Day: November 10, 2022

Cochrane, Stephen A. published the artcileTotal Synthesis and Stereochemical Assignment of the Antimicrobial Lipopeptide Cerexin A1, Application In Synthesis of 171877-39-7, the main research area is cerexin antimicrobial lipopeptide isolation total synthesis stereochem antibacterial.

The isolation and total synthesis of the antimicrobial lipopeptide cerexin A1 is reported. This synthesis includes the preparation of orthogonally protected γ-hydroxylysine, utilizing a nitrile Reformatsky-type reaction as a key step to yield both diastereomers more efficiently than previously reported methods. The configuration of the β-hydroxyl in the lipid tail was determined by the use of a modified Ohrui-Akasaka approach. Furthermore, new cerexin analogs from Bacillus mycoides ATCC 21929 were isolated and characterized, revealing an ε-amino succinylation of a hydroxylysine residue that is unusual in a nonribosomal peptide synthetase product.

Organic Letters published new progress about Absolute configuration. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

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

Ohkubo, Mitsuru published the artcileStudies on cerebral protective agents. VIII. Synthesis of 2-aminothiazoles and 2-thiazolecarboxamides with anti-anoxic activity, Quality Control of 90323-06-1, the main research area is antianoxic aminothiazole thiazolecarboxamide structure cerebral protection; aminothiazole preparation antianoxic cerebral protection structure; thiazolecarboxamide preparation antianoxic cerebral protection structure.

Various 2-aminothiazoles and 2-thiazolecarboxamides, possessing a nitrogenous basic moiety at the C-2 position of the thiazole ring, were prepared and tested for anti-anoxic (AA) activity in mice. Among them, N-[2-(4-morpholinyl)ethyl]-4-(3-trifluoromethylphenyl)-2-thiazolecarboxyamide hydrochloride (FR108143) (min. EDs of 3.2 mg/kg i.p. and 10 mg/kg p.o., resp.) exhibited more potent AA activity than either FK360 or FR75039, each of which has a nitrogenous basic moiety at the C-5 position. The structure-activity relationships with regard to AA activity of this series of compounds are discussed, and the three-dimensional electrostatic potentials (3D-MEP) around the basic nitrogen atom of FK360 and the thiazole derivative (FR108143) are compared.

Chemical & Pharmaceutical Bulletin published new progress about Electrostatic potential. 90323-06-1 belongs to class thiazole, name is 4-(2-Nitrophenyl)thiazole-2-amine, and the molecular formula is C9H7N3O2S, Quality Control of 90323-06-1.

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

Lvov, Andrey G. published the artcileSpectral properties and structure of unsymmetrical diarylethenes based on thiazole ring with hydrogen at the reactive carbon, Category: thiazole, the main research area is thiazole diarylethene preparation fluorescence DFT; Conformation; Diarylethene; Fluorescence; Photocyclization; Photoreaction; Reaction intermediate; Thermal stability.

Six new photoactive unsym. diarylethenes bearing thiazole ring with hydrogen at the reactive carbon atom were synthesized. Their structures were studied by DFT calculations and x-ray crystallog. All compounds undergo irreversible photochem. transformations under irradiation with UV light, proceeding through the photocyclization stage. Only some normal (thiophene, imidazole and pyrazole derivatives) and inverse type (oxazole derivative) diarylethenes form colored photoinduced isomers under UV. In polar acetonitrile these intermediates show relatively fast irreversible thermal reaction, while in nonpolar toluene slow cycloreversion to initial diarylethenes is the predominant process of these species.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Density functional theory. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Category: thiazole.

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

Thakur, Nimisha published the artcileEnantiomeric impurities in chiral catalysts, auxiliaries, and synthons used in enantioselective syntheses. Part 5, Application In Synthesis of 171877-39-7, the main research area is chiral catalyst synthon enantioselective enantiomeric impurity; chiral separation; enantiomeric excess; enantiomeric impurity; enantioselective syntheses.

