Day: February 9, 2023

Persistence and transformation of the herbicides [¹⁴C]fenoxaprop-ethyl and [¹⁴C]fenthiaprop-ethyl in two prairie soils under laboratory and field conditions was written by Smith, Allan E.. And the article was included in Journal of Agricultural and Food Chemistry in 1985.Application In Synthesis of 6-Chlorobenzo[d]thiazol-2(3H)-one This article mentions the following:

The exptl. herbicidal esters fenoxaprop-ethyl (I) [66441-23-4] and fenthiaprop-ethyl (II) [95617-09-7] both underwent almost complete hydrolysis within 24 h to their resp. acids in soils with moisture contents >65% of field capacity. In air-dried soils, ester hydrolysis was considerably less. The fate of the 2 ¹⁴C-labeled esters was studied in 2 soil types under laboratory and field conditions. Each herbicide gave rise to the same transformation products in the laboratory and field studies. Fenthiaprop acid  [73519-50-3] and its corresponding transformation products, i.e., a phenetole [95617-11-1], phenol [70216-88-5], and a benzthiazolone [62266-81-3], have a soil persistence of about twice that of fenoxaprop acid and corresponding transformation products. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3Application In Synthesis of 6-Chlorobenzo[d]thiazol-2(3H)-one).

6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3) 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.Application In Synthesis of 6-Chlorobenzo[d]thiazol-2(3H)-one

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

Enantioselective Stereodivergent Nucleophile-Dependent Isothiourea-Catalysed Domino Reactions was written by Matviitsuk, Anastassia;Taylor, James E.;Cordes, David B.;Slawin, Alexandra M. Z.;Smith, Andrew D.. And the article was included in Chemistry – A European Journal in 2016.HPLC of Formula: 80945-86-4 This article mentions the following:

α,β-Unsaturated acyl ammoniums generated from the reaction of α,β-unsaturated 2,4,6-trichlorophenol (TCP) esters bearing a pendent enone with an isothiourea organocatalyst are versatile intermediates in a range of enantioselective nucleophile-dependent domino processes to form complex products of diverse topol. with excellent stereoselectivity. Use of either 1,3-dicarbonyls, acyl benzothiazoles, or acyl benzimidazoles as nucleophiles allows three distinct, diastereodivergent domino reaction pathways to be accessed to form various fused polycyclic cores containing multiple contiguous stereocentres. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4HPLC of Formula: 80945-86-4).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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.HPLC of Formula: 80945-86-4

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

1,3-Dipolar cycloaddition reactions of thiazolium and benzothiazolium nitrogen ylides with acetylenic dipolarophiles was written by Chen, Teng Yueh;Liu, Jong Ho;Chen, Kong Ming. And the article was included in Proceedings of the National Science Council, Republic of China, Part A: Physical Science and Engineering in 1989.Recommanded Product: 1826-13-7 This article mentions the following:

Reaction of equimolar amounts of thiazolium and benzothiazolium N ylides with acetylenic dipolarophiles readily gave 1:1 cycloadducts dihydropyrrolo[2,1-b]thiazoles and -benzothiazoles. However, most of them dehydrogenated easily to fully aromatized pyrrolo[2,1-b]thiazoles and pyrrolobenzothiazole. Dihydroazepino[2,1-b]benzothiazole 1:2 cycloadducts were obtained from benzothiazolium N ylide I (R = Ph) and MeO₂CC:CCO₂Me (II). I (R = OEt) did not form the expected 1:1 cycloadducts with II. 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. 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: 1826-13-7

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

Total Synthesis of ME1036 Starting from Readily Available Inexpensive Materials was written by Han, Zhi-Jian;Li, Yang-Bin;Yang, Lu-Xi;Song, Ai-lin;Chen, Hao;Li, Yu-Min. And the article was included in Letters in Organic Chemistry in 2015.Related Products of 55661-33-1 This article mentions the following:

