Tag: M.W=200-250

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

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

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

Yamada, Shinji published the artcileAsymmetric Acylation of sec-Alcohols with Twisted Amides Possessing Axial Chirality Induced by the Adjacent Asymmetric Center, Quality Control of 171877-39-7, the main research area is asym acylation secondary alc twisted amide axial chirality; desymmetrization meso diols twisted amide axial chirality.

This paper reports that axially chiral twisted amides serve as asym. acylating agents for sec-alcs. under neutral conditions. Kinetic resolution of various racemic sec-alcs. and desymmetrization of 1,2-, 1,3-, and 1,4-meso-diols were performed by using the twisted amides. The utility of this desymmetrization method was shown by the preparation of the synthetic intermediate for macrolide antibiotic nodusmicin and 18-deoxynargenicin. The stereoselectivity of the acylation reactions is significantly dependent on the bulkiness of both the acyl group and the C-4 substituent of the chiral auxiliary. When an amide possessing an imidazolyl group at C-4 was employed, the stereoselectivity was reversed to give R esters. A possible working model of the acylation reaction is also described on the basis of the structural studies of the twisted amides by IR and 1H and 13C NMR spectroscopies and AM1 calculations These studies suggested a rotamer that is thermodynamically more stable than the others. This rotamer has an axial chirality about its C(O)-N linkage that is induced by the adjacent chiral center. This would enable discrimination of the two enantiomeric hydroxy groups of the racemic alcs. or meso-diols.

Journal of Organic Chemistry 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, Quality Control of 171877-39-7.

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

Nomura, Masahiro published the artcileDiscovery of cyclic amine-substituted benzoic acids as PPARα agonists, Product Details of C11H8FNO2S, the main research area is benzoic acid cyclic amine substituted preparation SAR PPAR agonist.

A series of novel cyclic amine-substituted benzoic acid derivatives was synthesized and evaluated for PPARα agonist activity. Structure-activity relationship studies led to the identification of (S)-3-[3-[2-(4-chlorophenyl)-4-methylthiazole-5-carboxamido]piperidin-1-yl]benzoic acid (I) (KRP-105) as a potent and high subtype-selective human PPARα agonist. I showed excellent PK profile, and oral administration of I to high-fat diet dogs effectively lowered triglycerides.

Bioorganic & Medicinal Chemistry Letters published new progress about Cyclic amines Role: PAC (Pharmacological Activity), PKT (Pharmacokinetics), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 144060-99-1 belongs to class thiazole, name is 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid, and the molecular formula is C11H8FNO2S, Product Details of C11H8FNO2S.

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

Liu, Xiaobo published the artcileDesign, synthesis, and biological evaluation of [1,2,4]triazolo[4,3-a] pyrazine derivatives as novel dual c-Met/VEGFR-2 inhibitors, Synthetic Route of 144060-99-1, the main research area is triazolopyrazine preparation antitumor activity apoptosis hemolytic toxicity mol docking; antiproliferative activity; antitumor; c-Met inhibitor; pyrazine derivatives; targeted drug.

In this study, a series of novel [1,2,4]triazolo[4,3-a]pyrazine derivatives, I (R = 4-methyl-2-phenyl-1,3-thiazol-5-yl, 4-(4-methyl-1,3-thiazol-2-yl)pyridine, 3-(thiophen-2-yl)-1H-pyrazol-5-yl, etc.; R1 = H, Me; X = H, F) evaluated for their inhibitory activities toward c-Met/VEGFR-2 kinases and antiproliferative activities against tested three cell lines in vitro was designed and synthesized. Most of the compounds I showed satisfactory activity compared with lead compound foretinib. Among them, the most promising compound I (R = 1-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl, R1 = Me; X = F) (II) exhibited excellent antiproliferative activities against A549, MCF-7, and Hela cancer cell lines with IC50 values of 0.98 ± 0.08, 1.05 ± 0.17, and 1.28 ± 0.25μM, resp., as well as excellent kinase inhibitory activities (c-Met IC50 = 26.00 nM and VEGFR-2 IC50 = 2.6μM). Moreover, compound II inhibited the growth of A549 cells in G0/G1 phase in a dose-dependent manner, and induced the late apoptosis of A549 cells. Its intervention on intracellular c-Met signaling of A549 was verified by the result of Western blot. Fluorescence quant. PCR showed that compound 17l inhibited the growth of A549 cells by inhibiting the expression of c-Met and VEGFR-2, and its hemolytic toxicity was low. Mol. docking and mol. dynamics simulation indicated that compound II could bind to c-Met and VEGFR-2 protein, which was similar to that of foretinib.

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about Acids Role: RCT (Reactant), RACT (Reactant or Reagent). 144060-99-1 belongs to class thiazole, name is 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid, and the molecular formula is C11H8FNO2S, Synthetic Route of 144060-99-1.

