Tag: M.W=100-150

Fujimoto, Shota; Muguruma, Naoki; Nakao, Michiyasu; Ando, Hidenori; Kashihara, Takanori; Miyamoto, Yoshihiko; Okamoto, Koichi; Sano, Shigeki; Ishida, Tatsuhiro; Sato, Yasushi; Takayama, Tetsuji published the artcile< Indocyanine green-labeled dasatinib as a new fluorescent probe for molecular imaging of gastrointestinal stromal tumors>, SDS of cas: 96-53-7, the main research area is indocyanine dasatinib fluorescent probe mol imaging gastrointestinal stromal tumor; c-KIT; dasatinib; fluorescence imaging; gastrointestinal stromal tumor (GIST); indocyanine green (ICG); near-infrared (NIR).

It is difficult to differentiate gastrointestinal stromal tumors (GISTs) from other subepithelial lesions under gastrointestinal endoscopy. Because most GISTs express tyrosine kinase receptor c-KIT, fluorescence-labeled c-KIT-specific tyrosine kinase inhibitors seem to be useful agents for mol. imaging of GIST. We aimed to develop a near-IR fluorescent imaging technol. for GIST targeting c-KIT using the novel fluorescent probe indocyanine green-labeled dasatinib (ICG-dasatinib) and to investigate the antitumor effect of ICG-dasatinib on GIST cells. Indocyanine green-labeled dasatinib was synthesized by labeling linker-induced dasatinib with ICG derivative 3-indocyanine-green-acyl-1,3-thiazolidine-2-thione. Human GIST cell lines GIST-T1 and GIST-882M were incubated with ICG-dasatinib and observed by fluorescent microscopy. GIST cells were incubated with ICG-dasatinib, unlabeled dasatinib, or imatinib, and cell viabilities were evaluated. S.c. GIST model mice or orthotopic GIST model rats were i.v. injected with ICG-dasatinib and observed using an IVIS Spectrum. Strong fluorescent signals of ICG-dasatinib were observed in both GIST cell lines in vitro. IC50 values for ICG-dasatinib, unlabeled dasatinib, and imatinib were 13.9, 1.17, and 16.2 nM in GIST-T1 and 26.6, 3.63, and 47.6 nM in GIST-882M cells, resp. ICG-dasatinib accumulated in s.c. xenografts in mice. Fluorescent signals were also observed in liver and gallbladder, indicating biliary excretion; however, fluorescence intensity of tumors was significantly higher than that of intestine after washing. Strong fluorescent signals were observed in orthotopic xenografts through the covering normal mucosa in rats. Indocyanine green-labeled dasatinib could visualize GIST cells and xenografted tumors. The antitumor effect of ICG-dasatinib was preserved to the same degree as imatinib.

Journal of Gastroenterology and Hepatology published new progress about Absorption. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, SDS of cas: 96-53-7.

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

O’Connor, Stephen J.; Barr, Kenneth J.; Wang, Le; Sorensen, Bryan K.; Tasker, Andrew S.; Sham, Hing; Ng, Shi-Chung; Cohen, Jerome; Devine, Edward; Cherian, Sajeev; Saeed, Badr; Zhang, Haichao; Lee, Jang Yun; Warner, Robert; Tahir, Stephen; Kovar, Peter; Ewing, Patricia; Alder, Jeffrey; Mitten, Michael; Leal, Juan; Marsh, Kennan; Bauch, Joy; Hoffman, Daniel J.; Sebti, Said M.; Rosenberg, Saul H. published the artcile< Second-Generation Peptidomimetic Inhibitors of Protein Farnesyltransferase Demonstrating Improved Cellular Potency and Significant in Vivo Efficacy>, COA of Formula: C4H3NOS, the main research area is peptidomimetic preparation protein farnesyltransferase inhibitor antitumor; protein farnesyltransferase inhibitor peptidomimetic structure antitumor; antitumor agent peptidomimetic protein farnesyltransferase inhibitor.

