Month: February 2023

Iron-catalyzed tandem reactions of 2-halobenzenamines with isothiocyanates leading to 2-aminobenzothiazoles was written by Qiu, Jing-Wen;Zhang, Xing-Guo;Tang, Ri-Yuan;Zhong, Ping;Li, Jin-Heng. And the article was included in Advanced Synthesis & Catalysis in 2009.SDS of cas: 1843-21-6 This article mentions the following:

A highly practical method for the synthesis of 2-aminobenzothiazoles has been developed through an iron-catalyzed tandem reaction. The present tandem process allows the assembly of a wide range of 2-aminobenzothiazoles by the reactions of 2-halobenzenamines with isothiocyanates. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6SDS of cas: 1843-21-6).

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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.SDS of cas: 1843-21-6

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

Synthesis and biological evaluation of 4β-sulphonamido and 4β-[(4′-sulphonamido)benzamide]podophyllotoxins as DNA topoisomerase-IIα and apoptosis inducing agents was written by Kamal, Ahmed;Suresh, Paidakula;Ramaiah, M. Janaki;Mallareddy, Adla;Imthiajali, Syed;Pushpavalli, S. N. C. V. L.;Lavanya, A.;Pal-Bhadra, Manika. And the article was included in Bioorganic & Medicinal Chemistry in 2012.HPLC of Formula: 69812-29-9 This article mentions the following:

A series of new 4β-sulfonamido and 4β-[(4′-sulfonamido)benzamide] conjugates of podophyllotoxin (11a-j and 15a-g) were synthesized and evaluated for anticancer activity against six human cancer cell lines and found to be more potent than etoposide. Some of the compounds 11b, 11d and 11e that showed significant antiproliferative activity in Colo-205 cells, were superior to etoposide. The flow cytometric anal. indicates that these compounds (11b, 11d and 11e) showed G2/M cell cycle arrest and among them 11e is the most effective. It is observed that this compound (11e) caused both single-strand DNA breaks as observed by comet assay as well as double-strand DNA breaks as indicated by γ-H2AX. Further 11e showed inhibition of topo-IIα as observed from Western blot anal. and related studies. Compounds caused activation of ATM as well as Chk1 protein indicating that the compound caused effective DNA damage. Moreover activation of caspase-3, p21, p16, NF-kB and down regulation of Bcl-2 protein suggests that this compound (11e) has apoptotic cell death inducing ability, apart from acting as a topo-IIα inhibitor. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9HPLC of Formula: 69812-29-9).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) 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. 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.HPLC of Formula: 69812-29-9

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

Discovery of triazolone derivatives as novel, potent stearoyl-CoA desaturase-1 (SCD1) inhibitors was written by Sun, Shaoyi;Zhang, Zaihui;Pokrovskaia, Natalia;Chowdhury, Sultan;Jia, Qi;Chang, Elaine;Khakh, Kuldip;Kwan, Rainbow;McLaren, David G.;Radomski, Chris C.;Ratkay, Leslie G.;Fu, Jianmin;Dales, Natalie A.;Winther, Michael D.. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Application In Synthesis of Thiazol-2-ylmethanamine This article mentions the following:

Stearoyl-CoA deaturase-1 (SCD1) plays an important role in lipid metabolism Inhibition of SCD1 activity represents a potential novel approach for the treatment of metabolic diseases such as obesity, type 2 diabetes and dyslipidemia, as well as skin diseases, acne and cancer. Herein, we report the synthesis and structure-activity relationships (SAR) of a series of novel triazolone derivatives, culminating in the identification of pyrazolyltriazolone (I), a potent SCD1 inhibitor, which reduced plasma C16:1/C16:0 triglycerides desaturation index (DI) in an acute Lewis rat model in a dose dependent manner, with an ED₅₀ of 4.6 mg/kg. In preliminary safety studies, compound I did not demonstrate adverse effects related to SCD1 inhibition after repeat dosing at 100 mg/kg. Together, these data suggest that sufficient safety margins can be achieved with certain SCD1 inhibitors, thus allowing exploration of clin. utility in metabolic disease settings. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Application In Synthesis of 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). 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.Application In Synthesis of Thiazol-2-ylmethanamine

