Category: thiazole

Synthesis, biological evaluation of new oxazolidino-sulfonamides as potential antimicrobial agents was written by Kamal, Ahmed;Swapna, P.;Shetti, Rajesh V. C. R. N. C.;Shaik, Anver Basha;Narasimha Rao, M. P.;Gupta, Soma. And the article was included in European Journal of Medicinal Chemistry in 2013.HPLC of Formula: 69812-29-9 This article mentions the following:

A number of linezolid-like oxazolidino-sulfonamides were designed and synthesized with a view to develop antimicrobial agents with improved properties. Most of the synthesized compounds showed good to moderate activity against a panel of standard Gram-pos. and Gram-neg. bacteria and fungal strains. The compounds I (X = O, S) exhibited significant activity, with a MIC value of 2.0-6.0 μg/mL against a panel of Gram-pos. and Gram-neg. bacteria. These compounds also showed activity against Candida albicans, with a MIC value of 4.0 μg/mL. A correlation of the antimicrobial activity with calculated lipophilicity values (C log P) is also presented. 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. 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.HPLC of Formula: 69812-29-9

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

Synthesis of 5-arylthiazoles. Comparative study between Suzuki cross-coupling reaction and direct arylation was written by Primas, Nicolas;Bouillon, Alexandre;Lancelot, Jean-Charles;El-Kashef, Hussein;Rault, Sylvain. And the article was included in Tetrahedron in 2009.HPLC of Formula: 1826-13-7 This article mentions the following:

A facile synthetic route to the thiazol-5-ylboronic acid pinacol ester was described herein. Its reactivity toward Suzuki cross-coupling reaction was studied to provide various 5-arylthiazoles. A comparative study between Suzuki cross-coupling reactions and palladium-catalyzed C5-H direct arylation on thiazole ring was achieved. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7HPLC of Formula: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) 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. 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.HPLC of Formula: 1826-13-7

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

Copper-Catalyzed Dehydrogenative Cross-Coupling of Benzothiazoles with Thiazoles and Polyfluoroarene was written by Fan, Shilu;Chen, Zhao;Zhang, Xingang. And the article was included in Organic Letters in 2012.Computed Properties of C9H7NS This article mentions the following:

A copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene under mild reaction conditions is described. E.g., in presence of CuI, Ag₂CO₃, and t-BuOLi, cross-coupling reaction of benzothiazole and 4,5-dimethylthiazole gave 71% I and 14% of the benzothiazole homocoupling product. This protocol provides a straightforward and operationally simple method for the synthesis of the 2,2′-linkage of thiazoles and 2-polyfluoroarylthiazoles of interest in life and material sciences. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Computed Properties of C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) 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 C9H7NS

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

Oxidation of thiourea derivatives in glacial acetic acid. I was written by Klatsmanyi-Gabor, Piroska;Meisel, Tibor;Erdey, Laszlo. And the article was included in Acta Chimica Academiae Scientiarum Hungaricae in 1964.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The mechanism of the activity of the redox indicator [4-(4-MeOC₆H₄NH)-C₆H₄NH]₂CS in AcOH medium was elucidated. An investigation of the oxidation of thiourea compounds by Br in AcOH and in AcOH containing NaOH revealed that aryl and diaryl thiourea derivatives were converted into benzothiazole compounds by ring closure, while similar derivatives containing non-aromatic substituents yielded di-sulfide compounds 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. 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. 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 In Synthesis of N-Phenylbenzo[d]thiazol-2-amine

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

Mass spectra of derivatives of 2-phenylaminobenzothiazole and its isomers was written by Rashkes, Ya. V.;Ambartsumova, R. F.;Saprykina, V. A.;Rozhkova, N. K.. And the article was included in Zhurnal Organicheskoi Khimii in 1981.COA of Formula: C13H10N2S This article mentions the following:

The mass spectra of I (R = H, Me, MeO, Cl, NO₂; R¹, R², R³ = H, Me), II (R-R³ = H, Me), and III (R-R³ = H, Me) were recorded. Formation of [M-R]⁺ ions was accompanied by cyclization. Loss of R¹NC and R¹NCS fragments was prominent in II. III exhibited rearrangement processes. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6COA of Formula: 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. 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.COA of Formula: C13H10N2S

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

Design, synthesis and SAR of substituted indoles as selective TrkA inhibitors was written by Hurzy, Danielle M.;Henze, Darrell A.;Cabalu, Tamara D.;Narayan, Kartik;Heller, Amanda;Cooke, Andrew J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.COA of Formula: C4H6N2S This article mentions the following:

A series of substituted indoles were examined as selective inhibitors of tropomyosin-related kinase receptor A (TrkA), a therapeutic target for the treatment of pain. An SAR optimization campaign based on ALIS screening lead compound I is reported. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1COA of Formula: C4H6N2S).

