Heterocyclic Building Blocks-Thiazolidine

Quantitation of Thioprolines in Grape Wine by Isotope Dilution-Liquid Chromatography-Tandem Mass Spectrometry was written by Liu, Jingjing;Meng, Xiangpeng;Wan, Chan. And the article was included in Journal of Agricultural and Food Chemistry in 2016.Related Products of 444-27-9 This article mentions the following:

Cysteine reacts with reactive carbonyls to form thioprolines, which have been demonstrated to possess various pharmaceutical properties. Therefore, thioproline formation is considered as a major detoxification pathway for carcinogenic reactive carbonyls. In this study, we report the initial identification of thiazolidine-4-carboxylic acid (1) and 2-methylthiazolidine-4-carboxylic acid (2), two very common thioprolines, formed by reacting formaldehyde and acetaldehyde with cysteine in grape wine samples. We have developed an isotope dilution-liquid chromatog.-tandem mass spectrometry method featuring high sensitivity (limit of detection of ≤1.5 ng/mL) and selectivity to quantitate compounds 1 and 2. The method after validated to be highly accurate (recovery of ≥92%) and precise [intraday relative standard deviation (RSD) of ≤4.1% and interday RSD of ≤9.7%] was applied to determine the varying compound 1 and 2 contents in grape wine samples. Results revealed the grape type and storage duration-dependent formation of thioprolines in grape wines. Overall, the results are expected to facilitate compound-dependent investigations of the health benefits of grape wine, and our findings could be adopted to predict the age of grape wine. 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. 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. Thiazolidine and its composites are key components of many natural products and drugs , and are also present in many synthetic compounds such as anticancer, anti-inflammatory, antitubercular, antifungal, antiviral, anti-HIV, cytotoxicity, antitrypanosomal, antinociceptive and anti-hypernociceptive compounds.Related Products of 444-27-9

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Diastereoselective Synthesis of (Aryloxy)phosphoramidate Prodrugs was written by Arbelo Roman, Cristina;Wasserthal, Philip;Balzarini, Jan;Meier, Chris. And the article was included in European Journal of Organic Chemistry in 2011.Recommanded Product: 76186-04-4 This article mentions the following:

The first diastereoselective synthesis of aryloxyphosphoramidate prodrugs of 3′-deoxy-2′,3′-didehydrothymidine monophosphate (d4TMP) was recently reported. The synthetic approach utilized the chiral auxiliary (S)-4-isopropylthiazolidine-2-thione. For this strategy, a stereochem. pure phosphorodiamidate intermediate was needed. The diastereoselective formation of this key compound was investigated by using different phenols and L-alanine Me or benzyl ester. Generally, the reaction with 3- or 4-substituted phenols led to significantly better diastereoselectivities compared to their 2-substituted counterparts. Moreover, variation of the ester group in the amino acid residue resulted in no significant differences with regard to the obtained diastereoselectivity. From the reported results, a model for the transition state was elaborated. Finally, eight new (S_P)-arylphosphoramidates were synthesized with very high diastereoselectivities (up to ≥ 95 % de) and tested for their anti-HIV potency, showing a tendency for higher antiviral activity from the (S_P) diastereomers. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Recommanded Product: 76186-04-4).

(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.Recommanded Product: 76186-04-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis of trans 8-substituted-6-phenyl-6,7,8,9-tetrahydro-3H-pyrazolo[4,3-f]isoquinolines using a Pictet-Spengler approach was written by Bailey, Andrew;Lister, Andrew;Moss, Thomas;Scott, James S.;Wu, Ye;Lamont, Scott G.. And the article was included in Tetrahedron Letters in 2018.Application of 454248-53-4 This article mentions the following:

Two complementary approaches for the synthesis of trans 8-substituted-6-phenyl-6,7,8,9-tetrahydro-3H-pyrazolo[4,3-f]isoquinolines I [R = iBu, CH₂CHF₂, CH₂CF₃, (1-fluorocyclopropyl)methyl, CH₂C(Me)₂F; Ar = 4-BrC₆H₄, 5-Br-2-pyridyl, 4-Br-3-F-C₆H₃, 4_Br-2,6-di-FC₆H₂, 4-Br-2-MeOC₆H₃] was reported. The first method, directly from α-Me substituted indazole ethanamines, was successful but had limited substrate scope. The second method utilized a modified Pictet-Spengler cyclization reaction on an aniline substrate followed by late stage construction of the indazole ring and was more versatile in terms of substrate scope. In the experiment, the researchers used many compounds, for example, (R)-3-Boc-4-methyl-1,2,3-oxathiazolidine 2,2-Dioxide (cas: 454248-53-4Application of 454248-53-4).

