Heterocyclic Building Blocks-Thiazole

Okafor, Charles O. published the artcileHeterocyclic series. VII. Use of Kaufmann’s reaction as a route to o-aminomercaptopyridines, COA of Formula: C6H4ClN3S, the publication is Journal of Organic Chemistry (1973), 38(26), 4383, database is CAplus.

Kaufmann thiocyanation of 6-substituted 2-amino- and 3-aminopyridines gave 6-substituted-2-amino-3-thiocyanatopyridine (I) and 5-substituted-2-aminothiazolo[5,4-b]pyridine (II), resp. The action of 20% NaOH on II led to 6-substituted 3-aminopyridine-2(1H)-thiones. Heating I in Ac2O gave 5-substituted 2-acetamidothiazolo[4,5-b]pyridine.

Journal of Organic Chemistry published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, COA of Formula: C6H4ClN3S.

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

Okafor, Charles O. published the artcileHeterocyclic series. II. 3,6-Diazaphenothiazine sulfoxides and other potential antiparasitic and pesticidal agents, Application In Synthesis of 31784-71-1, the publication is Journal of Chemical and Engineering Data (1971), 16(2), 244-6, database is CAplus.

New derivatives of thiazolo[5,4-b]pyridine (I) and 3,6-diazaphenothiazine (II) are described. The yields of products spotlight a definite trend in the role of substituents in the conversion of pyridine derivatives to thiazolo[5,4-b]pyridines. Some derivatives of these compounds were hydrolyzed and converted to nitrothienyl pyridyl sulfides of antibacterial and pesticidal interests by reacting with 2-bromo-3,5-dinitrothiophene. The latter similarly reacts with aminopyridines to yield thienyl aminopyridines. In an attempt to convert 7-methoxy- and 7-chloro-1-nitro-3,6-diazaphenothiazines to their dinitro-3,6-diazaphenothiazine derivatives, only 7-methoxy- and 7-chloro-1-nitro-3,6-diazaphenothiazine sulfoxides, identified by their strong sulfoxide band in the 1035-to 1045-cm-1 region, were obtained.

Journal of Chemical and Engineering Data published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Application In Synthesis of 31784-71-1.

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

Okafor, Charles O. published the artcileThe first branched benzoxazinophenothiazine ring system and its aza analogs, Application of 5-Chlorothiazolo[5,4-b]pyridin-2-amine, the publication is Tetrahedron (1988), 44(4), 1187-94, database is CAplus.

The synthesis of a branched benzoxazinophenothiazine heterocycle is described. The parent compound benzo[a][1,4]-benzoxazino[3,2-c]phenothiazine (I), was obtained from 2,3-dichloro-1,4-naphthoquinone, 2-aminophenol and 2-(amino)thiophenol. Monoaza-, diaza- and triaza- analogs of this novel heterocycle were also synthesized. The parent compounds, 16-oxa-15-thia-4,5,10-triazabenzo[h]pentaphene and 16-oxa-15-thia-4,5,10,14-tetraazabenzo[h]pentaphene were also synthesized as well as 4-amino-16-oxa-15-thia-4,5,10,12,14-pentaazabenzo[h]pentaphene. They are intensely colored high-melting solids suitable for application as pigments. Their ease of reduction with Na₂S₂O₄ and the ready oxidation of the reduced compounds to the quinoid forms by atm. oxygen suggest their applicability also as vat dyes.

Tetrahedron published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Application of 5-Chlorothiazolo[5,4-b]pyridin-2-amine.

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

Mahapatra, G. N. published the artcileBromination of 2-aminothiazoles and their use as possible fungicides and bactericides, Product Details of C13H10N2S, the publication is Journal of the Indian Chemical Society (1956), 527-31, database is CAplus.

