Day: January 6, 2023

Photochemical synthesis of 2-substituted benzothiazoles was written by Muthusamy, Sengoden;Paramasivam, Rangasamy;Ramakrishnan, Vayalakkavoor T.. And the article was included in Journal of Heterocyclic Chemistry in 1991.Computed Properties of C13H10N2S This article mentions the following:

The photochem. cyclization of indolethiocarbanilides I (R, R¹ = H, Cl; R², R³ = H, Me; R⁴ = Cl, Br), o-ClC₆H₄NHCSNR⁵R⁶ (R⁵ = H, Ph; R⁶ = COPh, Ph) and dioxothiocyclohexanecarboxanilides II (R⁷ = H; R⁸ = H, Me; R⁷R⁸ = CH:CHCH:CH) affording the resp. benzothiazoles e.g., III, IV, V are described. 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 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. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Computed Properties of C13H10N2S

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

An economically and environmentally sustainable synthesis of 2-aminobenzothiazoles and 2-aminobenzoxazoles promoted by water was written by Zhang, Xinying;Jia, Xuefei;Wang, Jianji;Fan, Xuesen. And the article was included in Green Chemistry in 2011.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Tandem reactions of isothiocyanates (1) with 2-aminothiophenols (2), or isothiocyanates (1) with 2-aminophenols (4), were carried out rapidly and efficiently in water. A significant rate acceleration of the reaction between 1a and 2a in water compared with commonly used volatile organic solvents was observed Through these reactions, a variety of structurally and pharmaceutically interesting 2-aminobenzothiazoles (3) and 2-aminobenzoxazoles (5) were synthesized in good yields. This novel synthetic approach toward 3 and 5 has advantages such as high efficiency, readily available starting materials, environmentally benign solvent, and highly simple and practical exptl. procedures. 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. 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.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

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

Design and Synthesis of Human Immunodeficiency Virus Entry Inhibitors: Sulfonamide as an Isostere for the α-Ketoamide Group was written by Lu, Rong-Jian;Tucker, John A.;Zinevitch, Tatiana;Kirichenko, Olga;Konoplev, Vitalii;Kuznetsova, Svetlana;Sviridov, Sergey;Pickens, Jason;Tandel, Sagun;Brahmachary, Enugurthi;Yang, Yang;Wang, Jian;Freel, Stephanie;Fisher, Shelly;Sullivan, Alana;Zhou, Jiying;Stanfield-Oakley, Sherry;Greenberg, Michael;Bolognesi, Dani;Bray, Brian;Koszalka, Barney;Jeffs, Peter;Khasanov, Alisher;Ma, You-An;Jeffries, Cynthia;Liu, Changhui;Proskurina, Tatiana;Zhu, Tong;Chucholowski, Alexander;Li, Rongshi;Sexton, Connie. And the article was included in Journal of Medicinal Chemistry in 2007.Recommanded Product: 68867-17-4 This article mentions the following:

The crystal structures of many tertiary α-ketoamides reveal an orthogonal arrangement of the two carbonyl groups. Based on the hypothesis that the α-ketoamide HIV attachment inhibitor BMS 806 (formally BMS378806, 26) might bind to its gp120 target via a similar conformation, we designed and synthesized a series of analogs in which the ketoamide group is replaced by an isosteric sulfonamide group. The most potent of these analogs, 14i (I), demonstrated antiviral potency comparable to 26 in the M33 pseudotyped antiviral assay. Flexible overlay calculations of a ketoamide inhibitor with a sulfonamide inhibitor revealed a single conformation of each that gave significantly better overlap of key pharmacophore features than other conformations and thus suggest a possible binding conformation for each class. In the experiment, the researchers used many compounds, for example, Benzothiazole-5-carboxylic acid (cas: 68867-17-4Recommanded Product: 68867-17-4).

Benzothiazole-5-carboxylic acid (cas: 68867-17-4) 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.Recommanded Product: 68867-17-4

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

Design, synthesis, and biological evaluation of novel dipeptide-type SARS-CoV 3CL protease inhibitors: Structure-activity relationship study was written by Thanigaimalai, Pillaiyar;Konno, Sho;Yamamoto, Takehito;Koiwai, Yuji;Taguchi, Akihiro;Takayama, Kentaro;Yakushiji, Fumika;Akaji, Kenichi;Kiso, Yoshiaki;Kawasaki, Yuko;Chen, Shen-En;Naser-Tavakolian, Aurash;Schon, Arne;Freire, Ernesto;Hayashi, Yoshio. And the article was included in European Journal of Medicinal Chemistry in 2013.Application of 1826-13-7 This article mentions the following:

This work describes the design, synthesis, and evaluation of low-mol. weight peptidic SARS-CoV 3CL protease inhibitors. The inhibitors were designed based on the potent tripeptidic Z-Val-Leu-Ala(pyrrolidone-3-yl)-2-benzothiazole (I) (K_i = 4.1 nM), in which the P3 valine unit was substituted with a variety of distinct moieties. The resulting series of dipeptide-type inhibitors displayed moderate to good inhibitory activities against 3CL^pro. In particular, compounds (II) (R¹ = OMe, R² = H and R¹ = H, R² = OMe) exhibited good inhibitory activities with K_i values of 0.39 and 0.33 μM, resp. These low-mol. weight compounds are attractive leads for the further development of potent peptidomimetic inhibitors with pharmaceutical profiles. Docking studies were performed to model the binding interaction of the compound II (R¹ = OMe, R² = H) with the SARS-CoV 3CL protease. The preliminary SAR study of the peptidomimetic compounds with potent inhibitory activities revealed several structural features that boosted the inhibitory activity: (i) a benzothiazole warhead at the S1′ position, (ii) a γ-lactam unit at the S1-position, (iii) an appropriately hydrophobic leucine moiety at the S2-position, and (iv) a hydrogen bond between the N-arylglycine unit and a backbone hydrogen bond donor at the S3-position. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Application of 1826-13-7).

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

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

Synthesis and Carbonic Anhydrase Inhibition of Novel 2-(4-(Aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione Derivatives was written by Kocyigit, Umit M.;Aslan, Osman Nuri;Gulcin, Ilhami;Temel, Yusuf;Ceylan, Mustafa. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2016.Reference of 6318-74-7 This article mentions the following:

A number of 2-(4-(aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione derivatives were synthesized and evaluated for their inhibitory characteristics against the human CA isoenzymes I and II (hCA I and hCA II). The structures of the new isoindolylthiazole derivatives were confirmed by means of IR, ¹H NMR, ¹³C NMR, and elemental anal. These compounds exhibited excellent inhibitory effects, in the low nanomolar range, with K_i values in the range of 27.07-37.80 nM against hCA I and in the range of 11.80-25.81 nM against hCA II. Our findings suggested that the new isoindolylthiazole derivatives have superior inhibitory effect over acetazolamide (AZA), which was used as clin. CA inhibitor with K_i values of 34.50 and 28.93 nM against the hCA I and hCA II isoenzymes, resp. 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 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 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.Reference of 6318-74-7

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