Kanwar, Yashpal S. et al. published their research in Kidney International in 1984 | CAS: 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. 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.Safety of 4,5-Diphenylthiazol-2-amine

Reversible changes of tubular cell and basement membrane in drug-induced renal cystic disease was written by Kanwar, Yashpal S.;Carone, Frank A.. And the article was included in Kidney International in 1984.Safety of 4,5-Diphenylthiazol-2-amine This article mentions the following:

To delineate changes in the development and regression of renal cystic disease, sequential studies were done in rats fed 2-amino-4,5-diphenyl thiazole (DPT). Kidneys were perfusion fixed with either aldehyde fixative alone or with the addition of ruthenium red (RR), a stain detecting the presence of proteoglycans. Tissues were processed for light and electron microscopy. Light microscopy sections were stained with alcian blue (a stain detecting acid mucopolysaccharides) and eosin and hematoxylin. Initially, cellular proliferation and, later cystic transformation of collecting tubules were observed The structural changes in tubular cells preceded alterations in the basement membrane and consisted of an increase in smooth and rough endoplasmic reticulum and free polyribosomes, prominence of Golgi complexes, and an increased number of lysosomes. These findings are suggestive of changes in the biosynthetic, secretory, and degradative mechanisms of the cell. With time, the tubular basement membranes became progressively thicker and laminated with concomitant loss of alcian-blue- nad RR-staining. When DPT-treated animals with renal cystic disease were placed on a normal diet, tubular cell and basement membrane morphol. and alcian-blue- and RR-staining returned to normal and cystic changes regressed. These findings are compatible with altered synthesis and degradation of tubular basement membranes in this model of cystic disease. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Safety of 4,5-Diphenylthiazol-2-amine).

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. 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.Safety of 4,5-Diphenylthiazol-2-amine

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

Zhu, Yu-Shen et al. published their research in Chinese Chemical Letters in 2022 | CAS: 6294-52-6

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine

Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles was written by Zhu, Yu-Shen;Shi, Linlin;Fu, Lianrong;Chen, Xiran;Zhu, Xinju;Hao, Xin-Qi;Song, Mao-Ping. And the article was included in Chinese Chemical Letters in 2022.Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine This article mentions the following:

A facile and sustainable approach for the amination of benzothiazoles I (X = H, N; R = H, 4-Cl, 5-OMe, 6-NO2, 7-C(O)OMe; R1 = H) with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles I (R1 = NH2) in up to 96% yield. A series of control experiments were performed, suggesting that a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazole I (R1 = NH2). In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine

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

Gambhir, Diksha et al. published their research in ACS Applied Polymer Materials in 2020 | CAS: 1843-21-6

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Application of 1843-21-6

High Adsorption Capacity of an sp2/sp3-N-Rich Polymeric Network: From Molecular Iodine Capture to Catalysis was written by Gambhir, Diksha;Venkateswarulu, Mangili;Verma, Tushar;Koner, Rik Rani. And the article was included in ACS Applied Polymer Materials in 2020.Application of 1843-21-6 This article mentions the following:

Removal of volatile radioiodine from air and wastewater streams using porous materials is imperative to curb its long-term adverse effects on the environment. Herein, we report the development of a hydrogel system (PEIG) using polyethylenimine and glutaraldehyde followed by production of xerogel (PEIXG). PEIXG effectively captured iodine in its vapor form with an excellent adsorption capacity of 2.9 g/g. Addnl., PEIXG efficaciously removed dissolved iodine from water and nonpolar solvent. Moreover, the reversible nature of the uptake enabled good recyclability and utilization of I2-PEIXG as a catalyst for the synthesis of an important class of functional heterocycle, 2-aminobenzothiazoles. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Application of 1843-21-6

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

Buchstaller, Hans-Peter et al. published their research in Combinatorial Chemistry & High Throughput Screening in 2011 | CAS: 6318-74-7

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. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Electric Literature of C15H12N2S