The synthesis and evaluation of analogs of previously reported farnesyltransferase inhibitors, a pyridyl benzyl ether and a pyridylbenzylamine, are described. Substitution of the pyridyl benzyl ether at the 5-position of the core aryl ring resulted in inhibitors of equal or less potency against the enzyme and decreased efficacy in a cellular assay against Ras processing by the enzyme. Substitution of the pyridylbenzylamine at the benzyl nitrogen yielded 4-(N-benzyl-N-3-pyridylaminomethyl)-2-(2-methylphenyl)benzoylmethionine (I), which showed improved efficacy and potency and yet presented a poor pharmacokinetic profile. Further modification afforded 4-(N-3,5-difluorobenzyl-N-phenylaminomethyl)-2-(2-methylphenyl)benzoylmethionine, which demonstrated a dramatically improved pharmacokinetic profile. I and 4-(N-benzyl-N-phenylaminomethyl)-2-(2-methylphenyl)benzoylmethionine demonstrated significant in vivo efficacy in nude mice inoculated with MiaPaCa-2, a human pancreatic tumor-derived cell line.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, COA of Formula: C4H3NOS.

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

Scholz, Marek; Dedic, Roman; Miguel, Miriam; Lavilla, Rodolfo; Nonell, Santi published the artcile< Thiazolyl-substituted porphyrins as standards for singlet molecular oxygen photosensitization>, Category: thiazole, the main research area is thiazolyl substituted porphyrin derivative photophys singlet mol oxygen photosensitization.

Thiazolyl- and bithiazolyl-substituted porphyrins have been characterized to assess their potential as new standards for singlet mol. oxygen photosensitization. Their absorption, fluorescence, phosphorescence and triplet-triplet spectra are slightly red-shifted relative to those of tetraphenylporphine (TPP), a well-established singlet mol. oxygen standard Likewise, the singlet and triplet lifetimes, as well as the fluorescence quantum yields are roughly one order of magnitude smaller than those of TPP, while the triplet and singlet oxygen quantum yields increase concomitantly to ca. 1.

Journal of Porphyrins and Phthalocyanines published new progress about Delayed fluorescence. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Category: thiazole.

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

Kobayashi, Naotake; Sato, Norihito; Fujimura, Yuko; Kihara, Tsuyoshi; Sugita, Katsuji; Takahashi, Kouji; Koike, Katsumi; Sugawara, Tamio; Tada, Yukio; Nakai, Hiroshi; Yoshikawa, Takayoshi published the artcile< Discovery of the Orally Effective Thyrotropin-Releasing Hormone Mimetic: 1-{N-[(4S,5S)-(5-Methyl-2-oxooxazolidine-4-yl)carbonyl]-3-(thiazol-4-yl)-L-alanyl}-(2R)-2-methylpyrrolidine Trihydrate (Rovatirelin Hydrate)>, Computed Properties of 1003-32-3, the main research area is TRH mimetics rovatirelin hydrate synthesis brain disease crystal structure.

We have explored orally effective TSH-releasing hormone (TRH) mimetics showing oral bioavailability and brain penetration by SAR study on the basis of in vivo antagonistic activity on reserpine-induced hypothermia in mice. By primary screening of the synthesized TRH mimetics, we found a novel TRH mimetic: L-pyroglutamyl-[3-(thiazol-4-yl)-L-alanyl]-L-prolinamide with high central nervous system (CNS) effect compared to TRH as a lead compound Further SAR optimization studies of this lead compound led to discovery of a novel orally effective TRH mimetic: 1-{N-[(4S,5S)-(5-methyl-2-oxooxazolidine-4-yl)carbonyl]-3-(thiazol-4-yl)-L-alanyl}-(2R)-2 -methylpyrrolidine trihydrate (Rovatirelin Hydrate), which was selected as a candidate for clin. trials.

ACS Omega published new progress about Bioavailability. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Computed Properties of 1003-32-3.

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

Owczarzak, Agata; Dutkiewicz, Zbigniew; Kurczab, Rafal; Pietrus, Wojciech; Kubicki, Maciej; Grzeskiewicz, Anita M. published the artcile< Role of Staple Molecules in the Formation of S···S Contact in Thioamides: Experimental Charge Density and Theoretical Studies>, Formula: C3H5NS2, the main research area is thioamide contact staple mol.

