Day: November 29, 2022

Still, I. W. J. published the artcileCarbon-13 nuclear magnetic resonance spectra of organic sulfur compounds. IV. Substituent chemical shift (s.c.s.) effects in the 4-thiazoline-2-thione series, SDS of cas: 5053-24-7, the publication is Canadian Journal of Chemistry (1976), 54(10), 1660-4, database is CAplus.

13C nmr data were obtained for a series of 4-thiazoline-2-thiones. Substituent chem. shift (s.c.s.) effects for methyl and phenyl substitution were collated and discussed in comparison with s.c.s. effects in other heterocyclic systems. Some attempt was also made to compare our data with those reported previously for the thiazoles and for some thiones in the isothiazole series.

Canadian Journal of Chemistry published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is 0, SDS of cas: 5053-24-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Balti, Monaem published the artcileSynthesis of 4- and 5-arylthiazolinethiones as inhibitors of indoleamine 2,3-dioxygenase, Name: 2-Chloro-5-phenylthiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(15), 3607-3610, database is CAplus and MEDLINE.

Docking studies of 4-phenylthiazolinethione on human IDO1 suggest complexation of the heme iron by the exocyclic sulfur atom further reinforced by hydrophobic interactions of the Ph ring within pocket A of the enzyme. On this basis, chem. modifications were proposed to increase inhibitory activity. Synthetic routes had to be adapted and optimized to yield the desired substituted 4- and 5-arylthiazolinethiones I (X = 2-OCH₃, 3-F, 4-CN, etc.) and II (X = H, 2-OCH₃, 3-Br, etc.). Their biol. evaluation shows that 5-aryl regioisomers are systematically less potent than the corresponding 4-aryl analogs. Substitution on the Ph ring does not significantly increase inhibition potency, except for 4-Br and 4-Cl derivatives

Bioorganic & Medicinal Chemistry Letters published new progress about 329794-40-3. 329794-40-3 belongs to thiazole, auxiliary class Thiazole,Chloride,Benzene, name is 2-Chloro-5-phenylthiazole, and the molecular formula is C9H6ClNS, Name: 2-Chloro-5-phenylthiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Li, Shasha published the artcileMerging Late-Stage Diversification with Solid-Phase Peptide Synthesis Enabled by High-Throughput On-Resin Reaction Screening, Safety of (4-(Thiazolidine-3-carbonyl)phenyl)boronic acid, the publication is ACS Catalysis (2022), 12(5), 3201-3210, database is CAplus.

An integrated workflow is described that combines micromole-scale high-throughput experimentation (HTE) reaction screening and solid-phase peptide synthesis (SPPS) to enable rapid synthetic method development for on-resin peptide diversification. Using this new approach, we have identified several sets of robust Suzuki-Miyaura coupling conditions with complementary scope that collectively display broad coverage with respect to both resin-bound peptide substrates containing aryl halide side chains and (hetero)arylboronic acid coupling partners. We have also demonstrated the utility of this integrated SPPS/chem. diversification method by synthesizing a multidimensional library of diverse peptides in high yields.

ACS Catalysis published new progress about 850589-33-2. 850589-33-2 belongs to thiazole, auxiliary class Thiazolidine,Boronic acid and ester,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (4-(Thiazolidine-3-carbonyl)phenyl)boronic acid, and the molecular formula is C10H12BNO3S, Safety of (4-(Thiazolidine-3-carbonyl)phenyl)boronic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Vincent, Emile J. published the artcilePhysicochemical studies of the thiazole ring. I. Chemical shifts and N.M.R. coupling constants, Computed Properties of 5053-24-7, the publication is Bulletin de la Societe Chimique de France (1966), 3524-30, database is CAplus.

