Day: December 30, 2022

Structure-Guided Rescaffolding of Selective Antagonists of BCL-X_L was written by Koehler, Michael F. T.;Bergeron, Philippe;Choo, Edna F.;Lau, Kevin;Ndubaku, Chudi;Dudley, Danette;Gibbons, Paul;Sleebs, Brad E.;Rye, Carl S.;Nikolakopoulos, George;Bui, Chinh;Kulasegaram, Sanji;Kersten, Wilhelmus J. A.;Smith, Brian J.;Czabotar, Peter E.;Colman, Peter M.;Huang, David C. S.;Baell, Jonathan B.;Watson, Keith G.;Hasvold, Lisa;Tao, Zhi-Fu;Wang, Le;Souers, Andrew J.;Elmore, Steven W.;Flygare, John A.;Fairbrother, Wayne J.;Lessene, Guillaume. And the article was included in ACS Medicinal Chemistry Letters in 2014.Computed Properties of C5H4ClNO2S This article mentions the following:

Because of the promise of BCL-2 antagonists in combating chronic lymphocytic leukemia (CLL) and non-Hodgkin’s lymphoma (NHL), interest in addnl. selective antagonists of antiapoptotic proteins has grown. Beginning with a series of selective, potent BCL-X_L antagonists containing an undesirable hydrazone functionality, in silico design and X-ray crystallog. were utilized to develop alternative scaffolds that retained the selectivity and potency of the starting compounds In the experiment, the researchers used many compounds, for example, Methyl2-chloro-4-thiazolecarboxylate (cas: 850429-61-7Computed Properties of C5H4ClNO2S).

Methyl2-chloro-4-thiazolecarboxylate (cas: 850429-61-7) 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.Computed Properties of C5H4ClNO2S

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

Synthesis and biological evaluation of novel trichodermin derivatives as antifungal agents was written by Zheng, Min;Yao, Ting-Ting;Xu, Xiao-Jun;Cheng, Jing-Li;Zhao, Jin-Hao;Zhu, Guo-Nian. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Safety of 2-Methylthiazol-5-amine This article mentions the following:

To discover more potential antifungal agents, 17 novel trichodermin derivatives were designed and synthesized. The structures of all the synthesized compounds were confirmed by ¹H NMR, ESI-MS and HRMS. Their antifungal activities against Ustilaginoidea oryzae and Pyricularia oryzae were evaluated. Most of the target compounds showed potent inhibitory activity, in which I showed superior inhibitory effects than the parent compound and com. fungicide prochloraz. Addnl., compound II was found to be active against all tested fungal strains, with EC₅₀ values of 0.47 and 3.71 mg L^-1, resp. In the experiment, the researchers used many compounds, for example, 2-Methylthiazol-5-amine (cas: 89281-44-7Safety of 2-Methylthiazol-5-amine).

2-Methylthiazol-5-amine (cas: 89281-44-7) 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 2-Methylthiazol-5-amine

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

Photoinduced Heterogeneous C-H Arylation by a Reusable Hybrid Copper Catalyst was written by Choi, Isaac;Mueller, Valentin;Lole, Gaurav;Koehler, Robert;Karius, Volker;Vioel, Wolfgang;Jooss, Christian;Ackermann, Lutz. And the article was included in Chemistry – A European Journal in 2020.Recommanded Product: 5-Phenylthiazole This article mentions the following:

Heterogeneous copper catalysis enabled photoinduced C-H arylations of heteroarenes with aryl halides under exceedingly mild conditions at room temperature to afford aryl heteroarenes such as I [R = H, 6-OMe, 5-Cl, etc.; Ar = Ph, 4-MeC₆H₄, 2-MeOC₆H₄, etc.; X = O, S, NMe]. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS anal. of the hybrid copper catalyst, among others, supported its outstanding stability and reusability. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Recommanded Product: 5-Phenylthiazole).