The enantiomeric excess of chiral starting materials is one of the important factors determining the enantiopurity of products in asym. synthesis. Fifty-one com. available chiral reagents used as building blocks, catalysts, and auxiliaries in various enantioselective syntheses were assayed for their enantiomeric purity. The test results were classified within five impurities level (ie, <0.01%, 0.01%-0.1%, 0.1%-1%, 1%-10%, >10%). Previously from 1998 to 2013, several reports have been published on the enantiomeric composition of more than 300 chiral reagents. This series of papers is necessitated by the fact that new reagents are forthcoming and that the enantiomeric purity of the same reagent can vary from batch to batch and/or from supplier to supplier. This report presents chiral liquid chromatog. (LC) and gas composition(GC) methods to sep. enantiomers of chiral compounds and evaluate their enantiomeric purities. The accurate and efficient LC anal. was done using newly introduced superficially porous particle (SPP 2.7μm) based chiral stationary phases (TeicoShell, VancoShell, LarihcShell-P, and NicoShell).

Chirality published new progress about Enantioselective synthesis. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

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

Robichaud, Joeel published the artcileA Novel Class of Nonpeptidic Biaryl Inhibitors of Human Cathepsin K, Name: 2-(2-Phenylthiazol-4-yl)acetic acid, the main research area is nonpeptidic biaryl compound preparation cathepsin K inhibitor.

A novel series of nonpeptidic biaryl compounds was identified as potent and reversible inhibitors of cathepsin K. The P2-P3 amide bond of a known amino acetonitrile dipeptide was replaced with a Ph ring, thereby giving rise to this biaryl series that retained potency vs. cathepsin K and showed an improved selectivity profile against other cathepsins. Structural modification within this series resulted in the identification of compound (R)-2, a potent human cathepsin K inhibitor (IC50 = 3 nM) that is selective vs. cathepsins B (IC50 = 3950 nM), L (IC50 = 3725 nM), and S (IC50 = 2010 nM). In an in vitro assay involving rabbit osteoclasts and bovine bone, compound (R)-2 inhibited bone resorption with an IC50 of 95 nM. It was shown that, unlike some peptidic nitrile inhibitors of cysteine proteases, the nitrile moiety of (R)-2 is not converted to the corresponding amide 3 by cathepsin K. This indicates that this class of nonpeptidic nitrile inhibitors is unlikely to be hydrolyzed by cysteine proteases. Furthermore, the inhibition of cathepsin K by compound (R)-2 was shown to be fully reversible and not observably time-dependent. To demonstrate the efficacy of compound (R)-2 in vivo, it was administered to ovariectomized (OVX) rhesus monkeys at 20 mg/kg, p.o. once daily for 8 days, and a urinary marker of bone turnover, N-telopeptide of type I collagen (uNTx), was measured. During the eight-day dosing period, the mean reduction by compound (R)-2 in uNTx was 80%. This demonstrates that inhibition of cathepsin K leads to an inhibition of this bone resorption marker in OVX rhesus monkeys and strongly suggests that inhibition of cathepsin K is a viable therapeutic approach for the treatment of osteoporosis.

Journal of Medicinal Chemistry published new progress about Bone resorption inhibitors. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Name: 2-(2-Phenylthiazol-4-yl)acetic acid.

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

Huang, Gaochao published the artcileEnantioselective Synthesis of Dilignol Model Compounds and Their Stereodiscrimination Study with a Dye-Decolorizing Peroxidase, COA of Formula: C10H11NS2, the main research area is dilignol model compound enantioselective preparation surface plasmon resonance TcDyP.

A four-step enantioselective approach was developed to synthesize anti (1R,2S)-I and (1S,2R)-I containing a β-O-4 linkage in good yields. A significant difference was observed for the apparent binding affinities of four stereospecific lignin model compounds with TcDyP by surface plasmon resonance, which was not translated into a significant difference in enzyme activities. The discrepancy may be attributed to the conformational change involving a loop widely present in DyPs upon H2O2 binding.

Organic Letters published new progress about Diastereoselective synthesis. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, COA of Formula: C10H11NS2.

