Tag: 200-300

Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous media via tandem addition-cyclization was written by Huynh, Thao Nguyen Thanh;Tankam, Theeranon;Koguchi, Shinichi;Rerkrachaneekorn, Tanawat;Sukwattanasinitt, Mongkol;Wacharasindhu, Sumrit. And the article was included in Green Chemistry in 2021.Synthetic Route of C13H10N2S This article mentions the following:

An electrochem. synthesis of 2-aminobenzoxazoles from 2-aminophenols and isothiocyanates was successfully developed in a one-pot fashion. Using inexpensive and widely available NaI and NaCl cooperatively in catalytic amounts, electrosynthesis approach provided various 2-aminobenzoxazole products in moderate to high yields in an open-flask type undivided cell without using any external supporting electrolyte and base. The protocol can be applied to the synthesis of 2-aminobenzothiazoles from the corresponding 2-thiophenols in moderate yields. This protocol has many benefits. It is metal-free and highly scalable and uses inexpensive mediators and EtOH/water as an environmentally friendly solvent under mild conditions. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Synthetic Route of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Synthetic Route of C13H10N2S

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

Studies on chalcogen-containing heterocycles. 35. Rapid one-pot versatile preparation of 2-aminobenzothiazoles by highly efficient copper(I)-catalyzed inorganic base-free intramolecular cyclization was written by Sashida, Haruki;Kaname, Mamoru. And the article was included in Heterocycles in 2012.Computed Properties of C13H10N2S This article mentions the following:

A convenient and versatile 1-pot preparation of 2-aminobenzothiazoles by the efficient Cu(I)-catalyzed intramol. cyclization of com. available 2-RC₆H₄NCS (R = I, Br, Cl) with N-nucleophiles was accomplished. The reaction proceeded under inorganic-base-free conditions. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Computed Properties of C13H10N2S).

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. 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.Computed Properties of C13H10N2S

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

Convenient and simple synthesis of 2-aminothiazoles by the reaction of α-halo ketone carbonyls with ammonium thiocyanate in the presence of N-methylimidazole was written by Meshram, H. M.;Thakur, Pramod B.;Madhu Babu, B.;Bangade, Vikas M.. And the article was included in Tetrahedron Letters in 2012.Synthetic Route of C15H12N2S This article mentions the following:

Substituted 2-aminothiazole derivatives were obtained as a result of N-methylimidazole catalyzed cyclization of α-halo ketone carbonyls with NH₄SCN in water-alc. media. The generality of the method was demonstrated by screening a series of aromatic/heteroaromatic/aliphatic α-halo ketones, α-halo β-diketones, and α-halo β-ketoesters. The developed method is simple, mild, and general route for the preparation of diversely functionalized 2-aminothiazoles in good to moderate yields from readily available starting materials. 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. 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. 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.Synthetic Route of C15H12N2S

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

General and efficient method for direct N-monomethylation of aromatic primary amines with methanol was written by Li, Feng;Xie, Jianjiang;Shan, Haixia;Sun, Chunlou;Chen, Lin. And the article was included in RSC Advances in 2012.Name: 4,5-Diphenylthiazol-2-amine This article mentions the following:

The direct N-monomethylation of aromatic primary amines, including arylamines, aryl sulfonamides and amine-azoles, using methanol as a methylation agent has been accomplished in the presence of a [Cp*IrCl₂]₂/NaOH system. From both synthetic and environmental points of view, the reaction is highly attractive because of low catalyst loading, broad substrate scope and excellent selectivities. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Name: 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. 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.Name: 4,5-Diphenylthiazol-2-amine

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

Unexpected formation of benzothiazoles in the synthesis of new heterocycles: benzo-1,2,4-dithiazines was written by Fajkusova, Dagmar;Pazdera, Pavel. And the article was included in Synthesis in 2008.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The synthesis of benzo-1,2,4-dithiazines was investigated presuming a reversible sulfur-sulfur bond formation. 2-Aminothiophenol, when allowed to react with isothiocyanates, provided benzothiazoles. 2,2′-Diaminodiphenyl disulfide underwent cyclizations very readily without any reducing agent to give, according to the reaction conditions, benzothiazoles (I; R = Bz, Ph, Ac, COOMe, Me) or benzo-1,2,4-dithiazines such as II. The developed procedure offers a simple and convenient way to prepare the title compounds in very good to excellent yields. Until now, benzo-1,2,4-dithiazines as well as 2,2′-diaminodiphenyl disulfides bearing aminocarbonothioyl groups were unknown. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine).

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. 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.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine

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

Schiff bases in heterocyclic synthesis: synthesis of some new heterocycles of pharmaceutical interest was written by El-Ablak, F. Z.;Etman, H. A.;Metwally, M. A.. And the article was included in Zhonghua Yaoxue Zazhi in 1993.Reference of 6318-74-7 This article mentions the following:

Treating aminothiazoles I (R¹ = H, Ph, R² = H, Ph, substituted Ph) with salicylic acid derivative II gave intermediate Schiff bases which underwent reductive cyclization with NaNB₄ to give thiazoloquinazolines III. Amination of II by R²NH₂ (R² = Ph, Et) gave the corresponding Schiff bases which were cyclized by HSCH₂CO₂H to give thiazolidinones IV and by ClCH₂COCl to give azetidinone V. Addnl. obtained were benzoisoquinoline and pyridoquinazoline derivatives In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Reference of 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. 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.Reference of 6318-74-7

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

Diphenylthiazole-induced changes in renal ultrastructure and enzymology: toxicologic mechanisms in polycystic kidney disease? was written by Hjelle, J. T.;Hjelle, J. J.;Maziasz, T. J.;Carone, F. A.. And the article was included in Journal of Pharmacology and Experimental Therapeutics in 1987.Recommanded Product: 6318-74-7 This article mentions the following:

Renal cystic disease was chem. induced in rats by feeding 2-amino-4,5-diphenylthiazole (DPT)(I) for up to 4 wk. After 4 days of feeding, DPT had induced a 4-fold increase in total urine output relative to diet-restricted control groups. Both groups maintained, but did not gain, weight during the feeding schedule. Cyst formation was localized to the medullary collecting tubules. Relative to diet-restricted controls, rats fed DPT exhibited diminished renal and hepatic catalase activity, but elevated activity for UDP-glucuronosyltransferase. Medulla showed an increase in the specific activities of the enzymes galactosyltransferase and sulfatase B. These enzymol. findings correlated with ultrastructural observations of a loss of peroxisomes, proliferation of endoplasmic reticulum, and enlargement of the Golgi apparatus Serum and urinary levels of inorganic sulfate were significantly increased in DPT-fed rats relative to controls. Tissue levels of UDP-glucuronic acid and adenosine 3′-phosphate 5′-phosphosulfate were not depressed by DPT feeding. Thus, DPT-induced cyst formation and loss of staining for glycosaminoglycans does not involve gross depletions of UDP-glucuronic acid and adenosine 3′-phosphate 5′-phosphosulfate, mutual cosubstrates for Phase II drug conjugation reactions, and glycosaminoglycan synthesis. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 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. 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.Recommanded Product: 6318-74-7

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

Design of Aminobenzothiazole Inhibitors of Rho Kinases 1 and 2 by Using Protein Kinase A as a Structure Surrogate was written by Judge, Russell A.;Scott, Victoria E.;Simler, Gricelda H.;Pratt, Steve D.;Namovic, Marian T.;Putman, C. Brent;Aguirre, Ana;Stoll, Vincent S.;Mamo, Mulugeta;Swann, Steven I.;Hobson, Adrian D.. And the article was included in ChemBioChem in 2018.Category: thiazole This article mentions the following:

We describe the design, synthesis, and structure-activity relationships (SARs) of a series of 2-aminobenzothiazole inhibitors of Rho kinases (ROCKs) 1 and 2, which were optimized to low nanomolar potencies by use of protein kinase A (PKA) as a structure surrogate to guide compound design. A subset of these mols. also showed robust activity in a cell-based myosin phosphatase assay and in a mech. hyperalgesia in vivo pain model. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Category: thiazole).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Category: thiazole

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

A grand product design model for crystallization solvent design was written by Chai, Shiyang;Liu, Qilei;Liang, Xinyuan;Guo, Yansuo;Zhang, Song;Xu, Chengqiu;Du, Jian;Yuan, Zhihong;Zhang, Lei;Gani, Rafiqul. And the article was included in Computers & Chemical Engineering in 2020.Application of 1843-21-6 This article mentions the following:

Solvents play an important role in crystallization processes. The screening/design of solvents for crystallization (crystallization solvents) is still of great concern in research and development. At present, most of the design/screening methods of crystallization solvents are still based on the trial-and-error approach. In this paper, the Grand Product Design (GPD) model is applied for the screening/design of crystallization solvents. The GPD-model includes process sub-model, property sub-model, quality sub-model, cost sub-model, pricing sub-model, economic sub-model and environmental sub-model as well as other factors such as company strategy, government policies and regulations. Solution strategies are given for three cases: solvent design for a fixed process, process design for a fixed solvent and simultaneous design of solvent and process. Taking 2-Mercapotobenzothiazole (MBT) as an example, the solvent design for a fixed (existing) process design is carried out by using the problem specific GPD-model, in which the GPD-model is formulated as Mixed-Integer Non-Linear Programming (MINLP) model with objective function, process sub-model, property sub-model, quality sub-model, pricing sub-model, cost sub-model, economic sub-model and environmental sub-model. The established MINLP model is then solved by the decomposition-based approach. Experiments are carried out to verify the candidate solvents, which is found to perform better in terms of product purity and recovery than the best-known solvents in use. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Application of 1843-21-6

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

Novel acyl coenzyme A: diacylglycerol acyltransferase 1 inhibitors-synthesis and biological activities of N-(substituted heteroaryl)-4-(substituted phenyl)-4-oxobutanamides was written by Nakada, Yoshihisa;Ogino, Masaki;Asano, Kouhei;Aoki, Kazuko;Miki, Hiroshi;Yamamoto, Toshihiro;Kato, Koki;Masago, Minori;Tamura, Norikazu;Shimada, Mitsuyuki. And the article was included in Chemical & Pharmaceutical Bulletin in 2010.Category: thiazole This article mentions the following:

In a program to discover new small mol. diacylglycerol acyltransferase (DGAT)-1 inhibitors, screening of our inhouse chem. library was carried out using recombinant human DGAT-1 enzyme. From this library, the lead compound 1a (I) was identified as a new class of DGAT-1 inhibitor. A series of novel N-(substituted heteroaryl)-4-(substituted phenyl)-4-oxobutanamides 2 was designed from 1a, synthesized and evaluated for inhibitory activity against DGAT-1 enzyme. Among these compounds, N-(5-benzyl-4-phenyl-1,3-thiazol-2-yl)-4-(4,5-diethoxy-2-methylphenyl)-4-oxobutanamide 9 was found to exhibit potent inhibitory activity and good enzyme selectivities. Following administration in KKA^y mice with 3 mg/kg high fat diet admixture for four weeks, 9 reduced body weight gain and white adipose tissue weight without affecting total food intake. These results suggested that the small mol. DGAT-1 inhibitor might have potential in the treatment of obesity and metabolic syndrome. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Category: thiazole).

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. 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.Category: thiazole

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