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. 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.COA of Formula: C4H6N2S

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

Positive and negative ion spectra of 2-aminobenzothiazole derivatives was written by Claude, S.;Duc, L.;Tabacchi, R.. And the article was included in International Journal of Mass Spectrometry and Ion Physics in 1983.Quality Control of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The mass spectral fragmentations under electron impact of N-phenyl-, N-(o-tolyl)-, 4-methyl-N-phenyl-, and 4-methyl-N-(o-tolyl)-2-aminobenzothiazoles have been investigated. The pos. and neg. ion spectra yielded complementary information. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Quality Control of N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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.Quality Control of N-Phenylbenzo[d]thiazol-2-amine

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

Structure-activity relationship of biakamide, selective growth inhibitors under nutrient-starved condition from marine sponge was written by Ishida, Ryosuke;Matsumoto, Hirokazu;Ichii, Sayaka;Kobayashi, Motomasa;Arai, Masayoshi;Kotoku, Naoyuki. And the article was included in Chemical & Pharmaceutical Bulletin in 2019.Recommanded Product: 55661-33-1 This article mentions the following:

The tumor microenvironment is considered as one of the important targets for anticancer drug discovery. In particular, nutrient deficiency may be observed in tumor microenvironment; biakamides A-D (1-4) isolated from marine sponge Petrosaspongia sp. as growth inhibitors against cancer cells adapted to glucose-deprived conditions have potential as new drugs and tools for elucidating adaptation mechanisms to these conditions. In this paper, we investigated structure-activity relationship (SAR) of biakamide to create easily accessible analog and gain insights about participation of the substructures to growth-inhibitory activity toward development of anticancer drug. This work revealed that 14,15-dinor-biakamide C (5), which is easily accessible, has similar activity to natural biakamide C (3). In addition, detailed SAR study showed the terminal acyl chain is important for interacting with target mol. and amide part including thiazole ring has acceptability to convert structures without losing activity. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Recommanded Product: 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. 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.Recommanded Product: 55661-33-1

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

Synthesis and evaluation of andrographolide derivatives as potent anti-osteoporosis agents in vitro and in vivo was written by Zhang, Songxuan;Zhang, Yuting;Fang, Yuying;Chen, Hao;Hao, Mengjiao;Tan, Qingyun;Hu, Chen;Zhou, Huihao;Xu, Jun;Gu, Qiong. And the article was included in European Journal of Medicinal Chemistry in 2021.Formula: C4H6N2S This article mentions the following:

In this work, we found that 14-deoxy-11,12-didehydroandrographolide, a derivative of andrographolide, had greatly reduced cytotoxicity compared with andrographolide and exhibited moderate anti-osteoclastogenesis activity. Thirty compounds were synthesized by introducing anti-osteoporosis chemotypes at C-19 of 14-deoxy-11,12-didehydroandrographolide. Six of them exhibited stronger inhibition of osteoclastogenesis than andrographolide. Of note, compound I displayed the most potent activity with IC₅₀ value of 0.35μM. The expression levels of osteoclast-specific genes such as TRAcP, CTSK, NFATc1, and MMP-9 were also decreased by I treatment. Furthermore, Western blot and immunofluorescence analyses demonstrated that I inhibited osteoclast differentiation through downregulation of RANKL-induced NF-κB signaling pathway. In an ovariectomized (OVX) female mice model, I significantly ameliorated bone loss. Therefore, I exhibited promising in vivo efficacy and low toxicity, indicating its therapeutic potential for the treatment of osteoporosis. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Formula: C4H6N2S).

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 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.Formula: C4H6N2S

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

Silver-Nitrate-Catalyzed N-Arylation of Amines and O-Arylations of Phenols and Alcohols was written by Das, Rima;Mandal, Mrinmay;Chakraborty, Debashis. And the article was included in Asian Journal of Organic Chemistry in 2013.Recommanded Product: 1843-21-6 This article mentions the following:

An efficient and general protocol for an intermol. carbon-nitrogen cross-coupling of amines, alcs., and phenols with halides was developed and the synthesis of the target compounds was achieved using silver nitrate (AgNO₃) as a catalyst and N,N-dimethylethylenediamine (N,N-DMEDA) as a ligand and potassium tert-butoxide (KOtBu) as a base under a nitrogen atm. A number of primary, secondary, and heterocyclic amines were coupled with various aryl iodides to give N-aryl derivatives in good to excellent yield. Along with this, several substituted phenols as well as alcs. were coupled with various halides under the same reactions condition to give O-arylated compounds The title compounds thus formed included N-phenylbenzenamine, 1-phenyl-1H-imidazole, 4-phenylmorpholine, 1-phenyl-2,3-indoledione, N-phenylbenzamide, (4-methylphenyl)phenyl ether, (phenoxy)benzene derivatives, methoxybenzene, aryl ethers. 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 thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 1843-21-6

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