N.M.R. spectra of thiazole (I) and 42 derivatives containing alkyl, halo, amino, and other groups were investigated. Chem. shifts and coupling constants for the 2-, 4-, and 5-protons were determined at a uniform 5% concentration in CCl4, and also in a series of 15 solvents at infinite dilution Spectra were also measured with 2-thiazoline, 5,5-dimethyl-3-thiazoline, and 2,2,4-trimethyl-3-thiazoline for comparison. The observed chem. shifts in substituted thiazoles indicated the existence of an aromatic ring current, and were consistent with the view that the amount of shielding at any position of the ring is a function of π-electron d., rather than of inductive effects transmitted through σ-bonds. The chem. shifts and coupling constants of all 3 thiazoles ring protons were found to be quite solvent-dependent, although the 4-proton was somewhat less sensitive to solvent change. From the spectra of I and its 2-, 4-, and 5-Me derivatives in C6H6 it was concluded that the π-electrons of C6H6 interact preferentially with the relatively pos. 1- and 2-positions of the thiazole ring. Association between I and Me2NCHO was likewise demonstrable. The plane of Me2NCHO was assumed to be perpendicular to that of I, the formyl portion of Me2NCHO being located preferentially above the 5 position of I.

Bulletin de la Societe Chimique de France published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C24H12, Computed Properties of 5053-24-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Geronikaki, A. published the artcileMolecular docking, design, synthesis and biological evaluation of novel 2,3-aryl-thiazolidin-4-ones as potent NNRTIs, COA of Formula: C7H5ClN2S, the publication is SAR and QSAR in Environmental Research (2019), 30(10), 697-714, database is CAplus and MEDLINE.

A series of thiazolidinone derivatives I [R¹ = 6-Cl, 6-cyano, 6-(adamant-1-yl), 6-CF₃, 4-Me-6-(adamant-1-yl), R² = 4-F, 4-NO₂, 2-F-6-Cl, 2,6-Cl₂, 2,6-F₂] and II [R³ = 4-(pyridin-2-yl)thiazol-2-yl, 5-ethyl-4-methylthiazol-2-yl] was designed based on a butterfly mimicking scaffold consisting of a substituted benzothiazolyl moiety connected with a substituted Ph ring via a thiazolidinone moiety. The most promising derivatives were selected using mol. docking anal. and PASS prediction program, synthesized and evaluated for HIV-1 RT inhibition. Five out of fifteen tested compounds exhibited good inhibitory action. It was observed that the presence of Cl or CN substituents at position 6 of the benzothiazole ring in combination with two fluoro atoms at the ortho-positions or a hydrogen acceptor substituent at the 4-position of the Ph ring were favorable for the HIV RT inhibitory activity.

SAR and QSAR in Environmental Research published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, COA of Formula: C7H5ClN2S.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Dass, Reuben published the artcileAn efficient one-pot synthesis of 2-aminobenzothiazoles from substituted anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H₂O, Name: 6-Chlorobenzothiazol-2-ylamine, the publication is Tetrahedron Letters (2021), 153388, database is CAplus.

Treatment of anilines with benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H₂O at 70°C gave the 2-aminobenzothiazoles I [R = 6-F, 6-Me, 4-F, etc.] in excellent isolated yields (75-97% and ave. yield for all substrates is 90%). The reaction worked well for 2(4)mono-2,4-di- or 3,4,5-tri-substituted anilines and a wide range of both electron donating groups (MeO, HO, CF₃O, Me) and electron withdrawing groups (NO₂, CN, CO₂Et, CO₂H, Cl, F) were well tolerated. This method provided a useful alternative to other methods that are either less efficient (requiring 3-7 fold equivalent of reagents) or utilize highly toxic and corrosive liquid Br₂ as the oxidizing agent.

Tetrahedron Letters published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Name: 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

D’yachenko, E. K. published the artcileFormamidines. Benzo-2,1,3-thia(selena)diazoles, Computed Properties of 30536-19-7, the publication is Zhurnal Organicheskoi Khimii (1987), 23(11), 2450-4, database is CAplus.

The title formamidines I (R¹ = H, R² = H, Me; R¹ = Cl, R² = H, Cl; R¹ = Me, R² = H, Cl; R¹ = R² = Br) were prepared in 40-86% yields by Vilsmeier reaction of the corresponding amines with POCl₃-DMF in benzene or by reaction with HCO₂H in the presence of hexametapol. Addnl. obtained were 78-87% formamidines II (R³ = H, Me, Cl) and 72% selenium derivative III. All compounds possessed acaricidal activity but were less active than halekron.