Parallel solution-phase synthesis of a 2-aminothiazole library including fully automated work-up was written by Buchstaller, Hans-Peter;Anlauf, Uwe. And the article was included in Combinatorial Chemistry & High Throughput Screening in 2011.Electric Literature of C15H12N2S This article mentions the following:

A straightforward and effective procedure for a solution phase preparation of a 2-aminothiazole combinatorial library is described. The synthesis of the target compounds was achieved by a reaction, work-up and isolation of these thiazolamine derivatives as free bases by a fully automated method using the Chemspeed ASW 2000 automated synthesizer. The compounds were obtained in good yields and excellent purity without any further purification requirements. 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. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Electric Literature of C15H12N2S

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

Ivanova, V. A. et al. published their research in Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation) in 1957 | CAS: 1843-21-6

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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.Application of 1843-21-6

Regarding the synthesis of 2-mercaptobenzothiazole was written by Ivanova, V. A.;Shebuev, A. N.. And the article was included in Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation) in 1957.Application of 1843-21-6 This article mentions the following:

A series of preparations were made in an attempt to establish the progressive steps in the synthesis of 2-mercaptobenzothiazole (I) from PhNH2, CS2, and S at 250°. The reactions of PhNH2 and CS2 to form (PhNH)2CS (II) or PhNCS (III) and H2S are reversible. The former decompose above 160° to form the original substances and the latter, though stable, reacts with S to form I only in the presence of saponifying agents. Neither II nor III can, therefore, be intermediate steps in the synthesis of I (cf. Sebrell and Boord, C.A. 17, 3876; Bruni and Levi, C.A. 18, 2341). Their presence in the products at certain stages of the reaction is attributed to side reactions. Heating 2-aminothiophenol (IV) or 2,2′-diaminodiphenyl disulfide (V) with S failed to yield acylated compounds This was probably due to the rapid closing of the thiazole ring to give I. On the other hand, in an alk. solution, IV reacts with CS2 at 80° to give C13H10N2S3 which reacts with Zn dust and HCl to give 4,4′-dimercaptodiphenylthiourea. By analogy it was assumed that CS2 acylates the amino group of IV or V which pass into I. PhNH2, CS2, and S were heated in an autoclave 3 hrs. at 250-60° and then cooled to 20°. After treatment with dilute HCl and recrystallization from 50% EtOH, V was obtained, m. 93°. The absence of IV and the presence of a considerable quantity of anilinobenzothiazole (VI) in the products were noted. The absence of IV was ascribed to its oxidation by S; at 20° S dissolved in IV with a vigorous evolution of H2S and the formation of V. The presence of VI was ascribed to the reversible reaction PhNH2 + I ⇌ VI + H2S which is shifted to the left as the normal synthesis progresses and PhNH2 is used up. VI is not an intermediate in the synthesis of I. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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.Application of 1843-21-6

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

Hjelle, J. Thomas et al. published their research in Toxicology in 1990 | CAS: 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

Inhibition of catalase and epoxide hydrolase by the renal cystogen 2-amino-4,5-diphenylthiazole and its metabolites was written by Hjelle, J. Thomas;Guenthner, Thomas M.;Bell, Kevin;Whalen, Robert;Flouret, George;Carone, Frank A.. And the article was included in Toxicology in 1990.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

Subchronic feeding of 2-amino-4,5-diphenyl-1,3-thiazole (DPT) to rats results in the development of renal cysts and has been used as a model system to study polycystic kidney disease. Because previous studies revealed changes in renal enzymes following DPT administration, a possible direct effect of DPT and its phenolic metabolites on catalase and a related enzyme, epoxide hydrolase, was examined Experiments with three in vitro systems (suspensions of rabbit renal tubules, rat kidney homogenates, and com. obtained bovine liver catalase) revealed direct inhibition of catalase activity by the diphenolic metabolite 2-amino-4,5-bis(4′-hydroxyphenyl)-1,3-thiazole (di-OH-DPT), the known renal cystogen nordihydroquaiaretic acid (NDGA), 2-amino-4-(4′-hydroxyphenyl)-5-phenyl-1,3-thiazole (4OH-DPT), and the known catalase inhibitor 2-amino-1,2,4-triazole; DPT did not inhibit catalase activity. Following oral administration to rats of the DPT congeners, 4OH-DPT caused the greatest decrease in both renal catalase and cytosolic epoxide hydrolase (cEH) activities and the shortest time to onset of cystic lesions. In vitro, mouse liver cEH activity was substantially inhibited by 4OH-DPT and diOH-DPT, and NDGA, but not by 2-amino-4-phenyl-5-(4′-hydroxyphenyl)-1,3-thiazole (5OH-DPT) or DPT itself. Microsomal epoxide hydrolase (mEH) activity was inhibited by 4OH-DPT, unaffected by DPT or diOH-DPT, and stimulated 2-fold by 5OH-DPT. Finally, mEH activity was substantially higher in samples of normal human kidney than in samples of kidney derived from a patient with autosomal recessive polycystic kidney disease; no differences were observed in cEH activity in these samples. Although the role of altered catalase and epoxide hydrolase activities in cystogenesis is unknown, DPT-induced cyst formation is associated with loss of these enzyme activities in kidney tissue. This is the first report of an in vivo diminution of cytosolic epoxide hydrolase activity by xenobiotics. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

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

Colombo, Aina et al. published their research in QSAR & Combinatorial Science in 2005 | CAS: 69812-29-9

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Quality Control of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride

Solid-phase preparation of a library based on a phenylalanine scaffold was written by Colombo, Aina;Fernandez, Joan-Carles;de la Figuera, Natalia;Fernandez-Forner, Dolors;Forns, Pilar;Albericio, Fernando. And the article was included in QSAR & Combinatorial Science in 2005.Quality Control of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride This article mentions the following:

A convenient strategy (preliminary study, preprodn. and production) for the solid-phase preparation of a library using 4-iodophenylalanine as a scaffold is described. The aromatic ring was first modified via the Suzuki reaction and the amino position was subsequently derivatized into amides, sulfonamides, amines, carbamates and ureas. The scope and limitations of all of the reactions carried out in parallel are discussed. The solid-phase synthesis of a library of 315 individual compounds was attempted by using seven boronic acids and nine representative compounds from each of the following classes: carboxylic acids, sulfonyl chlorides, aldehydes, alcs. and isocyanates. Owing to the failure of the amine derivatization, 297 compounds were ultimately obtained. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Quality Control of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Quality Control of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride

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

Muusse, Martine et al. published their research in Analytical and Bioanalytical Chemistry in 2012 | CAS: 1843-21-6

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Related Products of 1843-21-6

Characterization of AhR agonist compounds in roadside snow was written by Muusse, Martine;Langford, Katherine;Tollefsen, Knut Erik;Cornelissen, Gerard;Haglund, Peter;Hylland, Ketil;Thomas, Kevin V.. And the article was included in Analytical and Bioanalytical Chemistry in 2012.Related Products of 1843-21-6 This article mentions the following:

Aryl hydrocarbon receptor (AhR) agonistic contaminants were identified in roadside snow samples. Snow was collected in Oslo, Norway, and compared to a background sample collected from a mountain area. The water and particulate fractions were analyzed for AhR agonists using a dioxin-responsive, chem. activated luciferase expression (CALUX) cell assay and by gas chromatog. coupled to high-resolution time-of-flight mass spectrometry with targeted anal. for polycyclic aromatic hydrocarbons (PAHs) and broad-spectrum non-target anal. The AhR agonist levels in the dissolved fractions in the roadside samples were between 15 and 387 pg/L CALUX toxic equivalent (TEQCALUX). An elevated AhR activity of 221 pg TEQCALUX per L was detected in the mountain sample. In the particle-bound fractions, the TEQCALUX was between 1350 and 7390 pg/L. One possible explanation for the elevated levels in the dissolved fraction of the mountain sample could be the presence of black carbon in the roadside samples, potentially adsorbing dioxin-like compounds and rendering them unavailable for AhR interaction. No polychlorinated dibenzodioxins and dibenzofurans or polychlorinated biphenyls were detected in the samples; the occurrence of PAHs, however, explained up to 9 % of the AhR agonist activity in the samples, while comprehensive two-dimensional gas chromatog. coupled to mass spectrometry GCxGC-ToF-Ms identified PAH derivatives such as polycyclic aromatic ketones and alkylated, nitrogen sulfur and oxygen PAHs in the particle fractions. The (large) discrepancy between the total and explained activity highlights the fact that there are other as yet unidentified AhR agonists present in the environment. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Related Products of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Related Products of 1843-21-6

