Tag: M.W=200-250

Chen, Binhui published the artcileSelective Access to 4-Substituted 2-Aminothiazoles and 4-Substituted 5-Thiocyano-2-aminothiazoles from Vinyl Azides and Potassium Thiocyanate Switched by Palladium and Iron Catalysts, Related Products of thiazole, the publication is Organic Letters (2015), 17(19), 4698-4701, database is CAplus and MEDLINE.

A highly selective construction of 4-substituted 2-aminothiazoles and 4-substituted 5-thiocyano-2-aminothiazoles, resp., catalyzed by palladium(II) acetate and promoted by iron(III) bromide from vinyl azides and potassium thiocyanate has been developed. E.g., reaction of PhC(:CH₂)N₃ with potassium thiocyanate, catalyzed by palladium(II) acetate gave 90% 2-aminothiazole derivative (I). Use of readily available starting materials, high selectivity, as well as mild reaction conditions make this practical method particularly attractive.

Organic Letters 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, Related Products of thiazole.

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

Moloney, Gerard P. published the artcileSynthesis and serotonergic activity of variously substituted (3-amido)phenylpiperazine derivatives and benzothiophene-4-piperazine derivatives: novel antagonists for the vascular 5-HT_1B receptor, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is European Journal of Medicinal Chemistry (2004), 39(4), 305-321, database is CAplus and MEDLINE.

The synthesis and vascular 5-HT_1B receptor activity of a novel series of substituted 3-amido phenylpiperazine and 4-(4-methyl-1-piperazinyl)-1-benzo[b]thiophene derivatives is described. Modifications to the amido linked sidechains of the 3-amidophenyl piperazine derivatives and to the 2-side-chain of the 1-benzo[b]thiophene derivatives have been explored. Several compounds were identified which exhibited affinity at the vascular 5-HT_1B receptor of pK_B > 7.0. From the 3-amidophenyl-piperazine series, N-[5-(4-chlorophenyl)-2-thiazolyl]-3-(4-methyl-1-piperazinyl)benzamide (I) and from the benzo[b]thiophene-4-piperazine series N-(2-ethylphenyl)-4-(4-methyl-1-piperazinyl)benzo[b]thiophene-2-carboxamide (II) were identified as a highly potent, silent (as judged by the inability of angiotensin II to unmask 5-HT_1B receptor mediated agonist activity in the rabbit femoral artery) and competitive vascular 5-HT_1B receptor antagonist. The affinity of compounds from these two series of compounds for the vascular 5-HT_1B receptor is discussed as well as a proposed mode of binding to the receptor pharmacophore.

European Journal of Medicinal 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, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Drapier, Thomas published the artcileEnhancing Action of Positive Allosteric Modulators through the Design of Dimeric Compounds, Safety of 4-Cyclopropyl-7-fluoro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide, the publication is Journal of Medicinal Chemistry (2018), 61(12), 5279-5291, database is CAplus and MEDLINE.

The present study describes the identification of highly potent dimeric 1,2,4-benzothiadiazine 1,1-dioxide (BTD)-type pos. allosteric modulators of the AMPA receptors (AMPApams) obtained by linking two monomeric BTD scaffolds through their resp. 6-positions. Using previous X-ray data from monomeric BTDs cocrystd. with the GluA2 ligand-binding domain (LBD), a mol. modeling approach was performed to predict the preferred dimeric combinations. Two 6,6-ethylene-linked dimeric BTD compounds (16 and 22) were prepared and evaluated as AMPApams on HEK293 cells expressing GluA2_o(Q) (calcium flux experiment). These compounds were found to be about 10,000 times more potent than their resp. monomers, the most active dimeric compound being the bis-4-cyclopropyl-substituted compound 22 [6,6′-(ethane-1,2-diyl)bis(4-cyclopropyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide], with an EC₅₀ value of 1.4 nM. As a proof of concept, the bis-4-methyl-substituted dimeric compound 16 (EC₅₀ = 13 nM) was successfully cocrystd. with the GluA2_o-LBD and was found to occupy the two BTD binding sites at the LBD dimer interface.

Journal of Medicinal Chemistry published new progress about 1204572-55-3. 1204572-55-3 belongs to thiazole, auxiliary class Neuronal Signaling,GluR, name is 4-Cyclopropyl-7-fluoro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide, and the molecular formula is C10H11FN2O2S, Safety of 4-Cyclopropyl-7-fluoro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide.

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

Goya-Jorge, Elizabeth published the artcilePredictive modeling of aryl hydrocarbon receptor (AhR) agonism, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Chemosphere (2020), 127068, database is CAplus and MEDLINE.

