Month: December 2022

Mercaptothioalkanoic acids. III. Reactions of mercaptothioalkanoic acids with isocyanates was written by Satsumabayashi, Sadayoshi;Nakayama, Junichi. And the article was included in Nippon Shika Daigaku Kiyo, Ippan Kyoiku-kei in 1981.Application In Synthesis of 3-Methylthiazolidine-2,4-dione This article mentions the following:

HSCH₂COSH was treated with RNCO (R = Me, Me₂CH, p-ClC₆H₄, Et, H, p-MeC₆H₄) to give RNHCOCH₂SH (R = Me, Me₂CH, p-ClC₄H₄, Et, Ph, p-MeC₄H₄) and the thiazoles I (R = Me, Me₂CH, Et). HSCH₂CH₂COSH and RNCO (R as above) gave RNHCOCH₂CH₂SH. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Application In Synthesis of 3-Methylthiazolidine-2,4-dione).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. 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.Application In Synthesis of 3-Methylthiazolidine-2,4-dione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Solvolysis kinetics and mechanism of 3-methyl-1,3-thiazolidine-2,4-dione was written by Machacek, Vladimir;Sterba, Vojeslav;Zahradnickova, Helena. And the article was included in Collection of Czechoslovak Chemical Communications in 1981.Recommanded Product: 16312-21-3 This article mentions the following:

The kinetics of base-catalyzed hydrolysis and methanolysis of 3-methyl-1,3-thiazolidine-2,4-dione (I) was studied spectrophotometrically at 25°. The kinetics of rapid ring cleavage to MeNCHOSCH₂CO₂^– (II) was measured at pH 9.8-10.2 (carbonate buffers),whereas II decomposition to SCH₂CO₂^– was followed in 0.005-0.02 M NaOH. The splitting of MeNHCOSCH₂CO₂Me (III) into HSCH₂CO₂Me and MeNHCO₂Me is the rate-determining step in the MeO^–-catalyzed methanolysis. The reverse cyclization of III was measured in methanolic BuNH₂-BuNH₃⁺ Cl^– buffers (pK_a 11.7). In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Recommanded Product: 16312-21-3).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) belongs to thiazolidine derivatives. Thiazolidines undergo hydrolysis to aldehyde and amino thiol under acid or basic aqueous conditions. 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: 16312-21-3

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Thiazolidinedione-Isatin Conjugates via an Uncatalyzed Diastereoselective Aldol Reaction on Water was written by Paladhi, Sushovan;Bhati, Meeta;Panda, Deepanjan;Dash, Jyotirmayee. And the article was included in Journal of Organic Chemistry in 2014.Safety of 3-Methylthiazolidine-2,4-dione This article mentions the following:

An uncatalyzed aldol reaction of N-substituted thiazolidinediones I (R = Me, Et, n-Bu, CH₂Ph, Boc) with isatin derivatives II (R¹ = Me, Et, Ph, CH₂Ph, H, R² = R³ = H; R¹ H, R² = Cl, Br, F, OCF₃, R³ = H; R¹ = H, R² = R³ = Me) has been developed “on water” to afford a new class of pharmacol. important thiazolidinedione-isatin conjugates III in excellent yields and diastereoselectivities. The isatin-thiazolidine conjugate undergoes a catalyst-free stereoselective transfer aldol reaction on water. Single-crystal X-ray studies reveal that the aldol products can self-assemble to form supramol. DNA “zipper” like structures through intermol. hydrogen bonds and aromatic π-π interactions. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Safety of 3-Methylthiazolidine-2,4-dione).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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.Safety of 3-Methylthiazolidine-2,4-dione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

2H-chromene derivatives bearing thiazolidine-2,4-dione, rhodanine or hydantoin moieties as potential anticancer agents was written by Azizmohammadi, Mohammad;Khoobi, Mehdi;Ramazani, Ali;Emami, Saeed;Zarrin, Abdolhossein;Firuzi, Omidreza;Miri, Ramin;Shafiee, Abbas. And the article was included in European Journal of Medicinal Chemistry in 2013.Electric Literature of C4H5NO2S This article mentions the following:

A variety of (Z)-[(2H-chromen-3-yl)methylene]azolidinones bearing thiazolidine-2,4-dione, rhodanine or hydantoin scaffolds were designed and synthesized as potential anticancer agents. Inhibitory effect of synthesized compounds on the viability of cancer and non-cancer cells was assessed using MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) reduction assay. The SAR study revealed that the N-substitution of azolidinone moiety cannot improve the activity but S/NH replacement (thiazolidine-2,4-dione/hydantoin) and S/O alteration (rhodanine/thiazolidine-2,4-dione) enable us to modulate the growth inhibition activity against various cell lines. Moreover, 6-bromo and 2-Me substituents on chromene ring had pos. effects on growth inhibitory activity depending on the tumor cell lines. Among the synthesized compounds, hydantoin derivative I with a 6-bromo-2-methyl-2H-chromene substructure showed the best profile of cytotoxicity comparable to that of cisplatin as standard anticancer agent. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Electric Literature of C4H5NO2S).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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.Electric Literature of C4H5NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Preparation of tridione. II was written by Iwaya, Kiyoshi;Mitsuhashi, Susumu;Yoshida, Keiji;Kijima, Keizo. And the article was included in Yakugaku Zasshi in 1948.Formula: C4H5NO2S This article mentions the following:

In the synthesis of tridione (I) from Me₂CH(OH)CN good results were obtained by the use of CH₂N₂ for the methylation of 5,5-dimethyl-2,4-oxazolidinedione. Treatment with CH₂N₂ in Et₂O in the usual manner yielded crude 1, m. 42-6°, which, treated with activated C in EtOH and, distilled (b₈ 94-6°), yielded 95% crystals, m. 46° alone and mixed with the substance previously obtained with Me₂SO₄. Similarly, CH₂N₂ with 5,5-dimethyl-2,4-thiazolidinedione, 2,4-thiazolidinedione, and 2,4-oxazolidinedione with CH₂N₂ gave corresponding 3-Me derivatives, m. 47-8°, 38-9°, and 134°, resp., identified by mixed m.p. with substances obtained from the methiodides. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Formula: C4H5NO2S).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Thiazolidines are also used in peptide and protein modification, protein chemical synthesis, as activators to innate immunity and also act as immunostimulating agents.Formula: C4H5NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Thiazolidinone-Peptide Hybrids as Dengue Virus Protease Inhibitors with Antiviral Activity in Cell Culture was written by Nitsche, Christoph;Schreier, Verena N.;Behnam, Mira A. M.;Kumar, Anil;Bartenschlager, Ralf;Klein, Christian D.. And the article was included in Journal of Medicinal Chemistry in 2013.COA of Formula: C4H5NO2S This article mentions the following:

The protease of dengue virus is a promising target for antiviral drug discovery. We here report a new generation of peptide-hybrid inhibitors of dengue protease that incorporate N-substituted 5-arylidenethiazolidinone heterocycles (rhodanines and thiazolidinediones) as N-terminal capping groups of the peptide moiety. The compounds were extensively characterized with respect to inhibition of various proteases, inhibition mechanisms, membrane permeability, antiviral activity, and cytotoxicity in cell culture. A sulfur/oxygen exchange in position 2 of the capping heterocycle (thiazolidinedione-capped vs rhodanine-capped peptide hybrids) has a significant effect on these properties and activities. The most promising in vitro affinities were observed for thiazolidinedione-based peptide hybrids containing hydrophobic groups with K_i values between 1.5 and 1.8 μM and competitive inhibition mechanisms. Rhodanine-capped peptide hybrids with hydrophobic substituents have, in correlation with their membrane permeability, a more pronounced antiviral activity in cell culture than the thiazolidinediones. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3COA of Formula: C4H5NO2S).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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 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.COA of Formula: C4H5NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: experimental and theoretical study was written by Rancic, Milica P.;Stojiljkovic, Ivana;Milosevic, Milena;Prlainovic, Nevena;Jovanovic, Maja;Milcic, Milos K.;Marinkovic, Aleksandar D.. And the article was included in Arabian Journal of Chemistry in 2019.Quality Control of 3-Methylthiazolidine-2,4-dione This article mentions the following:

The substituent and solvent effect on intramol. charge transfer (ICT) in 5-arylidene-3-methyl-2,4-thiazolidinediones (series 1) (X = H, CH₃, Br, etc.) and 5-arylidene-3-phenyl-2,4-thiazolidinediones (series 2) I [R¹ = Me, Ph; R² = Ph, 4-BrC₆H₄, 3,4-(MeO)₂C₆H₃, etc.] were studied by using exptl. and theor. methodol. The effect of specific and non-specific solvent-solute interactions on the UV-vis absorption maxima shifts was evaluated by using the Kamlet-Taft and Catalan solvent parameter sets. Linear free energy relationships (LFERs) have been applied to the UV-vis and ¹³C NMR data by using SSP (single substituent parameter) and DSP (dual substituent parameters). Comparative LFER anal. of 10 styrenic series was performed in order to distinguish contribution of structural and electronic substituent effect on extent of π-polarization in a side chain (vinyl) group. Furthermore, the exptl. findings were interpreted with the aid of ab initio MP2 and time-dependent d. functional (TD-DFT) methods. TD-DFT calculations are performed to quantify the efficiency of intramol. charge transfer (ICT) allowing us to define the charge-transfer distance (DCT), amount of transferred charge (QCT), and difference of dipole moments between the ground and excited states (μCT). It was found that both substituents and solvents influence electron d. shift, i.e. extent of conjugation, and affect intramol. charge transfer character in the course of excitation. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Quality Control of 3-Methylthiazolidine-2,4-dione).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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.Quality Control of 3-Methylthiazolidine-2,4-dione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis of Chromonylthiazolidines and Their Cytotoxicity to Human Cancer Cell Lines was written by Hoang, Le Tuan Anh;Nguyen, Thi Cuc;Tai, Bui Huu;Yen, Pham Hai;Nguyen, Xuan Nhiem;Thao, Do Thi;Nguyen, Hoai Nam;Minh, Chau Van;Kiem, Phan Van;Kim, Young Ho. And the article was included in Molecules in 2015.Computed Properties of C4H5NO2S This article mentions the following:

Chromonylthiazolidine derivatives I (R = H, Me, PhCH₂, X = O; R = CH₃, NH₂, 3-MeOC₆H₄CH:N, etc., X = S) were successfully semi-synthesized from paeonol. All the synthesized compounds, including paeonol, were evaluated for their cytotoxic effects against eight human cancer cell lines. The synthesized chromonylthiazolidines displayed weak cytotoxic effects against the tested cancer cell lines, but selective cytotoxic effects were observed Compounds I (R = H, CH₃, X = O) showed the most selective cytotoxic effects against human epidermoid carcinoma (IC₅₀ 44.1 ± 3.6 μg/mL) and breast cancer (IC₅₀ 32.8 ± 1.4 μg/mL) cell lines, resp. The results suggest that chromonylthiazolidines are potential low-cost and selective anticancer agents. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Computed Properties of C4H5NO2S).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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. Thiazolidines have been applied as prodrug derivatives for various steroids containing a 3-carbonyl group to improve their topical anti-inflammatory activity. Computed Properties of C4H5NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

L-Proline-catalyzed synthesis of novel 5-(1H-indol-3-yl-methylene)thiazolidine-2,4-dione derivatives as potential antihyperglycemic agents was written by Riyaz, S.;Naidu, A.;Dubey, P. K.. And the article was included in Synthetic Communications in 2011.Quality Control of 3-Methylthiazolidine-2,4-dione This article mentions the following:

Knoevenagel condensation between indole-3-carboxaldehyde (I) and an active methylene group containing 2,4-thiazolidinedione (II) in refluxing toluene using L-proline as a catalyst yielded 5-(1H-indol-3-yl-methylene)thiazolidine-2,4-dione, which on alkylation using 2 equiv of alkylating agent under phase-transfer-catalyzed (PTC) conditions using K₂CO₃ as a base in DMF gave N,N^I-sym. disubstituted 5-(1H-indol-3-ylmethylene)-thiazolidine-2,4-diones. Alternately, the target compounds could be synthesized by condensation of N-alkyl-2,4-thiazolidinediones with 1-alkyl/phenylsulfonylindole-3-carboxaldehydes in a single step. Using this synthetic strategy, N,N^I-unsym. disubstituted derivatives were prepared either by condensing I with N-substituted-2,4-thiazolidinediones to obtain 3-alkyl-5-(1H-indol-3-yl-methylene)thiazolidine-2,4-diones followed by alkylation under PTC conditions or condensing 1-alkyl/phenylsulfonylindole-3-carboxaldehydes with II to yield 5-(1-alkyl/phenylsulfonyl-1H-indol-3-yl-methylene)thiazolidine-2,4-diones followed by alkylation under PTC conditions. The latter are the dehydro analogs of the dihydro-N-substituted-5-(1H-indol-3-yl-methylene)-thiazolidine-2,4-diones, which are potential antihyperglycemic agents. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Quality Control of 3-Methylthiazolidine-2,4-dione).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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.Quality Control of 3-Methylthiazolidine-2,4-dione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis of heterocycles via enamines – X. Reactions of 1-substituted-4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H)-thione derivatives with α-halogenated carboxylic acids and ketones was written by Singh, Harjit;Singh, Paramjit;Deep, Kanwal. And the article was included in Tetrahedron in 1983.Product Details of 16312-21-3 This article mentions the following:

Condensing pyrimidinethiones I (R = Me, 2-, 4-MeC₆H₄, 4-O₂NC₆H₄, Ph, H) with R¹CHClCO₂H (R¹ = H, Me) in aqueous medium gave 50-90% dioxothiazolidines II. I (R = H, Me, Ph, 4-MeC₆H₄) and α-halo ketones in EtOH containing concentration HCl gave oxothiazolines III (R² = Ph, 4-BrC₆H₄, 4-ClC6H₄). Condensing N,N-dialkyl-N‘-arylthioureas or arylthiourethanes with α-chlorocarboxylic acids or derivatives, or α-halo ketone in the presence of conductivity HCl gave II or III, resp. In the experiment, the researchers used many compounds, for example, 3-Methylthiazolidine-2,4-dione (cas: 16312-21-3Product Details of 16312-21-3).

3-Methylthiazolidine-2,4-dione (cas: 16312-21-3) 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 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.Product Details of 16312-21-3

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com