Heterocyclic Building Blocks-Thiazolidine

Identification and Quantitation of Key Aroma Compounds Formed in Maillard-type Reactions of Fructose with Cysteamine or Isothiaproline (1,3-Thiazolidine-2-carboxylic Acid) was written by Engel, Wolfgang;Schieberle, Peter. And the article was included in Journal of Agricultural and Food Chemistry in 2002.Category: thiazolidine This article mentions the following:

Fructose was reacted in the presence of either cysteamine (model A) or isothiaproline (model B) in aqueous buffer at 145 °C and pH 7.0. Application of an aroma extract dilution anal. on the bulk of the volatile compounds formed in model A revealed 5-acetyl-3,4-dihydro-2H-1,4-thiazine (19), N-(2-mercaptoethyl)-1,3-thiazolidine, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, and 2-acetyl-2-thiazoline (11) as the key aroma compounds among the 10 odorants detected. A similar set of aroma compounds was formed when isothiaproline was reacted (model B), but the flavor dilution factors were generally lower. Substitution of the buffer by silica gel/water (9 + 1 weight/weight) in both models and application of 150 °C for 10 min also gave the same key odorants from both thio compounds; however, under these conditions isothiaproline was the better precursor of, in particular, 19 and 11. Quant. measurements performed by means of stable isotope dilution assays revealed a significant effect of the pH on odorant formation. For example, in model A, formation of 19 as well as of 11 was suppressed at pH values <5.0. A clear maximum was, however, found for 19 at pH 7.0 (∼1 mol % yield), whereas 11 increased with increasing pH from 7.0 to 9.0. In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7Category: thiazolidine).

Thiazolidine-2-carboxylic acid (cas: 16310-13-7) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Thiazolidine-2,4-dione (TZD) is an important derivative of thiazolidine with a sulfur and nitrogen atom in positions 1 and 3, and carbonyl in position 4 of the ring. These derivatives have a wide range of medicinal applications such as antiviral, antimicrobial, anticonvulsant, antiinflammatory, and antimalarial activities.Category: thiazolidine

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Quantification of Thiazolidine-4-carboxylic Acid in Toxicant-Exposed Cells by Isotope-Dilution Liquid Chromatography-Mass Spectrometry Reveals an Intrinsic Antagonistic Response to Oxidative Stress-Induced Toxicity was written by Liu, Jingjing;Chan, Wan. And the article was included in Chemical Research in Toxicology in 2015.Application of 444-27-9 This article mentions the following:

Carcinogenic formaldehyde is produced by endogenous protein oxidation and various exogenous sources. With formaldehyde being both ubiquitous in the ambient environment and one of the most common reactive carbonyls produced from endogenous metabolism, quantifying formaldehyde exposure is an essential step in risk assessments. The authors present in this study an approach to assess the risk of exposure to oxidative stress by quantifying thiazolidine-4-carboxylic acid (TA), a cysteine-conjugated metabolite of formaldehyde in toxicant-exposed Escherichia coli. The method entails TA derivatization with Et chloroformate, addition of isotope-labeled TA derivatives as internal standards, solid-phase extraction of the derivatives, and quantification by liquid chromatog.-mass spectrometry (LC-MS). After validating for accuracy and precision, the developed method was used to detect TA in oxidizing agent-exposed E. coli samples. Dose-dependent TA formation was observed in E. coli exposed to hydroxyl radical mediators Fe²⁺-EDTA, H₂O₂, and NaOCl, indicating the potential use of TA as a biomarker of exposure to oxidative stress and disease risk. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Application of 444-27-9).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) belongs to thiazolidine derivatives. In the thiazolidine nucleus, a large number of substitutions are possible on 2, 4 and 5 positions responsible for enhancing the compound’s pharmaceutical importance. In addition, the use of thiazolidines as an inhibitor of tyrosyl-DNA phosphodiesterase Iand influenza neuraminidase, pro-drugs for the treatment of cystinosis, radioprotective against γ-irradiation and as S1P1 receptor agonist has also been reported.Application of 444-27-9

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The effect of 2-substituted thiazolidine-4(R)-carboxylic acids on non-protein sulphydryl levels and sulphurtransferase activities in mouse liver and brain. was written by Włodek, L;Radomski, J;Wróbel, M. And the article was included in Biochemical pharmacology in 1993.SDS of cas: 16310-13-7 This article mentions the following:

2-Substituted thiazolidine-4(R)-carboxylic acids (TD) were found to increase the concentration of non-protein sulphydryls (NPSH) and the activity of rhodanese (thiosulphate sulphurtransferase, EC 2.8.1.1) and 3-mercaptopyruvate sulphurtransferase (EC 2.8.1.2) in mouse liver. These properties suggest TDs are potentially hepatoprotective compounds. However TDs also cause depletion of NPSH in the mouse brain and this may be the reason for their toxic side effects on the central nervous system. In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7SDS of cas: 16310-13-7).