Zhurnal Organicheskoi Khimii published new progress about 30536-19-7. 30536-19-7 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, and the molecular formula is C6H4ClN3S, Computed Properties of 30536-19-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Gadre, J. N. published the artcileSynthesis of pyridone based azo disperse dyes, COA of Formula: C14H12N2S, the publication is Indian Journal of Heterocyclic Chemistry (2006), 16(1), 43-46, database is CAplus.

Pyridone derivatives have proved to be the best heterocyclic couplers as they provide proper nucleophilic center. In the present project N-aryl imides (pyridine-2,6-dione) were coupled with diazotized substituted aniline derivatives to yield azo disperse dyes.

Indian Journal of Heterocyclic Chemistry published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, COA of Formula: C14H12N2S.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Blackwell, Helen E. published the artcileDecoding products of diversity pathways from stock solutions derived from single polymeric macrobeads, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Angewandte Chemie, International Edition (2001), 40(18), 3421-3425, database is CAplus and MEDLINE.

A combinatorial library of nonracemic dihydropyrancarboxamides such as I [prepared on solid phase by the enantioselective Diels-Alder cycloaddition of resin-bound vinyl ethers with allyl β,γ-unsaturated-α-ketoesters in the presence of nonracemic bisoxazoline ligands and copper (II) triflate] using a novel tagging technique for the labeling and identification of members of combinatorial libraries. Chloroarom. diazoketones II (n = 1, 7, 14; R = H, Cl) were used as tagging agents to identify the sequence of reactions to which a resin bead had been subjected; treatment of a resin bead with II in the presence of dirhodium tetrakis(triphenylacetate) yielded a polystyrene resin containing a fraction of chloroaralkyl cycloheptatriene moieties (formed by ring expansion of the polystyrene Ph groups). Oxidative cleavage of the tags with ceric ammonium nitrate liberated the chloroarom. portion of the tags; treatment of the tags with N,O-bis(trimethylsilyl)acetamide and gas chromatog. yielded masses corresponding to the sequence of reactions to which beads were subjected and thus their identities. The tags could be decoded either directly from a bead before compound cleavage, from a bead after compound cleavage, or from compound stock solutions (generated by compound cleavage and dissolution of a fraction of the liberated compounds in THF/H₂O). Decoding compound stock solutions was the most effective method of identifying library members; compounds were identified by tag cleavage of solutions containing 1 or 5% of the compound cleaved from a single bead. Stock solutions were decoded most effectively because a fraction of the library member on a given bead was tagged with the chloroarom. diazoketone in addition to the polystyrene resin (due to the high-loading resin used) and because oxidative cleavage of the tags with CAN proceeded more readily in solution than on solid support. A sublibrary of 108 beads chosen from the larger combinatorial library was decoded by this procedure; of the 108 compounds, 107 were successfully decoded. Four different synthetic pathways were found to be compatible with the diazoketone tagging methodol. (no data). The use of stock solutions for the decoding and deconvolution of combinatorial libraries is amenable to robotic methods for combinatorial library synthesis and testing, minimizes the storage requirements for combinatorial libraries, and allows for simpler and faster compound identification.

Angewandte Chemie, International Edition published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Dash, B. published the artcileSome new Schiff base derivatives derived from vanillin as possible fungicides, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Journal of the Indian Chemical Society (1983), 60(8), 772-4, database is CAplus.

Schiff bases I (R, R¹ = H, Ph, 4-MeC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeOC₆H₄, naphthyl; R² = H) derived from 4-substituted and 4,5-disubstituted-2-amino thiazoles and vanillin were prepared Cycloaddition of I with HSCH₂CO₂H yielded thiazolidones II. Condensation of the Schiff bases with ClCH₂COCl and subsequent reaction with piperidine and morpholine yielded corresponding acetoxy derivatives I (R² = morpholinoacetyl, piperidinoacetyl). The compounds were characterized by elemental anal. and IR spectra and were screened for fungicidal activity.

Journal of the Indian Chemical Society published new progress about 56503-96-9. 56503-96-9 belongs to thiazole, auxiliary class Thiazole,Amine,Naphthalene, name is 4-(Naphthalen-1-yl)thiazol-2-amine, and the molecular formula is C13H10N2S, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica