Heterocyclic Building Blocks-Thiazole

Synthesis and evaluation of novel diphenylthiazole derivatives as potential anti-inflammatory agents was written by Abdelazeem, Ahmed H.;Habash, Maha;Maghrabi, Ibrahim A.;Taha, Mutasem O.. And the article was included in Medicinal Chemistry Research in 2015.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

In the presented study, we synthesized a novel series of 18 diphenylthiazole derivatives and tested their anti-inflammatory properties. They showed significant anti-inflammatory properties in inflamed mice paws animal model. Docking-based anal. suggested that they act as COX enzyme inhibitors. The most potent compound 9e is significantly more active in reducing inflamed animal paws compared to diclofenac. Accordingly, we believe these compounds are good leads for further development into potent anti-inflammatory drugs. 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. 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 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 In Synthesis of 4,5-Diphenylthiazol-2-amine

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

trans-3,4-Disubstituted pyrrolidines as inhibitors of the human aspartyl protease renin. Part II: Prime site exploration using an oxygen linker was written by Sellner, Holger;Cottens, Sylvain;Cumin, Frederic;Ehrhardt, Claus;Kosaka, Takatoshi;Lorthiois, Edwige;Ostermann, Nils;Webb, Randy L.;Rigel, Dean F.;Wagner, Trixie;Maibaum, Jurgen. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Recommanded Product: Thiazol-2-ylmethanamine This article mentions the following:

Inhibition of the aspartyl protease renin is considered as an efficient approach for treating hypertension. Lately, we described the discovery of a novel class of direct renin inhibitors which comprised a pyrrolidine scaffold (e.g., 2). Based on the x-ray structure of the lead compound 2 bound to renin we predicted that optimization of binding interactions to the prime site could offer an opportunity to further expand the scope of this chemotype. Pyrrolidine-based inhibitors were synthesized in which the prime site moieties are linked to the pyrrolidine core through an oxygen atom, resulting in an ether or a carbamate linker subseries. Especially the carbamate derivatives showed a pronounced increase in in vitro potency compared to 2. Here we report the structure-activity relation of both subclasses and demonstrate blood pressure lowering effects for an advanced prototype in a hypertensive double-transgenic rat model after oral dosing. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Recommanded Product: Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Recommanded Product: Thiazol-2-ylmethanamine

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

Imidazole derivatives was written by Dash, B.;Mohapatra, P. K.. And the article was included in Journal of the Institution of Chemists (India) in 1984.COA of Formula: C15H12N2S This article mentions the following:

Imidazothiazoles I (R, R¹ = H, 2-Cl, 4-Cl, 4-MeO; R² = H, 4-Cl, 4-Me, 4-MeO) and imidazooxadiazoles II (R³ = H, 2-Cl, 4-Cl, 4-MeO; R⁴ = H, 4-Br, 4-Cl, 4-Me, 4-MeO) were prepared by cyclocondensation of substituted phenacyl bromides with 4,5-diaryl-2-thiazolamines or 5-aryl-1,3,4-oxadiazol-2-amines, resp. Mass fragmentation of I and II were studied to confirm their structures and compare fragmentation patterns of thiazoles and oxadiazoles. At 500 ppm I and II inhibited Curvularia species by 78-83% and 55-64%, resp. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7COA of Formula: 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 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.COA of Formula: C15H12N2S

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

Ligand- and solvent-free synthesis of 2-aminobenzothiazoles by copper-catalyzed tandem reaction of 2-haloanilines with isothiocyanates was written by Yao, Ruiya;Liu, Haiyi;Wu, Yichao;Cai, Mingzhong. And the article was included in Applied Organometallic Chemistry in 2013.Related Products of 1843-21-6 This article mentions the following:

An environmentally friendly, efficient and practical synthesis of 2-aminobenzothiazoles by a copper(II)-catalyzed tandem reaction of 2-haloanilines with isothiocyanates under ligand- and solvent-free conditions in air was carried out. The developed methodol. conforms to the principles of green chem. and addresses the shortage of such methods for the synthesis of 2-aminobenzothiazoles. The reaction is quite general and generates a variety of 2-aminobenzothiazoles in good to excellent yields. © 2012 John Wiley & Sons, Ltd. 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 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.Related Products of 1843-21-6

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

Preparation and spectroscopy of new bi-, tri-, and tetracyclic thiazole derivatives was written by Sanchez-Viesca, F.. And the article was included in Revista Latinoamericana de Quimica in 1990.Synthetic Route of C15H12N2S This article mentions the following:

Thiazoles I [R – NH₂, Me; R¹ = 2,4,5-(MeO)₃C₆H₂, Ph; R² = H, Me, Ph] were obtained from RCSNH₂ and ClCHR²COR¹. Thiazolothiazole II and bithiazole III were prepared from 2,4,5-(MeO)₃C₆H₂CHO or 2,4,5-(MeO)₃C₆H₂COCH₂Cl and dithiooxamide. 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 are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.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

Design, synthesis and analgesic/anti-inflammatory evaluation of novel diarylthiazole and diarylimidazole derivatives towards selective COX-1 inhibitors with better gastric profile was written by Abdelazeem, Ahmed H.;El-Saadi, Mohammed T.;Safi El-Din, Asmaa G.;Omar, Hany A.;El-Moghazy, Samir M.. And the article was included in Bioorganic & Medicinal Chemistry in 2017.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

The inhibition of gastric cyclooxygenase 1 (COX-1) enzyme was believed to be the major cause of non-steroidal anti-inflammatory drugs (NSAIDs)-induced gastric ulcer. Recent studies disproved this belief and showed that the gastric tissues vulnerability is not solely connected to COX-1 inhibition. This work aimed at exploring and rationalizing the differential analgesic and anti-inflammatory activities of novel selective COX-1 inhibitors with improved gastric profile. Two novel series of 4,5-diarylthiazole and diarylimidazole were designed, synthesized in analogy to selective COX-1 inhibitors (mofezolac and FR122047) which lack gastric damaging effects. The new compounds were evaluated in vitro for their COXs inhibitory activity and in vivo for their anti-inflammatory and analgesic potentials. Four compounds; diphenylthiazole glycine derivatives (15a, 15b) and diphenylimidazolo acetic acid derivatives (19a, 19b), which possess carboxylic acid group exhibited significant activity and selectivity against COX-1 over COX-2. Of these compounds, (4,5-bis(4-methoxyphenyl)thiazol-2-yl)glycine 15b was the most potent compound against COX-1 with an inhibitory half maximal concentration (IC₅₀) of 0.32 μM and a selectivity index (COX-2 IC₅₀/COX-1 IC₅₀) of 28.84. Furthermore, an ulcerogenicity study was performed where the tested compounds demonstrated a significant gastric tolerance. Interestingly, the most selective COX-1 inhibitor showed higher analgesic activity in vivo as expected compared to their moderate anti-inflammatory activity. This study underscores the need for further design and development of novel analgesic agents with low tendency to cause gastric damage based on improving their COX-1 affinity and selectivity profile. 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. 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. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

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