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

Royo, Santiago published the artcileDipeptidyl Enoates As Potent Rhodesain Inhibitors That Display a Dual Mode of Action, Safety of (S)-4-Benzylthiazolidine-2-thione, the main research area is dipeptidyl enoate derivative preparation rhodesain inhibitor trypanosomicides; dipeptidyl enoates; inhibitors; rhodesain; sleeping sickness; trypanosomiasis.

Dipeptidyl enoates were prepared through a high-yielding two-step synthetic route. They have a dipeptidic structure with a 4-oxoenoate moiety as a warhead with multiple reactive sites. Dipeptidyl enoates were screened against rhodesain and human cathepsins B and L, and were found to be potent and selective inhibitors of rhodesain. Among them (S,E)-Et 5-((S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanamido)-7-methyl-4-oxooct-2-enoate (6) was the most potent, with an IC50 value of 16.4 nΜ and kinact/Ki=1.6×106 Μ-1 s-1 against rhodesain. These dipeptidyl enoates display a reversible mode of inhibition at very low concentrations and an irreversible mode at higher concentrations Inhibition kinetics data, supported by docking studies, suggest a dual mode of action via attack of cysteine thiolate at two reactive positions.

ChemMedChem published new progress about Enzyme inhibitors (rhodesain). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Safety of (S)-4-Benzylthiazolidine-2-thione.

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

Yu, Wensheng published the artcileDiscovery of MK-6169, a Potent Pan-Genotype Hepatitis C Virus NS5A Inhibitor with Optimized Activity against Common Resistance-Associated Substitutions, Recommanded Product: 2-Ethylthiazole-5-carbaldehyde, the main research area is imidazolylbenzooxazinoindole preparation MK6169 antiviral hepatitis C virus NS5A inhibitor.

We describe the discovery of MK-6169 (I), a potent and pan-genotype hepatitis C virus NS5A inhibitor with optimized activity against common resistance-associated substitutions. SAR studies around the combination of changes to both the valine and aminal carbon region of elbasvir led to the discovery of a series of compounds with substantially improved potency against common resistance-associated substitutions in the major genotypes, as well as good pharmacokinetics in both rat and dog. Through further optimization of key leads from this effort, MK-6169 (I) was discovered as a preclin. candidate for further development.

Journal of Medicinal Chemistry published new progress about Anti-hepatitis C virus agents. 933683-87-5 belongs to class thiazole, name is 2-Ethylthiazole-5-carbaldehyde, and the molecular formula is C6H7NOS, Recommanded Product: 2-Ethylthiazole-5-carbaldehyde.

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

Tungen, Joern E. published the artcileStereoselective synthesis of maresin 1, Name: (S)-4-Benzylthiazolidine-2-thione, the main research area is maresin 1 stereoselective preparation diastereoselective Evans Nagao aldol.

Maresin 1 (I) is a potent anti-inflammatory and pro-resolving lipid mediator derived from docosahexaenoic acid. The total synthesis of maresin 1 is achieved in 10 steps and in 7% overall yield. The Evans-Nagao aldol reaction between (2E,4E)-5-bromopenta-2,4-dienal and different chiral auxiliaries is investigated. The reported synthesis is efficient and highly stereoselective, affording multi-milligram quantities of this biol. interesting lipid mediator.

Tetrahedron Letters published new progress about Aldol addition, stereoselective. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Name: (S)-4-Benzylthiazolidine-2-thione.

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

Skaanderup, Philip R. published the artcileSynthesis of the Macrocyclic Core of (-)-Pladienolide B, Formula: C10H11NS2, the main research area is pladienolide B macrocyclic core stereoselective preparation.

An efficient synthesis of the macrocyclic core (I) of (-)-pladienolide B is disclosed. The concise route relies on a chiral auxiliary-mediated asym. aldol addition and an osmium-catalyzed asym. dihydroxylation to install the three oxygenated stereocenters of the macrocycle. This purely reagent-controlled and flexible strategy sets the stage for future analog syntheses and structure-activity relationship plotting of the appealing anticancer lead structure pladienolide B.

Organic Letters published new progress about Aldol addition, stereoselective. 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Formula: C10H11NS2.

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