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

Synthesis and antimicrobial activity of new 3,5-diarylidene-4-piperidone derivatives was written by Singaram, Kulathooran;Marimuthu, Dhamodaran;Baskaran, Selvakumar;Ramaswamy, Venkataraman. And the article was included in Journal of the Serbian Chemical Society in 2016.Electric Literature of C6H7ClN2O3S2 This article mentions the following:

Three series of heteroaromatic analogs diarylidene-4-piperidones I [Ar = C₆H₅, 4-FC₆H₄, 2-thienyl, etc.], [diarylidene(substituted)sulfonyl]piperidin-4-ones II [R¹ = 3,5-Cl₂-2-OHC₆H₂, 4-Cl-3-pyridyl, 3,5-Me₂-4-isoxazolyl, etc.] and N-alkylcarbonyl-diarylidene-4-piperidones derivatives e.g., III, were synthesized. All the synthesized compounds were evaluated for their antimicrobial activity against six microbial strains, among them II [R¹ = 3,5-Cl₂-2-OHC₆H₂] showed best antifungal activity against Aspergillus niger and A. fumigatus. Structural elucidation of the synthesized compounds was realized based on various spectroscopic methods. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Electric Literature of C6H7ClN2O3S2).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) 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.Electric Literature of C6H7ClN2O3S2

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

Structure-based design of substituted hexafluoroisopropanol-arylsulfonamides as modulators of RORc was written by Fauber, Benjamin P.;de Leon Boenig, Gladys;Burton, Brenda;Eidenschenk, Celine;Everett, Christine;Gobbi, Alberto;Hymowitz, Sarah G.;Johnson, Adam R.;Liimatta, Marya;Lockey, Peter;Norman, Maxine;Ouyang, Wenjun;Rene, Olivier;Wong, Harvey. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Quality Control of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride This article mentions the following:

The structure-activity relationships of T0901317 analogs were explored as RORc inverse agonists using the principles of property- and structure-based drug design. An X-ray co-crystal structure of T0901317 and RORc was obtained and provided mol. insight into why T0901317 functioned as an inverse agonist of RORc; whereas, the same ligand functioned as an agonist of FXR, LXR, and PXR. The structural data was also used to design inhibitors with improved RORc biochem. and cellular activities. The improved inhibitors possessed enhanced selectivity profiles (rationalized using the X-ray crystallog. data) against other nuclear receptors. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1).Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Quality Control of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride

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

Oligomeric Benzylsulfonium Salts: Facile Benzylation via High-Load ROMP Reagents was written by Zhang, Mianji;Flynn, Daniel L.;Hanson, Paul R.. And the article was included in Journal of Organic Chemistry in 2007.Recommanded Product: 58759-63-0 This article mentions the following:

The development of high-load, oligomeric benzylsulfonium salts, generated via ring-opening metathesis polymerization, and their utility in facile benzylations of various nucleophiles is reported. These oligomeric sulfonium salts exist as free-flowing powders and are stable at room temperature After the benzylation event, purification is attained via simple dry load/filtration, followed by solvent removal to deliver products in excellent yield and purity. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Recommanded Product: 58759-63-0).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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: 58759-63-0

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

Some new Schiff base derivatives derived from vanillin as possible fungicides was written by Dash, B.;Patra, M.;Mahapatra, P. K.. And the article was included in Journal of the Indian Chemical Society in 1983.Reference of 6318-74-7 This article mentions the following:

Schiff bases I (R, R¹ = H, Ph, 4-MeC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeOC₆H₄, naphthyl; R² = H) derived from 4-substituted and 4,5-disubstituted-2-amino thiazoles and vanillin were prepared Cycloaddition of I with HSCH₂CO₂H yielded thiazolidones II. Condensation of the Schiff bases with ClCH₂COCl and subsequent reaction with piperidine and morpholine yielded corresponding acetoxy derivatives I (R² = morpholinoacetyl, piperidinoacetyl). The compounds were characterized by elemental anal. and IR spectra and were screened for fungicidal activity. 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. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Reference of 6318-74-7