The aryl hydrocarbon receptor (AhR) plays a key role in the regulation of gene expression in metabolic machinery and detoxification systems. In the recent years, this receptor has attracted interest as a therapeutic target for immunol., oncogenic and inflammatory conditions. In the present report, in silico and in vitro approaches were combined to study the activation of the AhR. To this end, a large database of chem. compounds with known AhR agonistic activity was employed to build 5 classifiers based on the Adaboost (AdB), Gradient Boosting (GB), Random Forest (RF), Multilayer Perceptron (MLP) and Support Vector Machine (SVM) algorithms, resp. The built classifiers were examined, following a 10-fold external validation procedure, demonstrating adequate robustness and predictivity. These models were integrated into a majority vote based ensemble, subsequently used to screen an inhouse library of compounds from which 40 compounds were selected for prospective in vitro exptl. validation. The general correspondence between the ensemble predictions and the in vitro results suggests that the constructed ensemble may be useful in predicting the AhR agonistic activity, both in a toxicol. and pharmacol. context. A preliminary structure-activity anal. of the evaluated compounds revealed that all structures bearing a benzothiazole moiety induced AhR expression while diverse activity profiles were exhibited by phenolic derivatives

Chemosphere 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

Gundala, Trivikram Reddy published the artcileCitric Acid-catalyzed Synthesis of 2,4-Disubstituted Thiazoles from Ketones via C-Br, C-S, and C-N Bond Formations in One Pot: A Green Approach, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Journal of the Chinese Chemical Society (Weinheim, Germany) (2017), 64(12), 1408-1416, database is CAplus.

An improved and greener protocol has been developed for the synthesis of 2,4-disubstituted thiazoles via C-Br, C-S, and, C-N bond formations in a single step from readily available ketones, N-bromosuccinimide (NBS), and thiourea catalyzed by citric acid in a mixture of ethanol and water (3:1) under reflux conditions. This method has the advantages of freedom from the isolation of lachrymatory α-bromoketones, ease of carrying out, cleaner reaction profile, broad substrate scope, freedom from chromatog. purification, and suitability for large-scale synthesis.

Journal of the Chinese Chemical Society (Weinheim, Germany) 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, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Liebig, H. published the artcileExperimental results with systematically synthesized substances for antiviral chemotherapy. 4. Role of physical binding in the synthesis of antiviral chemotherapeutics and its influence on potential mutagenic effects, Application of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Arzneimittel-Forschung (1975), 25(11), 1716-22, database is CAplus and MEDLINE.

Of 13 antiviral substances containing specific hydrogen bridge linkage systems of the classes of 2-substituted 4-phenylthiazoles, 4-phenylimidazoles, and 1,3-indandiones tested for mutagenicity in the host-mediated assay, in bone marrow of rats, in spermatogonia of mice, and in the micronucleus test in rats, only N1-methyl-N2-(4-phenylthiazol-2-yl)urea (I) [52968-02-2] was mutagenic. Thus, the antiviral effectiveness of these substances was not caused by a chem. change in the coding system but by formation of phys. linkages like H bridge complexes with coding structures.

Arzneimittel-Forschung 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, Application of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Tay, Funda published the artcileA quantum chemical DFT/HF study on acidity constants of some benzothiazole and thiazole derivatives, Formula: C13H10N2S, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2014), 53B(1), 102-110, database is CAplus.

The acid dissociation (K_a) constants of some 4-and/or 6-substituted-2-aminobenzothiazole compounds have been investigated theor. The gas and aqueous phase geometries, thermal and solvation free energies have been calculated with full geometry optimization by using HF (6-31G(d)) and B3LYP (6-31G(d)) methods for 2-aminobenzothiazole, 2-aminothiazole derivatives and their fixed models. From the calculated acidity constants of investigated compounds, it has been detected that the protonation occurs at the the nitrogen atom of the amino group for 2-aminobenzothiazoles and at ring nitrogen atom for 2-aminothiazoles. Acceptable correlations have been observed between theor. (HF and B3LYP) and exptl. pK_a values of the mols. with regression coefficients (R² = 0.98, 0.86) and (R² = 0.98, 0.85) for the protonation of benzothiazole and thiazole mols., resp. Theor. calculations also show that basicity of the studied compounds increase in the presence of electron donor substituents.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry 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 C11H14O2, Formula: C13H10N2S.

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

Moharram, H. H. published the artcileSynthesis of some benzothiazole derivatives of expected biological activity, Product Details of C14H12N2S, the publication is Egyptian Journal of Chemistry (1985), 27(2), 241-5, database is CAplus.

Benzothiazoles I [R = CONHR¹ (R¹ = Et, Bu, Ph, cyclohexyl), C(S)NHR² (R² = Me, allyl), COCH₂NHNH₂, COCH₂NHN:CHR³ [R³ = 3,4-(MeO)₂C₆H₃, 4-Me₂NC₆H₄]] were prepared, starting from I (R = H), as potential bactericides.

Egyptian Journal of 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, Product Details of C14H12N2S.

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

Abdel-Azzem, M. published the artcileElectrochemical copolymerization of 2-(4-aminophenyl)-6-methyl benzothiazole and aniline, Product Details of C14H12N2S, the publication is European Polymer Journal (1995), 31(12), 1207-13, database is CAplus.

Electropolymerization of 2-(4-aminophenyl)-6-Me benzothiazole (ABT) was carried out in acetonitrile. Potential sweep electrolysis of ABT at platinum electrode produced an electroactive polymeric film in acidic solutions Electropolymerization of ABT with different ratios of aniline were performed. The compositions of the copolymers were found by using ¹H-NMR spectroscopy. Conductivity measurements were carried out on the copolymer prepared by constant current electrolysis. The films produced vary in their properties depending on the initial ratio of ABT to aniline. Films grown from a solution containing ABT and aniline in the ratio 50:50 exhibited good electroactivity and conductivity

European Polymer Journal 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, Product Details of C14H12N2S.

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