Tag: 200-300

Reaction between o-aminothiophenol and aryl isothiocyanates. II. The influence of the reactant ratio was written by Nicolaescu, Tatiana;Arventiev, Boris. And the article was included in Buletinul Institutului Politehnic din Iasi, Sectia 2: Chimie in 1978.Category: thiazole This article mentions the following:

The reaction of o-H₂NC₆H₄SH with RNCS (R = Ph, m-tolyl) (1:2 molar ratio) gave mixtures of benzothiazoyl I (same R) and RNHC(S)NHR (same R). In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Category: thiazole).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Category: thiazole

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

Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles was written by Duangkamol, Chuthamat;Phakhodee, Wong;Pattarawarapan, Mookda. And the article was included in Synthesis in 2020.Formula: C13H10N2S This article mentions the following:

A convenient method for the synthesis of amino-benzimidazoles/benzoxazoles/benzothiazoles I [R¹ = H, 5-Me, 5-Cl, etc.; R² = Ph, Bn, 4-BrC₆H₄, etc.; X = NCH₂C₆H₄Me, O, S, etc.] was developed via potassium periodate-mediated oxidative cyclodesulfurization of isothiocyanates with ortho-substituted anilines bearing N,N-, N,O-, and N,S-bis-nucleophiles, followed by an intramol. cyclization of the in situ generated monothioureas in good to excellent yields. The protocol could accommodate various substituents on both substrates while allowing more efficient, greener and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives II [R³ = H, 8-Me, 9-Me, 9-Cl] were also afforded in high yields in a single preparative step and chromatog.-free. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Formula: C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Formula: C13H10N2S

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

Ligand-Free Copper-Catalyzed Synthesis of Substituted Benzimidazoles, 2-Aminobenzimidazoles, 2-Aminobenzothiazoles, and Benzoxazoles was written by Saha, Prasenjit;Ramana, Tamminana;Purkait, Nibadita;Ali, Ashif Md;Paul, Rajesh;Punniyamurthy, Tharmalingam. And the article was included in Journal of Organic Chemistry in 2009.Computed Properties of C13H10N2S This article mentions the following:

The synthesis of substituted benzimidazoles, 2-aminobenzimidazoles, 2-aminobenzothiazoles, and benzoxazoles is described via intramol. cyclization of o-bromoaryl derivatives using copper(II) oxide nanoparticles in DMSO under air. E.g., cyclization of o-bromoaryl amidine I gave 95% benzimidazoles II. The procedure is exptl. simple, general, efficient, and free from addition of external chelating ligands. It is a heterogeneous process and the copper(II) oxide nanoparticles can be recovered and recycled without loss of activity. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Computed Properties of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Computed Properties of C13H10N2S

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

Product class 18: benzothiazoles and related compounds was written by Ulrich, H.. And the article was included in Science of Synthesis in 2002.Computed Properties of C7H4N2O2S2 This article mentions the following:

Methods for preparing benzothiazoles and related annulated thiazoles are reviewed. Preparative methods include ring-closure reactions, ring transformations, aromatization and synthesis by substituent modification. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Computed Properties of C7H4N2O2S2).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Computed Properties of C7H4N2O2S2

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

Polymer-Supported Tribromide as a New Solid Phase and Recyclable Catalyst for the Synthesis of 2-(N-Arylamino)benzothiazoles Under Solvent-Free Microwave Irradiation Conditions was written by Nahakpam, Lokendrajit;Chingakham, Brajakishor S.;Laitonjam, Warjeet S.. And the article was included in Journal of Heterocyclic Chemistry in 2015.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The solid-phase synthesis of 2-(N-arylamino)benzothiazoles I (R¹ = H, 4-CH₃, 5-CH₃, 4-OCH₃; R² = H, 2-CH₃, 4-Cl, etc.) was achieved by reacting substituted thioureas with polymer-supported tribromide in high yield under microwave irradiation The method has several advantages such as short reaction time, good yields, and environmentally benign procedure. The catalyst could be recovered conventionally and reused at least four times without loss of its activity. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Name: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Name: N-Phenylbenzo[d]thiazol-2-amine

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

Reactions of 2-(arylamino)benzothiazoles with methyl acrylate was written by Ambartsumova, R. F.. And the article was included in Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2000.Application of 1843-21-6 This article mentions the following:

Addition of 2-(arylamino)benzothiazoles to the C:C bond of CH₂:CHCO₂Me gives a mixture of isomeric 2-(arylimino)-3-[2-(methoxycarbonyl)ethyl]benzothiazolines and 2-{aryl-[2-(methoxycarbonyl)ethyl]amino}benzothiazoles. Their thermal stability was studied. HPLC anal. was used to follow the dynamics of the accumulation of the compounds formed in the reaction mixtures In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Application of 1843-21-6

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

Action of chlorine on aryl thiocarbimides and the reactions of aryl isocyanodichlorides was written by Dyson, G. Malcolm;Harrington, Thomas. And the article was included in Journal of the Chemical Society in 1940.Recommanded Product: 1843-21-6 This article mentions the following:

PhNCS (20 g.) in 64 g. CHCl₃, treated with Cl without cooling until the increase in weight is 2 g., gives bis(phenylthiocarbimide) oxide, yellow, m. 118°; p-tolyl analog, m. 139°; m-isomer, m. 128°; p-bromophenyl analog; no oxides were obtained from o-MeC₆H₄NCS or from o-, m- and p-O₂NC₆H₄NCS. PhNCS (20 g.) in 10 g. CHCl₃, treated with Cl until the increase in weight is 7 g., gives 1-anilinobenzothiazole (I), m. 159° (picrate, yellow, m. 221°). CS(NHPh)₂ and Br in CHCl₃, boiled 0.5 h., give red needles of a Br addition product; reduction with SO₂ in H₂SO₃ and treatment with hot 2 N NaOH give I. PhNCS (318 g.) in 289 g. PhN:CCl₂ (II), treated with Cl with cooling for 8 h. (increase in weight of 363 g.) gives 256 g. of II, b. 209-11°, d¹⁵ 1.285; the following isocyanodichlorides were prepared by treatment with Cl in 2-3 times their weight of CS₂; they are colorless or pale yellow lachrymatory oils with unpleasant odors: p-bromophenyl, b₁₅ 122-4°, d¹⁵ 1.5; p-anisyl, b₁₅ 155-60°, d¹⁵ 1.5; p-tolyl, b₂₀ 121-4°, d¹⁵ 1.2; m-tolyl, b₁₀ 130°, d¹⁵ 1.35; o-tolyl, b₁₅ 125-30°, d¹⁵ 1.3; m-nitrophenyl, prepared in warm CHCl₃, pale yellow, b₁₅ 165-70°, m. 68°; m-isomer, m. 80°; the o-isomer could not be prepared II (5 g.) and 3.5 g. AcOH in 20 cc. C₆H₆, refluxed 2 h., give CO(NHPh)₂ (III); the o- and p-tolyl analogs were similarly obtained; however, boiling 10 g. II with 25 cc. AcOH in 50 cc. C₆H₆ for 10 h. gives PhNHAc (IV); o-, m- and p-MeC₆H₄NHAc were similarly prepared Thus the reaction with AcOH proceeds as follows: 2II + 3AcOH → III + CO₂ + HCl + 3AcCl; III + AcCl + AcOH → 2IV + CO₂ + HCl. III is only very slowly hydrolyzed to IV by AcOH alone whereas in the presence of AcCl the reaction is rapid and proceeds to completion. The m-tolyl analog yields an unidentified N compound m. 278°. p-BrC₆H₄N:CCl₂ and AcOH in C₆H₆ give (p-BrC₆H₄NH)₂CO on refluxing 5 h. and p-BrC₆H₄NHAc on further boiling; m-O₂NC₆H₄N:CCl₂ behaves similarly. II, PhNH₂ and C₆H₆, refluxed 5 h., give triphenylguanidine-HCl; analogs were prepared as follows, the m. p. of the HCl salt and the free base being given: phenyldi-p-tolyl 222-3°, 109°; m-isomer 206, 93°; o-isomer 205°, 100°; phenyldi-p-bromophenyl 257-62°, oil; p-tolyldiphenyl 230°, 128°; tri-p-tolyl 231°, 125°; p-tolyldi-p-bromophenyl 262-6°, 178°; tri-m-tolyl 221°, 107°; m-tolyldi-p-tolyl 218°, 105°; tri-o-tolyl 213-15°, 129°; o-tolyldi-p-tolyl 205-8°, 87°; tri-p-bromophenyl 270-6° (decomposition), 126°; p-bromophenyldi-p-tolyl 251°, 123°; m-nitrophenyldi-p-tolyl 201-5°, 179°; m-tolyl isomer 218-25°, 139°. The method constitutes a simple approach to the unsym. guanidines. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Recommanded Product: 1843-21-6