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

Sharma, Swagat published the artcileDiscovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators, Product Details of C11H9NO2S, the main research area is pyrazolyl arylazolyl acetamide preparation GIRK channel activator SAR; Activator; G protein-regulated inwardly-rectifying potassium channel; GIRK; Tetrazole.

The study described the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-yl acetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, a tetrazole scaffold was identified that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, the compounds were evaluated in Tier 1 DMPK assays and identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

Bioorganic & Medicinal Chemistry Letters published new progress about Drug discovery. 16441-28-4 belongs to class thiazole, name is 2-(2-Phenylthiazol-4-yl)acetic acid, and the molecular formula is C11H9NO2S, Product Details of C11H9NO2S.

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

Lohans, Christopher T. published the artcileBiochemical, Structural, and Genetic Characterization of Tridecaptin A1, an Antagonist of Campylobacter jejuni, COA of Formula: C10H11NS2, the main research area is sequence tridecaptin A1 paenicidin B Paenibacillus gene cluster; antimicrobial agents; bacteriocins; lipopeptides; peptides; structure elucidation.

Bacillus circulans NRRL B-30644 (now Paenibacillus terrae) was previously reported to produce SRCAM 1580, a bacteriocin active against the food pathogen Campylobacter jejuni. We have been unable to isolate SRCAM 1580, and did not find any genetic determinants in the genome of this strain. We now report the reassignment of this activity to the lipopeptide tridecaptin A1. Structural characterization of tridecaptin A1 was achieved through NMR, MS/MS and GC-MS studies. The structure was confirmed through the first chem. synthesis of tridecaptin A1, which also revealed the stereochem. of the lipid chain. The impact of this stereochem. on antimicrobial activity was examined The biosynthetic machinery responsible for tridecaptin production was identified through bioinformatic analyses. P. terrae NRRL B-30644 also produces paenicidin B, a novel lantibiotic active against Gram-pos. bacteria. MS/MS analyses indicate that this lantibiotic is structurally similar to paenicidin A.

ChemBioChem published new progress about ATP-binding cassette transporters Role: BSU (Biological Study, Unclassified), PRP (Properties), BIOL (Biological Study) (gene pabE). 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

Sierra, Michael L. published the artcileSubstituted 2-[(4-Aminomethyl)phenoxy]-2-methylpropionic Acid PPARα Agonists. 1. Discovery of a Novel Series of Potent HDLc Raising Agents, Application In Synthesis of 144060-99-1, the main research area is arylmethylpropionic acid derivative SAR preparation PPAR agonist HDLc raising.

The peroxisome proliferator activated receptors PPARα, PPARγ, and PPARδ are ligand-activated transcription factors that play a key role in lipid homeostasis. The fibrates raise circulating levels of high-d. lipoprotein cholesterol and lower levels of triglycerides in part through their activity as PPARα agonists; however, the low potency and restricted selectivity of the fibrates may limit their efficacy, and it would be desirable to develop more potent and selective PPARα agonists. Modification of the selective PPARδ agonist 1 (GW501516) so as to incorporate the 2-aryl-2-methylpropionic acid group of the fibrates led to a marked shift in potency and selectivity toward PPARα agonism. Optimization of the series gave 25a, which shows EC50 = 4 nM on PPARα and at least 500-fold selectivity vs. PPARδ and PPARγ. Compound 25a (GW590735) has been progressed to clin. trials for the treatment of diseases of lipid imbalance.

Journal of Medicinal Chemistry published new progress about Lipid metabolism disorders Role: BIOL (Biological Study). 144060-99-1 belongs to class thiazole, name is 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid, and the molecular formula is C11H8FNO2S, Application In Synthesis of 144060-99-1.

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

Yamaguchi, Kohji published the artcile4-phenylthiazole derivatives inhibit IL-6 secretion in osteoblastic cells and suppress bone weight loss in ovariectomized mice, SDS of cas: 99822-80-7, the main research area is phenylthiazole derivative osteoblast interleukin6 secretion; osteoporosis phenylthiazole derivative structure.

A series of 4-phenylthiazole derivatives were synthesized and tested their inhibitory effect on the interleukin-6 secretion stimulated by PTH in osteoblastic cells. SCRC2941-18, 2-amino-4-(4-chlorophenyl)-5-methylthiazole, was found to be the most potent inhibitor in the derivatives Furthermore, SCRC2941-18 significantly suppressed the bone weight loss in the ovariectomized mice, an osteoporosis model.

Bioorganic & Medicinal Chemistry Letters published new progress about Interleukin 6 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 99822-80-7 belongs to class thiazole, name is Ethyl 4-phenylthiazole-5-carboxylate, and the molecular formula is C12H11NO2S, SDS of cas: 99822-80-7.

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