Thiazolidine-2-carboxylic acid (cas: 16310-13-7) belongs to thiazolidine derivatives. Thiazolidine is a heterocyclic compound with five-membered saturated ring with a thioether group and an amine group in 1 and 3 positions of the ring. Thiazolidines are also used in peptide and protein modification, protein chemical synthesis, as activators to innate immunity and also act as immunostimulating agents.SDS of cas: 16310-13-7

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Peroxisomal oxidation of thiazolidine carboxylates in firefly fat body, frog retina, and rat liver and kidney was written by St. Jules, Robert;Kennard, Jay;Setlik, Wanda;Holtzman, Eric. And the article was included in European Journal of Cell Biology in 1991.Product Details of 16310-13-7 This article mentions the following:

The D-amino acid oxidase is a widely distributed peroxisomal enzyme whose principal natural substrates are still unknown. Thiazolidine carboxylates, their derivatives and relatives, and the intermediates in their metabolism are among the more plausible substrate candidates. Using a cytochem. procedure, the authors explored the distribution of peroxide-generating enzymic activity against two thiazolidine carboxylates. These compounds are effective substrates for peroxisomal oxidation in a variety of tissues that contain peroxisomal D-amino acid oxidase. Reaction was seen in the classical peroxisomes of rat liver and kidney, the peroxisomes of the fat body of firefly and of Drosophila, and the peroxisomes of frog retina. Both with the thiazolidine compounds and with more traditional D-amino acid oxidase substrates, the fireflies’ photocycle granules, which are peroxisomes, lack activity. In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7Product Details of 16310-13-7).

Thiazolidine-2-carboxylic acid (cas: 16310-13-7) belongs to thiazolidine derivatives. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. Thiazolidine-2,4-dione (TZD) is an important derivative of thiazolidine with a sulfur and nitrogen atom in positions 1 and 3, and carbonyl in position 4 of the ring. These derivatives have a wide range of medicinal applications such as antiviral, antimicrobial, anticonvulsant, antiinflammatory, and antimalarial activities.Product Details of 16310-13-7

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The effect of the administration of compounds which contain a sulfhydryl group on the survival rates of mice, rats, and guinea pigs was written by Oeriu, Simion;Vochitu, Elena. And the article was included in Journals of Gerontology in 1965.Related Products of 16310-13-7 This article mentions the following:

Subcutaneous injections (21) of either cysteine (30 mg./kg.) or thiazolidinecarboxylic acid (30 mg./kg.) and folic acid (0.75 mg./ kg.) into 12-month-old laboratory animals increased the survival rates of male mice and female guinea pigs but not of female rats. Body weight increases were observed in mice and guinea pigs but not in rats. In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7Related Products of 16310-13-7).

Thiazolidine-2-carboxylic acid (cas: 16310-13-7) belongs to thiazolidine derivatives. Derivatives, thiazolidines, are known. For example, the drug pioglitazone contains a thiazolidine ring. Another drug that contains a thiazolidine ring is the antibiotic penicillin. Open-chain compounds are obtained when thiazolidines are treated with tris(trimethylsilyl)silane in a reaction in which the thiazolidine derivatives act as a source of α-aminoalkyl radicals.Related Products of 16310-13-7

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Stereoselective synthesis of dispiro heterocycles by [3 + 2] cycloaddition of azomethine ylides with a thiazolo[3,2-a]indole derivative was written by Sathi, Vidya;Thomas, Noble V.;Deepthi, Ani. And the article was included in Organic & Biomolecular Chemistry in 2020.Related Products of 444-27-9 This article mentions the following:

A green one pot three component [3 + 2] cycloaddition of a thiazolo[3,2-a]indole derivative (generated by the reaction of thieno[2,3-b]indole-2,3-dione and di-Me acetylenedicarboxylate) with isatin derived azomethine ylides was reported. An eco-friendly acetyl choline iodide-ethylene glycol (ACI/EG)-mediated deep eutectic solvent system was adopted for the reaction. Spiropyrrolidine oxindoles incorporating multiple stereocenters were obtained in a highly diastereoselective manner in excellent yields. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Related Products of 444-27-9).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Open-chain compounds are obtained when thiazolidines are treated with tris(trimethylsilyl)silane in a reaction in which the thiazolidine derivatives act as a source of α-aminoalkyl radicals.Related Products of 444-27-9

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Reactivity of β-Amino Alcohols with Carbon Disulfide Study on the Synthesis of 2-Oxazolidinethiones and 2-Thiazolidinethiones was written by Delaunay, Dominique;Toupet, Loiec;Corre, Maurice Le. And the article was included in Journal of Organic Chemistry in 1995.Electric Literature of C6H11NS2 This article mentions the following:

Reaction of carbon disulfide with β-amino alcs. was examined to determine parameters directing the cyclization to oxazolidinethiones or thiazolidinethiones. By operating in mild conditions, i.e. in a low alk. medium, for a limited reaction time and in the presence of a stoichiometric quantity of CS₂, oxazolidinethiones were preferentially obtained. On the other hand, thiazolidinethiones were prepared under drastic conditions by operating in a more basic medium, with an excess of CS₂ and for a long reaction time. The formation of thiazolidinethiones occurred with an inversion of configuration of the carbon bearing the oxygen; furthermore, conversion of oxazolidinethiones into thiazolidinethiones was in some cases possible. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Electric Literature of C6H11NS2).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. In addition, the use of thiazolidines as an inhibitor of tyrosyl-DNA phosphodiesterase Iand influenza neuraminidase, pro-drugs for the treatment of cystinosis, radioprotective against γ-irradiation and as S1P1 receptor agonist has also been reported.Electric Literature of C6H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Thioproline Serves as an Efficient Antioxidant Protecting Human Cells from Oxidative Stress and Improves Cell Viability was written by Ham, Yat-Hing;Jason Chan, K. K.;Chan, Wan. And the article was included in Chemical Research in Toxicology in 2020.Recommanded Product: 444-27-9 This article mentions the following:

Oxidative stress is associated with the pathophysiol. of many degenerative human diseases, including Alzheimer′s disease, atherosclerosis, Parkinson′s disease, and cancers. We discovered in our previous study that thioproline (SPro), a proline analog, is generated in oxidant-exposed cells. With the prior observation that SPro served as an efficient nitrile trapping agent, we tested in this study the hypothesis that this oxidative stress generated cysteine-formaldehyde adduct, SPro, may serve as an antioxidant protecting cells from oxidative stress. Interestingly, results showed that HeLa cells cultured in SPro-supplemented culture media are more tolerant of oxidative stress, indicated by a dosage-dependent increase in cell viability. Investigation of the mol. mechanism of the observed increase in cell tolerance to oxidative stress revealed SPro acting as an effective antioxidant by sacrificial oxidation Results also showed that SPro had been incorporated into cellular proteins and induced changes in protein expression profiles of treated cells. Despite being yet to determine the participation of individual factors to the observed increase of cell tolerance to oxidative stress, this study sheds light on the potential use of SPro as a dietary supplement for protecting humans from oxidative stress-associated degenerative human diseases. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Recommanded Product: 444-27-9).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) belongs to thiazolidine derivatives. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. Thiazolidines are also used in peptide and protein modification, protein chemical synthesis, as activators to innate immunity and also act as immunostimulating agents.Recommanded Product: 444-27-9

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis and quantum chemistry of (R) and (S)-N-cinnamyl-4-isopropylthiazolidine-2-thione was written by Li, Ye-Zhi;Guo, Chun-Xiao;Lu, Xiang-Yang;Zhao, Xiao-Gang;Huang, Hua-Min. And the article was included in Youji Huaxue in 1998.Related Products of 76186-04-4 This article mentions the following:

(R)-3-methyl-2-amino-Bu alc., [α]_D²⁰ = -15.18°C, (S)-3-methyl-2-amino-Bu alc., [α]_D²⁰ = +16.96°, were prepared by the reduction of D- or L-value Me ester in the presence of KBH₄ and CaCl₂. (R)-4-isopropylthiazolidine-2-thione, [α]_D²⁰ = +37.00° and (S)-4-isopropylthiazolidine-2-thione, [α]_D²⁰ = -36.90°, were obtained via cyclization by refluxing a solution of (R) or (S)-3-methyl-2-aminobutylalc. in CS₂ and KOH. (R)-N-cinnamyl-4-iso-Pr thiaxolidine-2-thione, [α]_D²⁰ = -169.72° and (S)-N-cinnamyl-4-isopropylthiazolidine-2-thione, [α]_D²⁰ = +173.20°, were prepared by dehydro-chlorination between cinnamyl chloride and (R) or (S)-4-isopropylthiazolidine-2-thione in the presence of Et₃N. The electronic structure of products and reactants were studied by MO PM3 method. The reaction enthalpies and optimized configuration for products were obtained. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Related Products of 76186-04-4).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Derivatives, thiazolidines, are known. For example, the drug pioglitazone contains a thiazolidine ring. Another drug that contains a thiazolidine ring is the antibiotic penicillin. Thiazolidines unsubstituted on the nitrogen atom are readily hydrolyzed by boiling aqueous solutions of acids or bases and the dissociation is complete in the presence of a compound reacting with one of the cleavage products.Related Products of 76186-04-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis of the Anti-HIV Agent (-)-Hyperolactone C by Using Oxonium Ylide Formation-Rearrangement was written by Hodgson, David M.;Man, Stanislav. And the article was included in Chemistry – A European Journal in 2011.Safety of (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:

Starting from readily available (S)-styrene oxide, an asym. synthesis is described of the naturally occurring anti-HIV spirolactone (-)-hyperolactone C (I), which possesses adjacent fully substituted stereocenters. The key step involves a stereocontrolled Rh(II)-catalyzed oxonium ylide formation-[2,3] sigmatropic rearrangement of an α-diazo-β-ketoester bearing allylic ether functionality. From the resulting furanone, an acid-catalyzed lactonization and dehydrogenation gives the natural product. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Safety of (S)-4-Isopropylthiazolidine-2-thione).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. In addition, the use of thiazolidines as an inhibitor of tyrosyl-DNA phosphodiesterase Iand influenza neuraminidase, pro-drugs for the treatment of cystinosis, radioprotective against γ-irradiation and as S1P1 receptor agonist has also been reported.Safety of (S)-4-Isopropylthiazolidine-2-thione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com