Category: 329794-40-3

Ikeda, Yuko et al. published their research in Chemistry Letters in 2021 | CAS: 329794-40-3

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Reference of 329794-40-3

Alkylation of Heteroaryl Chlorides through Homolytic Aromatic Substitution by Alkyl Radicals Derived from Alkyl Formates was written by Ikeda, Yuko;Mandai, Tomoya;Yonekura, Kyohei;Shirakawa, Eiji. And the article was included in Chemistry Letters in 2021.Reference of 329794-40-3 This article mentions the following:

The alkylation of heteroaryl chlorides through a homolytic aromatic substitution (HAS) mechanism was achieved by the use of alkyl formates as alkylating agents in the presence of a tert-butoxy radical precursor, where alkyl radicals are generated from alkyl formates through hydrogen abstraction followed by β-scission with decarboxylation. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3Reference of 329794-40-3).

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Reference of 329794-40-3

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

Prier, Christopher K. et al. published their research in Chemical Science in 2014 | CAS: 329794-40-3

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Category: thiazole

Amine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway was written by Prier, Christopher K.;MacMillan, David W. C.. And the article was included in Chemical Science in 2014.Category: thiazole This article mentions the following:

The direct α-heteroarylation of tertiary amines has been accomplished via photoredox catalysis to generate valuable benzylic amine pharmacophores. A variety of five- and six-membered chloroheteroarenes are shown to function as viable coupling partners for the α-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in which a catalytically-generated α-amino radical undergoes direct addition to an electrophilic chloroarene. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3Category: thiazole).

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Category: thiazole

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

Prier, Christopher K. et al. published their research in Chemical Science in 2014 | CAS: 329794-40-3

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Category: thiazole

Amine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway was written by Prier, Christopher K.;MacMillan, David W. C.. And the article was included in Chemical Science in 2014.Category: thiazole This article mentions the following:

The direct α-heteroarylation of tertiary amines has been accomplished via photoredox catalysis to generate valuable benzylic amine pharmacophores. A variety of five- and six-membered chloroheteroarenes are shown to function as viable coupling partners for the α-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in which a catalytically-generated α-amino radical undergoes direct addition to an electrophilic chloroarene. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3Category: thiazole).

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Category: thiazole

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

Stanetty, Peter’s team published research in Journal of Organic Chemistry in 71 | CAS: 329794-40-3

Journal of Organic Chemistry 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 C20H19NO4, Synthetic Route of 329794-40-3.

Stanetty, Peter published the artcileHalogenated 2′-Chlorobithiazoles via Pd-Catalyzed Cross-Coupling Reactions, Synthetic Route of 329794-40-3, the publication is Journal of Organic Chemistry (2006), 71(10), 3754-3761, database is CAplus and MEDLINE.

Halogenated bithiazoles allow facile further functionalization and are, therefore, suitable intermediates for the synthesis of compounds with interesting biol. activity or material science properties. The applicability of three coupling methods (Negishi, Suzuki, and Stille) for the synthesis of the title compounds was compared. The Negishi method proved to be troublesome, and side reactions were predominant. The synthesis of the first thiazoleboronic acid ester offered a new method for the formation of bithiazoles, not generally applicable so far. The lower toxicity compared to that of tin organyls make this method an approach with interesting perspectives. The Stille coupling proved to be superior to the other methods and enabled the synthesis of the title compounds with diverse connectivity.

Journal of Organic Chemistry 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 C20H19NO4, Synthetic Route of 329794-40-3.

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

Jean, Mickael’s team published research in Bioorganic & Medicinal Chemistry Letters in 20 | CAS: 329794-40-3

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, Application In Synthesis of 329794-40-3.

Jean, Mickael published the artcileSynthesis and evaluation of amides surrogates of dopamine D3 receptor ligands, Application In Synthesis of 329794-40-3, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(18), 5376-5379, database is CAplus and MEDLINE.

Isosteric replacement of the amide function and modulation of the arylpiperazine moiety of known dopamine D3 receptor ligands led to potent and selective compounds Enhanced bioavailability and preferential brain distribution make (piperazinyl)butanamine derivative I a good candidate for pharmacol. and clin. evaluation.

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, Application In Synthesis of 329794-40-3.

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

Bilodeau, Mark T.’s team published research in Bioorganic & Medicinal Chemistry Letters in 14 | CAS: 329794-40-3

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, Recommanded Product: 2-Chloro-5-phenylthiazole.

Bilodeau, Mark T. published the artcileThe discovery of N-(1,3-thiazol-2-yl)pyridin-2-amines as potent inhibitors of KDR kinase, Recommanded Product: 2-Chloro-5-phenylthiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(11), 2941-2945, database is CAplus and MEDLINE.

An azo-dye lead was modified to a N-(1,3-thiazol-2-yl)pyridin-2-amine series of KDR kinase inhibitors through the use of rapid analog libraries. The two lead compounds were N-butyl-N,3-dimethyl-4-[(5-nitro-2-thiazolyl)azo]benzenamine and N-(5-phenyl-2-thiazolyl)benzamide. This class has been found to be potent, selective, and of low mol. weight Mol. modeling has postulated an interesting conformational preference and binding mode for these compounds in the active site of the enzyme. A binding mode was proposed for the lead compound N-(5-phenyl-2-thiazolyl)-2-pyridinamine (I) in the KDR kinase active site.

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, Recommanded Product: 2-Chloro-5-phenylthiazole.

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

Balti, Monaem’s team published research in Bioorganic & Medicinal Chemistry Letters in 27 | CAS: 329794-40-3

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.

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

Prier, Christopher K.’s team published research in Chemical Science in 5 | CAS: 329794-40-3

Chemical Science 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, Category: thiazole.

Prier, Christopher K. published the artcileAmine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway, Category: thiazole, the publication is Chemical Science (2014), 5(11), 4173-4178, database is CAplus and MEDLINE.

The direct α-heteroarylation of tertiary amines has been accomplished via photoredox catalysis to generate valuable benzylic amine pharmacophores. A variety of five- and six-membered chloroheteroarenes are shown to function as viable coupling partners for the α-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in which a catalytically-generated α-amino radical undergoes direct addition to an electrophilic chloroarene.

Chemical Science 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, Category: thiazole.

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

Ikeda, Yuko’s team published research in Chemistry Letters in 50 | CAS: 329794-40-3

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, Application of 2-Chloro-5-phenylthiazole.

Ikeda, Yuko published the artcileAlkylation of Heteroaryl Chlorides through Homolytic Aromatic Substitution by Alkyl Radicals Derived from Alkyl Formates, Application of 2-Chloro-5-phenylthiazole, the publication is Chemistry Letters (2021), 50(5), 1006-1010, database is CAplus.

The alkylation of heteroaryl chlorides through a homolytic aromatic substitution (HAS) mechanism was achieved by the use of alkyl formates as alkylating agents in the presence of a tert-butoxy radical precursor, where alkyl radicals are generated from alkyl formates through hydrogen abstraction followed by β-scission with decarboxylation.

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, Application of 2-Chloro-5-phenylthiazole.

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