Seventeen 4-aryl-2-aminothiazoles (I) were prepared and brominated to 5-bromo-4-aryl-2-aminothiazoles (II). The aryl group and the m.ps., resp., are : Ph, 153-4°, 103°; p-MeC₆H₄, 123-4°, 106°; p-EtC₆H₄, 107-8°, 112°; 3,4-Me₂C₆H₃, 135-6°, 107°; 2,5-Me₂C₆H₃, 177-8°, 187°; p-MeOC₆H₄, 204-5°, 152°; p-EtOC₆H₄, 230-1°, 98°; ο-HOC₆H₄, 139-40°, 221°; p-HOC₆H₄, 198-9°, 235°; p-BrC₆H₄, 176-7°, 192°; m-H₂NC₆H₄, 170-1°, 207°; p-H₂NC₆H₄, 174-5°, 200°; α-C₁₀H₇, 130-1°, 111°; β-C₁₀H₇, 150-1°, 168°; 2-thienyl, 107-8°, 217°; PhCH₂CH₂, 90-1°, 201°; and MeOC₆H₄CH₂CH₂, 97-8°, 197° (decomposition). The bactericidal activity was determined in terms of the maximum effective dilution (M. E.D.) at 10 min. exposure. The M.E.D. for Escherichia coli was 1:1000 (maximum) for I and 1:1000 to 1:4000 for II; for Staphylococcus aureus was 1:8000 (maximum) for I and 1:10,000 to 1:20,000 for II. The fungicidal activity against Alternaria brassicae was: II at 50 p.p.m. and I at 80 p.p.m. inhibited spore germination; II at 40 p.p.m. reduced spore germination to 15-20%.

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, Product Details of C13H10N2S.

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

Law, K. P. published the artcileSurface-assisted laser desorption/ionization mass spectrometry on nanostructured silicon substrates prepared by iodine-assisted etching, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is International Journal of Mass Spectrometry (2010), 290(1), 47-59, database is CAplus.

Surface-assisted laser desorption/ionization (SALDI) is a matrix-free mass spectrometry (MS) approach that utilizes the unique properties of a nanostructured surface to promote desorption and ionization. However, there are still questions on what constitutes a suitable SALDI substrate for mass spectrometric application. A range of SALDI substrates prepared by anodization with an oxidizing electrolyte was investigated. The laser desorption/ionization (LDI) performance was examined on a reflectron time-of-flight (ToF) mass spectrometer. The physicochem. properties of the substrates were characterized by a number of surface anal. techniques including SEM, at. force microscopy (AFM), secondary ion mass spectrometry (SIMS), XPS and water contact angle measurement. Examination of surface cleaning technologies and methods for surface chem. modification were carried out. Correlation between the substrate physicochem. properties and the LDI performance was determined It was found that only the substrate, which had a thick nanostructured layer, was effective for LDI-MS. SALDI substrate was found to have a high surface potential. However, this unique property offered no advantage for the application of LDI-MS. Surface chem. is also an important factor in affecting the LDI performance. Plasma etching can effectively remove the surface contamination but it also increases the thickness of the oxide layer. Fluorine and hydroxyl termination is advantageous. Fluorine passivation increases the surface hydrophobicity, which confines the analyte solution droplet to a smaller area and also withdraws the electronic d. from the surface, and acidifies the surface Si-OH moieties, which is believed a major proton source. The effect of laser etching was investigated by SIMS and XPS imaging and provided new insight of the SALDI ionization mechanism.

International Journal of Mass Spectrometry 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

Haroun, Michelyne published the artcileIn Silico Design, Synthesis and Evaluation of Novel Series of Benzothiazole- Based Pyrazolidinediones as Potent Hypoglycemic Agents, Formula: C7H5ClN2S, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2020), 16(6), 812-825, database is CAplus and MEDLINE.

The discovery of novel ligand binding domain (LBD) of peroxisome proliferator- activated receptor γ (PPARγ) has recently attracted attention to few research groups in order to develop more potent and safer antidiabetic agents. This study is focused on docking-based design and synthesis of novel compounds combining benzothiazole and pyrazolidinedione scaffold as potential antidiabetic agents. Several benzothiazole-pyrazolidinedione hybrids were synthesized and tested for their in vivo anti-hyperglycemic activity. Interactions profile of title compounds against PPARγ was examined through mol. modeling approach. All tested compounds exhibited anti-hyperglycemic activity similar or superior to the reference drug Rosiglitazone. Introducing chlorine atom and alkyl group at position-6 and -5 resp. on benzothiazole core resulted in enhancing the anti-hyperglycemic effect. Docking study revealed that such groups demonstrated favorable hydrophobic interactions with novel LBD Ω – pocket of PPARγ protein. Among the tested compounds, N-(6-chloro-5-methylbenzo[d]thiazol-2-yl-4-(4((3,5- dioxopyrazolidin-4-ylidene)methyl)phenoxy)butanamide) 5b was found to be the most potent compound and provided valuable insights to further develop novel hybrids as anti-hyperglycemic agents.

