Category: thiazole

Synthesis and antibacterial screening of novel 2-(4-(aryl)thiazol-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-ethanoisoindole-1,3(2H)-dione derivatives was written by Ozbek, Oguz;Usta, Necibe Canan;Gurdere, Meliha Burcu;Aslan, Osman Nuri;Budak, Yakup;Ceylan, Mustafa. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2017.Category: thiazole This article mentions the following:

A series of novel 2-(4-(aryl)thiazol-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-ethanoisoindole-1,3(2H)-dione derivatives were synthesized and evaluated for their antimicrobial activity. The structures of the synthesized derivatives were confirmed by IR, ¹H-NMR, ¹³C-NMR and elemental analyses. All the compounds showed activity against all microorganisms. Compounds, and exhibit potent antibacterial activity against tested S. pyogenes. Compounds showed higher activity than standards against C. perfringes., and possess good activity against A. tumefacen. 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. 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.Category: thiazole

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

Ruthenium-Catalyzed Oxidative Annulation of Anilines using Benzothiazole as a Removable Directing Group was written by Sharma, Shivani;Singh, Sukanya;Kumari, Akhilesh;Sawant, Devesh M.;Pardasani, Ram T.. And the article was included in Asian Journal of Organic Chemistry in 2017.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

An efficient and inexpensive cationic ruthenium(II) catalyst enabled synthesis of bis-heterocycles I (R¹ = H, 6-Cl, 6-Br, 6-CN, 5-Cl; R² = H, 5-Me, 6-NO₂, etc.; R³ = R⁴ = Ph, Et, 4-methoxyphenyl, etc.; R³ = Ph, CH₃C(O)OCH₂CH₃; R⁴ = H, CH₃, CH₂CH₃, 4-H₃COC₆H₄) through an oxidative annulation of benzothiazole-directed anilines II (R⁶ = H, 4-CH₃, 3-Cl, etc.) and alkynes R³CCR⁴ is described. This strategy provides a broad scope of anilines bearing a directing group and alkynes with good to excellent yields. This is the first report on benzothiazoles as removable directing groups, leading to the construction of diversified indoles III. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: 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 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.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

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

Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis was written by Rong, Jian;Deng, Ling;Tan, Ping;Ni, Chuanfa;Gu, Yucheng;Hu, Jinbo. And the article was included in Angewandte Chemie, International Edition in 2016.Recommanded Product: 58759-63-0 This article mentions the following:

The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible-light photoredox catalysis. A wide range of readily available mono-, di-, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This method not only describes a new synthetic application of fluorinated sulfones, but also provides a new route to fluoroalkyl radicals. 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. 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.Recommanded Product: 58759-63-0

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

Aminopyrazolo[1,5-a]pyrimidines as potential inhibitors of Mycobacterium tuberculosis: Structure activity relationships and ADME characterization was written by Soares de Melo, Candice;Feng, Tzu-Shean;van der Westhuyzen, Renier;Gessner, Richard K.;Street, Leslie J.;Morgans, Garreth L.;Warner, Digby F.;Moosa, Atica;Naran, Krupa;Lawrence, Nina;Boshoff, Helena I. M.;Barry, Clifton E. III;Harris, C. John;Gordon, Richard;Chibale, Kelly. And the article was included in Bioorganic & Medicinal Chemistry in 2015.SDS of cas: 55661-33-1 This article mentions the following:

Whole-cell high-throughput screening of a diverse SoftFocus library against Mycobacterium tuberculosis (Mtb) generated a novel aminopyrazolo[1,5-a]pyrimidine hit series. The synthesis and structure activity relationship studies identified compounds with potent antimycobacterial activity. The SAR of over 140 compounds shows that the 2-pyridylmethylamine moiety at the C-7 position of the pyrazolopyrimidine scaffold was important for Mtb activity, whereas the C-3 position offered a higher degree of flexibility. The series was also profiled for in vitro cytotoxicity and microsomal metabolic stability as well as physicochem. properties. Consequently liabilities to be addressed in a future lead optimization campaign have been identified. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1SDS of cas: 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) 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 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.SDS of cas: 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

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

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

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

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

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