The reasons behind the formation of S···S contacts in thioamides, the most important compounds with terminal sulfur atoms, were investigated by means of exptl. charge d. studies and theor. calculations As this interaction is to some extent similar to the much better-known halogen bond, geometrical anal. was performed using previously determined halogen bond formation criteria. To investigate the most representative thioamides, three compounds, namely, 6-aminothiouracil hydrate (ATU·H2O, 1), imidazolinethione (IMT, 2) and thiazolidinethione (TT, 3), were selected. In all three structures, relatively short S···S contacts displaying different geometries were observed Furthermore, different symmetry elements (mirror plane in ATU, inversion center in TT, and translation in IMT) determined the mutual orientation of the sulfur atoms in contact. The structural anal. and calculations proved that the isolated S•••S dimers are unstable and that they are stabilized by “”staple”” mols., which are any mols. present in the crystal structure that interact with both mols. forming the S···S contact. Several types of staple mols. were identified, differing in the area of interaction with the S···S dimer mol. The anal. of the data in the Cambridge Structural Database showed that the staple structures can be found in 77% of all structures with short S···S contacts (shorter than 3.4 Å) and in more than half of the structures with the contacts within the van der Waals radius limit. The calculations show that the smaller the distance between sulfur atoms in the S···S dimer, the greater the amount of energy needed for dimer stabilization. Consequently, the presence of a staple is essential.

Crystal Growth & Design published new progress about Bader electron density. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Formula: C3H5NS2.

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

Zhao, Shenghao; Pang, Kaining; Huang, Yaning; Xiao, Ning published the artcile< Special electrochemical behaviour of sodium thiazolinyl-dithiopropane sulphonate during microvia filling>, Electric Literature of 96-53-7, the main research area is sodium thiazolinyl dithiopropane sulfonate microvia filling.

In this work, galvanostatic measurements were employed to study the electrochem. behavior of thiazolinyl-dithiopropane sulfonate (SH110) in a copper plating process, which indicated that it had a critical concentration of 12.5 mg L-1. At this critical concentration, it would accelerate copper deposition at strong forced convection but inhibit copper deposition at weak forced convection. To get more insight into SH110, its potential decomposition products, 3-mercapto-1-propanesulfonate (MPS) and 2-thiazoline-2-thiol (H1), were also investigated. It was found that MPS always presented an acceleration effect with its concentration increasing, whereas H1, with a simple mol. structure, also had a critical concentration, which was 1.25 mg L-1. As expected, superfilling can be achieved by using H1 as the single additive. Finally, the interaction between SH110 and H1 was studied to prove the decomposition of SH110, as well as to illustrate its action mechanism.

Transactions of the IMF published new progress about Decomposition. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Electric Literature of 96-53-7.

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

Floyd, David M.; Stein, Philip; Wang, Zheng; Liu, Jian; Castro, Steve; Clark, Julie A.; Connelly, Michele; Zhu, Fangyi; Holbrook, Gloria; Matheny, Amy; Sigal, Martina S.; Min, Jaeki; Dhinakaran, Rajkumar; Krishnan, Senthil; Bashyum, Sridevi; Knapp, Spencer; Guy, R. Kiplin published the artcile< Hit-to-Lead Studies for the Antimalarial Tetrahydroisoquinolone Carboxanilides>, Synthetic Route of 1003-32-3, the main research area is tetrahydroisoquinolone carboxanilide preparation antimalarial structure activity.

Phenotypic whole-cell screening in erythrocytic co-cultures of Plasmodium falciparum identified a series of dihydroisoquinolones that possessed potent anti-malarial activity against multiple resistant strains of P. falciparum in vitro and show no cytotoxicity to mammalian cells. Systematic structure-activity studies revealed relationships between potency and modifications at N-2, C-3 and C-4. Careful structure-property relationship studies, coupled with studies of metabolism, addressed the poor aqueous solubility and metabolic vulnerability, as well as potential toxicol. effects, inherent in the more potent primary screening hits such as (I). Analogs (II) and (+)-SJ733 (13i), with structural modifications at each site, were shown to possess excellent anti-malarial activity in vivo. The (+)-(3S,4S) enantiomer of 13i and similar analogs were identified as the more potent. Based on these studies, the authors have selected (+)-13i for further study as a preclin. candidate.

Journal of Medicinal Chemistry published new progress about Antimalarials. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Synthetic Route of 1003-32-3.

