Tag: 100-200

Synthesis of Fluorinated and Nonfluorinated Tebufenpyrad Analogues for the Study of Anti-angiogenesis MOA was written by Roman, Raquel;Navarro, Antonio;Wodka, Dariusz;Alvim-Gaston, Maria;Husain, Saba;Franklin, Natalie;Simon-Fuentes, Antonio;Fustero, Santos. And the article was included in Organic Process Research & Development in 2014.Related Products of 55661-33-1 This article mentions the following:

In this contribution we report the synthesis of fluorinated and nonfluorinated tebufenpyrad analogs to explore potential druglike properties through the phenotypic screening as part of the Lilly Open Innovation Drug Discovery (OIDD) program. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Related Products of 55661-33-1).

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

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

Synthesis and investigations of the absorption spectra of hetarylazo disperse dyes derived from 2,4-quinolinediol was written by Sener, Izzet;Karci, Fikret;Ertan, Nermin;Kilic, Emine. And the article was included in Dyes and Pigments in 2005.Synthetic Route of C4H6N2S This article mentions the following:

Synthesis of 9 hetarylazoquinoline dyes was achieved by diazotization of nine heterocyclic amines using nitrosyl sulfuric acid and then coupling with 2,4-quinolinediol. These dyes were characterized by UV-visible, FT-IR, and ¹H NMR spectroscopic techniques and elemental anal. Visible absorption spectra of the dyes are discussed in terms of the effects of varying pH and solvent on the absorption ability of azoquinolines. The colors of the dyes were discussed with respect to the nature of the heterocyclic ring and to the substituents thereon. Temperature and concentration effects on the visible absorption maxima of the dyes are also reported. In the experiment, the researchers used many compounds, for example, 2-Methylthiazol-5-amine (cas: 89281-44-7Synthetic Route of C4H6N2S).

2-Methylthiazol-5-amine (cas: 89281-44-7) 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.Synthetic Route of C4H6N2S

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

Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon was written by Jeong, Siyeon;Kim, Eunmin;Kim, Minkyu;Hwang, Ye Ji;Padhi, Birakishore;Choi, Jonghoon;Lee, Yunho;Joo, Jung Min. And the article was included in Organic Letters in 2020.Product Details of 1826-13-7 This article mentions the following:

Pd-catalyzed multicomponent coupling reactions of five-membered heteroaryl halides and norbornadiene (NBD) were developed. Either direct addition of (benzo)azoles or 2:1 annulation was achieved depending on the propensity of the intermediate complex to undergo palladacycle formation, determined by the nature and substitution pattern of the heteroarene. The obtained exo- and cis-diheteroaryl norbornenes underwent epimerization and retro-Diels-Alder reactions to afford the corresponding trans-isomers and π-extended heteroaromatic systems, resp., demonstrating the versatility of NBD as an acetylene synthon. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Product Details 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). 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.Product Details of 1826-13-7

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

Reinvestigation of reactions of thiazolium and benzothiazolium N-phenacylides with electron-deficient acetylenes was written by Iwamura, Tatsunori;Kobayashi, Masahiro;Ichikawa, Takashi;Shimizu, Hiroshi;Kataoka, Tadashi. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry in 1996.Computed Properties of C9H7NS This article mentions the following:

Reactions of thiazolium and benzothiazolium N-phenacylides with di-Me acetylenedicarboxylate (DMAD) have been reexamined The thiazolium N-phenacylides generated in situ from 4-methyl- or 5-phenyl-3-phenacylthiazolium bromides with triethylamine, reacted with DMAD in dry DMF to give the thiazole ring-opened products I (R = Me, H; R¹ = H, Ph; R² = H, Br, NO₂) in which two mols. of DMAD had been incorporated. The reactions when conducted in both aqueous DMF and in dry DMF in the presence of lithium perchlorate gave the hemithioacetals II which could be transformed into the 1:2 reaction products I of the ylides and DMAD. Benzothiazolium N-phenacylides similarly reacted with DMAD to afford the 1:2 reaction products I (RR¹ = CH=CHCH=CH; R² = H, Br) or the hemithioacetals II. 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. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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

Synthesis of 5-arylthiazole derivatives by a ring closure of thioformamido ketones was written by Ohta, Masaki. And the article was included in Yakugaku Zasshi in 1951.Recommanded Product: 1826-13-7 This article mentions the following:

KOH (23 g.) in 80 mL. MeOH is divided into 2 portions, one of which is saturated with H₂S and the other poured into it, heated to 50°, the mixture treated with 15 g. CHCl₃ through the reflux condenser, let stand l0 min., filtered, and the MeOH removed in vacuo, yielding 30% HCS₂K (I). Treating 5 g. BzCH₂NH₂.HCl in 50 mL. water with aqueous I (prepared from 23 g. KOH) 1 h. at room temperature, filtering, and washing with water gives 4.7 g. (95%) HCSNHCH₂Bz (II), needles, m. 108°. II (1.2 g.) in 3 mL. concentrated H₂SO₄ into water after 30 min., neutralized with NH₄OH, and steam-distilled gives 1 g. 5-phenylthiazole (III), m. 45-6°; picrate, decompose 136-7°. III (10 g.) in 40 mL. concentrated H₂SO₄ treated with 24 mL. concentrated H₂SO₄ and 16 mL. fuming HNO₂ with cooling to 0°, poured in water, filtered, and washed with water gives 12 g. 5-(p-nitrophenyl)thiazole (IV), m. 145-6°. Reduction of 5 g. IV in a 15 mL. water, containing 2 g. NH₄Cl and 20 g. Fe 2 h. at 80° gives 2 g. 5-(p-aminophenyl)thiazole (V), m. 149°. Decylamine-HCl (2 g.) and aqueous I (from 8 g. KOH) give 1.8 g. N-thioformyldecylamine (VI), m. 172°. VI (0.5 g.) in 8 g. concentrated H₂SO₄ poured into water gives 0.3 g. 4, 5-diphenylthiazole, m. 63-4°. m-O₂NC₆H₄COCH₂NH₂.HCl (0.7 g.) in 20 mL. water and aqueous I (from 2.3 g. KOH) give 0.5 g. m-nitro-α-thioformamidoacetophenone (VII), decompose 159-60°. Treating VII with concentrated H₂SO₄ as in the preparation of III gives 5-(m-nitrophenyl)thiazole, m. 59°. p-ClC₆H₄COCH₂NH₂.HCl (3 g.) and aqueous I (from 12 g. KOH) give 1.5 g. HCSNHCH₂COC₆H₄Cl (VIII), decompose 147°; treating VIII with concentrated H₂SO₄ as in the preparation of III gives 5-(p-chlorophenyl)thiazole, m. 40°; picrate, decompose 168°. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Recommanded Product: 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.Recommanded Product: 1826-13-7

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

p-Bis(2-chloroethyl)aminophenylalanine (sarcolysine) and its derivatives. VI. Amides of N-acetylsarcolysine and some amines of the thiazole series was written by Berlin, A. Ya.;Bronovitskaya, V. P.. And the article was included in Zhurnal Obshchei Khimii in 1961.Category: thiazole This article mentions the following:

Heating thiazole with 40% HCHO in an autoclave 6 hrs. at 120° gave (after treatment with aqueous K₂CO₃ then 1:1 HCl) 22.5% 2-(hydroxymethyl)thiazole-HCl, m. 126.5-7°, which with SOCl₂ in CHCl₃, finally at reflux 1.5 hrs., gave 77% 2-(chloromethyl)thiazole, b₅ 62° (picrate m. 126.5-7.5°). Crude 5-(hydroxymethyl)thiazole gave HCl salt, m. 83-4°, which with SOCl₂ gave 78.6% 5-(chloromethyl)thiazole, isolated as picrate, m. 103-4°; free base, undistilable oil. The chloromethyl derivatives with o-C₆H₄(CO)₂NK in 2 hrs. at 150-80° gave 2-phthalimidothiazole, m. 117-18°, 4-isomer, m. 157-8°, and 2-methyl-4-phthalimidothiazole, m. 146-6.5°, in 58-63% yield. These refluxed in EtOH with N₂H₄.H₂O gave 2-(aminomethyl)thiazole, b₁₄ 93-5° (HCl salt m. 186-7°), 4-(aminomethyl)thiazole-HCl, m. 212-13°, and 2-methyl-4-(aminomethyl)thiazole, b₂₂ 106-7°, n²⁰_D 1.553. The 5-(chloromethyl)thiazole was very unstable and its reaction with K phthalimide failed to give a definite product. Treatment of N-acetylsarcolysine with the aminomethylthiazoles in CHCl₃ in the presence of dicyclohexylcarbodiimide (cf. loc cit.) gave N-acetylsarcolysine 2-thiazolylmethylamide, m. 174.5-5.5°, 4-thiazolylmethylamide, m. 160-1°, 2-methyl-4-thiazolylmethylamide, m. 141-2°, and 5-thiazolylamide, m. 210-11°. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Category: thiazole).