Medicinal Chemistry (Sharjah, United Arab Emirates) 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, Formula: C7H5ClN2S.

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

Hamashima, Y. published the artcileSynthesis, biological properties, and pharmacokinetics of 7432-S, a new oral cephem, Related Products of thiazole, the publication is Special Publication – Royal Society of Chemistry (1989), 77-90, database is CAplus.

A number of cephems with ω-carboxyalkenoylamino substituents were prepared and tested for antibacterial activity and oral absorbability. Of these derivatives, the cephem with 7β-(2-(2-amino-4-thiazolyl)-4-carboxy-2-butenoyl)amino] substituent were well absorbed in mice. 7432-S (I) was finally selected as the clin. candidate having antibacterial activity and excellent oral bioavailability.

Special Publication – Royal Society of Chemistry published new progress about 64987-16-2. 64987-16-2 belongs to thiazole, auxiliary class Thiazole,Amine,Ester, name is Methyl 2-(2-aminothiazol-4-yl)acetate, and the molecular formula is C6H8N2O2S, Related Products of thiazole.

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

Guzaev, Andrei P. published the artcileReactivity of 3H-1,2,4-dithiazole-3-thiones and 3H-1,2-dithiole-3-thiones as sulfurizing agents for oligonucleotide synthesis, Related Products of thiazole, the publication is Tetrahedron Letters (2011), 52(3), 434-437, database is CAplus.

The reactivity of 5-amino-3H-1,2,4-dithiazole-3-thiones substituted at their amino group and 5-amino-3H-1,2-dithiole-3-thiones substituted at their amino group and C4 toward compounds containing P(III) atoms has been studied. N,N-Di-substituted-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)methanimidamides were selected as novel efficient sulfur transfer reagents suitable for DNA and RNA synthesis.

Tetrahedron Letters published new progress about 1192027-04-5. 1192027-04-5 belongs to thiazole, auxiliary class Other Aliphatic Heterocyclic,Amine, name is N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, and the molecular formula is C5H7N3S3, Related Products of thiazole.

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

Azzem, M. Abdel published the artcileElectroactive film of polyaniline substituted with heterocyclic benzothiazole ring, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is European Polymer Journal (1995), 31(2), 205-8, database is CAplus.

Voltammetric studies of 2-(4-aminophenyl)-6-methylbenzothiazole (ABT) were carried out in MeCN and acidic aqueous solutions Potential sweep electrolysis of 0.05 M ABT at a glassy C electrode in MeCN containing 0.1 M LiClO₄ and 0.05 M pyridine produced a polymeric film. The film coated electrode showed an electrochem. response in acidic aqueous solution The elec. conductivity measurement on pressed pellets of poly-ABT prepared by constant current electrolysis was 3.8 × 10^-5 S/cm. Based on IR spectroscopic characterization and elec. conductivity measurement, a polymerization mechanism was proposed.

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, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Anonymous published the artcilePreparation of amino substituted hydroxyphenyl benzophenone derivatives and their uses as UV filters in sunscreen formulations, Category: thiazole, the publication is IP.com Journal (2003), 3(8), 40, database is CAplus.

Described are synthesis of amino substituted hydroxyphenyl benzophenone derivatives The compounds are useful as UV filters in sunscreen applications. For example, comound I synthesized by reacting anhydrous 4-diethylamino 2-hydroxy benzophenone carboxylic acid with 2,2-dimethyl-1,3-propanediol was found to be a good UV absorber and was incorporated into sunscreen formulations.

IP.com 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, Category: thiazole.

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