compounds for activating glucokinase. And the patent contained the following:

Title compounds I [ring A = nitrogen-containing heterocyclyl; R1, R2 = independently H, halo, haloalkyl, etc.; R3 = H, (un)substituted alkyl, -COR7, etc.; R7 = H, (un)substituted alkyl, haloalkyl, etc.; R4 = H, halo, cyano, etc.; or salts or solvates thereof], useful for the treatment of diabetes, glucose intolerance, metabolic syndrome, etc., were prepared For example, reaction of 2-amino-5-chlorothiazole·HCl with 4-nitrophenyl chloroformate, treatment with tert-Bu 5-bromospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, deprotection using CF3CO2H, and acetylation afforded compound II. The invention compounds activated glucokinase activity in vitro assay, e.g., III showed 1192% activation at 1 μmol/L. 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 spiroindoline preparation glucokinase activator, diabetes glucose intolerance metabolic syndrome treatment spiroindoline glucokinase activation, Heterocyclic Compounds (One Hetero Atom): Spiro Compounds With One Hetero Atom In Each Ring and other aspects.Product Details of 64987-16-2

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

On October 15, 2006, Zhou, Yuefen; Sun, Zhongxiang; Froelich, Jamie M.; Hermann, Thomas; Wall, Daniel published an article.HPLC of Formula: 92-36-4 The title of the article was Structure-activity relationships of novel antibacterial translation inhibitors: 3,5-Diamino-piperidinyl triazines. And the article contained the following:

Structure-activity relationships of the 3,5-diamino-piperidinyl triazine series, a novel class of bacterial translation inhibitors, are described. Optimization was focused on the triazine C-4 position in which aromatic substituents that contained electron-withdrawing groups led to potent inhibitors. The initial lack of antibacterial activity was correlated with poor cellular penetration. Whole cell antibacterial activity was achieved by linking addnl. aromatic moieties at the triazine C-4 position. 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 antibacterial translation inhibition diaminopiperidinyl triazine derivative sar preparation, Air Pollution and Industrial Hygiene: Combustion Engine Exhaust Gas and Catalytic Converters and other aspects.HPLC of Formula: 92-36-4

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

On October 15, 2009, Hahn, Michael; Becker, Eva-Maria; Knorr, Andreas; Schneider, Dirk; Stasch, Johannes-Peter; Schlemmer, Karl-Heinz; Wunder, Frank; Stoll, Friederike; Heitmeier, Stefan; Muenter, Klaus; Griebenow, Nils published a patent.Category: thiazole The title of the patent was Preparation of phthalazinones as soluble guanylate cyclase inhibitors. And the patent contained the following:

Title compounds I [X = L1-M-L2CO2H; L1 = bond, methylene, etc.; M = phenylene, 5 or 6-membered heteroaryl with provisos; L2 = bond, methylene with provisos; A = 5-7 membered heterocycle ring with provisos; R1 = H, alkyl, cycloalkyl; R2 = H, halo, CN, etc.; R3 = alkyl, alkenyl, etc.] and their pharmaceutically acceptable salts and formulations were prepared For example, NaOH/dioxane/H2O mediated saponification of ester II [Y = Me] afforded acid II [Y = H]. In soluble guanylate cyclase inhibition assays, 19 examples of compounds I exhibited MEC values ranging from 1-300 nM. The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).Category: thiazole

The Article related to phthalazinone preparation soluble guanylate cyclase inhibition, Heterocyclic Compounds (More Than One Hetero Atom): Pyridazines, Cinnolines, and Phthalazines and other aspects.Category: thiazole

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