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

Sych, E. D. et al. published their research in Zhurnal Obshchei Khimii in 1964 | CAS: 89281-44-7

2-Methylthiazol-5-amine (cas: 89281-44-7) 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.Electric Literature of C4H6N2S

Thiazolocyanines. XII. Polar substituents in thiazole rings of thiazolocyanines was written by Sych, E. D.;Umanskaya, L. P.. And the article was included in Zhurnal Obshchei Khimii in 1964.Electric Literature of C4H6N2S This article mentions the following:

Spectra of thiazolocyanines showed that the conjugation of electroneg. groups in the 5-position of the thiazole ring in thiazolocyanines with the rest of the mol. is developed more effectively than that of the electropos. groups in the 5-position or of electroneg. groups in the 4-position. Bromination of 2-methylthiazole in AcOH gave 2-methyl-5-bromothiazole (I); MeI adduct m. 243°; the Me tosylate (undescribed) was prepared from p-MeC6H4SO3Me at 90°. Refluxing 2-mercapto-5-acetamidothiazole with MeI in EtOH for 10 min. gave 2-(methylthio)-5-acetamidothiazole (II) m. 144°; the methiodide was prepared conventionally. NCCH2NH2.H2SO4 treated with aqueous KOH, followed by MeCS2K for 10 hrs., gave a low yield of 2-methyl-5-aminothiazole, m. 110°; Ac2O gave the 5-acetamido analog, m. 144°; the Et tosylate was prepared conventionally. I heated for 10 min. at 160° with PhN:CHOEt (III) followed by 0.5 hr. at 140° gave 2-(2-anilinovinyl)-5-bromothiazole Me tosylate, which with I Et tosylate in Ac2O-Et3N-EtOH for 5 min. gave after addition of NaClO4 bis[3-methyl-5-bromo-2-thiazole]trimethinecyanine perchlorate, m. 183-4°, λmaximum 566 mμ. 2,4-Dimethyl-5-acetylthiazole-EtI and EtOCH:C(CO2Et)2 in EtOH-Et3N for 0.5 hr. gave bis[3-ethyl-4-methyl-5-acetyl-2-thiazole]trimethinecyanine iodide, m. 240°, λmaximum 598 mμ. I Me tosylate and 2-(methylthio)benzothiazole Et tosylate similarly gave after addition of KI, yellow [3-methyl-5-bromo-2-thiazole] – [3 – ethyl – 2 – benzothiazole]methinecyanine iodide, m. >320°, λmaximum 423 mμ. II Et tosylate and 2-methylbenzothiazole Et tosylate similarly gave yellow [3-ethyl-5-acetamido-2-thiazole] – [3-ethyl- 2- benzothiazole]methinecyanine tosylate, m. 235°, λmaximum 434 mμ. Similarly, quinaldine Et tosylate gave red [3-methyl-5-acetamido-2-thiazole] – [3-ethyl-2-quinoline]methinecyanine iodide, m. 282°, λmaximum 489 mμ. 2-Methyl-5-aminothiazole-MeI and 2-(methylthio)benzothiazole Et tosylate rapidly gave orange [3-methyl-5-amino-2-thiazole]-[3-ethyl-2-benzothiazole]methinecyanine iodide, m. 245°, λmaximum 457 mμ. 2-Methyl-thiazole Me tosylate and III at 160° gave 81% 2-(2-anilinovinyl)-thiazole Me tosylate, which was directly treated with 3-ethyl-rhodanine in Ac2O-Et3N-EtOH and gave in 1 hr. 3-ethyl-5-[(3-methyl-2-thiazolinylidene)ethylidene]thiazolidine-2-thion-4-one, m. 220-1°, λmaximum 535 mμ. 2-(2-Anilinovinyl)-5-bromothiazole Me tosylate similarly gave blue 3-ethyl-5-[(3-methyl-5-bromo-2-thiazolinylidene)ethylidene] thiazolidine-2-thion-4-one, m. 168°, λmaximum 537 mμ. 2-Methyl-5-carbethoxythiazole