This work demonstrates the effective total synthesis of a new broad-spectrum parenteral carbapenem I starting from the readily available and inexpensive N-Cbz-protected glycine amide in high yield with easy work-up under mild reaction conditions. 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 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.Related Products of 55661-33-1

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

Synthesis of acid dyes derived from 2-aminothiazoles and their dyeing performance on wool and silk fabrics was written by Iyun, O. R. A.;Bello, K. A.;Jauro, A.. And the article was included in Journal of Chemical Society of Nigeria in 2012.Synthetic Route of C15H12N2S This article mentions the following:

Monoazo acid dyes based on 2-aminoheterocycles were prepared using J-, Nevile and Winther’s-, and H-acids with 4-sulfonic-phenyl-3-methyl-5-pyrazolone as the coupling components. The synthesized dyes were applied on wool and silk fabrics. The dyes were found to give a wide range of color shades with very good depth, brightness, and levelness. The visible absorption spectra and phys. properties of the dyes were also investigated. The percentage dyebath exhaustion on the fabrics was found to be excellent and the dyed fabrics showed very good fastness to light and washing. 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. 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.Synthetic Route of C15H12N2S

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

β-Anilinovinyl derivatives of heterocyclic bases. III. Synthesis and absorption spectra of new anilinovinyl derivatives was written by van Dormael, A. E.;Nys, J.. And the article was included in Bulletin des Societes Chimiques Belges in 1952.Synthetic Route of C13H10N2S This article mentions the following:

Compounds of type I were prepared by refluxing 0.01 mole I (R = H, X = I) with 0.02 mole of the aniline with the desired substituent 10 min. in 25 ml. EtOH, adding 15 ml. concentrated HCl, and refluxing a further 2 hrs.; cooling, dilution with 75 ml. H₂O, filtering, and recrystallizing from alc. gave the following desired I [X^–, R, m.p. (crystallization solvent), λ_maximum (mμ), and log ε given]: I^–, CO₂H, 26-2° (EtOH), 423, 4.93; I^–, CO₂Et, 236-7° (EtOH), 425, 4.92; I^–, Ac, 220-1° (aqueous EtOH), 429, 4.80; Cl^–, NO₂, 200-1° (PrOH), 442, 4.56. The I were considered to be analogous to the monomethine cyanine (II) of the ethiodide of benzothiazole (C.A. 36, 467.1) and to the substituted anils (III) of PhNHCH:CHCHO. Since the III series could not be made, a number of the dianils (IV) of glutaconaldehyde, [R’C₆H₄NHCH:CHCH:CHCH:NHC₆H₄R’-p]⁺X^–, were prepared, the first 4 by the method of Zincke [via 1-(2,4-dinitrophenyl)pyridinium salts and ArNH₂], the last 3 by the method of König (via 1-cyanopyridinium bromide and ArNH₂) [R’, X, m.p., λ_maximum (mμ) given]: H, Cl, 165-7° (from Me₂CO by concentrated HCl, with repeated recrystallizations giving a lower m.p.), 485; Cl, Cl, 143° (MeOH), 494; MeO, Cl, 168-70° (3 EtOH crystallizations gave m. 127-9°), 509; Me₂N, Cl, 164-6°, 548; CO₂H, Cl, 177-9°, 498; CO₂Et, Br, 175-8°, 506; Ac, Br, 174-6°, 513; NO₂, Br, 149-50°, 524. λ_maximum for III were calculated on the assumption that they were 102.5 mμ less than for IV (C.A. 36, 467.1; 43, 1653⁺). An average of λ_maximum for II (423 mμ) and for III (calculated) was compared with λ_maximum for I exptl., with good agreement (neg. deviation contrary to expectation); results compared with similar ones for unsym. substituted trimethinic cyanines (C.A. 40, 5922.7). 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. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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.Synthetic Route of C13H10N2S

