Tag: 200-300

Effect of various factors on the reaction of 2-aminobenzothiazoles with propylene oxide was written by Ambartsumova, R. F.;Kosmacheva, L. P.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2002.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The authors have shown that when 2-substituted 2-aminobenzothiazoles react with propylene oxide in proton-donor solvents, products of hydroxyalkylation of both the heterocycle and o-aminothiophenol formed as a result of its cleavage are synthesized. The authors have traced the effect of the nature of the solvent, various additives, the reaction temperature, and the heating time on this process. 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. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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

One-pot three-component protocol for the synthesis of substituted 2-aminothiazoles was written by Guo, Shanshan;Zhao, Donghong;Zhu, Yue;Yu, Yongping;Chen, Wenteng;Zhang, Guolin. And the article was included in Synthetic Communications in 2017.Recommanded Product: 6318-74-7 This article mentions the following:

Substituted 2-aminothiazoles have been synthesized from α-nitro-epoxides, cyanamide, and sodium sulfide through a facile, three-component, and ecofriendly protocol with good to excellent yields [e.g., nitro epoxide I + cyanamide + Na₂S.9H₂O → thiazole II (up to 88%)]. This reaction was achieved at room temperature without any additives. A possible mechanism has also been proposed. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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.Recommanded Product: 6318-74-7

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

Chemical constitution and fungistatic action of organic sulfur compounds was written by Davies, W. H.;Sexton, W. A.. And the article was included in Biochemical Journal in 1946.Computed Properties of C13H10N2S This article mentions the following:

The test organisms were Fusarium graminearum Schwabe and Penicillium digitatum Sacc., results being reported with reference to the latter. Compounds tested include metal xanthates, ROCS₂M (M = Na, K, Ni, Zn; R = Me, Et, Bu, iso-Bu, Am, dodecyl); Me, Et, and Bu derivatives of (ROCS)₂S and (ROCSS)₂; tetramethyl- and tetraethylthiuram monosulfides; thiuram disulfides, (RR’NCSS)₂ (R,R’ = H; R = H, R’ = Me; R,R’ = Me; R,R’ = Et; R = Ph, R’ = Me; R,R’ = (CH₂)₅); Me, Bu, PhCH₂, 2-hydroxyethyl, allyl dimethyldithiocarbamates; Me, Et, and PhCH₂ esters of diethyl-, dicyclohexyl-, pentamethylene-, and phenyldithiocarbamic acids; Me, Et, Pr, iso-Pr, Bu, iso-Bu, dodecyl phenylthiocarbamates; Me p-tolylthiocarbamate and (p-chlorophenyl)thiocarbamate; Et, Bu, Ph, o-, m-, and p-carboxy-, p-hydroxy-, p-acetoxy-, p-amino-, p-acetylamino-, p-dimethylamino-, and p-chlorophenyl thiocyanates; Et, Bu, allyl, Ph, p-tolyl, and p-chloro-, p-methoxy-, m-carboxy-, p-carboxy-, p-hydroxy-, p-acetoxy-, m-acetoxy-, 4-hydroxy-2,6-dimethyl-, 3-chloro-4-hydroxy-, 3-methyl-4-hydroxyphenyl isothiocyanates; 1-HO, 1-HS, 1-MeS, 1-EtS, 1-PrS, 1-HOCH₂CH₂S, 4-Cl-1-HS, 4-Cl-1-MeS, 5-EtO-1-HS, 5-O₂N-1-HS, 1-H₂N, 1-MeNH, 1-PhNH, 5-EtO-1-H₂N, 1-NCS derivatives of benzothiazole (in this series, the last-named compound was the most active); and the disulfide of 1-mercaptobenzothiazole. The lower xanthates and hydroxyaryl isothiocyanates were the most active compounds, the activity of the latter being equal to that of PhHgOAc, but short of that of EtHgCl. The replacement of S by O in some phenylthiocarbamates and (ROCS)₂S compounds did not affect the activity materially. New compounds were: dimethyldithiocarbamates: Bu, b₂₀ 157-9°, PhCH₂, b₂₀ 220°, m. 40-1°, 2-hydroxyethyl, “undistillable liquid,” allyl, b₂₀ 140°; Me pentamethylenedithiocarbamate, b₁₀ 164-6°, m. 31-2°; tetraethylthiuram monosulfide, m. 33-4°; m-carboxyphenyl thiocyanate, m. 177-9° (decomposition); p-carboxyphenyl thiocyanate, m. 220-1° (decomposition); 3-methyl-4-hydroxyphenyl isothiocyanate, b₃ 146-9°, m. 52-4°; 3-chloro-4-hydroxyphenyl isothiocyanate, m. 58-9°. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Computed Properties of C13H10N2S

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

Structure of sulfonic acids of 2-amino-4-methylthiazole was written by Postovskii, I. Ya.;Mamykina, T. S.. And the article was included in Zhurnal Obshchei Khimii in 1953.Name: 2-Acetamido-4-methylthiazole-5-sulfonyl chloride This article mentions the following:

Ochiai and Nagasawa, C.A. 33, 7782.9; Hurd, et al., C.A. 45, 155e. ClSO₃H with 2-acetamido-4-methylthiazole (I) yields 2-acetamido-4-methyl-5-thiazolesulfonyl chloride (II). The structures proposed by Hurd and Ochiai (loc. cit.) are erroneous. The acid (III), m. 253-6°, formed by hydrolysis of II and on heating with H₂SO₄ changes to an acid, decomposing above 340°, an example of an unusual transition of the sulfonic acid into a sulfamic acid (IV or IVa). Addition of ClSO₃H to I in CCl₄ gives some 40% pure III, m. 256° (decomposition). The following technique gives better results. I (17.5 g.) in 75 ml. CCl₄ was slowly added with cooling over 3 hrs. to 22 ml. ClSO₃H (temperature kept under 14°), and the mixture poured on ice, yielding 79% III, decompose 253-6° (from H₂O). I (20 g.) added to 30 ml. concentrated H₂SO₄, and the mixture heated 5 hrs. at 150-65°, cooled to 50°, and poured into ice water gave 76% IV (or IVa), m. above 350° (from H₂O). III taken up in aqueous NaOH, the solution evaporated, and the resulting Na salt (7.7 g.) treated with 17 ml. Ac₂O, refluxed 2 hrs., and cooled gave 8.8 g. Ac derivative, which, heated 1-1.5 hrs. with 15 g. PCl₅ on a steam bath, cooled, and treated with ice, gave II, m. 156-7° (from CCl₂:CHCl), identical with the specimen obtained from ClSO₃H and I directly. II also forms from ClSO₃H and the Na salt of III, but the yield is lower. I contains 1 active H/(Zerevitinov) mol. II (2.5 g.) added to 1.2 g. EtNHPh in dry pyridine, kept 1 day, and diluted with H₂O gave 91% of the corresponding N-ethylanilide, m. 188-9° (from dilute EtOH). This with Me₂SO₄ in N NaOH gave 74% methylated product, probably (V) or (VA), m. 128-9°, which does not react with MeMgI, indicating the absence of active H. Thus the ethylanilide must have structure (VI). II in dry pyridine treated with cooling with gaseous Me₂NH gave 93% 2-acetamido-N,N,4-trimethyl-5-thiazolesulfonamide, m. 242-3° (from dilute EtOH), which has 1 active H, at the AcNH group. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Name: 2-Acetamido-4-methylthiazole-5-sulfonyl chloride).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) 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. 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: 2-Acetamido-4-methylthiazole-5-sulfonyl chloride

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

Synthesis of Benz-Fused Azoles via C-Heteroatom Coupling Reactions Catalyzed by Cu(I) in the Presence of Glycosyltriazole Ligands was written by Mishra, Nidhi;Singh, Anoop S.;Agrahari, Anand K.;Singh, Sumit K.;Singh, Mala;Tiwari, Vinod K.. And the article was included in ACS Combinatorial Science in 2019.Product Details of 1843-21-6 This article mentions the following:

D-Glucose-derived triazoles such as I were prepared for use as ligands in coupling and tandem coupling and cyclization reactions using CuI as catalyst and K₂CO₃ in DMF to yield benzoxazoles, benzothiazoles, benzimidazoles, arylaminobenzothiazoles, and benzimidazoquinazolinones. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Product Details of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Product Details of 1843-21-6

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

A one-pot synthesis of 2-aminothiazoles via the coupling of ketones and thiourea using I₂/dimethyl sulfoxide as a catalytic oxidative system was written by Zhang, Qian;Wu, Jiefei;Pan, Zexi;Zhang, Wen;Zhou, Wei. And the article was included in Journal of Chemical Research in 2021.SDS of cas: 6318-74-7 This article mentions the following:

A series of 2-aminothiazoles was prepared in moderate-to-good yields by the direct coupling of ketones and thiourea using I₂/dimethyl sulfoxide as a catalytic oxidative system. This method avoids the preparation of lachrymatory and toxic α-haloketones and the use of an acid-binding agent, thus provided a more convenient approach to 2-aminothiazoles compared to the Hantzsch reaction. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7SDS of cas: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. 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.SDS of cas: 6318-74-7

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

Selective Detection of 5-Formyl-2′-deoxyuridine, an Oxidative Lesion of Thymidine, in DNA by a Fluorogenic Reagent was written by Hirose, Wataru;Sato, Kousuke;Matsuda, Akira. And the article was included in Angewandte Chemie, International Edition in 2010.Formula: C9H10N2O2S This article mentions the following:

The authors report a new concept for the simple detection of 5-Formyl-2′-deoxyuridine (fodUrd) in damaged DNA with a fluorogenic reagent. The reagent 2-amino-4,5-dimethoxythiophenol (I) shows no fluorescence before reaction with the target fodUrd in DNA. However, upon the reaction of I with fodUrd, the formyl group at the 5-position of fodUrd is converted into a benzothiazol-2-yl group, which is directly conjugated with the uracil group. This ring system is similar to luciferin, which undergoes the luciferase reaction to produce luminescence. Thus, fodUrd in DNA could be detected directly by fluorescence measurement without enzymic hydrolysis of the target DNA to its corresponding nucleosides, HPLC separation, and anal. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Formula: 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Formula: C9H10N2O2S

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

Thiazole Orange derivatives: Synthesis, fluorescence properties, and labeling cancer cells was written by Fei, Xuening;Gu, Yingchun;Ban, Ying;Liu, Zhijun;Zhang, Baolian. And the article was included in Bioorganic & Medicinal Chemistry in 2009.Recommanded Product: 5-Nitrobenzothiazole-2-thiol This article mentions the following:

A series of Thiazole Orange (TO) derivatives were synthesized and modified by introducing different substitutional groups on benzothiazole and 4-methylquinoline. All the TO derivatives were confirmed by ¹H NMR and MS. TO derivative bearing NH₂– was modified by folic acid and used to label breast cancer cells. The phenomenon of fluorescence enhancement was shown by the fluorescence spectra of TO derivatives and micrographs of the labeled breast cancer cells. It offered a new try in the aspect of labeling cells by the embedded dyes. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Recommanded Product: 5-Nitrobenzothiazole-2-thiol).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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. 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.Recommanded Product: 5-Nitrobenzothiazole-2-thiol

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

Identification of G protein-coupled receptor 120-selective agonists derived from PPARγ agonists was written by Suzuki, Takayoshi;Igari, Sou-ichi;Hirasawa, Akira;Hata, Mie;Ishiguro, Masaji;Fujieda, Hiroki;Itoh, Yukihiro;Hirano, Tatsuya;Nakagawa, Hidehiko;Ogura, Michitaka;Makishima, Makoto;Tsujimoto, Gozoh;Miyata, Naoki. And the article was included in Journal of Medicinal Chemistry in 2008.Application of 1843-21-6 This article mentions the following:

A weak, nonselective G protein-coupled receptor 120 (GPR120) agonist 10 was found by screening a series of carboxylic acids derived from the peroxisome proliferator-activated receptor γ (PPARγ) agonist 3. Modification based on the homol. model of GPR120 led to the first GPR120-selective agonist 12. These results provide a basis for constructing new tools for probing the biol. of GPR120 and for developing new candidate therapeutic agents. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Application of 1843-21-6

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

Synthesis and evaluation of some benzothiazole derivatives as antidiabetic agents was written by Kumar, Sunil;Rathore, D. S.;Garg, Gopal;Khatri, Kapil;Saxena, Rahul;Sahu, Sanjeev K.. And the article was included in International Journal of Pharmacy and Pharmaceutical Sciences in 2017.Synthetic Route of C7H4N2O2S2 This article mentions the following:

A novel series of benzothiazole derivatives I (R¹ = H, CH₃, NO₂; R² = H, NO₂; R³ = C₆H₅, p-HOC₆H₄, p-CH₃OC₆H₄, m-O₂NC₆H₄) were synthesized and subsequently assayed in vivo to investigate their hypoglycemic activity by the alloxan-induced diabetic model in rats. All the synthesized derivatives showed significant biol. efficacy. Among the synthesized compounds, I (R¹ = CH₃; R² = H; R³ = m-O₂NC₆H₄) at 350 mg/kg exerted maximum glucose lowering effects whereas compound I (R¹ = CH₃; R² = H; R³ = p-CH₃OC₆H₄) showed min. glucose lowering effects. All compounds were effective, and exptl. results were statistically significant at p<0.01 and p<0.05 level. From the results, it is clear that compound I (R¹ = CH₃; R² = H; R³ = m-O₂NC₆H₄) demonstrated potent anti-diabetic activity and would be of better use in drug development to combat the metabolic disorder in future. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Synthetic Route of C7H4N2O2S2).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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 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.Synthetic Route of C7H4N2O2S2

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