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. 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.Category: thiazole

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

Water-Promoted Chlorination of 2-Mercaptobenzothiazoles was written by Wimmer, Laurin;Parmentier, Michael;Riss, Bernard;Kapferer, Tobias;Ye, Chao;Li, Lei;Kim, Hongyong;Li, Jialiang. And the article was included in Synthesis in 2018.Reference of 80945-83-1 This article mentions the following:

The substituted 2-mercaptobenzothiazoles were prepared (by reaction of 2-haloanilines and potassium o-Et carbonodithioate) and underwent chlorination using sulfuryl chloride/water so as to yield 2-chlorobenzothiazoles such as I [X = C, N; R = H, 6-Me, 7-Cl, etc.]. This straightforward and widely used reaction was impeded due to the poor reproducibility and low reaction yields. In this protocol, it was reported that the simple addition of water to the reaction lead to remarkable improvements in reaction efficiency because of the formation of acid through partial hydrolysis of sulfuryl chloride. The observations of improved yields were also obtained in the presence of some anhydrous acidic additives, but the simple combination of sulfuryl chloride and water reproducibly provided excellent yields for a range of chlorinated products I. In the experiment, the researchers used many compounds, for example, 2-Chlorobenzothiazole-6-carbonitrile (cas: 80945-83-1Reference of 80945-83-1).

2-Chlorobenzothiazole-6-carbonitrile (cas: 80945-83-1) 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.Reference of 80945-83-1

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

A novel small-molecule inhibitor of IL-6 signalling was written by Zinzalla, Giovanna;Haque, Mohammad R.;Piku Basu, B.;Anderson, John;Kaye, Samantha L.;Haider, Shozeb;Hasan, Fyeza;Antonow, Dyeison;Essex, Samantha;Rahman, Khondaker M.;Palmer, Jonathan;Morgenstern, Daniel;Wilderspin, Andrew F.;Neidle, Stephen;Thurston, David E.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Formula: C4H6N2S This article mentions the following:

A small library of pyrrolidinesulfonylaryl mols., e.g. I, has been synthesized via an efficient 4-step route, and members evaluated for their ability to inhibit IL-6 signalling. One mol., I, was found to have promising activity against IL-6/STAT3 (interleukin-6/signal transducer and activator of transcription-3) signalling at the low micromolar level, and to selectively inhibit phosphorylation of STAT3 (but not STAT1) in IL-6 stimulated MDA-MB-231 breast cancer and HeLa cell lines. It was also selectively cytostatic in MDA-MB-231 (STAT3-dependent) vs. A4 (STAT3-null) cells suggesting STAT3-specific inhibitory properties. 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. 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.Formula: C4H6N2S

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

Response surface optimization of Smyrnium cordifolium Boiss (SCB) oil extraction via supercritical carbon dioxide was written by Sodeifian, Gh.;Azizi, J.;Ghoreishi, S. M.. And the article was included in Journal of Supercritical Fluids in 2014.Recommanded Product: 5-Phenylthiazole This article mentions the following:

In this study, the essential oil of aerial parts of a species of a plant called Smyrnium cordifolium Boiss (SCB) was extracted by supercritical CO₂. The essence was analyzed by the method of GC/MS. Design of experiments was carried out with response surface methodol. by Minitab 16 software to optimize four operating variables of supercritical carbon dioxide (SC-CO₂) extraction (pressure, temperature, CO₂ flow rate and extraction dynamic time). This is the first report announcing optimization of the operation of supercritical extraction of SCB in laboratorial conditions. Optimizing process was done to achieve maximum yield extraction Independent variables were dynamic time (t_d), pressure (P), temperature (T) and flow rate of SC-CO₂ (Q) in the range of 30-150 min, 10-30 MPa, 40-60 °C and 0.5-1.7 mL/min, resp. The exptl. optimal recovery of essential oil (0.8431, weight/weight %) was obtained at 13.43 MPa, 40 °C, 150 min (dynamic) and 1.7 mL/min (CO₂ flow rate). 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. 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: 5-Phenylthiazole

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

Computational studies of effective asymmetric alkylation utilizing a chiral Schiff base derived from 2-hydroxy-3-pinanone. Part 1 was written by Matsumoto, Takatoshi;Shiori, Takayuki;Osawa, Eiji. And the article was included in Tetrahedron in 1996.Name: Thiazol-2-ylmethanamine This article mentions the following:

The calculation by the semi-empirical MO method concerning the mechanism of the effective asym. alkylation utilizing a chiral Schiff base derived from 2-hydroxy-3-pinanone (I) has revealed that the factor which controls the stereoselectivity is mainly the influence of the lithium and THF ligands. The results has demonstrated the proposed hypothesis which is based on many experiments In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Name: Thiazol-2-ylmethanamine).

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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Name: Thiazol-2-ylmethanamine

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