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

Complexation of copper(II), cobalt(II), nickel(II) and chromium(III) with 2-hydroxy-, 2-hydrazo- and 2-phenylaminobenzothiazole in water-ethanol solutions was written by Manolov, S.;Davarski, K.;Auatai, I.. And the article was included in Koordinatsionnaya Khimiya in 1987.Safety of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Ligand acid dissociation and metal complexation constants were determined pH-metrically at 293 K in flowing N atm. Stability constants (log β) for 1:1 and 1:2 metal:ligand complexes decrease in the order Cr (III) > Cu(II) > Ni(II) ∼ Co(II). In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Safety of N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Safety of N-Phenylbenzo[d]thiazol-2-amine

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

The first potent inhibitors for human glutaminyl cyclase: synthesis and structure-activity relationship was written by Buchholz, Mirko;Heiser, Ulrich;Schilling, Stephan;Niestroj, Andre J.;Zunkel, Katrin;Demuth, Hans-Ulrich. And the article was included in Journal of Medicinal Chemistry in 2006.Computed Properties of C9H10N2O2S This article mentions the following:

The first effective inhibitors for human glutaminyl cyclase (QC) are described. The structures are developed by applying a ligand-based optimization approach starting from imidazole. Screening of derivatives of that heterocycle led to compounds of the imidazol-1-yl-alkyl thiourea type as a lead scaffold. A library of thiourea derivatives was synthesized, resulting in an inhibitory improvement by 2 orders of magnitude, leading to 1-(3-(1H-imidazol-1-yl)propyl)-3-(3,4-dimethoxyphenyl)thiourea as a potent inhibitor. Systematic exploitation of the scaffold revealed a strong impact on the inhibitory efficacy and resulted in the development of imidazole-propyl-thioamides as another new class of potent inhibitors. A flexible alignment of the most potent compounds of the thioamide and thiourea class and a QC substrate revealed a good match of characteristic features of the mols., which suggests a similar binding mode of both inhibitors and the substrate to the active site of QC. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Computed Properties of C9H10N2O2S).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Computed Properties of C9H10N2O2S

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

Synthesis, in vitro and in vivo cytotoxicity, and prediction of the intestinal absorption of substituted 2-ethoxycarbonyl-imidazo[2,1-b]benzothiazoles was written by Trapani, G.;Franco, M.;Latrofa, A.;Reho, A.;Liso, G.. And the article was included in European Journal of Pharmaceutical Sciences in 2001.Recommanded Product: 5,6-Dimethoxybenzo[d]thiazol-2-amine This article mentions the following:

The imidazobenzothiazole compounds together with an imidazobenzoxazole, and an imidazobenzoimidazole were prepared and their cytotoxic activity evaluated at the National Cancer Institute (NCI) for testing against a panel of approx. 60 tumor cell lines. Four compounds exhibited interesting in vitro cytotoxic activity. The most active imidazobenzothiazole derivative I was further evaluated as a cytotoxic agent in the hollow fiber assay and showed a score greater than the min. values for xenograft testing together with a net cell kill. Comparison with the results displayed in the in vivo assay by standard antitumor drugs in clin. use revealed a significant in vivo activity of the benzothiazole compound COMPARE analyses for 16 of the compounds against the NCI’s standard agent database show poor or no correlation, and it might suggest for these compounds a mechanism of action unrelated to that of any known drug. Furthermore, the benzothiazole I did not show significant antitumor activity in a panel of two xenotransplanted tumors (i.e. colon and non-small cell lung tumors). By computing the polar surface area of the compounds with the MAREA computer program it was established that the most active compounds should experience good intestinal permeability. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Recommanded Product: 5,6-Dimethoxybenzo[d]thiazol-2-amine).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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 nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Recommanded Product: 5,6-Dimethoxybenzo[d]thiazol-2-amine

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