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

Ung, Alison T.; Pyne, Stephen G.; Skelton, Brian W.; White, Allan H. published the artcile< Asymmetric synthesis of (1R,2S,3R)-2-acetyl-5-(1,2,3,4-tetrahydroxybutyl)thiazole>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is asym synthesis acetyltetrahydroxybutylthiazole; thiazole acetyltetrahydroxybutyl asym synthesis.

A method for preparing the thiazole analog I of the biol. active compound (1R,2S,3R)-2-acetyl-4(5)-(1,2,3,4-tetrahydroxybutyl)imidazole is reported.

Tetrahedron published new progress about Stereoselective synthesis. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

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

Kennington, Stuart C. D.; Taylor, Adam J.; Romea, Pedro; Urpi, Felix; Aullon, Gabriel; Font-Bardia, Merce; Ferre, Laura; Rodrigalvarez, Jesus published the artcile< Direct and Asymmetric Nickel(II)-Catalyzed Construction of Carbon-Carbon Bonds from N-Acyl Thiazinanethiones>, Electric Literature of 96-53-7, the main research area is asym nickel catalyzed carbon bond acyl thiazinanethione; peperomin D total synthesis; dimethoxyphenyl methylphenylethyl propanamide preparation crystal mol structure.

A wide array of new N-acyl thiazinanethiones are employed in a number of direct and enantioselective carbon-carbon-bond-forming reactions catalyzed by nickel(II) complexes. The electrophilic species are mostly prepared in situ from ortho esters, Me ethers, acetals, and ketals, which makes the overall process highly efficient and exptl. straightforward. Theor. calculations indicate that the reactions proceed through an open transition state in a SN1-like mechanism. The utility of this novel procedure has been demonstrated by the asym. preparation of synthetically useful intermediates and the total synthesis of peperomin D.

Organic Letters published new progress about C-C bond formation (enantioselective). 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, Electric Literature of 96-53-7.

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

Ulmschneider, Sarah; Mueller-Vieira, Ursula; Klein, Christian D.; Antes, Iris; Lengauer, Thomas; Hartmann, Rolf W. published the artcile< Synthesis and Evaluation of (Pyridylmethylene)tetrahydronaphthalenes/-indanes and Structurally Modified Derivatives: Potent and Selective Inhibitors of Aldosterone Synthase>, Synthetic Route of 1003-32-3, the main research area is heteroarylidene aromatic compound stereoisomer preparation aldosterone oxidase inhibition; pyridylmethylene tetrahydronaphthalene indane stereoisomer preparation aldosterone oxidase inhibition; structure heteroarylidene aromatic compound stereoisomer aldosterone oxidase inhibition; CYP11B2 inhibiting heteroarylidene aromatic compound stereoisomer preparation; selective aldosterone oxidase inhibiting heteroarylidene aromatic compound; mol modeling heteroarylidene aromatic compound binding CYP11B1 CYP11B2.

Heteroarylmethylidene-substituted aromatic compounds such as heteroarylmethyleneindanes I (X = CH, N) are prepared as selective inhibitors of aldosterone synthase (CYP11B2) in the presence of related enzymes such as steroid 11β-hydroxylase (CYP11B1), CYP17, and CYP19. Substituted aromatic ketones, particularly substituted 1-indanones, are reduced with sodium borohydride; substitution of the aromatic alcs. with triphenylphosphine hydrobromide, and Wittig olefination of heterocyclic aldehydes with the generated triphenylphosphonium bromides yields heteroarylmethylene-substituted aromatic compounds such as I (X = CH, N). Both the (E) and the (Z) olefin stereoisomers of many of the heteroarylmethylene-substituted aromatic compounds are prepared Pyridinylmethyleneindane I (X = CH) is the most active inhibitor of CYP11B2 tested, with an IC50 value of 7 nM; pyrimidinylmethyleneindane I (X = N) is the most selective CYP11B2 inhibitor of those tested, with IC50 values of 27 nM for CYP11B2 and 3179 nM for CYP11B1. Mol. modeling of selected compounds and of their complexes with CYP11B1 and CYP11B2 is used to understand the dependence of CYP11B2 inhibition and selectivity on inhibitor structure.

Journal of Medicinal Chemistry published new progress about Homo sapiens. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Synthetic Route of 1003-32-3.

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