(R)-3-Boc-4-methyl-1,2,3-oxathiazolidine 2,2-Dioxide (cas: 454248-53-4) belongs to thiazolidine derivatives. The thiazolidine ring is a cyclic N,S acetal, and most syntheses of perhydrothiazolo [3,2-a]pyridines construct the five-membered ring by condensation of aldehydes or ketones either as such or masked. 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.Application of 454248-53-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Radical-Mediated Thiol-Ene Strategy: Photoactivation of Thiol-Containing Drugs in Cancer Cells was written by Sun, Shuang;Oliveira, Bruno L.;Jimenez-Oses, Gonzalo;Bernardes, Goncalo J. L.. And the article was included in Angewandte Chemie, International Edition in 2018.Synthetic Route of C10H11NS2 This article mentions the following:

Photoactivated drugs provide an opportunity to improve efficacy alongside reducing side-effects in the treatment of severe diseases such as cancer. Described herein is a photoactivation decaging method of isobutylene-caged thiols through a UV-initiated thiol-ene reaction. The method was demonstrated with an isobutylene-caged cysteine, cyclic disulfide-peptide, and thiol-containing drug, all of which were rapidly and efficiently released under mild UV irradiation in the presence of thiol sources and a photoinitiator. Importantly, it is shown that the activity of histone deacetylase inhibitor largazole can be switched off when stapled, but selectively switched on within cancer cells when irradiated with non-phototoxic light. In the experiment, the researchers used many compounds, for example, (R)-4-Benzylthiazolidine-2-thione (cas: 110199-17-2Synthetic Route of C10H11NS2).

(R)-4-Benzylthiazolidine-2-thione (cas: 110199-17-2) belongs to thiazolidine derivatives. Thiazolidines undergo hydrolysis to aldehyde and amino thiol under acid or basic aqueous conditions. 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.Synthetic Route of C10H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

SELENOPROTEIN O is a chloroplast protein involved in ROS scavenging and its absence increases dehydration tolerance in Arabidopsis thaliana was written by Fichman, Yosef;Koncz, Zsuzsa;Reznik, Noam;Miller, Gad;Szabados, Laszlo;Kramer, Katharina;Nakagami, Hirofumi;Fromm, Hillel;Koncz, Csaba;Zilberstein, Aviah. And the article was included in Plant Science (Shannon, Ireland) in 2018.HPLC of Formula: 444-27-9 This article mentions the following:

The evolutionary conserved family of Selenoproteins performs redox-regulatory functions in bacteria, archaea and eukaryotes. Among them, members of the SELENOPROTEIN O (SELO) subfamily are located in mammalian and yeast mitochondria, but their functions are thus far enigmatic. Screening of T-DNA knockout mutants for resistance to the proline analog thioproline (T4C), identified mutant alleles of the plant SELO homolog in Arabidopsis thaliana. Absence of SELO resulted in a stress-induced transcriptional activation instead of silencing of mitochondrial proline dehydrogenase, and also high elevation of Δ(1)-pyrroline-5-carboxylate dehydrogenase involved in degradation of proline, thereby alleviating T4C inhibition and lessening drought-induced proline accumulation. Unlike its animal homologues, SELO was localized to chloroplasts of plants ectopically expressing SELO-GFP. The protein was co-fractionated with thylakoid membrane complexes, and co-immunoprecipitated with FNR, PGRL1 and STN7, all involved in regulating PSI and downstream electron flow. The selo mutants displayed extended survival under dehydration, accompanied by longer photosynthetic activity, compared with wild-type plants. Enhanced expression of genes encoding ROS scavenging enzymes in the unstressed selo mutant correlated with higher oxidant scavenging capacity and reduced Me viologen damage. The study elucidates SELO as a PSI-related component involved in regulating ROS levels and stress responses. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9HPLC of Formula: 444-27-9).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) 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. Thiazolidine and its composites are key components of many natural products and drugs , and are also present in many synthetic compounds such as anticancer, anti-inflammatory, antitubercular, antifungal, antiviral, anti-HIV, cytotoxicity, antitrypanosomal, antinociceptive and anti-hypernociceptive compounds.HPLC of Formula: 444-27-9