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

Tubular basement membrane changes in 2-amino-4,5-diphenylthiazole-induced polycystic disease was written by Butkowski, Ralph J.;Carone, Frank A.;Grantham, Jared J.;Hudson, Billy G.. And the article was included in Kidney International in 1985.Name: 4,5-Diphenylthiazol-2-amine This article mentions the following:

Tubular basement membrane from rats with 2-amino-4,5-diphenylthiazole-induced polycystic renal disease have altered relative quantities of apparently non-collagenous proteins; this may be a possible contributing factor in the cyst formation. An overall increase in the concentration of high-mol.-weight components and a decrease in concentration of low-mol.-weight components were observed Changes which were particularly notable included a 2-fold increase in a component of M_r = 380,000 and a decrease in one of M_r = 55,000 as analyzed without reduction of disulfide bonds. With reduction of disulfide bonds, the M_r = 380,000 component dissociates, whereas the M_r = 55,000 polypeptide does not, and polypeptides of M_r = 245,000 and 145,000 increase �-fold in concentration These changes take place most rapidly from 4-8 wk of drug administration and remain relatively constant between 8 and 16 wk. If feeding of the drug is discontinued, the distribution of TBM polypeptides normalizes. 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 rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Name: 4,5-Diphenylthiazol-2-amine

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

Synthesis and Evaluation of Antibacterial Activity of Bottromycins was written by Yamada, Takeshi;Yagita, Miu;Kobayashi, Yutaka;Sennari, Goh;Shimamura, Hiroyuki;Matsui, Hidehito;Horimatsu, Yuki;Hanaki, Hideaki;Hirose, Tomoyasu;Omura, Satoshi;Sunazuka, Toshiaki. And the article was included in Journal of Organic Chemistry in 2018.Application of 55661-33-1 This article mentions the following:

Total synthesis of bottromycin A₂ can be accomplished through a diastereoselective Mannich reaction of a chiral sulfinamide, mercury-mediated intermol. amidination, and cyclization of a constrained tetracyclic peptide. Exploitation of this process allowed the synthesis of several novel bottromycin analogs. The antimicrobial activity of these analogs was evaluated in vitro against Gram-pos. bacteria, such as methicillin resistant Staphylococcus aureus (MRSA) and vancomycin resistant enterococci (VRE). Structure-activity relationships were explored taking into consideration the unique three-dimensional structure of the compounds Notably, one of the new analogs devoid of a Me ester, which is known to lower the in vivo efficacy of bottromycin, exhibited antibacterial bioactivity comparable to that of vancomycin. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Application of 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. 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 55661-33-1

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

Improving decision making for drug candidates: a computational approach for benzthiazoles as antifungal was written by Sangamwar, Abhay T.;Deshpande, Uday D.;Pekamwar, Sanjay S.;Vadvalkar, Sudhir M.. And the article was included in Indian Journal of Biotechnology in 2007.Recommanded Product: 1843-21-6 This article mentions the following:

To improve the decision making for selecting a mol. for synthesis from a set of virtually designed antifungal compounds, four in silico approaches are discussed and their optimization have been confirmed by in vitro methods. First, a set of compounds was designed over QSAR anal. and selected over predicted activities by best QSAR equation (R²>0.9) to increase the probability of finding new chem. entities. To reduce the burden of synthetic chem., Rule of Five was applied for screening druggable compounds Second, OSIRIS was used to predict toxicity, mutagenicity and carcinogenicity. Third approach was prediction of biol. activity spectra for substances (PASS) and fourth was mol. docking to analyze the actual interaction involved after binding with the target receptor. All compounds of the series passed rule of five. On the basis of OSIRIS prediction results, nine compounds were selected. PASS predictions have resulted into suitability of only one compound (test 30) as antifungal. Mol. docking at BioMed CAChe workstation was then performed for this compound Comparison of active site residues at receptor binding and dock score with fluconazole has further confirmed the compound for synthesis. The synthesized compound has given MIC 16 μg/mL at antifungal assay against Candida albicans by potato dextrose agar method. It confirmed that in silico approaches are useful to find out a new drug with more accuracy. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. 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.Recommanded Product: 1843-21-6

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