5-Phenylthiazole (cas: 1826-13-7) 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.Recommanded Product: 5-Phenylthiazole

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

Synthesis of pyrazolo-enaminones, bipyrazoles and pyrazolopyrimidines and evaluation of antioxidant and antimicrobial properties was written by Akhramez, Soufiane;Oumessaoud, Asmaa;Hibot, Achraf;Talbi, Soumaya;Hamri, Salha;Ketatni, El Mostafa;Ouchetto, Hajiba;Hafid, Abderrafia;Ayad, Houda;El Abbadi, Noureddine;Zanane, Chorouk;Latrache, Hassan;Khouili, Mostafa;Pujol, Maria Dolors. And the article was included in Arabian Journal of Chemistry in 2022.Product Details of 55661-33-1 This article mentions the following:

A novel pyrazolo-enaminones I [R = C₆H₅, 3-Br-C₆H₄, 4-OCH₃-2-NO₂-C₆H₃, etc.], bipyrazoles II [R¹ = H, C₆H₅; R² = C₆H₅, 4-CH₃C₆H₄, 4-NO₂C₆H₄, 2,4-NO₂C₆H₃] and pyrazolopyridines e.g., III from 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)butane-1,3-dione and 4-methyl-2-phenyl-2H-pyrazolo[3,4-b]pyridine-3,6(3aH,7H)-dione was synthesized by assisted heating with microwave radiation without any catalyst. The pyridine and pyrazole ring formation had been developed from easily accessible enamino keto esters by formylation followed by intramol. cyclization. The general applicability for the synthesis of the important pyrazolo-enaminones, bipyrazoles and pyrazolo-pyridines heterocycles was attributed to simplicity of operation, synthesis without catalyst, energy efficiency (shorter reaction time under microwave irradiation), good yields, more environmentally friendly and more cost-effective procedure. The antioxidant activity and antibacterial activity of new heterocyclic compounds was evaluated by free radical scavenging by DPPH assay. Several of these compounds showed good activity against both Gram-pos. (S. aureus) and Gram-neg. (E. coli) bacteria. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Product Details of 55661-33-1).

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

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

Discovery of BPR1R024, an Orally Active and Selective CSF1R Inhibitor that Exhibits Antitumor and Immunomodulatory Activity in a Murine Colon Tumor Model was written by Lee, Kun-Hung;Yen, Wan-Ching;Lin, Wen-Hsing;Wang, Pei-Chen;Lai, You-Liang;Su, Yu-Chieh;Chang, Chun-Yu;Wu, Cai-Syuan;Huang, Yu-Chen;Yang, Chen-Ming;Chou, Ling-Hui;Yeh, Teng-Kuang;Chen, Chiung-Tong;Shih, Chuan;Hsieh, Hsing-Pang. And the article was included in Journal of Medicinal Chemistry in 2021.HPLC of Formula: 55661-33-1 This article mentions the following:

Colony-stimulating factor-1 receptor (CSF1R) is implicated in tumor-associated macrophage (TAM) repolarization and has emerged as a promising target for cancer immunotherapy. Herein, we describe the discovery of orally active and selective CSF1R inhibitors by property-driven optimization of BPR1K871 (9), our clin. multitargeting kinase inhibitor. Mol. docking revealed an addnl. nonclassical hydrogen-bonding (NCHB) interaction between the unique 7-aminoquinazoline scaffold and the CSF1R hinge region, contributing to CSF1R potency enhancement. Structural studies of CSF1R and Aurora kinase B (AURB) demonstrated the differences in their back pockets, which inspired the use of a chain extension strategy to diminish the AURA/B activities. A lead compound BPR1R024 (12) exhibited potent CSF1R activity (IC₅₀ = 0.53 nM) and specifically inhibited protumor M2-like macrophage survival with a minimal effect on antitumor M1-like macrophage growth. In vivo, oral administration of 12 mesylate delayed the MC38 murine colon tumor growth and reversed the immunosuppressive tumor microenvironment with the increased M1/M2 ratio. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1HPLC of Formula: 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.HPLC of Formula: 55661-33-1

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

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

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