and HC(OEt)3 refluxed in pyridine 40 min. and treated with KI gave violet bis-[3-ethyl-5-carbethoxy-2-thiazole]trimethinecyanine iodide, m. 134°, λmaximum 583 mμ. Similarly, 2-methyl-4-carbethoxythiazole Et tosylate gave bis[3-ethyl-4-carbethoxy-2-thiazole]trimethinecyanine iodide, m. 173° λmaximum 542 mμ. 2-Ethyl-5-carbethoxythiazole Et tosylate and 2-(methylthio)benzothiazole Et tosylate in EtOH-Et3N gave after addition of KI yellow [3-ethyl-5-carbethoxy-2-thiazole]-[3-ethyl-2-benzothiazole]methinecyanine iodide, m. 202°, λmaximum 428 mμ. Similarly, 2-methyl-5-carbomethoxythiazole Et tosylate gave [3-ethyl-5-carbomethoxy-2-thiazole]-[3-ethyl-2-benzothiazole]methinecyanine tosylate, m. 233°, λmaximum 430 mμ. II Et tosylate and 3-ethylrhodanine refluxed 10 min. in pyridine gave orange 3-ethyl-5-[3-ethyl-5-acetamido-2-thiazo-linylidene]thiazolidine-2-thion-4-one, m. 234-5°, λmaximum 443 mμ. I Et tosylate and p-Me2NC6H4CHO refluxed in Ac2O gave with KI gave violet 2-(p-dimethylaminostyryl)-5-bromothiazole-MeI, m. 238°, λmaximum 510 mμ; similarly prepared was 78% violet 2-(p-dimethylaminostyryl)-6-bromobenzothiazole Et tosylate, m. 272°, λmaximum 540 mμ. 2-Methyl-5-acetamidothiazole Et tosylate and HC(OEt)3 heated in PhNO2 and treated with NaClO4 gave bis[3-ethyl-5-acetamido-2-thiazole]trimethinecyanine perchlorate, λmaximum 576 mμ. Similarly was prepared rather unstable bis[3-methyl-5-amino-2-thiazole]trimethinecyanine tosylate, λmaximum 580 and 530 mμ, which lost the longer wavelength maximum on standing. In the experiment, the researchers used many compounds, for example, 2-Methylthiazol-5-amine (cas: 89281-44-7Electric Literature of C4H6N2S).

2-Methylthiazol-5-amine (cas: 89281-44-7) 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.Electric Literature of C4H6N2S

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

Aberle, Nicholas et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2007 | CAS: 6318-74-7

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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.Synthetic Route of C15H12N2S

Synthesis and biological evaluation of analogs of the anti-tumor alkaloid naamidine A was written by Aberle, Nicholas;Catimel, Jenny;Nice, Edouard C.;Watson, Keith G.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Synthetic Route of C15H12N2S This article mentions the following:

A small series of analogs, such as I [R4 = CH2C6H4-4-OMe, C6H4-4-Cl, Ph, R5 = CH2C6H4-4-OH; R4 = R5 = C6H4-4-OMe, C6H4-4-OH, Ph] and II, of the alkaloid naamidine A was synthesized and tested in vitro for their ability to inhibit mitogenesis in BaF/ERX cells. Replacement of the imidazole core of naamidine A with a thiazole was found to have only a minor effect on potency, and the 4-methoxybenzyl substituent of the natural product was shown to be unnecessary for activity. 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. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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.Synthetic Route of C15H12N2S

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