Month: February 2023

Tricyclic Indazoles-A Novel Class of Selective Estrogen Receptor Degrader Antagonists was written by Scott, James S.;Bailey, Andrew;Buttar, David;Carbajo, Rodrigo J.;Curwen, Jon;Davey, Paul R. J.;Davies, Robert D. M.;Degorce, Sebastien L.;Donald, Craig;Gangl, Eric;Greenwood, Ryan;Groombridge, Sam D.;Johnson, Tony;Lamont, Scott;Lawson, Mandy;Lister, Andrew;Morrow, Christopher J.;Moss, Thomas A.;Pink, Jennifer H.;Polanski, Radoslaw. And the article was included in Journal of Medicinal Chemistry in 2019.COA of Formula: C8H15NO5S This article mentions the following:

Tricyclic tetrahydropyridoindazoles such as I were prepared as estrogen receptor degrader antagonists for potential use in the treatment of ERα-dependent breast cancer; the indazole moiety was prepared as a replacement for a phenol moiety in a tetrahydroisoquinolinol which generated reactive metabolites in a glutathione trapping assay. The structure of a nonracemic tetrahydropyridoindazole bound to an ERα ligand binding domain fragment was determined by X-ray crystallog. I demonstrated the desired estrogen receptor α degrader-antagonist profile and demonstrated activity in a xenograft model of breast cancer. In the experiment, the researchers used many compounds, for example, (R)-3-Boc-4-methyl-1,2,3-oxathiazolidine 2,2-Dioxide (cas: 454248-53-4COA of Formula: C8H15NO5S).

(R)-3-Boc-4-methyl-1,2,3-oxathiazolidine 2,2-Dioxide (cas: 454248-53-4) 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 have been applied as prodrug derivatives for various steroids containing a 3-carbonyl group to improve their topical anti-inflammatory activity. COA of Formula: C8H15NO5S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

N-(β-Mercapto)arylamines in the synthesis of 2-acyl-3- arylthiazolidines and 3-arylthiazolidine-2-carbonic acids was written by Yur’ev, Yu. K.;Dyatlovitskaya, S. V.. And the article was included in Khimicheskaya Nauka i Promyshlennost in 1957.Application In Synthesis of Thiazolidine-2-carboxylic acid This article mentions the following:

Heating 0.01 mole N-(β-mercaptoethyl)aniline (I) with 0.03 mole methylglyoxal (II) in 8 ml. EtOH and decomposing with ice gave 96% 2-acetyl-3-phenylthiazolidine, m. 57.5-8° (80% EtOH). The 2-Bz derivative was obtained in 100% yield by treating with 0.04 mole phenylglyoxal instead of with II. A mixture of 0.5 mole I, 0.09 mole CHCl₂CO₂H, 0.09 mole anhydrous AcONa, and 0.1 mole Na₂CO₃ in 50 ml. absolute EtOH boiled 4 hrs., the EtOH distilled, and the residue treated with N HCl and EtOH yielded 50% 3-phenylthiazolidine-2-carboxylic acid; amide, m. 171-2° (decomposition) (EtOH); Et ester, b₂ 163-4°; hydrazide, m. 135-6° (H₂O). In the experiment, the researchers used many compounds, for example, Thiazolidine-2-carboxylic acid (cas: 16310-13-7Application In Synthesis of Thiazolidine-2-carboxylic acid).

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. 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 Thiazolidine-2-carboxylic acid

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

A novel chiral silver(I) complex from the reaction of thiazolidinethione with AgOAc was written by Shi, Min;Jiang, Jian-Kang;Zhao, Gui-Ling. And the article was included in European Journal of Inorganic Chemistry in 2002.Formula: C6H11NS2 This article mentions the following:

A novel chiral Ag(I) complex (Ag₆L₆) was successfully synthesized from the reaction of chiral (S)-4-isopropylthiazolidine-2-thione (L) with AgOAc in CH₂Cl₂ in the presence of Et₃N and DMAP at room temperature The unique crystal structure of Ag₆L₆ was unambiguously disclosed by x-ray anal. The six Ag atoms and six (S)-4-isopropylthiazolidine-2-thione ligands present in the complex are connected through the S and N atoms to form a cluster containing a Ag octahedron with six faces of the octahedron capped by ligands. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Formula: C6H11NS2).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) 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.Formula: C6H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

A metabolomics approach identified toxins associated with uremic symptoms in advanced chronic kidney disease was written by Hu, Jiun-Ruey;Myint, Leslie;Levey, Andrew S.;Coresh, Josef;Inker, Lesley A.;Grams, Morgan E.;Guallar, Eliseo;Hansen, Kasper D.;Rhee, Eugene P.;Shafi, Tariq. And the article was included in Kidney International in 2022.Reference of 444-27-9 This article mentions the following:

Uremic symptoms are common in patients with advanced chronic kidney disease, but the toxins that cause these symptoms are unknown. To evaluate this, we performed a cross-sectional study of the 12 mo post-randomization follow-up visit of Modification of Diet in Renal Disease (MDRD) participants reporting uremic symptoms who also had available stored serum. We quantified 1,163 metabolites by liquid chromatog.-tandem mass spectrometry. For each uremic symptom, we calculated a score as the severity multiplied by the number of days the symptom was experienced. We analyzed the associations of the individual symptom scores with metabolites using linear models with empirical Bayesian inference, adjusted for multiple comparisons. Among 695 participants, the mean measured glomerular filtration rate (mGFR) was 28 mL/min/1.73 m². Uremic symptoms were more common in the subgroup of 214 patients with an mGFR under 20 mL/min/1.73 m² (mGFR under 20 subgroup) than in the full group. For all metabolites with significant associations, the direction of the association was concordant in the full group and the subgroup. For gastrointestinal symptoms (bad taste, loss of appetite, nausea, and vomiting), eleven metabolites were associated with symptoms. For neurol. symptoms (decreased alertness, falling asleep during the day, forgetfulness, lack of pep and energy, and tiring easily/weakness), seven metabolites were associated with symptoms. Associations were consistent across sensitivity analyses. Thus, our proof-of-principle study demonstrates the potential for metabolomics to understand metabolic pathways associated with uremic symptoms. Larger, prospective studies with external validation are needed. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Reference of 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. 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.Reference of 444-27-9

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Regioselective Synthesis of Carbazole-Grafted Dispirothiapyrrolizine Derivatives via 1,3-Dipolar Cycloaddition Strategy was written by Murali, Karunanidhi;Sparkes, Hazel A.;Prasad, Karnam Jayarampillai Rajendra. And the article was included in ChemistrySelect in 2019.Name: Thiazolidine-4-carboxylic acid This article mentions the following:

A library of dispirooxindole-thiapyrrolizine derivatives I [R = H, Me, Cl, R¹ = Ph, 2-thienyl, 4-MeOC₆H₄] were prepared via 1,3-dipolar cycloaddition of an azomethine ylide, generated in-situ from the reaction of isatin and thioproline, with a series of 2-arylidene/heteroarylidene-2,3,4,9-tetrahydrocarbazol-1-ones. Moderate to good yields were obtained for these reactions and also for spiro compounds of acenaphthenequinone, II [R² = H, Me, Cl, R³ = Ph, 2-thienyl], obtained using the same optimized reaction conditions. The structures of the spiro compounds I and II were established by FTIR, ¹H NMR, ¹³C NMR and elemental anal. The regio- and stereochem. of the spiranic adducts were ascertained by single crystal X-ray diffraction studies. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Name: Thiazolidine-4-carboxylic acid).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) 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 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.Name: Thiazolidine-4-carboxylic acid

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations was written by Yu, Jeongjae;Armstrong, Daniel W.;Ryoo, Jae Jeong. And the article was included in Chirality in 2018.Computed Properties of C10H11NS2 This article mentions the following:

We recently reported a new C3-sym. (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatog. (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation In this study, three new C3-sym. CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-sym. CSPs (CSP 2-CSP 4). In the experiment, the researchers used many compounds, for example, (R)-4-Benzylthiazolidine-2-thione (cas: 110199-17-2Computed Properties of C10H11NS2).

(R)-4-Benzylthiazolidine-2-thione (cas: 110199-17-2) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. 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 C10H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Preparation of (S)-4-isopropyl-N-propanoyl-1,3-thiazolidine-2-thione was written by Galvez, Erik;Romea, Pedro;Urpi, Felix. And the article was included in Organic Syntheses in 2009.Synthetic Route of C6H11NS2 This article mentions the following:

(4S)-4-Isopropyl-N-propanoyl-1,3-thiazolidine-2-thione was prepared by cyclization of L-valinol with CS₂ and acylation with EtCOCl. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Synthetic Route of C6H11NS2).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) 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-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 C6H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Copper-mediated regio- and enantio-selective cross-coupling of heterocyclic allyl sulfides with organomagnesium compounds: a case of 1,7-relative stereogenesis was written by Calo, Vincenzo;Nacci, Angelo;Fiandanese, Vito. And the article was included in Tetrahedron in 1996.Quality Control of (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:

Optically active heterocyclic allyl sulfides, I (e.g., X = O, S, R = Ph, R¹ = CHMe₂, R³ = H) react with organomagnesium compounds, e.g., Me₂CHMgBr, in the presence of CuBr to afford optically active alkenes, e.g., Me₂CHCHPhCH:CH₂, in good yields and very high γ-selectivity. The regioselectivity depends on the solvent as well on the (CuBr):(allylic sulfide) ratio. The heterocyclic nucleus imparts asym. induction at 50-98% ee. The regio- and enantio-selectivity of these reactions would be related to the coordination exerted by the heterocyclic N toward the Cu organyl. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Quality Control of (S)-4-Isopropylthiazolidine-2-thione).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) 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.Quality Control of (S)-4-Isopropylthiazolidine-2-thione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Potent Uncompetitive Inhibitors of Nicotinamide Methyltransferase (NNMT) as In Vivo Chemical Probes was written by Barrows, Robert D.;Jeffries, Daniel E.;Vishe, Mahesh;Tukachinsky, Hanna;Zheng, Shao-Liang;Li, Fanfan;Ma, Zhenjie;Li, Xiaolei;Jin, Shujuan;Song, Haobin;Zhang, Ruonan;Zhang, Shaofeng;Ni, Jing;Luan, Haofei;Wen, Lei;Rongshan, Yan;Ying, Chen;Shair, Matthew D.. And the article was included in Journal of Medicinal Chemistry in 2022.HPLC of Formula: 454248-53-4 This article mentions the following:

NNMT uses SAM as a cofactor to catalyze the methylation of nicotinamide, producing 1-methylnicotinamide. Recent studies have shown that NNMT upregulation in cancer-associated fibroblasts (CAFs) is required to maintain the CAF phenotype in high-grade serous carcinoma. These observations suggest that NNMT should be evaluated as a therapeutic target, especially in cancer. Although several small-mol. inhibitors of NNMT have been identified, there remains a need for highly potent and selective inhibitors with excellent in vivo activity and ADME properties that can be used as reliable chem. probes. We have identified azaindoline carboxamide as a selective and potent NNMT inhibitor with favorable PK/PD and safety profiles as well as excellent oral bioavailability and pharmaceutical properties. Our mechanistic studies indicate that 38 binds uncompetitively with SAM but competitively with nicotinamide consistent with its binding in the nicotinamide binding site and likely forming a pos. interaction with SAM. In the experiment, the researchers used many compounds, for example, (R)-3-Boc-4-methyl-1,2,3-oxathiazolidine 2,2-Dioxide (cas: 454248-53-4HPLC of Formula: 454248-53-4).

(R)-3-Boc-4-methyl-1,2,3-oxathiazolidine 2,2-Dioxide (cas: 454248-53-4) 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.HPLC of Formula: 454248-53-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Spectrophotometric and spectrofluorimetric determination of mesna, acetylcysteine and timonacic acid through the reaction with acetoxymercuri fluorescein was written by Haggag, Rim S.;Gawad, Dina A.;Belal, Saeid F.;Elbardisy, Hadil M.. And the article was included in Analytical Methods in 2016.COA of Formula: C4H7NO2S This article mentions the following:

Simple, sensitive and specific spectrophotometric (Method I) and spectrofluorimetric (Method II) methods were developed for the determination of three sulfur-containing drugs: mesna (MSN), acetylcysteine (ACT) and timonacic acid (TMN). The methods are based on the suppressive effect of the drugs on the absorbance and the fluorescence intensity of 2′,7′-bis(acetoxymercuri)fluorescein (AMF) in 0.05 M borate buffer. In Method I the decrease in AMF absorbance was measured at 497 nm, while in Method II the fluorescence quenching of the reagent was measured at λ_em 520 nm (λ_ex 497 nm). All the exptl. parameters affecting this reaction were studied and optimized. The selectivity and the stability-indicating aspect of the methods were confirmed and no interference was detected from the oxidation products of the quantified drugs or from other co-administered drugs. Method I was applicable over the concentration ranges 0.5-3, 0.5-2.75 and 0.25-2.75 μg mL^-1 for MSN, ACT and TMN, resp. The reaction sensitivity was enhanced by Method II where the linearity ranges were found to be 0.6-7.2, 0.7-7 and 0.8-10.4 ng mL^-1 for MSN, ACT and TMN, resp. Both methods were applied for the determination of the three drugs in bulk form and in their pharmaceutical preparations without interference from common excipients. The percentage recoveries were satisfactory and they were statistically compared with those obtained from previously reported methods. Moreover, Method II was extended to analyze the drugs in spiked human plasma, by virtue of its high sensitivity. 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 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.COA of Formula: C4H7NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com