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis and antineoplastic activity of 5-aryl-2,3-dihydropyrrolo[2,1-b]thiazole-6,7-dimethanol 6,7-bis(isopropylcarbamates) was written by Lalezari, Iraj;Schwartz, Edward L.. And the article was included in Journal of Medicinal Chemistry in 1988.Quality Control of Thiazolidine-2-carboxylic acid This article mentions the following:

A series of title compounds I (R = Ph, 4-FC₆H₄, 4-ClC₆H₄, 3,4-Cl₂C₆H₃, X = S), the 1-thia analogs of I (R = 3,4-Cl₂C₆H₃, X = CH₂) (II) were prepared by multistep syntheses from thiazolidine-2-carboxylic acid. The compounds were tested for growth inhibitory activity with the HL-60 human promyelocytic leukemia cell line. Three of the compounds had antileukemic activity equal to that of II, while I (R = 4-ClC₆H₄, X = S) was approx. 75% more potent. A simple aromatic derivative, 1,2-(Me₂CHNHCO₂CH₂)₂C₆H₄ had no activity in this system. Antitumor activity was also tested in a colony formation assay with HT-29 human colon carcinoma cells. I reduced relative cell survival by over 3 logs at a concentration of 300 μM (2-h exposure), while a comparable inhibition was observed with 150 μM II. In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7Quality Control of Thiazolidine-2-carboxylic acid).

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. 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.Quality Control of Thiazolidine-2-carboxylic acid

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Thiazolidine-2-carboxylic acid, an adduct of cysteamine and glyoxylate, as a substrate for D-amino acid oxidase was written by Fitzpatrick, Paul F.;Massey, Vincent. And the article was included in Journal of Biological Chemistry in 1982.Recommanded Product: 16310-13-7 This article mentions the following:

A mixture of cysteamine and glyoxylate, proposed by G. A. Hamilton, et al. (1979) to form the physiol. substrate of hog kidney D-amino acid oxidase (I), was confirmed to act as a good substrate for the pure enzyme. As proposed by those workers, it was shown that the actual substrate is thiazolidine-2-carboxylic acid (II), formed from cysteamine and glyoxylate with a 2nd-order rate constant of 84 min^-1 M^-1 at 37°, pH 7.5. Steady state kinetic anal. revealed that II was a better substrate at pH 8.5 than at pH 7.5. At both pH values, the catalytic turnover number was similar to that obtained with D-proline. I was rapidly reduced by II to form a reduced enzyme-imino acid complex, as is typical with I substrates. The product of oxidation was shown by NMR to be Δ²-thiazoline-2-carboxylic acid. Racemic II was completely oxidized by I. The directly measured rate of isomerization of L–II to the D-isomer was compared to the rate of oxidation of the L-isomer by I. Their identity over the temperature range 2-30° established that the apparent activity with the L-amino acid can be explained quant. by the rapid, prior isomerization to D–II. In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7Recommanded Product: 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. Thiazolidine is prepared as it was in its first reported synthesis, by the condensation of cysteamine and formaldehyde. Other thiazolidines may be synthesized by similar condensations. A notable derivative is 4-carboxythiazolidine, derived from formaldehyde and cysteine.Recommanded Product: 16310-13-7

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Degradation of 2-Threityl-Thiazolidine-4-Carboxylic Acid and Corresponding Browning Accelerated by Trapping Reaction between Extra-Added Xylose and Released Cysteine during Maillard Reaction was written by Zhai, Yun;Cui, Heping;Zhang, Qiang;Hayat, Khizar;Wu, Xian;Deng, Shibin;Zhang, Xiaoming;Ho, Chi-Tang. And the article was included in Journal of Agricultural and Food Chemistry in 2021.COA of Formula: C4H7NO2S This article mentions the following:

2-Threityl-thiazolidine-4-carboxylic acid (TTCA), a nonvolatile precursor of flavor and color, is considered to be more stable than its isomeric Amadori compound (ARP). The degradation behavior of TTCA favors higher temperatures and pH. In order to adjust and control the thermal degradation of TTCA to improve its food processing adaptability, a TTCA-Xyl thermal reaction model was constructed to explore the effect of extra-added Xyl on the thermal degradation behavior of TTCA. The results confirmed that the extra-added Xyl was involved in the degradation pathway of TTCA and accelerated its depletion, thus promoting the formation of characteristic downstream products of TTCA including some α-dicarbonyl compounds, and consequently accelerating the browning formation. The isotope-labeling technique was further applied to confirm that the added Xyl could trap the Cys released from the decomposition of ARP and formed addnl. TTCA, which could promote the movement of chem. equilibrium and gradually accelerate the degradation rate of TTCA as well as melanoidins formation. The higher pH value could even promote this phenomenon. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9COA of Formula: C4H7NO2S).

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. 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.COA of Formula: C4H7NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Stereoselective and Catalytic Synthesis of anti-β-Alkoxy-α-azido Carboxylic Derivatives was written by Fernandez-Valparis, Javier;Romea, Pedro;Urpi, Felix;Font-Bardia, Merce. And the article was included in Organic Letters in 2017.Recommanded Product: 76186-04-4 This article mentions the following:

Nonracemic azidoacetyl thiazolidinethione I was prepared; in the presence of NiCl₂(PMe₃)₂, I underwent diastereoselective condensation reactions with aryl aldehyde acetals RCH(OR¹)₂ (R = 4-MeOC₆H₄, 3-MeOC₆H₄, 2-MeOC₆H₄, 1,3-benzodioxol-5-yl, 4-Me₂NC₆H₄, 4-MeC₆H₄, Ph, 4-ClC₆H₄; R¹ = Me, H₂C:CHCH₂, PhCH₂) and alkynyl dicobalt hexacarbonyl complexes mediated by Et₃SiOTf and 2,6-lutidine in CH₂Cl₂ to yield nonracemic β-alkoxy-β-aryl-α-azidopropanoyl thiazolidinethiones such as II (R = 4-MeOC₆H₄, 3-MeOC₆H₄, 2-MeOC₆H₄, 1,3-benzodioxol-5-yl, 4-Me₂NC₆H₄, 4-MeC₆H₄, Ph, 4-ClC₆H₄; R¹ = Me, H₂C:CHCH₂, PhCH₂) and dicobalt hexacarbonyl β-alkoxy-α-azidobutynoyl thiazolidinethiones in 15-85% yields (three of eighteen examples < 50% yields) and in 60:40->97:3 dr (three of eighteen examples < 80:20 dr). In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Recommanded Product: 76186-04-4).

(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.Recommanded Product: 76186-04-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

A rational eco-compatible design strategy for regio- and diastereoselective synthesis of novel dispiropyrrolidine/thiapyrrolizidine hybrids was written by Dandia, Anshu;Singh, Ruby;Khan, Shahnawaz;Kumari, Sukhbeer;Soni, Pragya. And the article was included in Tetrahedron Letters in 2015.Application In Synthesis of Thiazolidine-4-carboxylic acid This article mentions the following:

A facile regio- and stereoselective synthesis of novel dispiroheterocyclic hybrids containing benzo[1,4]oxazine/benzo[1,4]thiazine and pyrrolidine/thiapyrrolizidine moieties via 1,3-dipolar cycloaddition reaction was carried out. The reaction has been carried out using 2,2,2-trifluoroethanol as a new alternative green solvent and catalyst for rapid access to construct a diversity-oriented library of regioselective dispiropyrrolidine/thiapyrrolizidines. Mild reaction conditions with excellent conversion, higher yields in shorter reaction times and the easy recyclability of 2,2,2-trifluoroethanol makes this protocol attractive, sustainable and environmentally benign. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Application In Synthesis of Thiazolidine-4-carboxylic acid).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) 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. Thiazolidine and its composites are key components of many natural products and drugs , and are also present in many synthetic compounds such as anticancer, anti-inflammatory, antitubercular, antifungal, antiviral, anti-HIV, cytotoxicity, antitrypanosomal, antinociceptive and anti-hypernociceptive compounds.Application In Synthesis of Thiazolidine-4-carboxylic acid

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com