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

Copper-catalyzed synthesis of 2-aminobenzothiazoles from carbodiimide and sodium hydrosulfide was written by Zeng, Weilan;Dang, Pan;Zhang, Xiaoyun;Liang, Yun;Peng, Caiyun. And the article was included in RSC Advances in 2014.Recommanded Product: 1843-21-6 This article mentions the following:

An efficient copper-catalyzed method for the synthesis of a variety of 2-aminobenzothiazoles was developed. The reaction proceeded from carbodiimide and sodium hydrosulfide via a tandem reaction in the presence of copper(II) trifluoromethanesulfonate affording the corresponding 2-aminobenzothiazole derivatives in good to perfect yields. 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 has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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: 1843-21-6

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

Decreased sulfotransferase SULT1C2 gene expression in DPT-induced polycystic kidney was written by Sugimura, Kazunobu;Tanaka, Tomoaki;Tanaka, Yoshihiko;Takano, Haruna;Kanagawa, Kenji;Sakamoto, Nobuyoshi;Ikemoto, Shin-Ichi;Kawashima, Hidenori;Nakatani, Tatsuya. And the article was included in Kidney International in 2002.Recommanded Product: 6318-74-7 This article mentions the following:

The pathogenesis of polycystic kidney disease (PKD) remains unclear despite the identification of the genes responsible for hereditary PKD. In this study, we investigated the alteration of gene expressions in an acquired PKD model induced by 2-amino-4,5-diphenylthiazole (DPT) using the differential display method. Kidney mRNA from a Sprague-Dawley rat fed with 1% DPT for 4 days and from a control rat was compared by the RT-PCR differential display method. Differentially expressed bands were re-amplified and subcloned. Using these subclones as probes, the changes in gene expressions were confirmed by Northern blot anal. Subsequently, mouse kidney cDNA library was screened. The isolated 1.5-kb cDNA contained an open reading frame encoding 296 amino acids, which shared 94.3% identity with rat SULT1C2 sulfotransferase, and was considered to be its mouse ortholog (GenBank Accession Number AY005469). Mouse SULT1C2 mRNA was abundant in the kidney and stomach among normal mouse tissues. The expression of SULT1C2 mRNA was decreased in the rat kidney after DPT feeding but not in the stomach. Mouse SULT1C2 was expressed successfully using pET plasmid vector and E. coli. The recombinant 34 kDa protein was capable of catalyzing the sulfation of p-nitrophenol at a K_m of 3.1 mmol/L, by utilizing 3′-phosphoadenosine 5′-phosphosulfate (PAPS) as the sulfate donor. Although the physiol. substrate and function of SULT1C2 have yet to be elucidated, its down-regulation could be involved in the cystic changes of tubules by decreasing the sulfation of the tubular basement membrane components. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. 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: 6318-74-7

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

Effect of primary amines of binuclear, noncondensed ring compounds on the growth of tubercle bacilli was written by Erlenmeyer, H.;Becker, C.;Sorkin, E.;Bloch, H.;Suter, E.. And the article was included in Helvetica Chimica Acta in 1947.Formula: C9H7NS This article mentions the following:

C.A. 41, 6925h. A systematic series of compounds similar in structure to p-H₂NC₆H₄Ph (I), with a tertiary C atom para to the NH₂ group, was prepared to test the influence of the tertiary linkage on tuberculostatic activity. The growth of tubercle bacillus in surface cultures on Lockemann medium is totally inhibited by 1-25 × 10^-7 M I. In comparison with 2 × 10^-4 M Na salicylate, I is 1600 times as effective in restricting the growth of tubercle bacillus in vitro, i.e., I has a salicylate number (SN) 1600. The selected compounds, 2-(p-aminophenyl)thiazole (II), 4-(p-aminophenyl)thiazole (III), 5-(p-aminophenyl)thiazole (IV), and the isoteric 3-(p-aminophenyl)pyridine (V), show total inhibition of Lockemann surface cultures at 2.5 × 10^-7, 5 × 10^-7, 1 × 10^-7, and 3.3 × 10^-7 M, resp., and have 800, 400, 2000, and 600 SN. The linkage relationship existing in I and the 3 thiazoles was demonstrated in the syntheses. The nitration of the corresponding phenylthiazoles with HNO₃ and H₂SO₄ at 0° gave the p-NO₂ derivative exclusively whereas nitration of BzOH yields only the m-NO₂ compound PhCSNH₂ (60 g.) and 50 g. dipolymerized BrCH₂CHO in 180 cc. absolute alc. containing 3 drops of piperidine were refluxed 10 hrs. The alc.-free reaction mixture was steam-distilled in the presence of 2 N Na₂CO₃ and the distillate was extracted with ether. Distillation of the oil from the evaporated dried extract yielded 47 g. (72%) 2-phenylthiazole, b₁₈ 125-8°, nitrated to give 80% of the corresponding 2-(p-nitrophenyl)thiazole, m. 147-8°. Reduction with Raney Ni in absolute alc. produced 2.75 g. (75%) II, m. 123-4°; Ac derivative, C₁₁H₁₀N₂OS, m. 140-1°; Bz derivative, C₁₆H₁₂N₂OS, m. 164-6°. The reduction of II gave orange crystals of 4,4′-di-2-thiazolylazoxybenzene, C₁₈H₁₂N₄OS₂, m. 234-5°. Nitration of 4-phenylthiazole produced 90% of needles of 4-(p-nitrophenyl)thiazole (VI), m. 177-8°, reduced to 83% III, m. 99-100°. As proof of structure, VI was degraded by oxidation with K₂Cr₂O₇ in H₂SO₄ to p-NO₂C₆H₄CO₂H in 62% yields. Bromination of 20 g. PhCH₂CHO in 100 cc. absolute CHCl₃ under CO₂ with 10 cc. Br 6 hrs. gave 32 g. of light-green oily PhCHBrCHO, converted according to Ger. pat. 670,131 (C.A. 33, 2909.5) with HCONH₂ and PS₅ in toluene to 14.5% 5-phenylthiazole (VII), m. 40-1°. Nitration of 2.5 g. VII gave 2.95 g. (92%) of crude nitration product, recrystallized from alc. to yellow needles of 5-(p-nitrophenyl)thiazole (VIII), C₉H₆N₂O₂S, m. 145-6°, oxidatively degraded to p-NO₂C₆H₄CO₂H. Catalytic reduction of 3.2 g. VIII with Raney Ni and recrystallization from H₂O produced 2.2 g. (80%) of colorless needles of IV, C₉H₈N₂S, m. 149.5-50.0°; BzO derivative m. 206°. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Formula: 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. 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.Formula: C9H7NS

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

Relationship between structure and inhibiting action of derivatives of 2-aminothiazole was written by Voloshin, V. F.;Golosova, O. P.;Krasovskii, V. A.. And the article was included in Zashchita Metallov in 1986.Application of 6318-74-7 This article mentions the following:

The weight loss method was used to study the connection between the inhibiting action of derivatives of 2-aminothiazole and the nature of the substituent in its ring at their concentrations of 0.01M on steel St 3  [39296-41-8] in 10% solutions of HCl and H₂SO₄. At the same time, polarization measurements were made on Armco Fe samples pressed into Teflon as well as the impedance of the electrlyte/electrode interface at 25°. A correlation was observed between the pK_a value and the logarithm of the inhibition factor (γ) and the corrosion rate (K) in g/(m²-h). The following inhibitors were studied: 2-amino-4,5-diphenylthiazole; 2-amino-4-phenyl-5-tert-butylthiazole; 2-amino-5-methylbenzothiazole; 2-amino-4-methyl-5-isopropylthiazole; 2-amino-4-methylthiazole; 2-amino-4,5-dimethylthiazole; 2-aminothiazole; and 2-amino-4-methyl-5-acetylthiazole. The high electron d. on the heteroatom of the inhibitor mol. is important, but is not the only condition for protective activity of the compound In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application of 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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 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 of 6318-74-7

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